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 Key West
4.52 out of 5 average rating, 27 reviewsPilar's Cottage by Brightwild | Studio w/Pool!
Jul 2 – 9
Villa in Marathon
5.0 out of 5 average rating, 7 reviewsThe Peninsular House
Nov 21 – 28
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Apr 11 – 18
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!
Aug 17 – 24
Villa in Marathon
4.86 out of 5 average rating, 7 reviewsFlorida Keys Wellness Gem Tranquility & Activity
Sep 13 – 20
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Nov 5 – 12
Villa in Marathon
4.95 out of 5 average rating, 22 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
Nov 17 – 24
Beachfront villa rentals
Villa in Cudjoe Key
5.0 out of 5 average rating, 15 reviewsHoward House on the Sea
May 12 – 19
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
Mar 15 – 22
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Feb 16 – 23
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Oct 26 – Nov 2
Villa in Marathon
Refreshed & Elevated Indigo Reef Luxury Villa 15
Aug 24 – 31
Villa in Cudjoe Key
Key West Paradise w/ Private Pool + Ocean View
Jan 15 – 22
Place to stay in Islamorada
Paradise Found! Outdoor Pool, Pets Allowed!
Mar 19 – 26
Villa in Duck Key
4.86 out of 5 average rating, 21 reviewsFamily Friendly Sunset Oasis!
Jan 10 – 17
Private villa rentals
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Apr 9 – 16
Villa in Key Largo
4.89 out of 5 average rating, 36 reviews2bd/2ba Ocean Retreat in Kawama Yacht Club
Jun 23 – 30
Villa in Marathon
4.5 out of 5 average rating, 16 reviewsIt’s all here waiting for you.
Dec 7 – 14
Villa in Marathon
4.44 out of 5 average rating, 9 reviewsIt's all here for you. Sunsets, snorkeling, swimming, kayaking. See dolphins, turtles and manatees off the back deck
Nov 23 – 30
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Mar 1 – 8
Villa in Islamorada
Bay Villa 9
Villa in Marathon
4.86 out of 5 average rating, 83 reviewsVilla 5023 on Duck Key BOAT SLIP available
Jul 26 – Aug 2
Villa in Duck Key
4.86 out of 5 average rating, 85 reviewsWaterfront villa for families * Family friendly*
Jul 13 – 20
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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