Title: 10 Best Hotels in Winston Waterways, Key Largo for 2025 | Expedia.ca [Flights to Key Largo](https://expedia.ca/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights)[Things to do in Key Largo](https://expedia.ca/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities)[Winston Waterways Car Rentals](https://expedia.ca/Car-Rentals-In-Winston-Waterways.d553248635976481538.Car-Rental-Guide)[Winston Waterways Vacations](https://expedia.ca/Winston-Waterways.d553248635976481538.Destination-Travel-Guides) ![Clearwater Beach Pier Panorama](https://images.trvl-media.com/place/553248635976481538/ecdd89c4-e539-4429-8ffb-e8e2551fcc04.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Winston Waterways, Key Largo ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Winston Waterways Spa [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=SPA_ON_SITE) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=OCEAN_VIEW) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&travelerType=family_friendly) House­boat [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=HOUSE_BOAT) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=POOL) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=APARTMENT) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=PETS) Condo [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&lodging=CONDO) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Winston+Waterways%2C+Key+Largo%2C+Florida%2C+United+States+of+America®ionId=553248635976481538&latLong=25.117282%2C-80.411961&adults=2&startDate=2025-10-07&d1=2025-10-07&endDate=2025-10-09&d2=2025-10-09&amenities=WATER_PARK) ## Check prices for these dates Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Winston Waterways hotels and places to stay ## Our top choices for Winston Waterways hotels ![Property entrance](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/c6ff3517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/56ec364c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/973ea773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/cd62baac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolphin Point Villas 0.7 km from Winston Waterways 9.6/10 Exceptional (462) "Had a great stay. Staff was very friendly and enjoyed use of the kayaks and paddleboards with the kids. " CA $266 CA $338 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Key-Largo-Hotels-Dolphin-Point-Villas.h22117290.Hotel-Information) ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort 28.6 km from Winston Waterways 9.2/10 Wonderful (1534) "Great location, clean rooms, great amenities and the staff is very friendly. " CA $169 CA $268 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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/b442c959.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/57000000/56960000/56952700/56952622/67c8f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina 24.2 km from Winston Waterways 9.4/10 Exceptional (192) "We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. " CA $118 CA $132 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.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/w1498h1001x2y0-11d0c529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.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) ### Rock Reef Resort 6.6 km from Winston Waterways 9.2/10 Wonderful (1026) "Good location. We would stay here again " CA $104 CA $118 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/4853f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/ee591e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Kitchen (with Tiki Hut Porch) | View from room](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/85ecb78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Bay View (Premium View with Tiki Porch) | Living room](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/63f9bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic Bay Resort 15.3 km from Winston Waterways 9.4/10 Exceptional (701) "Great spot and a hidden gem!" CA $208 CA $262 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.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) ![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.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/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection 7.1 km from Winston Waterways 9.0/10 Wonderful (1000) "By far one of the best hotels in the keys. " CA $308 CA $423 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![On the beach, kayaking](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/b6383084.