Title: TOP Hotels with Pools in Sugarloaf Key, FL for 2025 - Sugarloaf Key Hotels with a Pool | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498223-sugarloaf-key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Sugarloaf Key, FL ![](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 Hotels with Pool Tonight [14 Oct - 15 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [15 Oct - 16 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sugarloaf Key Hotels with Pool ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/83592c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge Summerland Key 8.2/10 Very good (1002) "Nice family owned spot. " £100 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/79627da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/c36b2ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/cba02a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/dafa075c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lighthouse - Beach Houses Key West Upper Sugarloaf Key 9.6/10 Exceptional (11) "We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!" £1,157 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/86ab7efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina Stock Island 8.8/10 Excellent (1732) "Great hotel" £177 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort Summerland Key 9.0/10 Wonderful (1002) "Excellent laid back property. Close to a good restaurant " £115 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/3484f3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Key West / The Keys Collection New Town 7.8/10 Good (1106) "Very nice hotel." £99 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen | Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (259) "I love this place!!!" £179 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/2a9d6b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Looe Key Reef Resort Summerland Key 7.4/10 Good (1000) "Average stay, old room, friendly staff, quiet" [](https://www.expedia.co.uk/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/89147e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/8475e5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/54c5f4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West Stock Island 9.4/10 Exceptional (1119) "Nice stay. " £135 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1619) "We loved this resort and will be back!" £127 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Cuban cuisine, pool views ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/a7282e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.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 New Town 8.8/10 Excellent (1749) "Great place to stay!" £149 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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=2025-10-28&endDate=2025-10-29®ionId=183126&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Sugarloaf Key Hotel Reviews ![Hampton Inn Key West FL](//images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "Sam at the front desk was wonderful. Even remembered the room we preferred. " [](https://expedia.co.uk/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "I love the flamingo reusable water bottles. Perfect for our stay. The pool was refreshing. Had breakfast at the choconut hut. Plenty to do with the adjoining property." [](https://expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](//images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "The staff was great. We checked in around 8pm and discovered there was a problem with our air conditioner. They came to the room that night to attempt to fix it and offered us another room for the night when they couldn’t. Then the next morning they got a technician to come and work on it. We went out for the day and returned to a super chilly room. Also upon check out, they waived the resort fee because we had that problem. Great customer service!!!" [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "The rooms are cleans and actually pretty good size. " [](https://expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Great location and we loved the tranquility pool. The rooms were comfortable and clean. Lots of places to hang out and chill." [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "This was a great place. We will return. " [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "We absolutely loved our stay at Beachside Resort! The location couldn’t be better — right on the water with gorgeous views and easy access to everything in the Keys. The rooms were spacious, clean, and modern, with that laid-back coastal vibe you hope for on vacation. The staff was friendly and attentive, always ready with great local recommendations. The pool and beach area were both relaxing and well kept — perfect for lounging with a drink in hand. We also appreciated the on-site restaurant and the convenience of having bikes and water activities available right at the resort." [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Beach view was spectacular and restaurants were great! The rooms could use more "hooks" on the back of doors to hang things and a few more lighted mirrors. The staff was wonderful!" [](https://expedia.co.uk/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Nice stay. 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