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
Private villa rentals
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
Feb. 17 – 24
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Apr. 8 – 15
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 Islamorada
Bay Villa 7
Sep. 8 – 15
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Feb. 28 – Mar. 7
Villa in Marathon
4.78 out of 5 average rating, 67 reviewsVilla 7075 on Duck Key BOAT SLIP available
Oct. 24 – 31
Villa in Duck Key
4.86 out of 5 average rating, 21 reviewsFamily Friendly Sunset Oasis!
Aug. 17 – 24
Luxury villa rentals
Villa in Islamorada
New place to stayIsla Key Lime: Waterfront Pool & Prime Location
Jun. 29 – Jul. 6
Villa in Marathon
4.36 out of 5 average rating, 11 reviewsKey Lime Cottage - Lovely Duck Key Villa, Dip Pool
Mar. 1 – 8
Villa in Key West
4.94 out of 5 average rating, 17 reviewsCoral Palm by AvantStay | Mins From DT Key West
Apr. 27 – May 4
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
Mar. 29 – Apr. 5
Villa in Marathon
4.95 out of 5 average rating, 22 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
Aug. 6 – 13
Villa in Key Largo
4.86 out of 5 average rating, 21 reviewsConch 3-Bedroom Villa
Jun. 19 – 26
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
Sep. 18 – 25
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
Sep. 21 – 28
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!
Jun. 11 – 18
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Apr. 10 – 17
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
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Nov. 5 – 12
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Nov. 14 – 21
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Aug. 22 – 29
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Apr. 25 – May 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
$383 CAD before taxes and fees
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