Title: Best Cottages in Rockland Key in 2026 | 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)[Holiday Rentals in Rockland Key](https://expedia.co.uk/Rockland-Key-Holiday-Rentals.d553248635976197596.Travel-Guide-HolidayRentals)[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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-07-03&endDate=2026-07-05&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 cottages ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/ce4bddc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (56 reviews) "Clean rooms, clear guidelines, completely no contact experience without facing any trouble." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj £343 includes taxes & fees 11 Mar - 12 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.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) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fa9fff97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (166 reviews) "Everything was there that I needed. Very nice area for my dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry £238 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/ef0fcc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Oceanfront Cottage with dockage, pool just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) Cudjoe Key 8.6/10 Excellent (165 reviews) "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. £260 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/e085b8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/c169f371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/480f2a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Cottage-Sunrise View- #2, [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) Little Torch Key 8.6/10 Excellent (196 reviews) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly W. £304 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front, dockage, 2 bedroom, 2 bath [](https://www.expedia.co.uk/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) Cudjoe Key 8.8/10 Excellent (94 reviews) "The place has a lot of potential. There are a few areas that need improvement. Badly cabinet doors are off, missing falling off. The baseboard, especially in the bathroom are very dirty. The registers in the house are rusty some with holes in them even the place just needs a little TLC." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim J. [](https://www.expedia.co.uk/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/e8ad0ae3.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) ![Beach](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7ec8a365.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) ### Waterfront Home [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) Cudjoe Key 8.6/10 Excellent (178 reviews) "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. £337 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.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) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/cd44e6df.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) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) Cudjoe Key 8.4/10 Very good (59 reviews) "It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joanne [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/6b090d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/7140cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/49c68fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/442d52e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information) Cudjoe Key 8.6/10 Excellent (53 reviews) "We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren R. £339 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/a360c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/e85f26a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/65220942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) Cudjoe Key 8.8/10 Excellent (91 reviews) "Nice place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin D. £339 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/3b42facf.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! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (150 reviews) "Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna P. £325 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/5da801d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart 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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/136fc75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottages, dockage, pool, just minutes to Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) Cudjoe Key 8.6/10 Excellent (124 reviews) "host answered our question. Did not know w& d was coin washer and dryer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin D. £304 includes taxes & fees 20 Mar - 21 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/1387427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/a01f6053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/94d6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) Cudjoe Key 8.6/10 Excellent (77 reviews) "It was a nice location. 30” from Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda N. £339 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) Cudjoe Key 9.2/10 Wonderful (163 reviews) "Very convenient to Restaurants & nice drive to Key West" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim V. £325 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/3ccd287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football, ping pong](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/9961aea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/6bd3efab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/4147a5e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage & Amenities in Gated Community [](https://www.expedia.co.uk/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) Cudjoe Key 10/10 Exceptional (2 reviews) "Beautiful home, perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay S. £836 includes taxes & fees 20 Mar - 21 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/5f2bb115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/850c816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/2a965799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/fff32e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osprey Suite | Charming Hideaway, Hot Tubs! [](https://www.expedia.co.uk/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) Old Town Key West 9.8/10 Exceptional (35 reviews) "Loved this little place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles N. £416 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.