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
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
Dec. 11 – 18
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
Oct. 6 – 13
Condo in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
Dec. 11 – 18
Condo in Tavernier
4.88 out of 5 average rating, 136 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Nov. 26 – Dec. 3
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Oct. 10 – 17
Condo in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Mar. 21 – 28
Condo in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
Nov. 1 – 8
Condo in Tavernier
4.83 out of 5 average rating, 179 reviewsToes in the Sand - 2 Bedroom Condo Sleeps 4
Dec. 12 – 19
Family- and pet-friendly home rentals
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
Jul. 14 – 21
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
Oct. 29 – Nov. 5
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 Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Nov. 9 – 16
Home in Key West
4.98 out of 5 average rating, 48 reviewsPuerta Coralina @ Old Town - Cottage Near Duval
Jul. 18 – 25
Home in Key West
4.83 out of 5 average rating, 23 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
Apr. 28 – May 5
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Oct. 24 – 31
Home in Tavernier
5.0 out of 5 average rating, 5 reviewsParadise Villa with Pool
Aug. 27 – Sep. 3
Family-friendly home rentals with a pool
Home in Key Colony Beach
4.9 out of 5 average rating, 133 reviewsTiki Time 2
Oct. 20 – 27
Camper/RV in Big Pine Key
4.71 out of 5 average rating, 113 reviewsTropical Caribbean Wonderland
Aug. 3 – 10
Townhouse in Marathon
4.96 out of 5 average rating, 74 reviewsLife in Paradise with Boat Slip in Coral Lagoon
Apr. 8 – 15
Condo in Marathon
4.76 out of 5 average rating, 63 reviewsBeach Hut: beach front, heated pool.
Oct. 2 – 9
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Nov. 23 – 30
Condo in Tavernier
4.99 out of 5 average rating, 81 reviewsModern & Coastal | 3212 is Across from Pool
Sep. 15 – 22
Condo in Key West
4.79 out of 5 average rating, 28 reviewsHenry's Piece of Paradise On The Ocean In Key West
Dec. 16 – 23
Villa in Marathon
4.88 out of 5 average rating, 197 reviewsCoral Lagoon Resort 3 BR W/ Dock Behind Villa
Dec. 26 – Jan. 2
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
$178 CAD before taxes and fees
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