Villa holiday rentals in Key West
Find and book unique villas on Airbnb
Top-rated villa rentals in Key West
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West villa rentals
Private villa rentals
Villa in Marathon
4.63 out of 5 average rating, 48 reviewsParadise Duck Key Villa 2B/1.5B
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Villa in Duck Key
4.86 out of 5 average rating, 22 reviewsFamily Friendly Sunset Oasis!
Villa in Duck Key
4.83 out of 5 average rating, 52 reviewsVilla 5034 on Duck Key BOAT SLIP available
Villa in Marathon
4.86 out of 5 average rating, 83 reviewsVilla 5023 on Duck Key BOAT SLIP available
Villa in Duck Key
4.92 out of 5 average rating, 24 reviewsVilla 5028 on Duck Key BOAT SLIP available
Villa in Duck Key
4.77 out of 5 average rating, 39 reviewsVilla 5086 on Duck Key BOAT SLIP available
Luxury villa rentals
Villa in Key West
4.56 out of 5 average rating, 25 reviewsCoral Villa by AvantStay| Close 2 DT Key West!
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Villa in Marathon
4.95 out of 5 average rating, 22 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
Villa in Marathon
4.5 out of 5 average rating, 4 reviews3BR Gulffront 2nd-Floor | Balcony | Pool
Villa in Marathon
Harbor hideaway 50’dock 3Br/2Ba All amenities
Villa rentals with a pool
Villa in Key West
4.54 out of 5 average rating, 28 reviewsPilar's Cottage by Brightwild | Studio w/Pool!
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Villa in Marathon
5.0 out of 5 average rating, 8 reviewsMarlin House (52): Luxury 3/3 Villa w/ Dock, Pool
Quick stats about villa rentals in Key West
Total rentals
10 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
230 reviews
Nightly prices starting at
$455 NZD before taxes and fees
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