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.
Weatherstation Inn Circa 1911
Set within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...
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.
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 9.1Superb - What previous guests thought, 1,054 reviewsPopular 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 9.0Superb - What previous guests thought, 527 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 865 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 1,274 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 1,176 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 7.4Good - What previous guests thought, 1,796 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.1Superb - What previous guests thought, 1,423 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 8.6Fabulous - What previous guests thought, 866 reviewsPopular with guests booking holiday rentals in Key West
Scored out of 10, guest rating 9.2Superb - What previous guests thought, 1,172 reviews
These holiday rentals in Key West and nearby have options with free cancellation
Road's End
Downtown Key West, Key WestFree cancellation options availableScored 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$957.94 per nightCasa 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...
NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Downtown Key West, Key WestFree cancellation options availableScored 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$1,645.14 per nightSea Breeze -Great Location!
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 8.7Fabulous - What previous guests thought, 24 reviewsIn the heart of Key West, set within a short distance of South Beach and Ernest Hemingway Home and Museum, Sea Breeze -Great Location!
From US$1,136.48 per nightCoconut Palm
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 5.3Passable - What previous guests thought, 3 reviewsRight in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Coconut Palm offers free WiFi, air conditioning and household amenities such as a...
From US$2,268.90 per nightTraveler's Palm
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.9Good - 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.
La Pensione Inn - Adult Exclusive
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 659 reviewsSet in Key West, less than 1 km from South Beach, La Pensione Inn - Adult Exclusive offers accommodation with an outdoor swimming pool, free private parking, a shared lounge and a terrace.
From US$336.38 per nightThe Collins on Duval
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 6.4Pleasant - What previous guests thought, 6 reviewsIn the heart of Key West, set within a short distance of Simonton Street Beach and Duval Street, The Collins on Duval offers free WiFi, air conditioning and household amenities such as a fridge and...
From US$1,703.14 per night
Enjoy breakfast in Key West and nearby
Duval House
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.9Fabulous - What previous guests thought, 822 reviewsLocated centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.
From US$583.88 per night- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 191 reviews
Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.
The Conch House Heritage Inn
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 9.2Superb - What previous guests thought, 32 reviewsThis adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas.
Courtney's Place Historic Cottages & Inns
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 1,274 reviewsOffering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.
From US$572.63 per nightCaribbean House
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 407 reviewsFeaturing free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West.
The Grand Guesthouse
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.6Fabulous - What previous guests thought, 866 reviewsThis all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.
Key West Bed and Breakfast
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 307 reviewsKey West Bed and Breakfast, a property with a garden, is situated in Key West, 1.2 km from Key West Aquarium, 1.3 km from Ernest Hemingway Home and Museum, as well as 1.1 km from Mallory Dock.
The Garden House
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 358 reviewsWell located in Key West, The Garden House provides express check-in and check-out and private parking.
Highly rated holiday rentals in Key West and nearby
Old Town Suites
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.1Very good - What previous guests thought, 470 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.
Key Lime Calypso
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.0Very good - What previous guests thought, 14 reviewsKey Lime Calypso is set in the Downtown Key West district of Key West, 200 metres from Ernest Hemingway Home and Museum, 200 metres from Duval Street and less than 1 km from Southernmost Point.
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 865 reviews
Alexander Palms Court - No Hidden Resort Fees! provides accommodation located less than 1 km from the centre of Key West and features an outdoor swimming pool and a garden.
From US$482.63 per night Weatherstation Inn Circa 1911
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 9.0Superb - What previous guests thought, 260 reviewsSet within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...
From US$392.63 per nightRose Lane Villas
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.4Very good - What previous guests thought, 298 reviewsLocated in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.
Creme Brulee Suite
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.0Very good - What previous guests thought, 22 reviewsIdeally situated in the centre of Key West, Creme Brulee Suite features air-conditioned rooms, a garden and free WiFi.
From US$747.06 per nightMesa House, Dos -Unreal Location
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.2Very good - What previous guests thought, 11 reviewsRight in the heart of Key West, situated within a short distance of Simonton Street Beach and Key West Aquarium, Mesa House, Dos -Unreal Location offers free WiFi, air conditioning and household...
From US$1,403.38 per nightClassic King Balcony at the James House
Downtown Key West, Key West8.0+ review scoreScored out of 10, guest rating 8.5Very good - What previous guests thought, 8 reviewsAttractively situated in Key West, Classic King Balcony at the James House features air-conditioned rooms, a garden and free WiFi.
FAQ about holiday rentals in Key West
Holiday rentals that guests love in Key West
- Scored out of 10, guest rating 8.4Very good - What previous guests thought, 298 reviewsbest location!! plenty of space for the family!! i will surely come back and stay the villas!!Guest review byAilenFamily with young children
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 352 reviewsEverything was wonderful. The villas had everything you needed to make your trip enjoyable. Looking forward to going back again soon.Guest review byericaGroup
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 352 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
- Scored out of 10, guest rating 8.4Very good - What previous guests thought, 298 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
