Title: Holiday Rentals Rockland Key from £203: 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 In two weeks [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&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 two months [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) In three months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Rockland Key ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Villa | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/639869f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20-inch TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/45293052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Town Key West 8.4/10 Very good (317) "Place was great bed was comfy and the water was HOT!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela £203 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.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) ![Comfort Cabin | Living area | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houseboat in Stock Island 8.8/10 Excellent (168) "Location , staff , and aqua lodge were perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £218 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/7fe34b71.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) ### Cottage in Cudjoe Key 8.6/10 Excellent (150) "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. £198 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8d490fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8088cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Old Town Key West 10/10 Exceptional (23) "Will stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt O. £266 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/2bf59eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/7559e100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/c2dccea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/235bc4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Key West 8.8/10 Excellent (202) "Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan E. £222 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/2be7fe30.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) ### Cottage in Cudjoe Key 8.2/10 Very good (48) "Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathalie F. £248 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/b953fa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/78dfb5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/259fd3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/0d03364b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Town Key West 8.8/10 Excellent (35) "Small but very nice for short stay easy walk to Duval St" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvin N. £213 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-VanGogh-Studio-Updated.h111148649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/79d0a981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/3a198a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/0fa3fcec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/5ae34cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Town Key West 9.6/10 Exceptional (409) "I had a great time at this property and while in Key West. It was a perfect retreat and exactly what I needed. The place was clean and having access to the bikes was a plus! Also, Ken was an excellent host and very responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle J. £232 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Steps-From-Duval.h27682303.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/7337f89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Old Town Key West 9.8/10 Exceptional (109) "Great stay at the property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ira V. £220 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/1a0b7a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/da6350fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/ab5bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270659/413f25a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Old Town Key West 10/10 Exceptional (21) "Luxury unit with eclectic art work. Super clean. Comfortable bed. Walking distance to many restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David D. £280 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Kingfish-Keep-Lively-Escape-On-Duval-Balcony.h110270659.Hotel-Information) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/db32ae29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/a9dabced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/6b9536d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Key West 10/10 Exceptional (1) "The room was excellent, no complaints at all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tonya £299 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.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) ![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) ![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/34000000/33390000/33389100/33389096/8879ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cudjoe Key 9.2/10 Wonderful (158) "Great property,Great location. Will definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy F. £248 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.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/f111b153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/f2ffe64a.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) ### Holiday Home in Cudjoe Key 9.6/10 Exceptional (99) "The house was very clean. Friendly and quiet location. The hosts were extremely helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy F. £320 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/652c2129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/5d290eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/d28c28e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/b5209340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Key West 8.8/10 Excellent (117) "We had fun, the room was just what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd M. £228 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Newly-Furnished-Suite-With-Pool.h21695290.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/73acf8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/bea2cf35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/f620b37f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/357cfc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key 9.6/10 Exceptional (11) "Our family had an amazing vacation! We love the house and hope to come back!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy G. £482 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/ca6feebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/aae8324c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/0fbc082e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591670/23da4894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Old Town Key West 8.4/10 Very good (31) "Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nora Lee S. £215 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Salvadors-Studio-Cozy-Retreat-With-A-Heated-Pool.h109591670.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/9069fcfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/68df80f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/01fdf821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117100/27117042/w291h390x4y5-6059ca21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Old Town Key West 10/10 Exceptional (117) "The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna B. £270 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Key-West-Hotels-Location.h27117042.