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
Townhouse in Marathon
4.83 out of 5 average rating, 124 reviewsPlunge Pool Villa on Blue Water Lagoon
Apartment in Key West
4.89 out of 5 average rating, 28 reviewsFollow the Sun @ The Beach - Oceanside Condo
Apartment in Key West
4.76 out of 5 average rating, 271 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Home in Key West
4.8 out of 5 average rating, 25 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
Home in Key Colony Beach
5.0 out of 5 average rating, 34 reviewsFlorida Keys Retreat with Cabana Club.
Apartment in Key West
4.79 out of 5 average rating, 28 reviewsHenry's Piece of Paradise On The Ocean In Key West
Apartment in Key West
4.63 out of 5 average rating, 171 reviewsSunrise Suites Resort, Key West FL U #408 2bdr2bth
Family- and pet-friendly home rentals
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Home in Summerland Key
Family Retreat
Home in Key West
4.83 out of 5 average rating, 316 reviewsCasa Cristol - Family Friendly Classic KW Charm
Home in Marathon
4.92 out of 5 average rating, 48 reviewsCastaway 2/2 w/ 50` Ft. Dock on the Atlantic
Boat in Key West
4.88 out of 5 average rating, 17 reviewsAirbnb Exclusive Offer! 51' Catamaran Yacht
Family-friendly home rentals with a pool
Villa in Marathon
4.95 out of 5 average rating, 119 reviews4/3 Private Pool w Heater/Dock/Kayaks & more incl.
Apartment in Key West
4.81 out of 5 average rating, 42 reviewsCASA AROSA
Home in Marathon
4.87 out of 5 average rating, 54 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
Townhouse in Marathon
4.96 out of 5 average rating, 74 reviewsLife in Paradise with Boat Slip in Coral Lagoon
Apartment in Key West
4.87 out of 5 average rating, 170 reviewsTropical Old Town Bungalow
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
Apartment in Key West
4.96 out of 5 average rating, 75 reviewsKey West Paradise Poolside
Flat in Key West
4.64 out of 5 average rating, 326 reviewsSunshine Suite Condo Enjoy outdoor Hot tub & Pool
Quick stats about holiday 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
€ 65 before taxes and fees
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