Title: Book The Best Hotels in Windley Key, FL for 2026 from CA $185 - Fully Refundable Options - Expedia.ca [Windley Key Travel Guide](https://expedia.ca/Windley-Key.dx553248635976197663)[Vacation Rentals in Windley Key](https://expedia.ca/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[Flights to Windley Key](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Rentals](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Windley Key, FL from CA $185 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Windley Key Resort [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=HOTEL_RESORT) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=APART_HOTEL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&amenities=PETS) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=APARTMENT) House­boat [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=HOUSE_BOAT) Condo [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=CONDO) Villa [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-01-22&d1=2026-01-22&endDate=2026-01-24&d2=2026-01-24&lodging=VILLA) ## Check prices for these dates Tonight [Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-08&endDate=2026-01-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-09&endDate=2026-01-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windley Key hotels ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/e438dbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/cb9f9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) Islamorada 9.0/10 Wonderful (124) "Beautiful chilled out hotel" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jacqueline CA $423 CA $568 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/36b1fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor [](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) Islamorada 8.8/10 Excellent (1000) "Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $250 CA $330 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/d3f7ab96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanview Seaside Villa](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/481f59bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher Inn Resort & Marina [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) Islamorada 8.2/10 Very good (1001) "Beautiful location and staff is amazing. Would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary CA $224 CA $298 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/8147c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/63ef26aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Cove Resort and Marina [](https://www.expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) Islamorada 9.0/10 Wonderful (166) "Great place to stay! The staff were wonderful! Quiet, peaceful, and enjoyable stay! Rooms were spacious and clean! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia CA $298 CA $335 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Classic Room, Patio, Garden View](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/5d3fac38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/01400ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, Patio, Garden View](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/5f27ae80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, Mobility Accessible, Patio](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/f4617abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean View Inn & Pub [](https://www.expedia.ca/Islamorada-Hotels-The-Ocean-View-Inn-Pub.h110683445.Hotel-Information) Islamorada 9.2/10 Wonderful (13) "Friendly service. Pleasant stay with clean accommodations and convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge CA $338 CA $381 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Islamorada-Hotels-The-Ocean-View-Inn-Pub.h110683445.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/180cb0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shangri-La Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/58abb15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/2237ce7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Morada [](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) Matecumbe 9.4/10 Exceptional (417) "always a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert CA $467 CA $605 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/5adafa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Grand Lodge | Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/50ab344b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Grand Lodge | Living area](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/6076fc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/fa794c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Largo Resort [](https://www.expedia.ca/Key-Largo-Hotels-Largo-Resort.h10977095.Hotel-Information) Key Largo 9.4/10 Exceptional (297) "Absolutely beautiful resort! Quiet, and peaceful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shana CA $297 CA $426 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-Largo-Hotels-Largo-Resort.h10977095.Hotel-Information) ![Single Room | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/ba4e7679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/c0f429ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/b8ee59fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/eb1153a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Resort and Gallery - Adults Only [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) Rock Harbor 9.8/10 Exceptional (299) "Room is great and this place is beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/86c2e00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/9cf56c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reefhouse Resort & Marina [](https://www.expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) Key Largo 9.2/10 Wonderful (1321) "We loved our stay — comfortable and clean rooms plus an enclosed property with many things to do: pool, beach, corn hole, volleyball, restaurants and more. Food service at the pool, very kind, friendly staff… We can’t wait to stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $373 CA $475 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1073) "Would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $196 CA $221 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/e551d068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/895aa58f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/3c012613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/bb148188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolphin Point Villas [](https://www.expedia.ca/Key-Largo-Hotels-Dolphin-Point-Villas.h22117290.Hotel-Information) Key Largo 9.6/10 Exceptional (474) "The rooms were very clean. Beautiful view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $273 CA $346 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-Largo-Hotels-Dolphin-Point-Villas.h22117290.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/59d69f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pelican Not Pet-Friendly](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/c9fe8afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 10 Not Pet-Friendly | Living area](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/85f959a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/2602f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Cove Beach Resort [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) Key Largo 9.0/10 Wonderful (1000) "I enjoyed staying here, very cute hotel on the beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emi CA $240 CA $271 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) ![Aquamarina Deluxe Sea View Suite | Living area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/9f59701c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Celeste Deluxe Sea View Suite | Living area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/b9dfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![La Palma Tropical Garden Suite | Living area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/759df0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/ee3314c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azul del Mar [](https://www.expedia.ca/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information) Key Largo 9.0/10 Wonderful (809) "Very clean rooms!! Great staff and very nice location for peace and relaxation!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $298 CA $336 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1000) "Courteous staff, clean, many extra like hot chocolate bar, s’mores station and coffee station. Nice stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelley CA $586 CA $736 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/f135208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) Tavernier 7.8/10 Good (1001) "It is an awesome experience with wonderful views, the location is a big advantage for this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vamsi kalyan CA $254 CA $286 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/95229722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8ad54011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/a51334f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Villas by Islander Resort [](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) Matecumbe 8.8/10 Excellent (404) "Beautiful stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lakyne CA $449 CA $599 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1001) "One of the nicest hotels we have stayed at. Amazing staff, food, activities and property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $570 CA $717 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/855a0cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/cda9ed8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/8e36d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/b41300e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Key Largo by IHG [](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) Key Largo 8.6/10 Excellent (1022) "Rooms were nice and staff very courteous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andres CA $262 CA $295 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/d49c45e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5d218fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/2bff44ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Matecumbe 9.2/10 Wonderful (1004) "Hotel and grounds were beautiful. Restaurant and bar offered friendly service. Breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $434 CA $582 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Suite, 1 Bedroom, Balcony, Marina View](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/w3997h2667x0y0-9a900dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/863c8f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/8471c30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/w4000h2663x0y0-89891311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information) Key Largo 8.2/10 Very good (1000) "Everything was very clean and chill. The breakfast was delicious, and the staff was very kind & respectful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danay CA $273 CA $307 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24®ionId=553248635976197663&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels) ## Learn more about Windley Key Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park. [See all hotels in Windley Key](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&adults=2®ionId=553248635976197663) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Windley Key attractions [](https://expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels) ![Windley Key Fossil Reef Geological State Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340296-Windley-Key-Fossil-Reef-Geological-State-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windley Key Fossil Reef Geological State Park Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6282211) ## More cheap stays in Windley Key ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Pelican Key Largo Cottages 99340 Overseas Highway Key Largo FL CA $164 CA $185 total Jan 12 - Jan 13 includes taxes & fees 8.8/10 Excellent! (1,013 reviews) [](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marina Del Mar Resort and Marina 527 Caribbean Drive Key Largo FL CA $151 CA $209 total Jan 21 - Jan 22 includes taxes & fees 8.4/10 Very Good! (1,684 reviews) [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Jolla Resort 82216 Overseas Highway Islamorada FL CA $161 CA $220 total Jan 12 - Jan 13 includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Rock Reef Resort 97850 Overseas Hwy Key Largo FL CA $196 CA $221 total Jan 29 - Jan 30 includes taxes & fees 9.2/10 Wonderful! (1,082 reviews) [](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Drift Hotel 95320 Overseas Hwy Key Largo FL CA $198 CA $239 total Jan 13 - Jan 14 includes taxes & fees 8.8/10 Excellent! (1,006 reviews) [](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Creekside Inn 90611 Old Highway Tavernier FL CA $254 CA $286 total Jan 19 - Jan 20 includes taxes & fees 7.8/10 Good! (1,001 reviews) [](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ## Hotels in Windley Key with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 3 properties [](https://expedia.ca/5Star-Windley-Key-Hotels.s50-0-d553248635976197663.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 7 properties [](https://expedia.ca/4Star-Windley-Key-Hotels.s40-0-d553248635976197663.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 83 properties [](https://expedia.ca/3Star-Windley-Key-Hotels.s30-0-d553248635976197663.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 169 properties [](https://expedia.ca/2Star-Windley-Key-Hotels.s20-0-d553248635976197663.Travel-Guide-Filter-Hotels) ## Find out more about Windley Key ### Top reasons to visit Windley Key - **Outdoor Adventures:** Windley Key is a paradise for outdoor enthusiasts, featuring scenic hiking trails and engaging virtual tours. - **Windley Key State Park:** A highlight for nature lovers, offering stunning landscapes and opportunities for exploration. - **Fossil Reef Discovery:** Experience the unique Windley Key Fossil Reef, a fascinating glimpse into the area's geological history. - **Nearby Beaches:** Relax on beautiful beaches in Islamorada, just a short distance away, enhancing your coastal experience. - **Diverse Accommodations:** Choose from a range of lodging options, from budget-friendly to luxurious, accommodating every traveler's needs. ### Find great hotels near Windley Key Discover the charm of Windley Key, Florida, where a variety of hotel accommodations cater to every traveler's preference. From budget-friendly options to luxurious resorts, you can find the perfect stay, whether you're seeking adventure, a beach getaway, or pet-friendly lodgings. Explore Windley Key vacation rentals and experience the beauty of Florida’s Keys while enjoying comfortable amenities tailored to make your holiday unforgettable. - **[Amara Cay Resort:](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)** Nestled 8.0km away from Windley Key, Amara Cay Resort is a family-friendly, 3.5-star beachside haven ideal for adventure seekers and families alike. With direct beach access, guests can immerse themselves in a variety of outdoor activities, from onsite kayaking and snorkelling to nearby hiking and biking trails. The resort ensures a worry-free stay for families with amenities like cribs and a first aid kit. Amara Cay provides a perfect blend of relaxation and adventure, making it an excellent choice