
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 Key West villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada

Isla Kiwi: FREE Boat Dockage Sep-Oct Only!

Villa 5034 on Duck Key BOAT SLIP available

Sunset Villa in Duck Key

Family Friendly Sunset Oasis!

Villa 5086 on Duck Key BOAT SLIP available

Villa 5028 on Duck Key BOAT SLIP available

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool
Luxury villa rentals

Villa Sombrero

Indigo Reef water view Villa- #1 Guest Favorite

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!

Harbor hideaway 50’dock 3Br/2Ba All amenities

Florida Keys Sanctuary

New Paradise On Sombrero Beach

Waterfront Villa (38) w/ sunset views & boat slip

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home
Villa rentals with a pool

2BR water view with private pool, balcony & kayak

Bayberry Key: FREE Boat Dockage Sep-Oct Only!

Isla Mamey: FREE Boat Dockage Sept-Oct Only!

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only

Luxury Waterfront Villa, Marathon, Florida Keys

Islamorada house with best location. Lic # 24-0055

Duck Key *Bliss* Private Pool & Patio

Refreshed & Elevated Indigo Reef Luxury Villa 15,
Quick stats about villa rentals in Key West
Total rentals
10 properties
Nightly prices starting at
$366 AUD before taxes and fees
Total number of reviews
170 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wi-Fi availability
10 properties include access to Wi-Fi
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Tampa Bay Holiday rentals
- Cottage rentals Key West
- Apartment rentals Key West
- Waterfront rentals Key West
- Rentals with an EV charger Key West
- Rentals with an accessible height toilet Key West
- Rentals with lake access Key West
- Beachfront rentals Key West
- Pet-friendly rentals Key West
- Rentals with a fire pit Key West
- Rentals with a patio Key West
- Townhouse rentals Key West
- Rentals with a washing machine and dryer Key West
- Family-friendly rentals Key West
- Hotel rentals Key West
- Rentals with a hot tub Key West
- Rentals with a kayak Key West
- Rentals with beach access Key West
- Beach house rentals Key West
- Luxury rentals Key West
- Mansion rentals Key West
- Rentals with breakfast Key West
- Smoking-friendly rentals Key West
- Rentals with outdoor seating Key West
- Fitness-friendly rentals Key West
- Condo rentals Key West
- Rentals with a fireplace Key West
- Rentals with pools Key West
- Boutique hotel rentals Key West
- House rentals Key West
- Villa rentals Monroe County
- Villa rentals Florida
- Villa rentals United States
- Things to do Key West
- Art and culture Key West
- Food and drink Key West
- Sightseeing Key West
- Sports activities Key West
- Tours Key West
- Things to do Monroe County
- Sports activities Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Sightseeing Monroe County
- Things to do Florida
- Entertainment Florida
- Tours Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Art and culture Florida
- Food and drink Florida
- Sports activities Florida
- Wellness Florida
- Things to do United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Tours United States