Family-friendly vacation 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.
Vacation 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
Condo in Key West
4.59 out of 5 average rating, 80 reviewsBeautifully Renovated Summer of 2020 Come and enjo
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
Condo in Key West
4.77 out of 5 average rating, 276 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Home in Key West
4.82 out of 5 average rating, 56 reviewsHistoric Key West - Turtle House - Sleeps 6
Home in Summerland Key
Family Retreat
Condo in Key West
4.82 out of 5 average rating, 34 reviewsHenry's Piece of Paradise On The Ocean In Key West
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
Cottage in Key West
5 out of 5 average rating, 7 reviewsA Touch of Bermuda in Key West
Home in Marathon
4.82 out of 5 average rating, 33 reviewsWaterfront, dock, easy ocean access, heated pool!
Home in Cudjoe Key
4.61 out of 5 average rating, 158 reviewsOcean Front Home in Great Location
Home in Big Pine Key
Cedar Cottage | Canalfront cottage, double dockage
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Villa in Marathon
4.87 out of 5 average rating, 55 reviewsNew Paradise On Sombrero Beach
Family-friendly home rentals with a pool
Condo in Key West
4.96 out of 5 average rating, 75 reviewsKey West Paradise Poolside
Home in Islamorada
4.88 out of 5 average rating, 26 reviewsAngler's Reef Oceanfront
Condo in Marathon
4.76 out of 5 average rating, 66 reviewsBeach Hut: beach front, heated pool.
Cottage in Islamorada
5 out of 5 average rating, 12 reviewsAnglers Reef Islamorada
Home in Marathon
4.89 out of 5 average rating, 19 reviewsVilla Casa Cayo
Home in Marathon
4.88 out of 5 average rating, 60 reviewsGorgeous Beachfront Home w/ Pool/Tiki/Dock
Condo in Key West
New place to stayEYW Getaway
Home in Islamorada
4.84 out of 5 average rating, 38 reviewsAnglers Reef is Oceanfront, Blue Marlin House2/2.5
Quick stats about vacation rentals that are family-friendly in Big Pine Key
Total rentals
200 properties
Nightly prices starting at
ﺩ.ﺇ331 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
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