for those looking to create lasting memories. - **[Cheeca Lodge & Spa:](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)** Located just 6.4km from Windley Key, Cheeca Lodge & Spa is a luxurious 4-star resort that caters to beach lovers and golf enthusiasts. This stunning property offers direct access to the beach and features a scenic golf course for guests to enjoy. Adventure awaits with onsite windsurfing and fishing, while nearby hiking opportunities abound. The resort combines elegance with a laid-back atmosphere, providing a variety of dining options and a full-service spa for a truly indulgent experience. It’s the perfect retreat for those seeking both relaxation and excitement. - **[Islander Resort:](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)** Just 4.8km from Windley Key, Islander Resort is a charming 3-star hotel that caters to families and adventure seekers. With direct beach access, guests can partake in an array of watersports, including kayaking and parasailing. The resort also features family-friendly amenities such as onsite mini-golf and ping pong, ensuring entertainment for all ages. Whether you’re looking to relax on the beach or explore the local waters, Islander Resort provides a fun-filled atmosphere perfect for creating unforgettable holiday experiences. ### Where to stay near Windley Key Windley Key, nestled in the stunning Florida Keys, offers an idyllic getaway for those seeking outdoor adventures and relaxation. With its family-friendly atmosphere and romantic settings, visitors can explore the enchanting landscapes of the Upper Florida Keys. Nearby, the charming village of Islamorada beckons with its beautiful beaches and vibrant local culture. Whether you're diving into the crystal-clear waters or lounging on the shore, Windley Key promises an unforgettable vacation experience. - **[Islamorada:](https://www.expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)** Known as the "Village of Islands," Islamorada is a picturesque destination that offers stunning coastal views and a laid-back atmosphere. Located directly on Windley Key, this city is a haven for outdoor enthusiasts and families looking to escape the hustle and bustle. Visitors can enjoy a variety of activities, from relaxing on beautiful beaches to exploring shopping areas and local resorts. The peak travel seasons, from March to April and July, see a vibrant influx of tourists, creating a lively ambiance perfect for family fun and adventure. Key landmarks include pristine beaches and a lively tourist precinct that add to its charm. - **[Tavernier:](https://www.expedia.ca/Tavernier-Hotels.d10047.Travel-Guide-Hotels)** Just 9.7km from Windley Key, Tavernier is a quaint city that captures the heart of the Florida Keys. With a focus on outdoor activities and family adventures, Tavernier is an ideal spot for those looking to immerse themselves in nature. The peak tourist seasons are similar to its neighbour, with March to April and July drawing the most visitors. Guests can explore local shopping areas and enjoy the beautiful beaches nearby. The town is surrounded by lush landscapes and offers easy access to various recreational activities, making it a perfect addition to your itinerary. - **[Venetian Shores:](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels)** Nestled only 805m from Windley Key, Venetian Shores is a charming neighbourhood that boasts a relaxed vibe and a strong sense of community. This area is less seasonal, attracting visitors year-round, with peak times in February to March and July. Families and outdoor lovers will find plenty to enjoy, from recreational areas to beautiful beaches. The local shopping options and nearby islands provide a delightful experience for all. Venetian Shores is perfect for those seeking a tranquil getaway without straying too far from the attractions of the Florida Keys. ### Things to do near Windley Key Windley Key offers a fantastic outdoor getaway, perfect for adventure seekers. Explore scenic hiking trails, enjoy a leisurely walk through beautiful landscapes, or take part in engaging virtual tours. With its stunning natural beauty, Windley Key invites you to immerse yourself in various outdoor activities, making it an ideal destination for your vacation. **Shopping** For shopping in Windley Key, visit Rain Barrel Village, a charming spot just 1.6km away, offering a family-friendly atmosphere. If you're up for a drive, check out Kiffney's Firearms and Indoor Range, located 32.2km away, where you can find unique gifts and souvenirs. **Recreation** [Jacob's Aquatic Center](https://www.expedia.ca/Jacobs-Aquatic-Center-Hotels.0-l553248621532652370-0.Travel-Guide-Filter-Hotels) offers a family-friendly atmosphere with refreshing pools, perfect for unwinding. For a touch of luxury, the Key Largo Anglers Club provides exclusive amenities in a picturesque setting. Meanwhile, the New Mahogany Hammock State Botanical Site invites you to relax amidst beautiful flora and tranquil surroundings. **Adventure** The [Florida Keys Dive Center](https://www.expedia.ca/Florida-Keys-Dive-Center-Hotels.0-l553248621532652358-0.Travel-Guide-Filter-Hotels) offers thrilling underwater sports, located 8.0km from Windley Key, where you can