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 Cudjoe Key
4.61 out of 5 average rating, 158 reviewsOcean Front Home in Great Location
Home in Marathon
4.98 out of 5 average rating, 82 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Condo in Key West
4.78 out of 5 average rating, 63 reviewsCasa Papa Del Mar on the Atlantic Spectacular view
Condo in Key West
4.66 out of 5 average rating, 187 reviewsSunrise Suites Resort, Key West FL U #408 2bdr2bth
Home in Cudjoe Key
4.8 out of 5 average rating, 85 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
Home in Key Colony Beach
4.87 out of 5 average rating, 23 reviewsKeys Elegance. Pool, Hot Tub, Dock Summer Specials
Family- and pet-friendly home rentals
Boat in Key West
4.81 out of 5 average rating, 118 reviewsLast Minute Discount! 48' Yacht & Beautiful Resort
Home in Marathon
4.89 out of 5 average rating, 37 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Home in Islamorada
4.97 out of 5 average rating, 176 reviewsFlakey's
Home in Big Pine Key
Cedar Cottage | Canalfront cottage, double dockage
Villa in Marathon
4.87 out of 5 average rating, 55 reviewsNew Paradise On Sombrero Beach
Campsite in Big Pine Key
4.74 out of 5 average rating, 112 reviewsBring Your Own RV! Our Lot Your RV 6
Home in Summerland Key
Family Retreat
Home in Marathon
4.5 out of 5 average rating, 16 reviewsReel Relaxin` ~ Private Luxury 5 Bedroom Home with
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, 75 reviewsKey West Paradise Poolside
Condo in Marathon
4.76 out of 5 average rating, 66 reviewsBeach Hut: beach front, heated pool.
Townhouse in Key Colony Beach
4.75 out of 5 average rating, 28 reviewsManatee Quay-II Canal waterfront,access BEACH club
Townhouse in Islamorada
4.97 out of 5 average rating, 75 reviewsBayside Townhome in Islamorada with Boat Slip
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Home in Marathon
5 out of 5 average rating, 16 reviewsGrouper House, Lux 4BR, 6BA home w/ pool, dock and
Villa in Marathon
4.74 out of 5 average rating, 34 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Quick stats about holiday rentals that are family-friendly in Big Pine Key
Total rentals
200 properties
Nightly prices starting at
$151 NZD 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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