Family-friendly vacation 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.
Vacation 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
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
Condo in Tavernier
4.88 out of 5 average rating, 136 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Condo in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
Condo in Tavernier
4.75 out of 5 average rating, 317 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
Condo in Tavernier
4.88 out of 5 average rating, 114 reviewsResort Getaway : Condo, Pool, Beach, Location
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Condo in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Condo in Key West
4.76 out of 5 average rating, 271 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Family- and pet-friendly home rentals
Home in Cudjoe Key
4.61 out of 5 average rating, 150 reviewsOcean Front Home in Great Location
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
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
Townhouse in Key West
4.94 out of 5 average rating, 33 reviewsThe Smiling Ibis @ Old Town - Home & Pool
Home in Key West
4.81 out of 5 average rating, 26 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Home in Tavernier
5.0 out of 5 average rating, 5 reviewsParadise Villa with Pool
Family-friendly home rentals with a pool
Home in Sugarloaf Key
4.75 out of 5 average rating, 112 reviewsBungalows at Sugarloaf Beach - Mi Azucar
Home in Key Colony Beach
4.9 out of 5 average rating, 134 reviewsTiki Time 2
Home in Marathon
4.87 out of 5 average rating, 54 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
Camper/RV in Big Pine Key
4.71 out of 5 average rating, 113 reviewsTropical Caribbean Wonderland
Condo in Marathon
4.77 out of 5 average rating, 64 reviewsBeach Hut: beach front, heated pool.
Townhouse in Marathon
4.96 out of 5 average rating, 75 reviewsLife in Paradise with Boat Slip in Coral Lagoon
Condo in Tavernier
4.99 out of 5 average rating, 81 reviewsModern & Coastal | 3212 is Across from Pool
Villa in Key Largo
4.96 out of 5 average rating, 52 reviewsMarina-Ocean view, New Kitchen, Lagoon 3/3 2100sf
Quick stats about vacation 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
3.1K reviews
Nightly prices starting at
$130 before taxes and fees
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