explore vibrant marine life. For adrenaline junkies, [Keys Cable Park](https://www.expedia.ca/Keys-Cable-Park-Hotels.0-l901232018711719936-0.Travel-Guide-Filter-Hotels), 28.0km away, provides an exhilarating adventure activity. Meanwhile, the [Pa-hay-okee Trail](https://www.expedia.ca/Pa-Hay-Okee-Trail-Hotels.0-l553248621532652363-0.Travel-Guide-Filter-Hotels), also 28.0km away, invites you to hike amidst stunning scenery. **Nightlife** In Windley Key, the nightlife buzzes with excitement at [Jimmy Johnson's Big Chill](https://www.expedia.ca/Jimmy-Johnsons-Big-Chill-Hotels.0-l553248621563219632-0.Travel-Guide-Filter-Hotels), only 20.9km away, where you can enjoy vibrant entertainment in a romantic setting. The [Caribbean Club Bar](https://www.expedia.ca/Caribbean-Club-Bar-Hotels.0-l553248621533115829-0.Travel-Guide-Filter-Hotels), located 29.0km away, offers a similar atmosphere, perfect for unwinding with friends and drinks. ### Booking tips and Expedia advantages for Windley Key When planning your visit to Windley Key, consider travelling during the off-peak months from September to November for lower accommodation prices. Booking your hotel about a month in advance can help secure great deals, especially if you choose to stay on a Tuesday, the cheapest day. Explore nearby free attractions like Islamorada County Park and Florida Keys Brewing Co. To maximise savings, use Expedia to find package deals that combine flights, accommodations, and activities, and sort options by price to find the best value for your trip. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Windley Key are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher. - **The best time to book a hotel:** Book your hotel around Windley Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Windley Key is Tuesday. The most expensive day to stay around Windley Key is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your choices based on your budget, desired location, and the type of accommodation you prefer. For the best value, be sure to sort the price filter from lowest to highest to uncover the most affordable options and deals available. - **Consider bundling your trip:** You can save some money by combining your Windley Key hotel reservation with your flights and activities through an Expedia package deal. ### Find the best attractions near Windley Key Windley Key is perfect for outdoor enthusiasts and adventure seekers, offering attractions such as Windley Key State Park and the Windley Key Fossil Reef. Visitors can explore notable landmarks and enjoy the natural beauty of urban parks and marinas. With a rich cultural experience awaiting, Windley Key promises an exciting getaway filled with activities that highlight its unique landscape and history. - **[Windley Key Fossil Reef Geological State Park:](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels)** Experience the incredible geological history of Florida at this unique state park, where you can explore ancient fossilized coral reefs. Enjoy scenic trails surrounded by lush vegetation and discover the rich outdoor vibes that make it perfect for adventurers and nature lovers alike. - **[Founders Park:](https://www.expedia.ca/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-Hotels)** This vibrant marina offers a beautiful beach and ample opportunities for outdoor adventure. With its stunning views and recreational activities, Founders Park is ideal for those looking to relax by the water or engage in exciting water sports. - **[Islamorada County Park:](https://www.expedia.ca/Islamorada-County-Park-Hotels.0-l553248621532652353-0.Travel-Guide-Filter-Hotels)** A fantastic urban park for families, Islamorada County Park features playgrounds, picnic areas, and walking trails. Enjoy the blend of city and outdoor vibes, making it a great spot to unwind and connect with loved ones amidst nature. ### Best time to go to Windley Key, Islamorada The best time to visit Windley Key, Islamorada can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Windley Key, Islamorada falls in August, when visitor numbers are moderately low and weather is mostly sunny with light rain. The coolest average temperature around Windley Key, Islamorada falls in January, visitor numbers are average and weather is mostly sunny with no rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | --------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------ | ------------------------------------------------------------------------------------------------------------------ | | January | 70.0°F (21.1°C) | No Rain (Dry) | Mostly Sunny | Average | Average | | February | 71.8°F (22.1°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly High | | March | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny | Moderately High | Slightly High | | April | 76.6°F (24.8°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly High | | May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.4°F (28.0°C) | Light Rain | Mostly Sunny | Average | Average | | July | 83.8°F (28.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | September | 83.3°F (28.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly Low | | October | 80.2°F (26.8°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | November | 75.9°F (24.