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) ![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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/9f8e24a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azul del Mar 3.8 km from Winston Waterways 9.0/10 Wonderful (757) "We loved this property so beautiful and clean and new. Secluded and great sunset v.iews. Will definitely stay here again" CA $173 CA $195 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/57b69b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Queen Bed with Sofa bed, Kitchen (#01 Waterfront with Tiki Hut) | Private kitchen](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/16dd2838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed (#15 Balcony 2nd Floor) | Balcony](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/038ec85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Harbor Lodge 6.7 km from Winston Waterways 9.2/10 Wonderful (651) "Good hotel" CA $200 CA $225 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.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/e8b845d8.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) ### Seafarer Key Largo 6.7 km from Winston Waterways 9.4/10 Exceptional (111) "Rooms are remodeled and staff was great. Would stay here again " CA $110 CA $144 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.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) ![Fireplace](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/f2f49899.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) ![1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/8d8e37e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reefhouse Resort & Marina 2.9 km from Winston Waterways 9.2/10 Wonderful (1307) "Staff has been so accommodating, the pool and the grounds are beautiful, rooms are very comfortable. Great place!" CA $289 CA $380 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/3c8fb00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/4ae3e8fd.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) ### Kona Kai Resort and Gallery - Adults Only 6.6 km from Winston Waterways 9.8/10 Exceptional (259) "Had an amazing time everyone was very welcoming " CA $185 CA $247 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/0f203959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/9c95fe9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/9d3b800e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Suites & Marina 3.2 km from Winston Waterways 8.8/10 Excellent (1085) "Excellent hotel " CA $139 CA $196 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/8c6c8a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Harbor 24 km from Winston Waterways 8.8/10 Excellent (105) "If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. " CA $124 CA $334 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.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) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/42d378ce.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) ![Oceanfront King Suite w/ Kitchen & Private Balcony](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor 26.3 km from Winston Waterways 8.8/10 Excellent (1005) "Beautiful property and the staff was amazing." CA $130 CA $195 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.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) ![Suite, Kitchenette](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/5746e378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/0065f64e.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) ### Drift Hotel 10.7 km from Winston Waterways 9.0/10 Wonderful (1008) "Loved the access to the beach, hammocks and it’s on dock to fish from" CA $123 CA $139 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Private beach, sun loungers, beach towels, scuba diving](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4dfe75fc.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/c5948ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 27.6 km from Winston Waterways 8.8/10 Excellent (85) "Great experience- plenty to do or you can do nothing- very clean property- food was great- drinks were cold- Plenty of boats going by- Staff was friendly always asking if they could help with anything- highly recommended. " CA $234 CA $355 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/f05102d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Bedroom, Patio, Bay View](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/bbfdbeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/d35570a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/acea0c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Palm Inn 15.8 km from Winston Waterways 9.6/10 Exceptional (528) "Great place to stay ! Very pleasant staff. " CA $303 CA $382 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Tavernier-Hotels-Coconut-Palm-Inn.h3489061.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8e763282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/46aade65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Inn Key Largo 3.9 km from Winston Waterways 8.6/10 Excellent (1575) "Great stay " CA $125 CA $175 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/54000000/53830000/53826700/53826692/b258c96b.