
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

Historic Key West - Cigar House - Sleeps 4

4BR 3B, Heated Pool & Spa, 60' Dock

Sea Captain's Haven at Truman Annex

Casa Papa Del Mar Ocean Front 1800 Atlantic Spectacular

EYW Getaway

Palm Breezes! Room for Everyone on the Ocean.

Plunge Pool Villa on Blue Water Lagoon

Henry's Piece of Paradise On The Ocean In Key West
Family- and pet-friendly home rentals

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Waterfront luxury Villa (34) with sunset views and boat slip

Ocean Front Home in Great Location

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Private Keys Retreat: Waterfront, Pool, Tiki Bar &

New Paradise On Sombrero Beach

Pier Pressure~ Waterfront Pool Home, 100' Dock

Lower Duplex. Canal & Dock. Pool Club included
Family-friendly home rentals with a pool

Life in Paradise in #1 Resort - Coral Lagoon

Florida Keys Retreat / Completly remodeled

Waterfront, dock, easy ocean access, heated pool!

Beach Hut: beach front, heated pool.

Villa Casa Cayo

Tropical Caribbean Paradise and pool

Waterfront 2BD / 2.5BTH Luxury Townhome

Bring Your Own RV! Our Lot Your RV B6 No Tents
Quick stats about holiday rentals that are family-friendly in Key West
Total rentals
1.4K properties
Nightly prices starting at
$107 AUD before taxes and fees
Total number of reviews
29K reviews
Pet-friendly rentals
420 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
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