Villa vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West villa rentals
Villa rentals with a pool
Villa in Marathon
5.0 out of 5 average rating, 7 reviewsThe Peninsular House
Oct 29 – Nov 5
Villa in Key West
4.52 out of 5 average rating, 27 reviewsPilar's Cottage by Brightwild | Studio w/Pool!
Jul 1 – 8
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Sep 16 – 23
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
Oct 10 – 17
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Oct 23 – 30
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
May 3 – 10
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Sep 5 – 12
Villa in Marathon
4.86 out of 5 average rating, 7 reviewsFlorida Keys Wellness Gem Tranquility & Activity
Sep 19 – 26
Beachfront villa rentals
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
Jul 13 – 20
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Nov 6 – 13
Villa in Cudjoe Key
5.0 out of 5 average rating, 13 reviewsHoward House on the Sea
Oct 19 – 26
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Nov 2 – 9
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
Jun 27 – Jul 4
Villa in Marathon
Refreshed & Elevated Indigo Reef Luxury Villa 15
Jan 18 – 25
Villa in Cudjoe Key
Key West Paradise w/ Private Pool + Ocean View
Apr 5 – 12
Place to stay in Islamorada
Paradise Found! Outdoor Pool, Pets Allowed!
Sep 10 – 17
Private villa rentals
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Mar 31 – Apr 7
Villa in Marathon
5.0 out of 5 average rating, 8 reviewsMarlin House (52): Luxury 3/3 Villa w/ Dock, Pool
Apr 19 – 26
Villa in Marathon
4.38 out of 5 average rating, 8 reviewsIt's all here for you. Sunsets, snorkeling, swimming, kayaking. See dolphins, turtles and manatees off the back deck
Sep 10 – 17
Villa in Islamorada
Conch Villa 6
May 1 – 8
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Feb 20 – 27
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
Sep 6 – 13
Villa in Marathon
4.78 out of 5 average rating, 65 reviewsVilla 7075 on Duck Key BOAT SLIP available
Apr 2 – 9
Villa in Duck Key
4.86 out of 5 average rating, 85 reviewsWaterfront villa for families * Family friendly*
Aug 26 – Sep 2
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
$280 before taxes and fees
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