Title: TOP Sports Hotels in Sugarloaf Key, FL for 2026 | Expedia.co.uk [Sugarloaf Key Travel Guide](https://expedia.co.uk/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.co.uk/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Holiday Rentals in Sugarloaf Key](https://expedia.co.uk/Sugarloaf-Key-Holiday-Rentals.d183126.Travel-Guide-HolidayRentals)[Flights to Sugarloaf Key](https://expedia.co.uk/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.co.uk/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sugarloaf-Key.d183126.Car-Hire-Guide)[Sugarloaf Key Holidays](https://expedia.co.uk/Sugarloaf-Key.d183126.Holidays-City-Breaks) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Sports Hotels in Sugarloaf Key - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sugarloaf Key Sports Hotels Tonight [15 Dec - 16 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [16 Dec - 17 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key adventure hotels ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c3ac0fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/63ec601a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1e98017f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Cabana at Key West [](https://www.expedia.co.uk/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) New Town 8.8/10 Excellent (1727) "Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alec lawrence £179 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/1387427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/3bedcb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/a01f6053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) Cudjoe Key 8.6/10 Excellent (75) "It was ok for what we needed. Needs some repairs though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig M. £242 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/w5712h3870x0y0-850b7e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/1588b31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/b83fa837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/4b44c88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 TROPICAL RETREAT 🌴 RV in the Keys [](https://www.expedia.co.uk/Big-Pine-Key-Hotels-TROPICAL-RETREAT-RV-In-The-Keys.h111943308.Hotel-Information) Big Pine Key 10/10 Exceptional (2) "Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeeBrett £248 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Big-Pine-Key-Hotels-TROPICAL-RETREAT-RV-In-The-Keys.h111943308.Hotel-Information) ![Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d0697b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite H | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/cc10991a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simonton Court Historic Inn & Cottages [](https://www.expedia.co.uk/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) Key West Historic District 9.8/10 Exceptional (878) "The staff was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) doug £118 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) ![Deluxe Villa, Ocean View | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17cd79bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/6f8ffa24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y4-71f85fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic View Luxury Villa with Pool [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) Summerland Key 10/10 Exceptional (1) "We were here for a night and it was great. A nice rustic feel on a big property, with good view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preetam £688 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/25b961c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/caa3fc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint cottage, pool, dockage just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (146) "great location, we are return visitors & will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon W. £364 includes taxes & fees 26 Dec - 27 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/4529aa2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/72150a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/9ec11af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5f850a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CORTEZ \~ Adults Only, King Room w/Pool View at Azul Mansion! [](https://www.expedia.co.uk/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) Old Town Key West 9.6/10 Exceptional (143) "Great property. Lots of thoughtful amenities. Management friendly and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane V. £280 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/7303809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/22d297cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/357cfc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/bea2cf35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Time #110 Ocean Views - Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information) Cudjoe Key 9.4/10 Exceptional (12) "Our family had an amazing vacation! We love the house and hope to come back!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy G. £496 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1435x0y0-13878f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1916h1147x0y0-2466c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1148x0y0-e3e5de04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1268x0y0-ddb8f2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) Cudjoe Key 8.8/10 Excellent (155) "The property was excellent. The location was perfect. Quiet and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan K. £431 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/0c89d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b653e8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just 20 miles from Key West! Oceanfront, dockage, swimming pool [](https://www.expedia.co.uk/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) Cutthroat Harbor Estates 8.4/10 Very good (118) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peyton S. £410 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.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.co.uk/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30®ionId=183126&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Sugarloaf Key Hotel Reviews ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Excellent place to stay on Key West, spacious apartment, nice view, quiet area, great pool area and billiard table, mini market inside property. Just 10 min drive to famous Duvall Street and different restaurants walking distance from the hotel." [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Great place to stay 👌 👍 " [](https://expedia.co.uk/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Beach and pool - bar, music and great staff" [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Rooms were clean and spacious. Having a full kitchen was great, and the balcony overlooking the pool was a nice spot to relax to end the day." [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Clean, friendly, great pool and game areas, free shuttle was a bonus. Away from the crowded tourist area. Motel has bikes which we rented for two days. Will stay here again. " [](https://expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Clean, great staff and location." [](https://expedia.co.uk/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Staff was great. Enjoyed our stay very much and will definitely come back.😊" [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "My husband and I enjoyed our stay at the hotel tremendously - everything was excellent! Location, cleanliness, pool, food, bedding, friendly staff, hotel decor, pleasant ambiance. Highly recommend this hotel to the guests who want to experience upscale services and hospitality of old Florida" [](https://expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Couldn’t say enough good things, everyone was great! 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