Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Key West
Private villa rentals
Villa in Marathon
4.61 out of 5 average rating, 46 reviewsParadise Duck Key Villa 2B/1.5B
13–20 Jul
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
2–9 Nov
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
30 Mar – 6 Apr
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
19–26 Feb
Villa in Duck Key
5.0 out of 5 average rating, 48 reviewsDuck Key *Bliss* Private Pool & Patio
30 Oct – 6 Nov
Villa in Duck Key
4.84 out of 5 average rating, 19 reviewsFamily Friendly Sunset Oasis!
22–29 Oct
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
6–13 Sep
Villa in Marathon
4.86 out of 5 average rating, 83 reviewsVilla 5023 on Duck Key BOAT SLIP available
18–25 Jul
Luxury villa rentals
Villa in Key West
4.56 out of 5 average rating, 25 reviewsCoral Villa by AvantStay| Close 2 DT Key West!
20–27 Feb
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
11–18 Dec
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
20–27 Mar
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
18–25 Mar
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
4–11 Nov
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
14–21 Sep
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
24 Jun – 1 Jul
Villa in Marathon
4.5 out of 5 average rating, 4 reviews3BR Gulffront 2nd-Floor | Balcony | Pool
30 Mar – 6 Apr
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!
1–8 Jul
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
12–19 Oct
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
16–23 Sep
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
20–27 Aug
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
2–9 May
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
5–12 Feb
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
31 Aug – 7 Sep
Villa in Key Largo
4.89 out of 5 average rating, 36 reviews2bd/2ba Ocean Retreat in Kawama Yacht Club
17–24 Jun
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
₹23,354 before taxes and fees
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