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, 123 reviewsPlunge Pool Villa on Blue Water Lagoon
23–30 Apr
Apartment in Tavernier
4.75 out of 5 average rating, 316 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
21–28 Sep
Apartment in Tavernier
4.88 out of 5 average rating, 136 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
6–13 Jul
Apartment in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
10–17 Mar
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
18–25 Apr
Apartment in Tavernier
4.88 out of 5 average rating, 113 reviewsResort Getaway : Condo, Pool, Beach, Location
20–27 Nov
Apartment in Key West
4.87 out of 5 average rating, 30 reviewsConch in the Treetops @ The Beach - Oceanside
8–15 Sep
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
27 Sep – 4 Oct
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
13–20 Aug
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
2–9 Sep
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
9–16 Nov
Home in Key Largo
4.92 out of 5 average rating, 88 reviewsSunsets In Palms Paradise
20–27 Apr
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
31 Oct – 7 Nov
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
28 Nov – 5 Dec
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
28 May – 4 Jun
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
18–25 Sep
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
25 Mar – 1 Apr
Home in Key Colony Beach
4.9 out of 5 average rating, 134 reviewsTiki Time 2
1–8 Oct
Townhouse in Key Largo
4.88 out of 5 average rating, 127 reviewsKey Largo House
17–24 Sep
Townhouse in Key Largo
4.91 out of 5 average rating, 269 reviewsCasa Fish LLC
29 Sep – 6 Oct
Townhouse in Key Largo
4.86 out of 5 average rating, 105 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
5–12 Jan
Apartment in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
10–17 May
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
24–31 Mar
Campervan/Motorhome in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
7–14 Jun
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
$95 SGD before taxes and fees
Destinations to explore
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- Family-friendly rentals United States
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