Kid-friendly holiday rentals in Big Pine Key
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Big Pine Key
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
1–8 Oct
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
28 Jun – 5 Jul
Home in Marathon
5.0 out of 5 average rating, 17 reviewsGrouper Getaway @ Ocean Isles Fishing Village
16–23 Oct
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
4–11 Oct
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
6–13 Oct
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
10–17 Aug
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sep
Home in Big Pine Key
4.89 out of 5 average rating, 63 reviewsFishermen`s Paradise
4–11 Dec
Family-friendly apartment rentals
Flat in Key West
4.92 out of 5 average rating, 1045 reviewsAt Mine | Lovely Suite steps from Duval Street
28 Jul – 4 Aug
Flat in Key West
4.97 out of 5 average rating, 237 reviewsPoolside Truman Annex 2 Bed | Conch Life Condo
3–10 Oct
Flat in Key West
4.98 out of 5 average rating, 450 reviewsBella Vita: 1B/1B Condo for 2 Just Steps off Duval
13–20 Apr
Flat in Key West
4.9 out of 5 average rating, 212 reviewsStarr's Suite - 2 person K Suite w/Private Spa!
4–11 Jan
Flat in Key West
4.94 out of 5 average rating, 360 reviewsStudio Blu - Key West, FL - Hip Studio in Old Town
14–21 Sep
Flat in Key West
4.8 out of 5 average rating, 127 reviewsMango Hideaway steps off World Famous Duval street
8–15 Aug
Flat in Key West
4.91 out of 5 average rating, 705 reviewsDuval Balcony Spanky's Retreat
14–21 Sep
Flat in Key West
4.76 out of 5 average rating, 394 reviewsThe Green House ❀ Garden
29 Sep – 6 Oct
Family-friendly apartment rentals
Apartment in Key Colony Beach
4.93 out of 5 average rating, 190 reviewsAnchors Away Condo - Key Colony Beach Oceanfront
10–17 Dec
Apartment in Key West
4.93 out of 5 average rating, 132 reviewsBeach Club Ocean Front 2BR Condo
14–21 Jan
Apartment in Marathon
4.87 out of 5 average rating, 192 reviewsSombrero Beach Tropical Getaway
31 Dec – 7 Jan
Apartment in Key West
4.86 out of 5 average rating, 129 reviewsA Perfect Getaway
3–10 Jan
Apartment in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
23–30 Dec
Apartment in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
2–9 Apr
Apartment in Marathon
5.0 out of 5 average rating, 6 reviewsOceanside Spacious Studio Escape
11–18 Jul
Apartment in Key Colony Beach
5.0 out of 5 average rating, 27 reviewsSea-Esta Condo beach and pool
9–16 Nov
Quick stats about holiday rentals that are kid-friendly in Big Pine Key
Total rentals
20 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
280 reviews
Nightly prices starting at
€ 93 before taxes and fees
Destinations to explore
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