Family-friendly vacation rentals in Sugarloaf Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sugarloaf 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 Sugarloaf Key family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Dec 19 – 26
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
4.75 out of 5 average rating, 316 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
Nov 24 – Dec 1
Condo in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
Nov 1 – 8
Condo in Key West
4.76 out of 5 average rating, 270 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Apr 17 – 24
Family- and pet-friendly home rentals
Townhouse in Marathon
4.83 out of 5 average rating, 123 reviewsPlunge Pool Villa on Blue Water Lagoon
Sep 11 – 18
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 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
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
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
Nov 9 – 16
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
Condo in Key West
4.63 out of 5 average rating, 169 reviewsSunrise Suites Resort, Key West FL U #408 2bdr2bth
Aug 24 – 31
Condo in Key West
4.87 out of 5 average rating, 91 reviewsKey Wes't Best- Upgraded condo 5 mins to Smathers
Oct 6 – 13
Townhouse in Marathon
4.96 out of 5 average rating, 74 reviewsLife in Paradise with Boat Slip in Coral Lagoon
Apr 8 – 15
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Nov 23 – 30
Condo in Key West
4.81 out of 5 average rating, 42 reviewsCASA AROSA
Apr 22 – 29
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