Title: 2 Stars Hotels in Windley Key, Islamorada from CA $153 - Find Cheap Windley Key Hotels With 2 Stars | Expedia.ca [Windley Key Travel Guide](https://expedia.ca/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[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) # 2 Stars Hotels in Windley Key, Islamorada from CA $153 - ![](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 ## Check availability on Windley Key 2 Star Hotels Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-05&endDate=2025-12-06&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-06&endDate=2025-12-07&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windley Key 2 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/af88a0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/19311fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/9a9545cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Del Mar Resort and Marina Key Largo 8.4/10 Very good (1642) "Great location and laid back vibe!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $141 CA $198 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b.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) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Beds Water View](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d6bb28b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn Tavernier 8.0/10 Very good (1002) "Nice place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danyu CA $224 CA $252 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.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) ![Panoramic Suite](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.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) ![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1498h1001x2y0-11d0c529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort Rock Harbor 9.2/10 Wonderful (1062) "Everything clean, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arlene CA $136 CA $153 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/70c7ac71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/1508fc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Kitchenette](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/5746e378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Hotel Key Largo 9.0/10 Wonderful (1002) "we had a good time here, fabulous place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kanishka CA $162 CA $198 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, rowing, fishing](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/a2a4b9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/b5cef261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/9192d0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pelican Key Largo Cottages Key Largo 8.8/10 Excellent (1000) "The beach area was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonya CA $153 CA $172 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/ac9bc991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/31d6a642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/d330cb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Jolla Resort Matecumbe 9.0/10 Wonderful (1001) "Great stay. Friendly staff, great accommodations, very nice complex. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shela CA $175 CA $236 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/66659102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c052003d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key Largo Manatee Bay Key Largo 8.8/10 Excellent (1003) "Great resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $155 CA $175 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/e12ff0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/485a14f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/38a88171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 9 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/b15145a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amoray Dive Resort Key Largo 9.2/10 Wonderful (1001) "Great service, spotless room, and the sunsets!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $159 CA $218 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breezy Palms Resort Matecumbe 8.8/10 Excellent (581) "Room was super clean and well provisioned. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $126 CA $215 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/fe271bae.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) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/484a28a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/28719020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Cove Beach Resort Key Largo 9.0/10 Wonderful (1002) "Always a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $218 CA $245 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/fcd75612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/bf338fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/3c8fb00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/396da292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Resort and Gallery - Adults Only Rock Harbor 9.8/10 Exceptional (292) "The Kona Kai Resort was perfect for us. We especially appreciated the small resort with quiet spaces to relax, read and admire the view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bastianella [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/cb9ea3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/9aaf0d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/e8b845d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seafarer Key Largo Rock Harbor 9.4/10 Exceptional (128) "Everything was especially clean and the breakfast was incredible " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) FATIMA CA $138 CA $175 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information) ![Private beach, white sand](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/e786ed3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Sea View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/372df6b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/3678f39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Ocean View | Living area](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/a6fc4b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Matecumbe Resort Matecumbe 8.8/10 Excellent (84) "Safe covered parking and stocked kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie CA $250 CA $281 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Matecumbe-Resort.h112176968.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/7000000/6920000/6916300/6916201/29303461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6920000/6916300/6916201/e2c321f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Efficency, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/7000000/6920000/6916300/6916201/d202e030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6920000/6916300/6916201/8852d3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Edgewater Lodge Long Key 8.6/10 Excellent (798) "Very nice place, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilberto CA $237 CA $267 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Long-Key-Hotels-Edgewater-Lodge.h6916201.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b1bfc483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b442c959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b27f4d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina Islamorada 9.4/10 Exceptional (204) "Clean room, beautiful pool and quiet!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $253 CA $285 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4580000/4578900/4578886/6bbcd231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/5000000/4580000/4578900/4578886/98a1164f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4580000/4578900/4578886/3f0c17a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4578900/4578886/1d550661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fiesta Key RV Resort Long Key 7.4/10 Good (449) "I love this place." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Ahmed [](https://www.expedia.ca/Long-Key-Hotels-Fiesta-Key-RV-Resort.h4578886.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/43f0ebf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/f0273ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/b258c96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/0412cdfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bahia Bay Resort Rock Harbor 8.8/10 Excellent (125) "Location is perfect and we just keep coming back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason [](https://www.expedia.ca/Key-Largo-Hotels-Bahia-Bay-Resort.h53826692.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Conch Key One-bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/2180f342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Conch Key One-bedroom Cottage | View from room](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/3c8c13d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Largo One-bedroom Cottage](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Bay Resort Tavernier 10/10 Exceptional (139) "Buutifull and cozy place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DILIA CA $354 CA $399 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information) ![Classic Room, Patio, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/224c2448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, Patio, Garden View](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/5d3fac38.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) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110690000/110683500/110683445/01400ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean View Inn & Pub Islamorada 9.4/10 Exceptional (9) "Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick CA $219 CA $247 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Islamorada-Hotels-The-Ocean-View-Inn-Pub.h110683445.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/0cb6bab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/b1df7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach umbrellas, beach towels](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/658c83a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/d3f952a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sands of Islamorada Matecumbe 8.8/10 Excellent (391) "The rooms were recently remodeled and very nice. People are really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammie CA $255 CA $306 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) ![](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%2F2Star-Windley-Key-Hotels.s20-0-d553248635976197663.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Windley-Key-Hotels.s20-0-d553248635976197663.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windley Key. ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Reefhouse Resort & Marina 103800 Overseas Hwy Key Largo FL CA $320 CA $415 total Dec 14 - Dec 15 includes taxes & fees 9.2/10 Wonderful! (1,340 reviews) [](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Waterside Suites & Marina 201 Ocean Drive Key Largo FL CA $188 CA $251 total Dec 22 - Dec 23 includes taxes & fees 8.8/10 Excellent! (1,139 reviews) [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Chesapeake Beach Resort 83409 Overseas Hwy Islamorada FL CA $261 CA $373 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (1,591 reviews) [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Still don't see what you're looking for? [See all properties in Windley Key.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=06%2F12%2F2025&endDate=07%2F12%2F2025®ionId=553248635976197663&star=20&star=20&amenities=WATER_PARK) 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. ## 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=2025-12-19&endDate=2025-12-20&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) ## Top Windley Key Hotel Reviews ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 10/10 Excellent "Exellent " [](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ## Find out more about Windley Key Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Windley Key, Windley Key you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Windley Key are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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