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
Jul. 13 – 20
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Nov. 2 – 9
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Mar. 31 – Apr. 7
Villa in Key Largo
4.79 out of 5 average rating, 68 reviewsOceanfront Villa overlooking the Atlantic
Jun. 24 – Jul. 1
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Feb. 20 – 27
Villa in Duck Key
5.0 out of 5 average rating, 48 reviewsDuck Key *Bliss* Private Pool & Patio
Oct. 30 – Nov. 6
Villa in Duck Key
4.84 out of 5 average rating, 19 reviewsFamily Friendly Sunset Oasis!
Oct. 22 – 29
Villa in Duck Key
4.91 out of 5 average rating, 23 reviewsVilla 5028 on Duck Key BOAT SLIP available
Sep. 6 – 13
Luxury villa rentals
Villa in Key West
4.56 out of 5 average rating, 25 reviewsCoral Villa by AvantStay| Close 2 DT Key West!
Feb. 20 – 27
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
Mar. 21 – 28
Villa in Marathon
4.73 out of 5 average rating, 33 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Dec. 22 – 29
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
Nov. 4 – 11
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
Sep. 14 – 21
Villa in Marathon
4.5 out of 5 average rating, 4 reviews3BR Gulffront 2nd-Floor | Balcony | Pool
Mar. 31 – Apr. 7
Villa in Marathon
Harbor hideaway 50’dock 3Br/2Ba All amenities
Apr. 13 – 20
Villa in Marathon
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
Sep. 9 – 16
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. 1 – 8
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Oct. 23 – 30
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
Oct. 10 – 17
Villa in Marathon
4.95 out of 5 average rating, 21 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
May 3 – 10
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Nov. 6 – 13
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Sep. 5 – 12
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Sep. 15 – 22
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
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Villa rentals United States
- Rentals with a kayak Key West
- Bungalow rentals Key West
- Cottage rentals Key West
- Cabin rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Apartment rentals Key West
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- Rentals with a firepit Key West
- Rentals with a patio Key West
- Pet-friendly rentals Key West
- Mansion rentals Key West
- Kid-friendly rentals Key West
- House rentals Key West
- Rentals with beach access Key West
- Condo rentals Key West
- Beach condo rentals Key West
- Monthly Rentals Key West
- Rentals with a hot tub Key West
- Rentals with pools Key West
- Fitness-friendly rentals Key West
- Townhouse rentals Key West
- Rentals with an accessible height toilet Key West
- Waterfront rentals Key West
- Beach house rentals Key West
- Villa rentals Florida
- Villa rentals Florida Keys
- Villa rentals Marco Island
- Villa rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom