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
Jan 23 – 30
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
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Oct 12 – 19
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
Aug 20 – 27
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
May 2 – 9
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Aug 31 – Sep 7
Villa in Marathon
4.86 out of 5 average rating, 7 reviewsFlorida Keys Wellness Gem Tranquility & Activity
Oct 22 – 29
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 Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Nov 2 – 9
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Feb 5 – 12
Villa in Cudjoe Key
5.0 out of 5 average rating, 13 reviewsHoward House on the Sea
Oct 18 – 25
Villa in Marathon
Refreshed & Elevated Indigo Reef Luxury Villa 15
Aug 10 – 17
Villa in Key Colony Beach
Fabulous Canal Front Villa, Private Pool in KCB!
Jan 29 – Feb 5
Villa in Cudjoe Key
Key West Paradise w/ Private Pool + Ocean View
Feb 21 – 28
Place to stay in Islamorada
Paradise Found! Outdoor Pool, Pets Allowed!
Oct 20 – 27
Private villa rentals
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Mar 30 – Apr 6
Villa in Key Largo
4.86 out of 5 average rating, 21 reviewsConch 3-Bedroom Villa
Dec 16 – 23
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 19 – 26
Villa in Duck Key
5.0 out of 5 average rating, 48 reviewsDuck Key *Bliss* Private Pool & Patio
Oct 30 – Nov 6
Villa in Marathon
4.86 out of 5 average rating, 83 reviewsVilla 5023 on Duck Key BOAT SLIP available
Jul 18 – 25
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
€ 262 before taxes and fees
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