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
Flat in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
6–13 Oct
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
16–23 Mar
Apartment in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
24–31 Aug
Apartment in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
16–23 Apr
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
3–10 Apr
Apartment in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
26 Nov – 3 Dec
Apartment in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
9–16 Mar
Apartment in Tavernier
4.76 out of 5 average rating, 315 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
18–25 Dec
Family- and pet-friendly home rentals
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
23–30 Oct
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
9–16 May
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
30 Jul – 6 Aug
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2–9 Nov
Home in Key West
4.98 out of 5 average rating, 48 reviewsPuerta Coralina @ Old Town - Cottage Near Duval
11–18 Jul
Home in Key West
4.83 out of 5 average rating, 23 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
2–9 Jan
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
6–13 Dec
Home in Summerland Key
Family Retreat
25 Jan – 1 Feb
Family-friendly home rentals with a pool
Home in Sugarloaf Key
4.75 out of 5 average rating, 112 reviewsBungalows at Sugarloaf Beach - Mi Azucar
2–9 Apr
Campervan/Motorhome in Big Pine Key
4.71 out of 5 average rating, 113 reviewsTropical Caribbean Wonderland
24–31 Aug
Townhouse in Key West
4.96 out of 5 average rating, 83 reviewsWindsor Townhome #3
16–23 Sep
Townhouse in Marathon
4.96 out of 5 average rating, 73 reviewsLife in Paradise with Boat Slip in Coral Lagoon
15–22 Aug
Apartment in Marathon
4.76 out of 5 average rating, 63 reviewsBeach Hut: beach front, heated pool.
27 Sep – 4 Oct
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
31 Aug – 7 Sep
Apartment in Key West
4.87 out of 5 average rating, 168 reviewsTropical Old Town Bungalow
11–18 Oct
Flat in Marathon
4.96 out of 5 average rating, 85 reviewsBeachfront Condo w/ Ocean Views in Marathon
22–29 Sep
Quick stats about holiday rentals that are family-friendly in Big Pine Key
Total rentals
190 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
90 properties allow pets
Total number of reviews
2.4T reviews
Nightly prices starting at
₹5,006 before taxes and fees
Destinations to explore
- Key West Holiday rentals
- Varadero Holiday rentals
- Miami Holiday rentals
- Naples Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday 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
- Fitness-friendly rentals Big Pine Key
- House rentals Big Pine Key
- Family-friendly rentals Big Pine Key
- Rentals with pools Big Pine Key
- Rentals with a firepit Big Pine Key
- Monthly Rentals Big Pine Key
- Waterfront rentals Big Pine Key
- Pet-friendly rentals Big Pine Key
- Rentals with a kayak Big Pine Key
- Rentals with a patio Big Pine Key
- Rentals with outdoor seating Big Pine Key
- Rentals with beach access Big Pine Key
- Cabin rentals Big Pine Key
- Rentals with a washing machine and dryer Big Pine Key
- Rentals with a hot tub 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