Family-friendly holiday rentals in Big Pine Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Big Pine 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 Big Pine Key family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Key Colony Beach
5 out of 5 average rating, 39 reviewsFlorida Keys Retreat with Cabana Club.
Home in Marathon
4.98 out of 5 average rating, 82 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Cudjoe Key
4.61 out of 5 average rating, 158 reviewsOcean Front Home in Great Location
Condo in Key West
4.77 out of 5 average rating, 277 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Townhouse in Key West
5 out of 5 average rating, 22 reviewsSea Captain's Haven at Truman Annex
Condo in Key West
4.78 out of 5 average rating, 63 reviewsCasa Papa Del Mar Atlantic Ocean views near downto
Home in Cudjoe Key
4.8 out of 5 average rating, 86 reviewsPalm Breezes! Room for Everyone on the Ocean.
Home in Marathon
4.88 out of 5 average rating, 25 reviewsSunrise Paradise on Sombrero Brand New 4 bed 5 bat
Family- and pet-friendly home rentals
Townhouse in Little Torch Key
4.79 out of 5 average rating, 127 reviews2 Bedroom Luxury Ocean View Townhome in the Keys
Home in Marathon
4.89 out of 5 average rating, 37 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Bungalow in Marathon
4.53 out of 5 average rating, 247 reviewsTropical Cottages - Cottage # 04
Townhouse in Key West
4.92 out of 5 average rating, 197 reviewsSpotlessly clean 3 bedroom/3 bathroom family home
Villa in Marathon
4.87 out of 5 average rating, 55 reviewsNew Paradise On Sombrero Beach
Home in Marathon
5 out of 5 average rating, 16 reviewsGrouper House, Lux 4BR, 6BA home w/ pool, dock and
Home in Marathon
4.67 out of 5 average rating, 6 reviewsGetaway Bay at Coco Plum Beach ~ Walk to the beach
Family-friendly home rentals with a pool
Villa in Islamorada
5 out of 5 average rating, 28 reviewsAnglers Reef Islamorada
Condo in Key West
4.96 out of 5 average rating, 76 reviewsKey West Paradise Poolside
Home in Marathon
4.89 out of 5 average rating, 19 reviewsNEW LUXURY 4/3 SINGLE FAMILYw/HEATED P00L,BOATDOCK
Condo in Marathon
4.76 out of 5 average rating, 66 reviewsBeach Hut: beach front, heated pool.
Home in Marathon
4.89 out of 5 average rating, 19 reviewsVilla Casa Cayo
Condo in Key West
4.82 out of 5 average rating, 44 reviewsCasa Arosa
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Townhouse in Marathon
4.69 out of 5 average rating, 35 reviewsManatee Quay-I Canal waterfront,access BEACH club!
Quick stats about holiday rentals that are family-friendly in Big Pine Key
Total rentals
200 properties
Nightly prices starting at
$138 AUD before taxes and fees
Total number of reviews
2.6K reviews
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals United States
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