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
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
8–15 Dec
Flat in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
10–17 Dec
Apartment in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
11–18 Dec
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
15–22 Jan
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
1–8 Mar
Home in Marathon
4.97 out of 5 average rating, 75 reviews4BR 3B, Heated Pool & Spa, 60' Dock
7–14 Dec
Apartment in Key West
4.76 out of 5 average rating, 270 reviewsAffordable Beachfront Luxury Condo Sleeps 6
2–9 Feb
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
26 Sept – 3 Oct
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
30 Oct – 6 Nov
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
13–20 Aug
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
9–16 Nov
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
24–31 Oct
Home in Summerland Key
Family Retreat
9–16 Nov
Home in Key West
4.83 out of 5 average rating, 315 reviewsCasa Cristol - Family Friendly Classic KW Charm
9–16 Dec
Home in Marathon
4.92 out of 5 average rating, 48 reviewsCastaway 2/2 w/ 50` Ft. Dock on the Atlantic
13–20 Sept
Townhouse in Little Torch Key
4.78 out of 5 average rating, 85 reviewsWaterfront 2BD / 2.5BTH Luxury Townhome
12–19 Jun
Family-friendly home rentals with a pool
Home in Key West
4.91 out of 5 average rating, 127 reviewsRoyal Escape
9–16 Oct
Campervan/Motorhome in Big Pine Key
4.71 out of 5 average rating, 113 reviewsTropical Caribbean Wonderland
22–29 Nov
Townhouse in Marathon
4.96 out of 5 average rating, 74 reviewsLife in Paradise with Boat Slip in Coral Lagoon
3–10 Feb
Apartment in Marathon
4.76 out of 5 average rating, 63 reviewsBeach Hut: beach front, heated pool.
7–14 Jul
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
18–25 Dec
Apartment in Key West
4.87 out of 5 average rating, 169 reviewsTropical Old Town Bungalow
13–20 Mar
Flat in Marathon
4.97 out of 5 average rating, 86 reviewsBeachfront Condo w/ Ocean Views in Marathon
29 Sept – 6 Oct
Home in Marathon
5.0 out of 5 average rating, 12 reviewsKeys Waterfront Pool Home - Dock - Ocean - Kayaks
9–16 Nov
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
2.4K reviews
Nightly prices starting at
£48 before taxes and fees
Destinations to explore
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