
Family-friendly vacation rentals in Key West
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Key West
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a pool

Condo de Paradise/Salt Water Pool/Boat Dock

The Roseate House at Grassy Key

Keys Breeze Ocean View Condo & Pool - Key Colony

Roost Haven w/ free private parking spot

Sailboat Stay + Resort Amenities

Key West Cottage Du Soleil w/ Pool!

The Island Suite @ KW vacation

Waterfront Sanctuary in the Keys!
Family-friendly home rentals with air conditioning

Florida Keys Oceanside Utopia

Off Grid Boat "Shanty Pineapple" Key West

Cottage 30 min from Key West, free parking, pool

Paradise awaits on this cozy houseboat!

Boat life with all the amenities

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Bohemian Beach Bungalow

*NEW* Private Beach, pool & fully loaded kitchen
Family-friendly home rentals with Wifi

Dan’s 2024 catamaran cruiser vessel can’t be moved

Kelly’s Kabin - Private FL Keys Cottage

Grouper Getaway @ Ocean Isles Fishing Village

Gorgeous Romantic Private Villa, Steps from Duval!

Studio Near Downtown - The Bartlum

Hyatt Beach House-Quiet Key West Spot!

Namaste: A blissful one bedroom cottage

Luxurious 40' Sailing Yacht!
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.3K properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
32K reviews
Pet-friendly rentals
430 properties allow pets
Rentals with a pool
1.1K properties have a pool
Rentals with dedicated workspaces
710 properties have a dedicated workspace
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