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/d8a95f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/daf3f8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/b830d876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591695/9f4e2ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Old Town Key West 9.0/10 Wonderful (25) "It was everything we expexted...hoping to stay again only on 1st floor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney&Roxanne M. £213 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Chagalls-Studio-Freshly-Renovated.h109591695.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/3c8eff21.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) ![Beach](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/5498fbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e1bc9e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cudjoe Key 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 23 Nov - 24 Nov [](https://www.expedia.co.uk/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329165/d68c51df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329165/e7238d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329165/efd544df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329165/655ffc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Meadows 9.2/10 Wonderful (15) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie j. £315 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Key-West-Hotels-Aruba-Downtown-Waterfront-22-Dock.h88329165.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=2025-12-05&endDate=2025-12-06®ionId=553248635976197596&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_553248635976197596) ## 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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VILLA) 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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&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=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&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 ![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 "We thoroughly enjoyed our stay at Oceans Edge. It was a beautiful relaxing oasis for us to spend a few days. The weather was not great (windy & a little chilly) so we couldn't use the paddleboards or kayaks. The food at the restaurant was delicious and we ended up eating there for almost all our meals. Delicious drinks as well." [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "We had a great time in Key West. The DoubleTree was clean, safe, and staff were friendly! The airport shuttle is on demand so they will take you to the airport whenever. The shuttle to downtown ran every hour until 11pm. Billy was the bartender while we were there and he was AWESOME! If you go, please ask him to make you a drink called The Greek! Breakfast there was Ok, but the dinner was excellent. 10/10 recommend this place. " [](https://expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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 "Everyone was so friendly and helpful. The outside environment was absolutely amazing the paths the pool greenery just unspeakable.. wow and the spa massage omg.. loved it food was great the tours excellent and the roosters crowing lol💕" [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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 "Clean room " [](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 "Everything about this resort was great except " [](https://expedia.co.uk/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! " [](https://expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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 "Everything was fantastic including your front of staff" [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Very clean and the employees were very nice and friendly! " [](https://expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "Pool and hot tub were great" [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 £203 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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[Hotels in London](https://expedia.co.uk/London-Hotels.d178279.Travel-Guide-Hotels) - [Hotels Suites in International Drive District](https://expedia.co.uk/International-Drive-District-Orlando-Hotels-Hotel-Suites.0-n6034244-0-thotelsuites.Travel-Guide-Filter-Hotels) Flights - [Flights from Chennai (MAA) to London (LHR)](https://expedia.co.uk/lp/flights/maa/lhr/chennai-to-london) - [Flights from Belfast (BHD) to Lisbon District (LIS)](https://expedia.co.uk/lp/flights/bhd/lis/belfast-to-lisbon) - [Flights from London (LHR) to Osaka (KIX)](https://expedia.co.uk/lp/flights/lhr/kix/london-to-osaka) Cars - [Car hire in International Drive District](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-International-Drive-District.d6034244.Car-Hire-Guide) - [Hertz Car Rentals In International Drive District](https://expedia.co.uk/Hertz-Car-Rentals-In-International-Drive-District.d6034244-c40.Car-Rental-Guide-Suppliers) - [Budget Car Rentals In International Drive District](https://expedia.co.uk/Budget-Car-Rentals-In-International-Drive-District.d6034244-c39.Car-Rental-Guide-Suppliers) Activities - [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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFXElEQVR4Xu2bQXLjOgwFlcoiy38EHcVHo46Wo/gIs/QiFU7wCJGQzIkLUzV/EXdvQj8CaO1gJTNL/R9YzsG/AEkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSIkg+lhOrRaVdvi9v9uNqeam/WsFX5KU9GnijgUQgiSDZow4SgSSCZI86P1VSxqdqki+2r/oXk3zhkmX5r5XcWvRq519W1TnOQiKQDJAIJEgqEiR+Ebf3ammUBPaJ/tEaR9WKpOUdJEgMJEgWJEj2onGcSGK02EL3KvEeHqUiQYIEiYOkIkEi/l5SbcfrfVoT/RW77B13r9hIkCCpSJAIJEhSkkGQfC7LxSY69igvdjeJHCSTiZPIQTKZOIkcJJOJk8hBMpk4iRwkk4mTyEEymTiJnO8kR9ZWq3bt+O+jE2VMRjKJTpQxGckkOlHGZCST6EQZk5FMohNlTEYyiU6UMRnJJDpRxuQgmeM7XthnPcqIDL1ifwcSJHOQRJAgmYMk8nMlvr3Fep5Y67VN1EKPb91WJW79UUqficQ+IUGiKoEESZ+JxD49ucQvPr3do9hu3mpr3/95tUdq1NOJHnWQIEGCBIlAYiCxZBzjRLtptR7p19m1asebZOBV8vovvUXpk5AEkLQbJJ6XPglJAEm7QeJ56ZN+pmTOdpDoUcp+d2vfBB7ysApJ5GEVksjDKiSRh1VIIg+rkEQeViGJhCpv1yu23Sxri/zX2ccoLvRXu1PV0h7l+ucdjwSJbpAguY+QIHlSSe0L3blau0Xy3toUj6pLjI9282Lnm619JEgEkooECRKB5DuJ14qv9mVZW66F7u2q8h3fI+fTe5HYDyQVCRIkAyQCybg5Skr12reebou293sbsO7x53Ht26MsFk1BggQJEiSX/foIEiSSqNZZLVr2t+5b294+8c471r43lpYbSJAgaddIkCCpSMRUcmkTFZlkX/tTr9gWfRPokiNIBBIkSFqEJIJEIImruvMSFnqssv59YoxE8Y+WjCOSdkDSQbKDBAmSdnhGiU88RtrxF/voE7e24+X1wh692Q9/Ee8gqUiQxAgJkgGS+vSSeqztEx2PPtr2lvdmea/S093Me7XcqhwkSCoSr0KiCIkmCiRIapPs7Vb72tvfra9H41H6xLt38zLGIqlIkCBBggRJGWODZGxvZ215/JuzJJFQpUd5swgJklY0jkjaAcnaciShaByRtMPTSeofF7q8b1Zw9Qmd3uhfDoSqil9VJIPeiAQJkgWJQLLTG59Ooh0fV/Xa8uOOF3rFri1SY8SfLoBEIEESQILEQSKeWjIhesVq6bbEhe5VwquERwYSJBOQIEFiIEHyESrEaunWzpf7qrj2j48iyt6BxCMkkdXSrZ0v91VIjqyWbu18ua9CcmS1dGvny30VkiOrpVs7X+6rkBxZLd3a+XJf9beSMj7pFVsT40LXy/PWpngUG/VufowMJEiQIDGQnCIDCRJd6NfZi9W6pFT9k69LqHKvqnrkKNKjBJAgQYIECZJSkQy+l1Rb6Ppr8rul3n6MvFEocjwykIwICRIkSJAgeSTx9rHjr619VAXvae1bo4MECRIkSJCUiqSdjLNkYJJq7f4fnuQVserovezR66EEyQCJQKIICZKKJPLEkiNry4/tQq/Ytd56aan6JiC6t4NEIImsLUfSagwkAklkbTmSVmP8SMm/A0kKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECSAkkKJCmQpECS4udIfgNgktvnLzuVdAAAAABJRU5ErkJggg==)