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 hot tub
Townhouse in Marathon
4.83 out of 5 average rating, 123 reviewsPlunge Pool Villa on Blue Water Lagoon
Jul. 30 – Aug. 6
Condo in Tavernier
4.88 out of 5 average rating, 136 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Nov. 26 – Dec. 3
Condo in Tavernier
4.83 out of 5 average rating, 179 reviewsToes in the Sand - 2 Bedroom Condo Sleeps 4
Aug. 9 – 16
Condo in Tavernier
4.88 out of 5 average rating, 113 reviewsResort Getaway : Condo, Pool, Beach, Location
Nov. 1 – 8
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Jul. 15 – 22
Condo in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Sep. 24 – Oct. 1
Condo in Key West
4.87 out of 5 average rating, 30 reviewsConch in the Treetops @ The Beach - Oceanside
Sep. 12 – 19
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
Sep. 26 – Oct. 3
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
Aug. 13 – 20
Home in Key Largo
4.84 out of 5 average rating, 76 reviewsBanana Cabana
Sep. 11 – 18
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Nov. 9 – 16
Home in Key Largo
4.92 out of 5 average rating, 88 reviewsSunsets In Palms Paradise
Aug. 10 – 17
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
Oct. 30 – Nov. 6
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
Jan. 15 – 22
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Oct. 24 – 31
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
Sep. 18 – 25
Family-friendly home rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
Aug. 19 – 26
Villa in Marathon
4.95 out of 5 average rating, 119 reviews4/3 Private Pool w Heater/Dock/Kayaks & more incl.
Nov. 23 – 30
Home in Key Colony Beach
4.9 out of 5 average rating, 134 reviewsTiki Time 2
Apr. 3 – 10
Townhouse in Key Largo
4.88 out of 5 average rating, 127 reviewsKey Largo House
Sep. 15 – 22
Townhouse in Key Largo
4.91 out of 5 average rating, 269 reviewsCasa Fish LLC
Dec. 4 – 11
Townhouse in Key Largo
4.86 out of 5 average rating, 105 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
Jan. 25 – Feb. 1
Condo in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
May 9 – 16
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
Aug. 29 – Sep. 5
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
$96 CAD before taxes and fees
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