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 14 – 21
Villa in Marathon
5.0 out of 5 average rating, 7 reviewsThe Peninsular House
Jan 6 – 13
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Aug 17 – 24
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
Oct 10 – 17
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
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Dec 9 – 16
Villa in Marathon
4.86 out of 5 average rating, 7 reviewsFlorida Keys Wellness Gem Tranquility & Activity
Nov 29 – Dec 6
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Oct 27 – Nov 3
Beachfront villa rentals
Villa in Marathon
4.36 out of 5 average rating, 11 reviewsKey Lime Cottage - Lovely Duck Key Villa, Dip Pool
Aug 30 – Sep 6
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
Feb 15 – 22
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Nov 12 – 19
Villa in Cudjoe Key
5.0 out of 5 average rating, 14 reviewsHoward House on the Sea
Aug 15 – 22
Villa in Islamorada
4.96 out of 5 average rating, 25 reviewsFishing Paradise bigdavechartersandtours.comm -1m
Apr 8 – 15
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Oct 26 – Nov 2
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
May 29 – Jun 5
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
Jul 1 – 8
Private villa rentals
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Apr 6 – 13
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
Nov 26 – Dec 3
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Feb 26 – Mar 5
Villa in Duck Key
4.82 out of 5 average rating, 49 reviewsVilla 5034 on Duck Key BOAT SLIP available
Mar 30 – Apr 6
Villa in Duck Key
4.86 out of 5 average rating, 21 reviewsFamily Friendly Sunset Oasis!
Oct 31 – Nov 7
Villa in Islamorada
4.89 out of 5 average rating, 9 reviewsIslamorada house next to sand bar. Lic # 24-0055
Dec 2 – 9
Villa in Marathon
4.77 out of 5 average rating, 66 reviewsVilla 7075 on Duck Key BOAT SLIP available
Dec 31 – Jan 7
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
Nov 14 – 21
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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