Title: TOP Hotels with Connecting Rooms in Sugarloaf Key, FL for 2025 | 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) # Search Hotels with Connecting Rooms 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 Hotels with Connecting Rooms Tonight [1 Nov - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [2 Nov - 3 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sugarloaf Key Hotels with Connecting Rooms ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.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) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/83592c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a0504154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge Summerland Key 8.2/10 Very good (1001) "Everything was fine even better as it was there for longer " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Malcolm £85 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.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) ![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) ![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) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1641) "Nice area big pools. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yoisman £119 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.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 (1104) "Great property and excellent staff. Very clean and enjoyable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles £101 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01.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) ![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) ![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) ### Looe Key Reef Resort Summerland Key 7.4/10 Good (1001) "Really cute. Good rooms and good spot." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Clotilde [](https://www.expedia.co.uk/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![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) ![Egyptian cotton sheets, premium bedding, down duvets, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/0fcf571b.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) ### Oceans Edge Key West Resort, Hotel & Marina Stock Island 9.0/10 Wonderful (1731) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan £196 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds | Pillow-top beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/1fd9af1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/ea081b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves lunch, dinner and happy hour](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/de35f803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn and Suites by Marriott Key West New Town 7.8/10 Good (1164) "Great place and friendly staff!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carol £108 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front 3BR Presidential Suite | Living area | 50-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/d01b8b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c23326fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences Key West 8.6/10 Excellent (1649) "Very cool place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel £155 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/3691f3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/c9ff0b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/17dd6b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Bay Beach Resort Northside Resort 8.2/10 Very good (1988) "Cute room friendly staff conveniently located. Mom and pop feeling " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila E. £108 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/76b4e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/f9b09089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/14ad35b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Palms Inn Old Town Key West 9.4/10 Exceptional (1024) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly £143 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8ea2dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/586198d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (Adults Only) | Private kitchen | Microwave](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/4c7ce9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval House Old Town Key West 9.4/10 Exceptional (1032) "Great location, helpful staff, relaxing grounds and property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wesley £110 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Duval-House.h900423.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=2025-11-15&endDate=2025-11-16®ionId=183126&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Top Sugarloaf Key Hotel Reviews ![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Staff were excellent!" [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "This was my 4th year in a row staying at this property. Great views and a great location. " [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Great job " [](https://expedia.co.uk/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "A real nice hotel away from the crowds and real nice room decor .. Tavern n Town is an A+ restaurant " [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Perfect to get the day going " [](https://expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "Nice Hotel " [](https://expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 "Amazing property and staff. Marina on-site is extremely convenient for water sports activities. We'll be back!!!" [](https://expedia.co.uk/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Fairfield Inn and Suites by Marriott Key West](//images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg) ### Fairfield Inn and Suites by Marriott Key West 10/10 Excellent "Plenty parking. Free shadow to drop off and pick up.. " [](https://expedia.co.uk/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "We had a lovely time in Casa Marina. The staff is very sweet and professional. Dinner food delicious. And general atmosphere was wonderful " [](https://expedia.co.uk/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ## Frequently asked questions ### Why book your hotel with connecting rooms in Sugarloaf Key with Expedia? > Expedia makes it easy to find your dream hotel with connecting rooms in Sugarloaf Key. Getting away with the family? Find your way to the filters to search for stays with perks like a water park. If you have a budget, choose how much you're willing to spend and your preferred hotel star rating. We'll help you find the perfect stay whatever your plans or bank balance. ### How can I find cheap hotels with connecting rooms in Sugarloaf Key? > The best way to find cheap hotels with connecting rooms in Sugarloaf Key is with Expedia's easy-to-use filter tool. Refine your search results by budget, star rating and amenities to snag awesome bargains in just a few clicks. ### What is there to do in Sugarloaf Key near my hotel with connecting rooms? > If you want to explore the best of Sugarloaf Key, don't miss [Florida Keys Beaches](https://www.expedia.co.uk/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction). 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