
Family-friendly holiday 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.
Holiday 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 hot tub

Key West Beachside 1400sf, 2 Bedroom Condo

Cudjoe Key Home with a View

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Fully renovated 2/2 bath condo w/ shared pool!

Waterfront Sanctuary in the Keys!
Family- and pet-friendly home rentals

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Comfortable, clean,beautiful home Summer Special

Waterfront Cozy Cottage with Boat Ramp & Dock!

Duval Corner - Pet friendly with Balcony

Flakey's

Waterfront Home 37.5-ft dock, Cabana Club Included

Paradise found

Waterfront House with 37 ft Dock & Cabana Club
Family-friendly home rentals with a pool

Ocean Front Studio private Sandy Beach in Key West

Easy Livin' by AvantStay | Mins to the Ocean!

Oceanfront Breeze, Stunning Views, Beach/Pool

Boat life with all the amenities

Lighthouse - Beach Houses Key West

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

Coral Palms 1BR/King/Queen, Pool, block to Duval

Exceptional Water View With Boat Dock!
Quick stats about holiday rentals that are family-friendly in Key West
Total rentals
1.3K properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
30K reviews
Pet-friendly rentals
430 properties allow pets
Rentals with a pool
1.1K properties have a pool
Rentals with dedicated workspaces
770 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
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- Cottage rentals Key West
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- Family-friendly rentals Monroe County
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