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny | Average | Average | ### The nearest major airports for your trip to Windley Key To reach Windley Key, you can fly into Marathon, FL ([MTH](https://www.expedia.ca/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)\-Florida Keys Marathon), situated 53.1km away. Recommended hotels nearby include the [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information), a 4.5-star property located 6.4km from the airport, and both the Tranquility Bay Beachfront Hotel and [Faro Blanco Resort & Yacht Club Marathon](https://www.expedia.ca/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information), both rated 4 stars and just 4.8km from MTH. These hotels offer convenient access to the airport, ensuring a smooth transition from your flight to your accommodation. Enjoy the beautiful surroundings of the Florida Keys while staying at these comfortable options. ## Recent reviews of Windley Key hotels ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 5/5 Excellent "Friendly staff, clean rooms, not far from highway, right on canal, just need to be able to handle stairs to get to upstairs bedroom/shower" A verified traveller from Lynn stayed at Waterside Suites & Marina Posted 1 day ago [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg) ### Rock Reef Resort 5/5 Excellent "Clean room, friendly staff, beautiful sunset view. " A verified traveller stayed at Rock Reef Resort Posted 2 days ago [](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 5/5 Excellent "The property is spectacular - absolutely beautiful, lit up at night with torches and lighting. The room was well appointed, clean and relaxing. The food was good, the service was excellent." A verified traveller stayed at Cheeca Lodge & Spa Posted 2 days ago [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 5/5 Excellent "very good" A verified traveller stayed at Holiday Inn Key Largo by IHG Posted 2 days ago [](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 5/5 Excellent "We had a wonderful stay! Our room was spotless and well-maintained, and the staff was friendly, helpful, and made us feel welcome. Would definitely stay here again!" A verified traveller stayed at The Pelican Key Largo Cottages Posted 2 days ago [](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 5/5 Excellent "Amazing place - so much variety" A verified traveller stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Posted 2 days ago [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 5/5 Excellent "The resort is a great family friendly atmosphere. The staff was extremely hospitable. The beach is clean and lots of fun activities to do. Only wish we had more time! " A verified traveller stayed at Chesapeake Beach Resort Posted 3 days ago [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 5/5 Excellent "Highly recommend " A verified traveller stayed at Bayside Inn Key Largo Posted 3 days ago [](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 5/5 Excellent "The room was nicely prepared when we arrived and the maid service was excellent all week. The office staff were all very pleasant and helpful. The hotel is well situated close to restaurants and stores. The breakfast was simple but with a good selection and plentiful supply. The place was pretty quiet most of the time and we slept well in a comfy bed. The bathroom was old and in need of some TLC but everything worked just fine and we had no problems." A verified traveller stayed at Marina Del Mar Resort and Marina Posted 3 days ago [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Windley Key? > As you plan your getaway, keep in mind that this period attracts many visitors, drawn by the fabulous weather and the vibrant atmosphere. The warm sunshine and gentle breezes create the superb setting for leisurely strolls along the scenic shores or engaging in water sports in the crystal-clear waters. Popular attractions, including the nearby John Pennekamp Coral Reef State Park, can be quite lively, adding to the vibrant energy of the region. > > > For those seeking a more affordable option, consider visiting in September. While the weather is still warm, with temperatures around 28 Celsius, you may find lower accommodation rates and fewer crowds. This month also offers a fantastic opportunity to experience the natural beauty of Windley Key without the hustle and bustle of peak tourist season. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Windley Key hotel booking with Expedia? ### How much is the nightly rate at a Windley Key hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [2 Star Hotels in Plantation Key ](https://www.expedia.ca/2Star-Plantation-Key-Hotels.s20-0-d553248635083898347.Travel-Guide-Filter-Hotels) - [Hotels near Anne's Beach ](https://www.expedia.ca/Annes-Beach-Hotels.0-l6282204-0.Travel-Guide-Filter-Hotels) - [Hotels near Baker's Cay Resort Beach ](https://www.expedia.ca/Bakers-Cay-Resort-Beach-Hotels.0-l715323874527461376-0.Travel-Guide-Filter-Hotels) - [Blue Waters Hotels ](https://www.expedia.ca/Blue-Waters-Tavernier-Hotels.0-n553248635976472188-0.Travel-Guide-Filter-Hotels) - [Hotels near Bluefin Rock Harbor Marina ](https://www.expedia.ca/Bluefin-Rock-Harbor-Marina-Hotels.0-l6249260-0.Travel-Guide-Filter-Hotels) - [Buccaneer Point Hotels ](https://www.expedia.ca/Buccaneer-Point-Key-Largo-Hotels.0-n553248635976481137-0.Travel-Guide-Filter-Hotels) - [Hotels near Bud n' Mary's Dive Center ](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys Brewing Co. ](https://www.expedia.ca/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys Dive Center ](https://www.expedia.ca/Florida-Keys-Dive-Center-Hotels.0-l553248621532652358-0.Travel-Guide-Filter-Hotels) - [Hotels near Founders Park ](https://www.expedia.ca/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry Harris Park ](https://www.expedia.ca/Harry-Harris-Park-Hotels.0-l553248621533115827-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Islamorada ](https://www.expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Islamorada ](https://www.expedia.ca/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation) - [B&B in Islamorada ](https://www.expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Islamorada ](https://www.expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation) - [Cottages in Islamorada ](https://www.expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation) - [Adults Only Resorts & in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Adults-Only-Resorts.0-0-d10768-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-All-Inclusive-Hotel.0-0-d10768-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Beach-Hotel.0-0-d10768-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Boutique-Hotel.0-0-d10768-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Cheap-Hotels.0-0-d10768-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Family-Hotel.0-0-d10768-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hersha Hospitality Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hilton-Hotels.0-0-d10768--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Honeymoon-Hotels.0-0-d10768-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Bar.0-0-d10768-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d10768-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Parking.0-0-d10768-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Kitchenettes.0-0-d10768-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Smoking-Rooms.0-0-d10768-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Waterslides.0-0-d10768-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Luxury-Hotel.0-0-d10768-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Marriott-Hotels-Resorts.0-0-d10768--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-Hotels.0-0-d10768-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Pet-Friendly-Hotel.0-0-d10768-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Shopping-Hotel.0-0-d10768-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Islamorada ](https://www.expedia.ca/Islamorada-Hotels-Wyndham-Hotels.0-0-d10768--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Islamorada Hotels ](https://www.expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels) - [Houseboats in Islamorada ](https://www.expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Islamorada ](https://www.expedia.ca/Islamorada-Inns.d10768-aaInns.Travel-Guide-Accommodation) - [Motels in Islamorada ](https://www.expedia.ca/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Islamorada ](https://www.expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Islamorada ](https://www.expedia.ca/Islamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Islamorada ](https://www.expedia.ca/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation) - [Hotels near Jimmy Johnson's Big Chill ](https://www.expedia.ca/Jimmy-Johnsons-Big-Chill-Hotels.0-l553248621563219632-0.Travel-Guide-Filter-Hotels) - [Key Largo Hotels ](https://www.expedia.ca/Key-Largo-Hotels.d8369.Travel-Guide-Hotels) - [Lignumvitae Key Botanical State Park Hotels ](https://www.expedia.ca/Lignumvitae-Key-Botanical-State-Park-Hotels.d553248621532652349.Travel-Guide-Hotels) - [Lime Grove Estates Hotels ](https://www.expedia.ca/Lime-Grove-Estates-Key-Largo-Hotels.0-n553248635976481248-0.Travel-Guide-Filter-Hotels) - [Lower Matecumbe Beach Hotels ](https://www.expedia.ca/Lower-Matecumbe-Beach-Islamorada-Hotels.0-n553248635976195207-0.Travel-Guide-Filter-Hotels) - [Lower Matecumbe Key Hotels ](https://www.expedia.ca/Lower-Matecumbe-Key-Hotels.d553248635975749077.Travel-Guide-Hotels) - [Matecumbe Hotels ](https://www.expedia.ca/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels) - [Hotels near Pigeon Key ](https://www.expedia.ca/Pigeon-Key-Hotels.0-l553248621563219631-0.Travel-Guide-Filter-Hotels) - [Pirates Cove Hotels ](https://www.expedia.ca/Pirates-Cove-Key-Largo-Hotels.0-n553248635976468554-0.Travel-Guide-Filter-Hotels) - [Plantation Key Colony Hotels ](https://www.expedia.ca/Plantation-Key-Colony-Tavernier-Hotels.0-n855588080238100480-0.Travel-Guide-Filter-Hotels) - [Cottages in Plantation Key ](https://www.expedia.ca/Plantation-Key-Cottages.d553248635083898347-aaCottages.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Beach-Hotel.0-0-d553248635083898347-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Cheap-Hotels.0-0-d553248635083898347-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hersha Hospitality Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Hersha-Hospitality.0-0-d553248635083898347--bHershaHospitality.