Title: Holiday Rentals Rockland Key from £225: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Rockland Key Travel Guide](https://expedia.co.uk/Rockland-Key.dx553248635976197596)[Hotels in Rockland Key](https://expedia.co.uk/Rockland-Key-Hotels.d553248635976197596.Travel-Guide-Hotels)[Flights to Rockland Key](https://expedia.co.uk/Cheap-Flights-To-Rockland-Key.d553248635976197596.Travel-Guide-Flights)[Rockland Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Rockland-Key.d553248635976197596.Car-Hire-Guide)[Rockland Key Holidays](https://expedia.co.uk/Rockland-Key.d553248635976197596.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Rockland 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 prices for these dates Tonight [6 Jan - 7 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-01-06&endDate=2026-01-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Jan - 8 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-01-07&endDate=2026-01-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Rockland Key holiday rentals ![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houseboat in Stock Island [](https://www.expedia.co.uk/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) 8.8/10 Excellent (172) "Location , staff , and aqua lodge were perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £225 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/ca1206d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/17d08c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/8108b152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) 8.2/10 Very good (54) "Great area. Quiet and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nancy c. £299 includes taxes & fees 10 Jan - 11 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/d62d627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/a03560e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/bf68a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/2ea056a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Upper Sugarloaf Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information) 10/10 Exceptional (14) "Beautiful! Pool was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. £1,515 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.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) ![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Summerland Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) 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 £743 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/78df4af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/6a3c7406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/98e9c6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/39a5429b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cudjoe Key [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) 8.6/10 Excellent (175) "Great location if you bring a boat. Secure location. Venture Out is a nice community. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgiana V. £321 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/dade7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/872da739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/1c2dfc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ae245787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Raccoon Key [](https://www.expedia.co.uk/Key-West-Hotels-Waterfront.h74132652.Hotel-Information) 9.8/10 Exceptional (29) "The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £1,283 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Waterfront.h74132652.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) 9.2/10 Wonderful (161) "Very nice and quiet! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lura H. £329 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/6d55c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/fded6d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houseboat in Stock Island [](https://www.expedia.co.uk/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information) 7.8/10 Good (26) "This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie £383 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d56a9a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9e0e4056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d57de0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) 9.4/10 Exceptional (101) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Davian k. £457 includes taxes & fees 10 Jan - 11 Jan [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/761d8c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/3ff004d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) 8.6/10 Excellent (154) "This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. £215 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/ccc6991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/586730d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/61ab05a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/2903bcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Summerland Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) 8.8/10 Excellent (65) "Excellent secluded location but near everything Thanks!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary D. £895 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/a7df710a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.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) ### Cottage in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) 8.6/10 Excellent (164) "Everything was nice and clean. Loved the location . Would definitely stay at the property again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn M. £286 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/7f597dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/1020b125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks-King-Queen-Beds.h44556643.Hotel-Information) 9.8/10 Exceptional (82) "The place is clean and convenient for anyone wanting to spend time on the water in the keys" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ubaldo G. £475 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks-King-Queen-Beds.h44556643.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/46f398f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/25087c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/5cc75497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/07101baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Raccoon Key [](https://www.expedia.co.uk/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) 9.8/10 Exceptional (12) "Great house. Large space, everything you need is there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CRIMSON A. £1,574 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/300cc8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/f001d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/2094b3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/1d8480a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.Hotel-Information) 9.8/10 Exceptional (143) "The host was so kind to have a card on the counter to greet us with a message for our friends celebrating their 40th wedding anniversary-there was a bottle of champagne and a key lime pie too! Another great memory each morning was enjoying our coffee on the balcony while witnessing outstanding sunrises! The unit was exactly as envisioned, we used the four kayaks and the bikes. We were all very impressed with Venture Out and the community there on Cudjoe Key. It was a very comfortable unit for... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy Q. £761 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/ac960d77.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) ![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1916h1147x0y0-2466c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) 8.8/10 Excellent (156) "Great location , clear communications and listing accuracy. Will be coming back again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk D. £494 includes taxes & fees 10 Jan - 11 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/c3afe913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/d6f3b413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Raccoon Key [](https://www.expedia.co.uk/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) 10/10 Exceptional (8) "well maintained, clean, easy to access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj P. £1,846 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/a01f4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e29d300c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/99097ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key [](https://www.expedia.co.uk/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) 9.2/10 Wonderful (7) "Close to Key West. Would stay there again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) elisa b. £462 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/b4df8eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/65c00493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/7fca46e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Raccoon Key [](https://www.expedia.co.uk/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) 9.8/10 Exceptional (8) "Amazing house! Spacious, great pool, & good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige G. £1,525 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.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=2026-01-20&endDate=2026-01-21®ionId=553248635976197596&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-09&d2=2026-04-09&lodging=HOUSE_BOAT) ![](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%2FRockland-Key-Holiday-Rentals.d553248635976197596.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Holiday-Rentals.d553248635976197596.Travel-Guide-HolidayRentals) ## Top Rockland Key Hotel Reviews ![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 "Great location! Nice pool area. No beach access and no recycling available, except for aluminum. Easy walk into town." [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "We loved the friendly staff and the vibe was perfect for us. Not too crazy not too stuffy this was a great trip and we will be back. Hopefully in the same room. We loved it!" [](https://expedia.co.uk/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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 "We had an amazing day at the bungalows. Our room was clean and spacious! Several pools on property. Would stay here again. Can’t wait to come back. " [](https://expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "The room was wonderful, especially the Lanai! It allowed us to to enjoy quiet coffee by ourselves every morning and a peaceful night cap before bed. Highly recommend this property to anyone looking for a great location to stay. The close proximity of nightlife and easy access to high end dinning along the ocean. " [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Nice rooms and great pool. Great atmosphere. " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Disipo was very nice and warming" [](https://expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "The property I was very clean and the staff was helpful" [](https://expedia.co.uk/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "Clean rooms, great location and friendly staff." [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Friendly staff" [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ## Find out more about Rockland Key **Everything you need to know about** **Rockland 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 Rockland 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 Rockland Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Rockland Key holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Rockland 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 Rockland 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 Rockland Key holiday rentals we have selected for you start as low as £225 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Rockland Key rentals** At Expedia, we put the best Rockland 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 Rockland 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 Rockland 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 Rockland 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 - All accommodation types in Rockland Key ### 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) - 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[Things to do in Shell Island](https://expedia.co.uk/Things-To-Do-In-Shell-Island.d6312110.Travel-Guide-Activities) Packages - [International Drive District Holidays](https://expedia.co.uk/International-Drive-District.d6034244.Holidays-City-Breaks) - [Biarritz Holidays](https://expedia.co.uk/Biarritz.d586.Holidays-City-Breaks) General - [Visit International Drive District](https://expedia.co.uk/Orlando-International-Drive-District.dx6034244) - [Visit Shell Island](https://expedia.co.uk/Shell-Island.dx6312110) ![](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. 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