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/107000000/106290000/106285400/106285346/7046c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/1bf65662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/55d21983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OSPREY STUDIO @ The Colony-Sleeps up to 4 [](https://www.expedia.co.uk/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) Old Town Key West 9.6/10 Exceptional (55 reviews) "We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean H. £615 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/1282f374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8772498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/9207bd9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/2515bc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-WOW-Updated.h76585831.Hotel-Information) Cudjoe Key 9.8/10 Exceptional (28 reviews) "Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick M. £610 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Cudjoe-Key-Hotels-WOW-Updated.h76585831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/fff2c2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/4b480533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/54ad7b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/5a10f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Cottage with Private Pool & Lovely Garden - Great Location [](https://www.expedia.co.uk/Key-West-Hotels-Comfortable-Cottage-With-Private-Pool-Lovely-Garden-Great-Location.h21717498.Hotel-Information) Old Town Key West 8.8/10 Excellent (122 reviews) "Great location and a great pool " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) J C. £844 includes taxes & fees 20 Mar - 21 Mar [](https://www.expedia.co.uk/Key-West-Hotels-Comfortable-Cottage-With-Private-Pool-Lovely-Garden-Great-Location.h21717498.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/fc057fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/80e4040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/31ef68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/7cdeca5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to D [](https://www.expedia.co.uk/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) Old Town Key West 10/10 Exceptional (33 reviews) "Very clean and host was available and helpful.The beds were extremely comfortable. Only issue was the height of the beds. We are short people so climbing into bed was more difficult. We would book again!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia C. £457 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/88ffbc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/12e38f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/6feb29f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/w1600h1197x0y3-686d442a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIDDEN OASIS 3 blocks from Duval [](https://www.expedia.co.uk/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.Hotel-Information) Old Town Key West 9.6/10 Exceptional (100 reviews) "Loved the location of the cottage " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty B. £723 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.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=2026-03-23&endDate=2026-03-24®ionId=553248635976197596&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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-Cottages.d553248635976197596-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Cottages.d553248635976197596-aaCottages.Travel-Guide-Accommodation) ## Top Rockland Key Hotel Reviews ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 6/10 Okay "." [](https://expedia.co.uk/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 2/10 Terrible "I really eanted to leave a good review because I wanted this place to be as awesome as it looks. It's beautiful. But if you are staying in a regular room, it sucks. Their hospitality lacks big time. They do not clean your room or empty your trash. We were here for a week. We asked for a refresh and were rudely told they don't clean your room there. Okay but we still need towels, tp, coffee, etc. they brought us a big trash bag with those things in them and my husband forced the guy to take a couple bags of garbage. Normally when you check into a place someone gives you the rundown on how things work. We received zero info and because we were exhausted from traveling for over 24 hours to get there we didn't think to ask. Need ice? You get to stand in line at the front desk so they can bag it up for you. Weird. Our room had the most mini fridge you can have and no microwave. Sucked not being able to heat up leftovers. We went to the beach most days and our floor had sand on it. Because there is no broom and dust pan in the room, it meant we had sand in our bed. That's fun. The room is not meant for you to be comfy in. The bed is many inches from the headboard so your pillows can't be stacked to rest against it. Normally wouldn't be staying in the room but i caught a nasty cold mid trip so needed to rest. The pool is open 24/7 so don't believe google on that. Keep your pool towels because it's unclear when they have someone out at the pool with towels and once you are out" [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 6/10 Okay "No ocean was not visible and we contracted for a partial view. Upon check in staff blamed Expedia and made no attempt to accommodate us. Twice we had to call to have room cleaned. TV was terrible. Overhead lights were out, we spoke to maintenance twice but bulbs were never replaced. In spite of these problems we did enjoy our stay." [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "This is a gem in key west" [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 6/10 Okay "Hotel put me in room that had mold and did not move me to a different room until 3 nights later. Spoke with manager and was told that they would refund $450 for inconvenience. i dont think that was fair, i should have gotten a full refund for 3 nights." [](https://expedia.co.uk/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "I have traveled for work and personal my whole life and the front desk young Lady Re'ka was the best and professional people we have ever had the privilege to meet. Hilton should be honored to have her on their team. " [](https://expedia.co.uk/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 8/10 Good "The hotel was nice, but not five star. Some bartenders were great, others needed to be told how to make a basic drink. The food in the restaurants was adequate but nothing great. Walking distance to town. " [](https://expedia.co.uk/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 6/10 Okay "Property was nice. I didn’t expect to have to pay an additional $1000 in taxes for a room for 2 nights. " [](https://expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 8/10 Good "The facility was clean and staff was friendly. We were especially disturbed when checking in we were told that since we booked on Expedia, there would be a $45 a day facility charge. It wasn't explained what this is for since we were in a villa that didn't require any attention from staff until we left. " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ## Find out more about Rockland Key ## Rockland Key Cottages information | Number of reviews | 1,568 | | ----------------- | ------------ | | Accommodation | 112 Cottages | | Lowest Price | £238 | | Highest Price | £844 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [2 Star Hotels in Key Haven ](https://www.expedia.co.uk/2Star-Key-Haven-Hotels.s20-0-d553248635976197997.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Boca Chica Key ](https://www.expedia.co.uk/3Star-Boca-Chica-Key-Hotels.s30-0-d553248635083916609.Travel-Guide-Filter-Hotels) - [Big Coppitt Key Hotels ](https://www.expedia.co.uk/Big-Coppitt-Key-Hotels.d553248635975850102.Travel-Guide-Hotels) - [B&B in Boca Chica Key ](https://www.expedia.co.uk/Boca-Chica-Key-Bed-And-Breakfasts.d553248635083916609-aaBedAndBreakfasts.Travel-Guide-Accommodation) - 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