Family-friendly holiday rentals in Summerland Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Summerland Key
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 Summerland Key family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
16–23 Mar
Apartment in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
24–31 Aug
Apartment in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
16–23 Apr
Apartment in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
20–27 Sep
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
3–10 Apr
Apartment in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
26 Nov – 3 Dec
Apartment in Tavernier
4.83 out of 5 average rating, 178 reviewsToes in the Sand - 2 Bedroom Condo Sleeps 4
20–27 Oct
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
19–26 Apr
Family- and pet-friendly home rentals
Townhouse in Marathon
4.83 out of 5 average rating, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
22–29 Apr
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
30 Jul – 6 Aug
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
9–16 May
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2–9 Nov
Home in Key West
4.98 out of 5 average rating, 48 reviewsPuerta Coralina @ Old Town - Cottage Near Duval
11–18 Jul
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
3–10 Sep
Home in Key West
4.83 out of 5 average rating, 23 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
2–9 Jan
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
23–30 Oct
Family-friendly home rentals with a pool
Townhouse in Key Largo
4.91 out of 5 average rating, 269 reviewsCasa Fish LLC
14–21 Sep
Townhouse in Key Largo
4.88 out of 5 average rating, 125 reviewsKey Largo House
17–24 Apr
Townhouse in Key Largo
4.86 out of 5 average rating, 104 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
30 Aug – 6 Sep
Apartment in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
23–30 Sep
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
31 Oct – 7 Nov
Bungalow in Key West
4.94 out of 5 average rating, 96 reviewsFleming-O in Old Town close to Duval
11–18 Jun
Townhouse in Marathon
4.96 out of 5 average rating, 73 reviewsLife in Paradise with Boat Slip in Coral Lagoon
15–22 Aug
Villa in Key Largo
4.96 out of 5 average rating, 52 reviewsMarina-Ocean view, New Kitchen, Lagoon 3/3 2100sf
13–20 Sep
Quick stats about holiday rentals that are family-friendly in Summerland Key
Total rentals
170 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
60 properties allow pets
Total number of reviews
3.1T reviews
Nightly prices starting at
₹10,843 before taxes and fees
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