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, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
25 Oct – 1 Nov
Apartment in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
20–27 Sep
Apartment in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
5–12 Jan
Apartment in Tavernier
4.76 out of 5 average rating, 315 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
28 Mar – 4 Apr
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
25 Dec – 1 Jan
Apartment in Tavernier
4.82 out of 5 average rating, 137 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
26 Oct – 2 Nov
Apartment in Key West
4.92 out of 5 average rating, 13 reviewsAtlantic Reflections @ The Beach - Ocean Penthouse
8–15 Sep
Apartment in Key West
4.76 out of 5 average rating, 269 reviewsAffordable Beachfront Luxury Condo Sleeps 6
25 Jan – 1 Feb
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
9–16 Aug
Home in Marathon
4.88 out of 5 average rating, 33 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2–9 Nov
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
3–10 Sep
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
22–29 Oct
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
26 Sep – 3 Oct
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
16–23 Jun
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
1–8 Mar
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
14–21 Sep
Family-friendly home rentals with a pool
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
11–18 Nov
Townhouse in Key Largo
4.85 out of 5 average rating, 103 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
10–17 Sep
Villa in Marathon
4.95 out of 5 average rating, 119 reviews4/3 Private Pool w Heater/Dock/Kayaks & more incl.
7–14 Dec
Townhouse in Key Largo
4.91 out of 5 average rating, 268 reviewsCasa Fish LLC
19–26 Dec
Townhouse in Key Largo
4.88 out of 5 average rating, 125 reviewsKey Largo House
8–15 Sep
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
17–24 Aug
Apartment in Key Largo
4.95 out of 5 average rating, 110 reviewsKawama Suntastic @ Key Largo
31 Jul – 7 Aug
Townhouse in Key West
4.96 out of 5 average rating, 83 reviewsWindsor Townhome #3
9–16 Aug
Quick stats about holiday rentals that are family-friendly in Key West
Total rentals
1.2T 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
25T reviews
Nightly prices starting at
₹5,839 before taxes and fees
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