Holiday Rentals in Key West
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The best holiday rentals in Key West
Check out our pick of great holiday rentals in Key West
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L'Habitation Guesthouse- Adult Exclusive
Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and...
Southernmost Point Guest House & Garden Bar
This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.
Old Town Manor
This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.
The Casablanca Hotel
Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.
The Artist House
This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.
Ambrosia Key West
This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Keys Please!
Set in the centre of Key West, 300 metres from South Beach and 400 metres from Southernmost Point, Keys Please! offers free WiFi, a garden and air conditioning.
The St Martin -Hot Tub & Pool
Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
The Exuma Cay -Pool View & Parking
Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.
Most booked holiday rentals in Key West and surroundings in the past month
Popular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 659 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.1Superb - What previous guests thought, 1,055 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 1,276 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 526 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.1Superb - What previous guests thought, 1,418 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 1,167 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 867 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 7.4Good - What previous guests thought, 1,787 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.6Fabulous - What previous guests thought, 865 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.2Superb - What previous guests thought, 1,172 reviews
Highly rated holiday rentals in Key West and nearby
Road's End
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.5Very good - What previous guests thought, 17 reviewsLocated within the Downtown Key West district in Key West, Road's End has air conditioning, a patio, and city views.
From US$616.39 per nightLeeward Isle
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.3Very good - What previous guests thought, 26 reviewsLeeward Isle has a patio and is located in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.
Old Town Suites
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.1Very good - What previous guests thought, 472 reviewsLocated in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.
From US$339.75 per night- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 13 reviews
Situated in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Just steps to Duval- Sleeps 10- Heated Pool House offers free WiFi, a garden and...
The Casablanca Hotel
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 9.0Superb - What previous guests thought, 526 reviewsLess than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.
From US$275.63 per nightAndrews Inn & Garden Cottages
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 9.6Exceptional - What previous guests thought, 150 reviewsLocated right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.
Crawl to Duval w/ Hot tub
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.2Very good - What previous guests thought, 8 reviewsFeaturing air-conditioned accommodation with a balcony, Crawl to Duval w/ Hot tub is located in Key West. This property offers access to a terrace and free private parking.
Poolside Suite
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 9.2Superb - What previous guests thought, 6 reviewsIn a central area of Key West, located within a short distance of South Beach and Duval Street, Poolside Suite offers free WiFi, air conditioning and household amenities such as an oven and kettle.
From US$621.84 per night
These holiday rentals in Key West and nearby have options with free cancellation
Traveler's Palm
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.8Good - What previous guests thought, 46 reviewsLocated within the Downtown Key West district in Key West, Traveler's Palm has air conditioning, a patio, and city views.
From US$525.77 per nightDeluxe Queen at the Curry Mansion - Parking & Heated Pool!
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.2Good - What previous guests thought, 8 reviewsWell situated in the centre of Key West, Deluxe Queen at the Curry Mansion - Parking & Heated Pool! offers air-conditioned rooms, a garden and free WiFi.
From US$328.25 per nightThe Trinidad -Pool & Parking
Key WestFree cancellation options availableScored out of 10, guest rating 7.5Good - What previous guests thought, 31 reviewsBoasting air-conditioned accommodation with a patio, The Trinidad -Pool & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.
From US$566.21 per nightThe Grand Turk -Sunset View & Pool
Key WestFree cancellation options availableScored out of 10, guest rating 7.9Good - What previous guests thought, 18 reviewsThe Grand Turk -Sunset View & Pool is situated in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval Street.
From US$535.16 per nightParadise Suite
Downtown Key West, Key WestFree cancellation options availableParadise Suite has a patio and is situated in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.
Hemingway's View
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.9Good - What previous guests thought, 26 reviewsBoasting air-conditioned accommodation with a patio, Hemingway's View is situated in Key West. Located in the Downtown Key West district, the property provides guests with access to a hot tub.
BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub
Downtown Key West, Key WestFree cancellation options availableSet in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub offers free WiFi, a garden and air...
Casa Key West-Pool & Free Parking
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.5Good - What previous guests thought, 16 reviewsRight in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Casa Key West-Pool & Free Parking offers free WiFi, air conditioning and household...
From US$1,224.28 per night
Enjoy breakfast in Key West and nearby
Nyah - Adult Exclusive
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 7.4Good - What previous guests thought, 1,787 reviewsThis bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.
From US$216.10 per nightNEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 5.0Passable - What previous guests thought, 2 reviewsSet in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!
From US$964.63 per nightDuval Breeze by AvantStay Great Location Close to Beach Nightlife Shared Pool Week Long Stays
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 7.0Good - What previous guests thought, 4 reviewsSet 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum in the centre of Key West, Duval Breeze by AvantStay Great Location Close to Beach Nightlife Shared Pool Week Long...
Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsBoasting an outdoor pool and pool views, Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool is situated in Key West.
Poolside Retreat
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 5.7Passable - What previous guests thought, 4 reviewsSet in the centre of Key West, less than 1 km from South Beach and a 3-minute walk from Duval Street, Poolside Retreat offers free WiFi, a garden and air conditioning.
From US$421.03 per nightSeagrass Suite
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 9.3Superb - What previous guests thought, 16 reviewsSeagrass Suite features a terrace and is located in Key West, within just 200 metres of Ernest Hemingway Home and Museum and 600 metres of Duval Street.
Julia Whitehead Guest Suites
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 6 reviewsFeaturing air-conditioned accommodation with a terrace, Julia Whitehead Guest Suites is located in Key West. This holiday home also features a restaurant.
Mermaid's Retreat
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.0Very good - What previous guests thought, 9 reviewsMermaid's Retreat features a terrace and is located in Key West, within just 200 metres of Ernest Hemingway Home and Museum and 600 metres of Duval Street.
FAQ about holiday rentals in Key West
Holiday rentals that guests love in Key West
- Avg. price/night: US$336.38Scored out of 10, guest rating 8.5Very good - What previous guests thought, 300 reviewsbest location!! plenty of space for the family!! i will surely come back and stay the villas!!Guest review byAilenFamily with young children
- Avg. price/night: US$426.38Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 350 reviewsEverything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.Guest review byericaGroup
- Avg. price/night: US$426.38Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 350 reviewsPerfect location, but even more importantly, Heather and Kevin were dream hosts. The snacks, cocktails and customer service were outstanding. I would recommend Key West villas to everyone!Guest review byThomasGroup
- Avg. price/night: US$336.38Scored out of 10, guest rating 8.5Very good - What previous guests thought, 300 reviewsAbsolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless. Parking and pet friendly with a nice pool - all excellent bonuses! So nice that when I walked in I immediately called the office and extended my stay by two nights!Guest review bylisaSolo traveller
