Title: Holiday Rentals Summerland Key from £242: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Summerland Key Travel Guide](https://expedia.co.uk/Summerland-Key.dx6177802)[Hotels in Summerland Key](https://expedia.co.uk/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Flights to Summerland Key](https://expedia.co.uk/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Summerland Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Summerland-Key.d6177802.Car-Hire-Guide)[Summerland Key Holidays](https://expedia.co.uk/Summerland-Key.d6177802.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Summerland Key ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6177802&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6177802&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6177802&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6177802&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Summerland Key ![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/8ea08bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/ade06e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/21ae09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, wrap around porch, boat basin for dockage, open water Little Torch Key 9.6/10 Exceptional (82) "The secluded dock is a nice feature. The driveway is tricky to exit. " £577 includes taxes & fees 8 Nov - 9 Nov [](https://www.expedia.co.uk/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/6dd601c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/39ec3f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/65220942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key 9.0/10 Wonderful (88) "Quiet and off the beaten path, old school, old style Key’s homes,would stay again." [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front, dockage, 2 bedroom, 2 bath Cudjoe Key 9.0/10 Wonderful (86) "The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do." [](https://www.expedia.co.uk/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/ef0fcc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/4231ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f9f1343b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Oceanfront Cottage with dockage, pool just minutes to Key West! Cudjoe Key 8.6/10 Excellent (163) "The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive." [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/0b26cbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/735afd6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/1577bf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint cottage, pool, dockage just minutes to Key West! Cudjoe Key 9.0/10 Wonderful (143) "We had an excellent time , property was an excellent place for our vacation.We hope to come back next year" [](https://www.expedia.co.uk/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/b6ab72d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/35b861e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/ae7ff7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/w2500h1666x0y1-2e2bd1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community Cudjoe Key 9.8/10 Exceptional (10) "Beautiful place!" £640 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Summerland-Key-Hotels-Caribbean-Blue-517-Oceanfront-Property.h110181084.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/fadc9b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/61e6cf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/133c6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottages, dockage, pool, just minutes to Key West Cudjoe Key 8.6/10 Excellent (119) "Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. " [](https://www.expedia.co.uk/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/5899b4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! Cudjoe Key 9.0/10 Wonderful (156) "Clean and comfortable." [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/ad7594c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/c22ecf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/da1c9823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/84aef88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West Cudjoe Key 8.8/10 Excellent (87) "We had a great time and will be back. " [](https://www.expedia.co.uk/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/ca21780d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/0d348d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/e085b8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Cottage-Sunrise View- #2, Little Torch Key 8.6/10 Excellent (192) "Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! " [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w902h683x61y0-db678eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w902h683x61y0-bfecfb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/b582cdfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w518h683x248y0-09159ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here! Summerland Key 9.6/10 Exceptional (29) "Perfect little place. " [](https://www.expedia.co.uk/Summerland-Key-Hotels-SEA-SHELL-COTTAGE-UNIT-2.h96267436.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119080000/119074800/119074723/48789ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119080000/119074800/119074723/2092914f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119080000/119074800/119074723/6778d010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119080000/119074800/119074723/b292542c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View 4/2 Estate with Private Pool 15 minutes from Key West Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Ocean-View-42-Estate-With-Private-Pool-15-Minutes-From-Key-West.h119074723.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/356d9302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/94858c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/90-4f9fb4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes Cudjoe Key 9.8/10 Exceptional (237) "Lovely property. Well equipped, nicely decorated, perfect for our stay." £623 includes taxes & fees 10 Oct - 11 Oct [](https://www.expedia.co.uk/Summerland-Key-Hotels-Gated-Community-On-Open-Water-With-Dock.h19709378.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63860000/63857000/63856946/da70f7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63860000/63857000/63856946/9e2c3282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/64000000/63860000/63857000/63856946/884bfcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63860000/63857000/63856946/9605d953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mini lobster available! Open Water View from porch , dock, bikes, kayaks Cudjoe Key 9.8/10 Exceptional (123) "We loved having our own space for a boat. Great location." [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Walk-To-The-Private-Beach-Or-Head-Out-Fishing.h63856946.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110768/dbb26b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110768/5db4f938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110768/6a484c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110768/a820fe3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springs Venture Out Dolphin House (#386) with beautiful open water views Cudjoe Key 9.2/10 Wonderful (100) "Well we just spent 5 days here and it was a great place boat was safe on the dock views were amazing as well as all the amenities if you love the water or if you like the pool and sports.Venture Out offers everything for the kids and adults.we will definitely be back." [](https://www.expedia.co.uk/Summerland-Key-Hotels-Springs-Venture-Out-Dolphin-House.h34110768.