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) ### Bahia Bay Resort 7.4 km from Winston Waterways 8.8/10 Excellent (121) "Unique boutique resort experience. Great room with a loft. Amazing pool, beach and dock area. " CA $142 CA $160 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Key-Largo-Hotels-Bahia-Bay-Resort.h53826692.Hotel-Information) ![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/1000000/20000/14100/14042/1f0afa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/6e0cfc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 8.3 km from Winston Waterways 8.6/10 Excellent (1026) "Beautiful place awesome staff very helpful ❤️❤️❤️❤️" CA $340 CA $458 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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=2025-10-07&endDate=2025-10-08®ionId=553248635976481538&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Winston Waterways Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most. - Key Largo Village - Key Largo Park - Cross Key Waterways - Largo Gardens - Sexton Cove Estates [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976468738) ![Key Largo Village map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:atgxCp%7C%7BiNgSKD_Ee%40A_GqZQ_E%60Qm%40L%5BfAv%40qAnBpBhBX_%40jF%7EDCv%5B&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=MK78fwyplNqRZHZ3wMj9P5KB7CU=) ### Key Largo Village While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976468738) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976481780) ![Key Largo Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:egexC%7Ea%7DiNka%40%3FaBeAuE%7BG%60%40%7BL%7DDgFtEyHtXlTlPjRYd%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=8EoQZNFuJqpfIbGWKcKOtVXDWWI=) ### Key Largo Park Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481780) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976480816) ![Cross Key Waterways map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gokxCf_xiNef%40E%5DkLuB%7B%40a%40oBlAeBQcFrHkJda%40n%5BYbK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=cqY0JTQc23liHFRTquITG_IvkyU=) ### Cross Key Waterways While Cross Key Waterways might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like MarineLab Undersea Laboratory and Caribbean Club Bar. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976480816) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976471939) ![Largo Gardens map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ihhxCrcziNaLaJu%40z%40mI%7DGhACE%7DWdKGAfHrIfEH%7CZ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eCF8kB6_VIUYNu4Naf4-Qb6Ide4=) ### Largo Gardens While Largo Gardens might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471939) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976482205) ![Sexton Cove Estates map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:otqxCzrsiNoAeEoBsAoADsFxBqFyFXkBsCa%40WaAgKfEoFUDiTZcAK%7DSZW%3FaC%7C%60%40d%5CnBV%60JjHRrUuAX&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=fBDBbQvbbUyyMqRudSu6M-xCZBY=) ### Sexton Cove Estates Though Sexton Cove Estates might not have many top sights, you can venture to the surrounding area to see attractions like Caribbean Club Bar and Key Largo Hammocks State Botanical Site. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976482205) ## Top Winston Waterways Hotel Reviews ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Great experience- plenty to do or you can do nothing- very clean property- food was great- drinks were cold- Plenty of boats going by- Staff was friendly always asking if they could help with anything- highly recommended. " [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Love the location and the room. Made for a great fishing trip with my son & grand daughter. Well be return in the near future." [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Creekside Inn Islamorada](//images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg) ### Creekside Inn Islamorada 10/10 Excellent "Convenient " [](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Staff has been so accommodating, the pool and the grounds are beautiful, rooms are very comfortable. Great place!" [](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Bakers Cay was a wonderful place to stay and unwind. The service was outstanding and location perfect. Thank you" [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Marina Del Mar Resort and Marina](//images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "Loved " [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Rock Reef Resort](//images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg) ### Rock Reef Resort 10/10 Excellent "Room was like an efficiency apartment, even had a full kitchen. " [](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Bayside Inn Key Largo](//images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "Nice motel with a variety of amenities - 2 water bottles in room daily, bikes & paddle boards on site to use, access to pool & bay with lots of outdoor seating. Unfortunately only 5 rooms have a view of bay. Starbucks Keurig in lobby makes great chai latte! Appreciated recommendations for dining when we arrived, Snook’s