Villa holiday rentals in Grassy Key
Find and book unique villas on Airbnb
Top-rated villa rentals in Grassy Key
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 Grassy Key
Private villa rentals
Villa in Marathon
4.36 out of 5 average rating, 11 reviewsKey Lime Cottage - Lovely Duck Key Villa, Dip Pool
Villa in Marathon
4.63 out of 5 average rating, 49 reviewsParadise Duck Key Villa 2B/1.5B
Villa in Marathon
5.0 out of 5 average rating, 15 reviewsIndigo Reef water view Villa- #1 Guest Favorite
Villa in Islamorada
5.0 out of 5 average rating, 27 reviewsAnglers Reef Islamorada
Villa in Marathon
4.81 out of 5 average rating, 31 reviewsBeautiful 3 bedroom house with loft, pool and dock
Villa in Marathon
4.86 out of 5 average rating, 51 reviewsNew Paradise On Sombrero Beach
Villa in Marathon
5.0 out of 5 average rating, 5 reviewsWaterfront Villa (38) w/ sunset views & boat slip
Villa in Marathon
5.0 out of 5 average rating, 6 reviewsTranquil Ocean View Villa with relaxing tiki
Luxury villa rentals
Villa in Islamorada
New place to stayIsla Key Lime: Waterfront Htd Pool, Dock, Walkable
Villa in Duck Key
4.56 out of 5 average rating, 9 reviews2BR water view with private pool, balcony & kayak
Villa in Marathon
5.0 out of 5 average rating, 3 reviewsVilla Marlin - Perfect Vacation in Florida Keys
Villa in Marathon
4.88 out of 5 average rating, 32 reviewsCanal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!
Villa in Marathon
4.95 out of 5 average rating, 22 reviews4/3 Private Pool, Private Dock, Bikes, Kayaks!
Villa in Key Largo
4.86 out of 5 average rating, 21 reviewsConch 3-Bedroom Villa
Villa in Islamorada
4.64 out of 5 average rating, 25 reviewsCozy 2-bedroom villa with resort amenities
Villa in Marathon
4.67 out of 5 average rating, 3 reviewsVilla Sombrero
Villa rentals with a pool
Villa in Marathon
4.53 out of 5 average rating, 17 reviewsIt’s all here waiting for you.
Villa in Marathon
Refreshed & Elevated Indigo Reef Luxury Villa 15
Villa in Marathon
The Salty Mermaid 4BR/3BA Anglers at Sombrero Beach with Private Pool and Dockage
Villa in Islamorada
Bay Villa 9
Place to stay in Islamorada
Paradise Found! Outdoor Pool, Pets Allowed!
Villa in Islamorada
4.9 out of 5 average rating, 10 reviewsIslamorada house next to sand bar. Lic # 24-0055
Villa in Islamorada
New place to stayIsla Acai: Waterfront Htd Pool, Dock, Walkable
Villa in Islamorada
New place to stayIsla Mamey: Waterfront Htd Pool, Dock, Walkable
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