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/42000000/41050000/41049600/41049569/1a914b14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/42000000/41050000/41049600/41049569/54a55ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41050000/41049600/41049569/2c9e3a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41050000/41049600/41049569/bfe626ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill Cudjoe 9.8/10 Exceptional (229) "Very nice community. Has everything you need for a nice vacation. Beautiful pool, ocean swimming, nice quiet area and very secure.Home was nicely decorated and very clean. Beds were very comfortable " [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Paradise-In-The-Florida-Keys.h41049569.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/60738f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/03a53ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/43994976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/e5b3fd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! Cudjoe Key 9.6/10 Exceptional (43) "Great place to stay. Very secure and comfortable." [](https://www.expedia.co.uk/Summerland-Key-Hotels-COCONUT-TELEGRAPH-Waterfront-2-BR2Ba-In-Cudjoe-Key-W-Dockage-Parking.h99870679.Hotel-Information) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76670000/76661700/76661665/c7fb5957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76670000/76661700/76661665/a26f30cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76661700/76661665/6713d90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76670000/76661700/76661665/0e3f16d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Haven House with Boat Basin & Ramp! Little Torch Key 9.8/10 Exceptional (16) "Beautiful place, quiet" [](https://www.expedia.co.uk/Summerland-Key-Hotels-Waterfront-Haven-House-With-Boat-Basin-Ramp.h76661665.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/2fcc35d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/cb97b163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/f1c3a47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cudjoe Cottages, swimming pool, just 20 miles from Key West Cudjoe Key 8.8/10 Excellent (146) "Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. " [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8879ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West Cudjoe Key 9.2/10 Wonderful (154) "Good Fishing, Good local eateries. " £242 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.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=2025-10-23&endDate=2025-10-24®ionId=6177802&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSummerland-Key-Holiday-Rentals.d6177802.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSummerland-Key-Holiday-Rentals.d6177802.Travel-Guide-HolidayRentals) ## Top Summerland Key Hotel Reviews ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!" [](https://expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community](//images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/b6ab72d2_y.jpg) ### Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community 10/10 Excellent "This property was stunning and just perfect for our stay. The view is absolutely amazing from either the top balcony or the lower level parking area. Wish we would have had more time to stay and enjoy the views. Plenty of communication with the host/property manager. They were quick to respond to questions and kept us informed of instructions. We will absolutely try to stay here again on our next visit. Thank you! " [](https://expedia.co.uk/Summerland-Key-Hotels-Caribbean-Blue-517-Oceanfront-Property.h110181084.Hotel-Information) ![Sugarloaf Key Hotel at KOA Resort](//images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Great place to stay! " [](https://expedia.co.uk/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Old Florida Style, wrap around porch, boat basin for dockage, open water](//images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9_y.jpg) ### Old Florida Style, wrap around porch, boat basin for dockage, open water 10/10 Excellent "Prime location on water right down the street from Kiki’s restaurant. Close proximity to grocery and other shopping. Negative about property was that you couldn’t turn the air down past 75 degrees and didn’t disclose this information until a few days before check-in. Property had nice big bathrooms and was dog friendly which was great. Would stay again in cooler months." [](https://expedia.co.uk/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information) ![SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!](//images.trvl-media.com/lodging/97000000/96270000/96267500/96267436/w902h683x61y0-db678eab_y.jpg) ### SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here! 10/10 Excellent "Quiet & perfect. " [](https://expedia.co.uk/Summerland-Key-Hotels-SEA-SHELL-COTTAGE-UNIT-2.h96267436.Hotel-Information) ![Cottage with swimming pool and dockage, just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd_y.jpg) ### Cottage with swimming pool and dockage, just minutes to Key West! 10/10 Excellent "Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists. " [](https://expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Cottage with Pool and Boat Dockage just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1_y.jpg) ### Cottage with Pool and Boat Dockage just minutes to Key West! 10/10 Excellent "Cute, cozy and clean! This cottage is perfect for a couples getaway! Inside had everything we needed for our trip. Location is convenient to stores and restaurants and not far from Key West. Boat launch/parking and trailer parking provided so that saves money! We would definitely stay again. " [](https://expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Looe Key Reef Resort](//images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 8/10 Good "This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is a big plus. There were no plastic cups or coffee maker in the room but there was a microwave and fridge and table with two chairs. The ice machine was not working but there is a quickie mart just next door for that if you needed it. Could the resort be flashier, yes it could but Looe Key Reef Resort offered us a cost effective comfy safe stay in a place where time in the room was not important. We did not use the pool or the dive/snorkle amenities as we came down to fish, but if you wanted that stuff it’s all here. We hope to be back soon." [](https://expedia.co.uk/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Direct Oceanfront Cottage-Sunrise View- #2,](//images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2_y.jpg) ### Direct Oceanfront Cottage-Sunrise View- #2, 10/10 Excellent "We love the keys and were looking for a cozy place to stay. This cottage was a place to come home to after enjoying our days exploring. It had everything we needed. We are easy to please people. Thank you! " [](https://expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ## Find out more about Summerland Key **Everything you need to know about** **Summerland Key** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Summerland Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Summerland Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Summerland Key holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Summerland Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Summerland Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Summerland Key holiday rentals we have selected for you start as low as £242 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Summerland Key rentals** At Expedia, we put the best Summerland Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Summerland Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Summerland Key holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Summerland Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)