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Hotels-With-Free-Breakfast.0-0-d553248635083898347-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Luxury-Hotel.0-0-d553248635083898347-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Pet-Friendly-Hotel.0-0-d553248635083898347-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Scuba-Diving-Vacations.0-0-d553248635083898347-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Shopping-Hotel.0-0-d553248635083898347-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Plantation Key ](https://www.expedia.ca/Plantation-Key-Hotels-Spa-Hotel.0-0-d553248635083898347-tSpaHotel.Travel-Guide-Filter-Hotels) - [Plantation Key Hotels ](https://www.expedia.ca/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels) - [Inns in Plantation Key ](https://www.expedia.ca/Plantation-Key-Inns.d553248635083898347-aaInns.Travel-Guide-Accommodation) - [Rock Harbor Hotels ](https://www.expedia.ca/Rock-Harbor-Hotels.d553248635975874039.Travel-Guide-Hotels) - [Adults Only Resorts & in Seabreeze Trailer Park ](https://www.expedia.ca/Seabreeze-Trailer-Park-Islamorada-Hotels-Adults-Only-Resorts.0-n553248635976480972-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Shores Hotels ](https://www.expedia.ca/Silver-Shores-Key-Largo-Hotels.0-n553248635976471567-0.Travel-Guide-Filter-Hotels) - [Sunrise Point Hotels ](https://www.expedia.ca/Sunrise-Point-Key-Largo-Hotels.0-n553248635976481368-0.Travel-Guide-Filter-Hotels) - [Tavernier Hotels ](https://www.expedia.ca/Tavernier-Hotels.d10047.Travel-Guide-Hotels) - [Upper Matecumbe Key Hotels ](https://www.expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels) - [Beach Hotel Hotels in Venetian Shores ](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels-Beach-Hotel.0-n553248635976470270-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Venetian Shores ](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976470270-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Venetian Shores ](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels-Scuba-Diving-Vacations.0-n553248635976470270-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Venetian Shores Hotels ](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels) - [Hotels near Windley Key Fossil Reef Geological State Park ](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels) - [Wynken Blynken and Nod Hotels ](https://www.expedia.ca/Wynken-Blynken-And-Nod-Key-Largo-Hotels.0-n553248635976473708-0.Travel-Guide-Filter-Hotels) - [Flights to Islamorada ](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights) - [Flights from Toronto to Islamorada ](https://www.expedia.ca/lp/flights/178314/10768/toronto-to-islamorada) - [Flights from Tampa to Islamorada ](https://www.expedia.ca/lp/flights/602996/10768/tampa-to-islamorada) - [History of Diving Museum ](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction) - [Visit Seabreeze Trailer Park ](https://www.expedia.ca/Islamorada-Seabreeze-Trailer-Park.dx553248635976480972) - [Visit Venetian Shores ](https://www.expedia.ca/Islamorada-Venetian-Shores.dx553248635976470270) - [Islamorada Vacations ](https://www.expedia.ca/Islamorada.d10768.Destination-Travel-Guides) - [Visit Islamorada ](https://www.expedia.ca/Islamorada.dx10768) - [Plantation Key Vacations ](https://www.expedia.ca/Plantation-Key.d553248635083898347.Destination-Travel-Guides) - [Visit Plantation Key ](https://www.expedia.ca/Plantation-Key.dx553248635083898347) - [Windley Key Fossil Reef Geological State Park ](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) - [Avis Rental Cars in Plantation Key ](https://www.expedia.ca/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers) - [Car rental Islamorada ](https://www.expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide) - [Convertible Car Rentals in Islamorada ](https://www.expedia.ca/Convertible-Car-Rentals-In-Islamorada.d10768-tConvertible.Car-Rental-Guide-Class) - [Luxury Car Rentals in Islamorada ](https://www.expedia.ca/Luxury-Car-Rentals-In-Islamorada.d10768-tLuxury.Car-Rental-Guide-Class) - [Mex Rent A Car Rental Cars in Plantation Key ](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Plantation-Key.d553248635083898347-c1084.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in Islamorada ](https://www.expedia.ca/Pickup-Car-Rentals-In-Islamorada.d10768-tPickup.Car-Rental-Guide-Class) - [Pickup Car Rentals in Plantation Key ](https://www.expedia.ca/Pickup-Car-Rentals-In-Plantation-Key.d553248635083898347-tPickup.Car-Rental-Guide-Class) - [Sixt Rental Cars in Islamorada ](https://www.expedia.ca/Sixt-Car-Rentals-In-Islamorada.d10768-c35.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Islamorada ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Islamorada.d10768-c45.Car-Rental-Guide-Suppliers) - [Islamorada Vacation Rentals ](https://www.expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals) - [Things to do in Islamorada ](https://www.expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Book Hotels in Windley Key on Expedia.com ](https://www.expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app