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
Villa in Marathon
4/3 Private Pool w Heater/Dock/Kayaks & more incl.
Home in Cudjoe Key
Sunrise Beach Escape
Home in Key Colony Beach
Waterview from three sides, Cabana Club, 30' Docks
Townhouse in Marathon
Plunge Pool Villa on Blue Water Lagoon
Condo in Key West
Cielo Azul @ Beach Club - Oceanfront Condo
Condo in Key West
Fair Winds @ The Foundry~ Frolic On Duval St
Townhouse in Key West
3/3 Tropical Key West Home Get Away
Condo in Key West
Affordable Beachfront Luxury Condo Sleeps 6
Family-friendly home rentals with Wifi
Townhouse in Duck Key
3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views
Condo in Tavernier
Spectacular 2 Bedroom with a beautiful ocean view.
Condo in Tavernier
Toes in the Sand - 2 Bedroom Condo Sleeps 4
Condo in Tavernier
Bright & Sunny Suite w/ Magnificent Ocean Views
Rental unit in Tavernier
Breathtaking Oceanfront Views at Tropical Daze
Home in Key Colony Beach
Florida Keys Retreat with Cabana Club.
Condo in Key West
Henry's Piece of Paradise On The Ocean In Key West
Home in Key Largo
Bayhouse
Family-friendly home rentals with air conditioning
Condo in Key Largo
Penthouse with Ocean View
Townhouse in Marathon
Waterfront Luxury Villa (62) with sunset views and boat slip
Condo in Islamorada
3BR&2BA Home Sandy Beach+Heated Pool+ Kayaks+Bikes
Home in Islamorada
Oceanfront 114 Anglers Reef Islamorada Fla Keys
Condo in Tavernier
Modern & Coastal | 3212 is Across from Pool
Townhouse in Key Largo
LIC MGR - LUXURY 4/3.5 VILLA #1 OCEANFRONT RESORT!
Villa in Key Largo
Kawama Yacht Club and Molasses Reef Marine
Home in Tavernier
Paradise Villa with Pool
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.2K properties
Rentals with dedicated workspaces
670 properties have a dedicated workspace
Rentals with a pool
930 properties have a pool
Pet-friendly rentals
320 properties allow pets
Total number of reviews
25K reviews
Nightly prices starting at
$70 before taxes and fees
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