restaurant is right next-door and is a good/convenient choice for dining. Main issue was that when reservations were made hotels.com offered option to pay at resort but apparently hotel requires first day payment as a deposit so my card was charged even though I selected pay at resort. Also some confusion regarding payment of resort fee which hotels.com showed as included in my total balance. Found it odd that hotel did not have any of our contact information. Usually when I reserve on hotels.com I also get an email confirming from the hotel itself. Need better coordination between hotels.com/expedia and hotel." [](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Hadley Resort and Marina](//images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Loved the rooms very spacious. Ocean view was amazing very close to restaurants " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Oceanfront Hotels in Anglers Park](https://www.expedia.ca/Anglers-Park-Key-Largo-Hotels-Oceanfront-Hotels.0-n553248635976468912-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Anglers Park Hotels](https://www.expedia.ca/Anglers-Park-Key-Largo-Hotels.0-n553248635976468912-0.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) - 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[Adults Only Resorts & in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Adults-Only-Resorts.0-n553248635976468738-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-All-Inclusive-Hotel.0-n553248635976468738-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Beach-Hotel.0-n553248635976468738-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Boutique-Hotel.0-n553248635976468738-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Cheap-Hotels.0-n553248635976468738-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Family-Hotel.0-n553248635976468738-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Golf-Hotel.0-n553248635976468738-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Green-Sustainable.0-n553248635976468738-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Historic-Hotel.0-n553248635976468738-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotel-With-Pool.0-n553248635976468738-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-A-Lazy-River.0-n553248635976468738-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-Balconies.0-n553248635976468738-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-Kitchenettes.0-n553248635976468738-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-LGBT-Friendly-Hotel.0-n553248635976468738-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Luxury-Hotel.0-n553248635976468738-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Mountain-Hotels.0-n553248635976468738-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Oceanfront-Hotels.0-n553248635976468738-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976468738-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Scuba-Diving-Vacations.0-n553248635976468738-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Spa Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Spa-Hotel.0-n553248635976468738-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Key Largo Village](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Waterpark-Hotels.0-n553248635976468738-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Key Largo Village Hotels](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels.0-n553248635976468738-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Adults-Only-Resorts.0-n553248635976471939-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-All-Inclusive-Hotel.0-n553248635976471939-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Beach-Hotel.0-n553248635976471939-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Boutique-Hotel.0-n553248635976471939-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Hotel-With-Pool.0-n553248635976471939-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Hotels-With-Kitchenettes.0-n553248635976471939-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976471939-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Largo Gardens](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Spa-Hotel.0-n553248635976471939-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Largo Gardens Hotels](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels.0-n553248635976471939-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Largo Sound Village](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels-All-Inclusive-Hotel.0-n553248635976481003-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Largo Sound Village](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976481003-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Largo Sound Village Hotels](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels.0-n553248635976481003-0.Travel-Guide-Filter-Hotels) - [Lime Grove Estates Hotels](https://www.expedia.ca/Lime-Grove-Estates-Key-Largo-Hotels.0-n553248635976481248-0.Travel-Guide-Filter-Hotels) - [Miami Hotels](https://www.expedia.ca/Miami-Hotels.d178286.Travel-Guide-Hotels) - [North Key Largo Hotels](https://www.expedia.ca/North-Key-Largo-Hotels.d553248635976475358.Travel-Guide-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) - [Plantation Key Hotels](https://www.expedia.ca/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels) - [Rock Harbor Hotels](https://www.expedia.ca/Rock-Harbor-Hotels.d553248635975874039.Travel-Guide-Hotels) - [Sexton Cove Estates Hotels](https://www.expedia.ca/Sexton-Cove-Estates-Key-Largo-Hotels.0-n553248635976482205-0.