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
4.86 out of 5 average rating, 43 reviewsConch in the Treetops at The Beach
Home in Key West
4.77 out of 5 average rating, 53 reviewsHistoric Key West - Cigar House - Sleeps 4
Home in Marathon
4.95 out of 5 average rating, 124 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Marathon
4.98 out of 5 average rating, 82 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Marathon
4.62 out of 5 average rating, 26 reviewsSweet Retreat! 4 bedroom 2.5 Baths Sombrero Beach
Condo in Key West
4.77 out of 5 average rating, 279 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Home in Cudjoe Key
4.8 out of 5 average rating, 86 reviewsPalm Breezes! Room for Everyone on the Ocean.
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
4.8 out of 5 average rating, 120 reviewsLast Minute Discount! 48' Yacht & Beautiful Resort
Home in Cudjoe Key
4.61 out of 5 average rating, 158 reviewsOcean Front Home in Great Location
Home in Marathon
4.89 out of 5 average rating, 19 reviewsVilla Casa Cayo
Bungalow in Key Colony Beach
4.67 out of 5 average rating, 6 reviewsCoral Quay-III Canal waterfront,access BEACH club!
Home in Islamorada
4.96 out of 5 average rating, 24 reviewsLuxurious 4-Bdrm Home, Private Pool, Beach Access
Home in Islamorada
5 out of 5 average rating, 14 reviewsIslamorada Waterfront Escape
Home in Marathon
4.63 out of 5 average rating, 8 reviewsPier Pressure~ Pool Home w/ Kayaks, 100' Dockage!
Family-friendly home rentals with a pool
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
Home in Marathon
4.82 out of 5 average rating, 33 reviewsWaterfront, dock, easy ocean access, heated pool!
Home in Marathon
4.88 out of 5 average rating, 60 reviewsBeautiful Beachfront Villa w/ Pool/Tiki/Dock
Home in Marathon
5 out of 5 average rating, 16 reviewsGrouper House, Lux 4BR, 6BA home w/ pool, dock and
Home in Key Colony Beach
4.95 out of 5 average rating, 151 reviewsBeautiful open plan remodeled home in Key Colony
Villa in Marathon
4.74 out of 5 average rating, 34 reviewsPrivate Pool and Dock, Canal Front, Bikes, Beach!
Apartment in Key West
4.66 out of 5 average rating, 368 reviewsSunshine Suite Condo Enjoy outdoor Hot tub & Pool
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
Destinations to explore
- Key West Vacation rentals
- Varadero Vacation rentals
- Miami Vacation rentals
- Naples Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Nassau Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Florida
- Family-friendly rentals Key West
- Family-friendly rentals Florida Keys
- Family-friendly rentals Marco Island
- Beachfront rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Cottage rentals Big Pine Key
- Kid-friendly rentals Big Pine Key
- Rentals with a patio Big Pine Key
- Rentals with a kayak Big Pine Key
- House rentals Big Pine Key
- Pet-friendly rentals Big Pine Key
- Rentals with a fire pit Big Pine Key
- Waterfront rentals Big Pine Key
- Monthly Rentals Big Pine Key
- Apartment rentals Big Pine Key
- Villa rentals Big Pine Key
- Fitness-friendly rentals Big Pine Key
- Rentals with pools Big Pine Key
- Rentals with beach access Big Pine Key
- Rentals with a washer and dryer Big Pine Key
- Family-friendly rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom