Title: Upper Sugarloaf Key in Summerland Key | Expedia.co.uk [Upper Sugarloaf Key Hotels](https://expedia.co.uk/Upper-Sugarloaf-Key-Hotels.0-l553248635975865768-0.Travel-Guide-Filter-Hotels)[Flights to Summerland Key](https://expedia.co.uk/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.co.uk/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Upper Sugarloaf Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upper-Sugarloaf-Key.d553248635975865768.Car-Hire-Guide)[Summerland Key Holidays](https://expedia.co.uk/Summerland-Key.d6177802.Holidays-City-Breaks) # Upper Sugarloaf Key ## Visit Upper Sugarloaf Key Activities --- --- ## Plan a trip to see Upper Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cavalier Hotel South Beach South Beach Save 100% on your flight £2,031 per person 20 Jun - 26 Jun found 1 day ago Return direct flight included Edinburgh (EDI) to Miami (MIA) 8.6/10 Excellent! (1,007 reviews) This is a beautifully kept art deco building. Check in was adequate in the evening. Philip was the front desk staff person the next day, and he made this place feel special. He took extra steps that made us feel well cared for, like getting the elevator. His kindness and authenticity made us feel like we were in a different era, in line with our surroundings. We enjoyed our stay. The location was wonderful. The room size is small, but as expected from the time period of the building. Reviewed on 29 Mar 2026 ![Carillon Miami Wellness Resort](https://images.trvl-media.com/lodging/12000000/11350000/11344400/11344361/75c6ca53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carillon Miami Wellness Resort North Beach Save 100% on your flight £2,326 per person 19 Jun - 26 Jun found 21 hours ago Return flight included London (LHR) to Miami (MIA) 8.8/10 Excellent! (787 reviews) The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it Reviewed on 5 Feb 2026 ### Popular places to visit ![Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget](https://images.trvl-media.com/place/553248635976496782/a20a9413-7e85-4fd2-95ee-846207681027.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida Keys Beaches Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates. [](https://expedia.co.uk/Florida-Keys-Beaches-Florida.d553248635976496782.Attraction) ![Sugarloaf Beach](https://images.trvl-media.com/place/553248635983994028/1d746f78-98d9-4591-8682-e70514df330b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sugarloaf Beach Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key? [](https://expedia.co.uk/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Attraction) ![Shark Key vegetation and water, Keys Islands, FL - USA](https://images.trvl-media.com/place/553248635976194849/ad7d3af1-00b1-4385-a55a-a8c6038c75da.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Shark Key Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets. [](https://expedia.co.uk/Shark-Key-Key-West.d553248635976194849.Attraction) #### Upper Sugarloaf Sound Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key. [](https://expedia.co.uk/Upper-Sugarloaf-Sound-Sugarloaf-Key.d553248635976195391.Attraction) #### Venture Key Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key. [](https://expedia.co.uk/Venture-Key-Summerland-Key.d874556559894753280.Attraction) #### Crab Key Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key. [](https://expedia.co.uk/Crab-Key-Summerland-Key.d874555154127626240.Attraction) --- ## Top Hotel Deals ## Check availability on hotels close to Upper Sugarloaf Key [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-03-30&endDate=2026-03-31)[30 Mar - 31 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-03-30&endDate=2026-03-31) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-03-31&endDate=2026-04-01)[31 Mar - 1 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-03-31&endDate=2026-04-01) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[10 Apr - 12 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/afeef809_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL [](https://expedia.co.uk/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Pelico Palms Estate.](https://images.trvl-media.com/lodging/90000000/89470000/89464500/89464403/cc4665fc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pelico Palms Estate. Monroe County FL [](https://expedia.co.uk/Summerland-Key-Hotels-Pelico-Palms-Estate.h89464403.Hotel-Information) ![The Sunset Suites of Pelico Palms](https://images.trvl-media.com/lodging/90000000/89470000/89464500/89464402/c1a611df_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Sunset Suites of Pelico Palms Monroe County FL [](https://expedia.co.uk/Summerland-Key-Hotels-The-Sunset-Suites-Of-Pelico-Palms.h89464402.Hotel-Information) ![Starlight Serenity - Hideaway w Stunning Views](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/3d9bbd48_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Starlight Serenity - Hideaway w Stunning Views Summerland Key FL [](https://expedia.co.uk/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) ![Waterfront, Pet Friendly - Loggerhead Lagoon](https://images.trvl-media.com/lodging/104000000/103050000/103048900/103048811/be66eeff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront, Pet Friendly - Loggerhead Lagoon Sugarloaf Key FL [](https://expedia.co.uk/Summerland-Key-Hotels-Loggerhead-Lagoon-Canalfront.h103048811.Hotel-Information) ![Waterfront home with a large dock, pool, and deck area. Can accommodate pets.](https://images.trvl-media.com/lodging/37000000/36720000/36716900/36716823/b7c7e563_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront home with a large dock, pool, and deck area. Can accommodate pets. Summerland FL [](https://expedia.co.uk/Summerland-Key-Hotels-Pet-Friendly-Amazing-Location-In-Paradise.h36716823.Hotel-Information) ![Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot](https://images.trvl-media.com/lodging/72000000/71740000/71734600/71734548/ab2742cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot Upper Sugarloaf Key FL [](https://expedia.co.uk/Summerland-Key-Hotels-Castaway-To-Sugarloaf-Key-WaterfrontBring-Your-BoatCorner-Lot.h71734548.Hotel-Information) ![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/8ae32688_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugar Loaf Lodge 17001 Overseas Hwy Summerland Key FL [](https://expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Oceanside, pet friendly, smart home with plenty of paddle equipment](https://images.trvl-media.com/lodging/28000000/27140000/27130500/27130490/5d1dacb4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceanside, pet friendly, smart home with plenty of paddle equipment Cudjoe Key FL [](https://expedia.co.uk/Cudjoe-Key-Hotels-Oceanside.h27130490.Hotel-Information) [See all 813 properties in Upper Sugarloaf Key](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635975865768) 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.