Title: Best Villas in Rockland Key 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 [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197596&startDate=2026-05-29&endDate=2026-05-31&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 villas ![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 | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic View Luxury Villa with Pool [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) Summerland Key 10/10 Exceptional (1 review) "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 £826 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/73b5ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/aa37cbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/58994f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/fbe6edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Queen Room Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) Old Town Key West 10/10 Exceptional (1 review) "Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis P. £463 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c61d3beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/3570147d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c858027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/9b20b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Two Bath Poolside Villa Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information) Old Town Key West 10/10 Exceptional (51 reviews) "Owners were amazing and so helpful! Great communication from the start and hospitality during the stay was unmatched. Made everyone feel welcome. We rented the suite right off the pool and it had two private bedrooms and bathrooms. Such a great experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbiejean J. £801 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/f92fd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/1206b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/3824fa01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/d8330ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Two Bath Balcony Villa Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information) Old Town Key West 10/10 Exceptional (43 reviews) "Location was great. Facility and rooms were clean. Great amenities - we will book again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William P. £843 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/54e294fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/11ceedc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/7f50a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/225275d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Villa Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) Old Town Key West 10/10 Exceptional (17 reviews) "Can’t say enough great things about this place. From the hosts to the property itself, top notch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave N. £475 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/72f139d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/065405ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/5afe806a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/e7443421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside King Room Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information) Old Town Key West 10/10 Exceptional (1 review) "If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L R. £468 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/c25b9bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/62c6816f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e281b9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e1254b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Bedroom Deck Villa Steps from Duval! [](https://www.expedia.co.uk/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information) Old Town Key West 10/10 Exceptional (9 reviews) "Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim P. £600 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.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=2026-02-20&endDate=2026-02-21®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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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-Villas.d553248635976197596-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Villas.d553248635976197596-aaVillas.Travel-Guide-Accommodation) ## Top Rockland Key Hotel Reviews ![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 "The Unit was very nice - big and clean. The facilities were also very nice and well maintained. " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 "Location was close to the airport and close to the beach and an uber away from downtown. The beach was clean and beautiful. The resort does offer shuttles to downtown but we just couldn't coordinate timing. The resort pool, grounds and restaurant were excellent. We stayed in the 2 bedroom suite. There were no real closets, the surfboard with hooks in the bathroom fell off the wall when we put a towel on it and the toilet kept having problems flushing, had to open the top of the tank to manually flush. The room aircon was musty smelling and left the sheets and bedding feel moist. They changed out our aircon filters for us which helped a little. All that being said... I would stay again. We had an amazing time!" [](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 "Great from check in to late check out!" [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "This is my second time staying at the Parrot Key. Love the hotel. Beautiful property & rooms, plus the staff is always accommodating & pleasant. The hotels location is also great, just a five to eight minute drive to Duval. I would highly recommend staying there. " [](https://expedia.co.uk/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 "Room was clean ,location off main street and porch were quaint and perfect atmosphere for the key west flavor.Atmosphere was more than genuine." [](https://expedia.co.uk/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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 "The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. We would definitely stay there again. " [](https://expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Everything was great." [](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/becea015_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "Very nice family oriented place. " [](https://expedia.co.uk/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "First time staying at Pier House. We really liked it. We felt that it was more chill than some of the other resorts we’ve stayed at. We stayed in the spa building which was quiet. Nice big room and bathroom. Food was really good at the beach bar. Had a lot of fun hanging out in The Chart Room every night. Didn’t get to take advantage of the pool or beach due to the weather. Looking forward to coming back again. Thanks for the early check in and late check out!!" [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ## Find out more about Rockland Key ## Rockland Key Villas information | Number of reviews | 119 | | ----------------- | --------- | | Accommodation | 19 Villas | | Lowest Price | £463 | | Highest Price | £843 | ## 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) - [Resorts in Boca Chica Key ](https://www.expedia.co.uk/Boca-Chica-Key-Hotel-Resorts.d553248635083916609-aaHotelResorts.Travel-Guide-Accommodation) - 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