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) - [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 Key Largo](https://www.expedia.ca/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights) - [Flights from Detroit to Key Largo](https://www.expedia.ca/lp/flights/178255/8369/detroit-to-key-largo) - [Flights from Miami to Key Largo](https://www.expedia.ca/lp/flights/178286/8369/miami-to-key-largo) - [Flights from Toronto to Key Largo](https://www.expedia.ca/lp/flights/178314/8369/toronto-to-key-largo) - [Flights from Toronto (YYZ) to Miami (MIA)](https://www.expedia.ca/lp/flights/yyz/mia/toronto-to-miami) - [Visit Anglers Park](https://www.expedia.ca/Key-Largo-Anglers-Park.dx553248635976468912) - [Visit Largo Sound Village](https://www.expedia.ca/Key-Largo-Largo-Sound-Village.dx553248635976481003) - [Key Largo Vacations](https://www.expedia.ca/Key-Largo.d8369.Destination-Travel-Guides) - [Visit Key Largo](https://www.expedia.ca/Key-Largo.dx8369) - [Marinelab Undersea Laboratory](https://www.expedia.ca/MarineLab-Undersea-Laboratory-Key-Largo.d6069275.Vacation-Attraction) - [Car rental Key Largo](https://www.expedia.ca/Car-Rentals-In-Key-Largo.d8369.Car-Rental-Guide) - [Key Largo Vacation Rentals](https://www.expedia.ca/Key-Largo-Vacation-Rentals.d8369.Travel-Guide-VacationRentals) - [Things to do in Key Largo](https://www.expedia.ca/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities) - [Book Hotels in Winston Waterways on Expedia.com](https://www.expedia.com/Winston-Waterways-Key-Largo-Hotels.0-n553248635976481538-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Key Largo neighborhoods - [Hotels in Key Largo Village](https://expedia.ca/Key-Largo-Village-Key-Largo-Hotels.0-n553248635976468738-0.Travel-Guide-Filter-Hotels) - [Hotels in Key Largo Park](https://expedia.ca/Key-Largo-Park-Key-Largo-Hotels.0-n553248635976481780-0.Travel-Guide-Filter-Hotels) - [Hotels in Cross Key Waterways](https://expedia.ca/Cross-Key-Waterways-Key-Largo-Hotels.0-n553248635976480816-0.Travel-Guide-Filter-Hotels) - [Hotels in Largo Gardens](https://expedia.ca/Largo-Gardens-Key-Largo-Hotels.0-n553248635976471939-0.Travel-Guide-Filter-Hotels) - [Hotels in Winston Waterways](https://expedia.ca/Winston-Waterways-Key-Largo-Hotels.0-n553248635976481538-0.Travel-Guide-Filter-Hotels) - [Hotels in Sexton Cove Estates](https://expedia.ca/Sexton-Cove-Estates-Key-Largo-Hotels.0-n553248635976482205-0.Travel-Guide-Filter-Hotels) - [Hotels in Largo Sound Village](https://expedia.ca/Largo-Sound-Village-Key-Largo-Hotels.0-n553248635976481003-0.Travel-Guide-Filter-Hotels) - [Hotels in Anglers Park](https://expedia.ca/Anglers-Park-Key-Largo-Hotels.0-n553248635976468912-0.Travel-Guide-Filter-Hotels) - [Hotels in Sunrise Point](https://expedia.ca/Sunrise-Point-Key-Largo-Hotels.0-n553248635976481368-0.Travel-Guide-Filter-Hotels) - [Hotels in Pirates Cove](https://expedia.ca/Pirates-Cove-Key-Largo-Hotels.0-n553248635976468554-0.Travel-Guide-Filter-Hotels) - [Hotels in Silver Shores](https://expedia.ca/Silver-Shores-Key-Largo-Hotels.0-n553248635976471567-0.Travel-Guide-Filter-Hotels) - [Hotels in Lime Grove Estates](https://expedia.ca/Lime-Grove-Estates-Key-Largo-Hotels.0-n553248635976481248-0.Travel-Guide-Filter-Hotels) - [Hotels in Buccaneer Point](https://expedia.ca/Buccaneer-Point-Key-Largo-Hotels.0-n553248635976481137-0.Travel-Guide-Filter-Hotels) - [Hotels in Ocean Isle Estates](https://expedia.ca/Ocean-Isle-Estates-Key-Largo-Hotels.0-n553248635976481482-0.Travel-Guide-Filter-Hotels) - [Hotels in Riviera Village](https://expedia.ca/Riviera-Village-Key-Largo-Hotels.0-n553248635976473238-0.Travel-Guide-Filter-Hotels) - [Hotels in Bowens Addition](https://expedia.ca/Bowens-Addition-Key-Largo-Hotels.0-n553248635976472509-0.Travel-Guide-Filter-Hotels) - [Hotels in Wynken Blynken and Nod](https://expedia.ca/Wynken-Blynken-And-Nod-Key-Largo-Hotels.0-n553248635976473708-0.Travel-Guide-Filter-Hotels) - [Hotels in Stillwright Point](https://expedia.ca/Stillwright-Point-Key-Largo-Hotels.0-n553248635976482009-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Key Largo Attractions - [Hotels near Everglades National Park](https://expedia.ca/Everglades-National-Park-Hotels.0-l54987-0.Travel-Guide-Filter-Hotels) - [Hotels near John Pennekamp Coral Reef State Park](https://expedia.ca/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [Hotels near Jimmy Johnson's Big Chill](https://expedia.ca/Jimmy-Johnsons-Big-Chill-Hotels.0-l553248621563219632-0.Travel-Guide-Filter-Hotels) - [Hotels near Biscayne National Park](https://expedia.ca/Biscayne-National-Park-Hotels.0-l3000381695-0.Travel-Guide-Filter-Hotels) - [Hotels near Baker's Cay Resort Beach](https://expedia.ca/Bakers-Cay-Resort-Beach-Hotels.0-l715323874527461376-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys Visitor Center - Key Largo](https://expedia.ca/Florida-Keys-Visitor-Center-Key-Largo-Hotels.0-l553248621561884504-0.Travel-Guide-Filter-Hotels) - [Hotels near Caribbean Club Bar](https://expedia.ca/Caribbean-Club-Bar-Hotels.0-l553248621533115829-0.Travel-Guide-Filter-Hotels) - [Hotels near Islamorada County Park](https://expedia.ca/Islamorada-County-Park-Hotels.0-l553248621532652353-0.Travel-Guide-Filter-Hotels) - [Hotels near Founders Park](https://expedia.ca/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry Harris Park](https://expedia.ca/Harry-Harris-Park-Hotels.0-l553248621533115827-0.Travel-Guide-Filter-Hotels) ### More Accommodation Types in Winston Waterways - [Vacation Homes in Key Largo](https://expedia.ca/Key-Largo-Private-Vacation-Homes.d8369-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Key Largo](https://expedia.ca/Key-Largo-Condos.d8369-aaCondos.Travel-Guide-Accommodation) - [Apartments in Key Largo](https://expedia.ca/Key-Largo-Apartments.d8369-aaApartments.Travel-Guide-Accommodation) - [Cottages in Key Largo](https://expedia.ca/Key-Largo-Cottages.d8369-aaCottages.Travel-Guide-Accommodation) - [Villas in Key Largo](https://expedia.ca/Key-Largo-Villas.d8369-aaVillas.Travel-Guide-Accommodation) - [Houseboats in Key Largo](https://expedia.ca/Key-Largo-Houseboats.d8369-aaHouseboats.Travel-Guide-Accommodation) - [RV Parks in Key Largo](https://expedia.ca/Key-Largo-RV-Parks.d8369-aaRVParks.Travel-Guide-Accommodation) - [Aparthotels in Key Largo](https://expedia.ca/Key-Largo-Apart-Hotels.d8369-aaApartHotels.Travel-Guide-Accommodation) - [Resorts in Key Largo](https://expedia.ca/Key-Largo-Resort-Hotels.d8369-aaResortHotels.Travel-Guide-Accommodation) - [Motels in Key Largo](https://expedia.ca/Key-Largo-Motels.d8369-aaMotels.Travel-Guide-Accommodation) - [Condo Resorts in Key Largo](https://expedia.ca/Key-Largo-Condominium-Resort.d8369-aaCondominiumResort.Travel-Guide-Accommodation) - [Guest Houses in Key Largo](https://expedia.ca/Key-Largo-Guest-Houses.d8369-aaGuestHouses.Travel-Guide-Accommodation) - [Lodges in Key Largo](https://expedia.ca/Key-Largo-Lodges.d8369-aaLodges.Travel-Guide-Accommodation) - [Residences in Key Largo](https://expedia.ca/Key-Largo-Residences.d8369-aaResidences.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near Miami Intl. Airport](https://expedia.ca/Miami-Intl-Airport-Hotels.0-aMIA-0.Travel-Guide-Filter-Hotels) - [Hotels near Public Seaplane Base Airport](https://expedia.ca/Public-Seaplane-Base-Airport-Hotels.0-aMPB-0.Travel-Guide-Filter-Hotels) - [Hotels near Opa Locka Executive Airport](https://expedia.ca/Opa-Locka-Executive-Airport-Hotels.0-aOPF-0.Travel-Guide-Filter-Hotels) - [Hotels near Key West Intl. Airport](https://expedia.ca/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels) - [Hotels near Ocean Reef Club Airport](https://expedia.ca/Ocean-Reef-Club-Airport-Hotels.0-aOCA-0.Travel-Guide-Filter-Hotels) - [Hotels near Homestead Air Reserve Base Airport](https://expedia.ca/Homestead-Air-Reserve-Base-Airport-Hotels.0-aHST-0.Travel-Guide-Filter-Hotels) ### Winston Waterways Hotels by Star Rating - [4 Star Hotels in Winston Waterways](https://expedia.ca/4Star-Winston-Waterways-Key-Largo-Hotels.s40-n553248635976481538-0.Travel-Guide-Filter-Hotels) ### Winston Waterways Hotels by Brand - [Aimbridge Hospitality Hotels](https://expedia.ca/Winston-Waterways-Key-Largo-Hotels-Aimbridge-Hospitality.0-n553248635976481538-0--bAimbridgeHospitality.Travel-Guide-Filter-Hotels) - [Independent Hotels](https://expedia.ca/Winston-Waterways-Key-Largo-Hotels-Independent.0-n553248635976481538-0--bIndependent.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Amoray Dive Resort](https://expedia.ca/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information) - [Treasure Harbor](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) - [Bayside Inn Key Largo](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) - [Ocean Pointe Suites at Key Largo](https://expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information) - [Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) - [Sunset Cove Beach Resort](https://expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) - [Drift Hotel](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) - [Creekside Inn Islamorada](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) - [Hadley Resort and Marina](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) - [Dove Creek Resort & Marina, Trademark Collection by Wyndham](https://expedia.ca/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) - 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