Family-friendly holiday rentals in Stock Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Stock Island
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 Stock Island family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Marathon
4.83 out of 5 average rating, 123 reviewsPlunge Pool Villa on Blue Water Lagoon
23–30 Apr
Apartment in Key West
4.63 out of 5 average rating, 170 reviewsSunrise Suites Resort, Key West FL U #408 2bdr2bth
28 May – 4 Jun
Apartment in Key West
4.87 out of 5 average rating, 30 reviewsConch in the Treetops @ The Beach - Oceanside
8–15 Sep
Apartment in Key West
4.79 out of 5 average rating, 28 reviewsHenry's Piece of Paradise On The Ocean In Key West
18–25 Dec
Apartment in Key West
4.6 out of 5 average rating, 73 reviewsSunrise Suite 203-
19–26 Dec
Apartment in Key West
4.76 out of 5 average rating, 270 reviewsAffordable Beachfront Luxury Condo Sleeps 6
11–18 Jun
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
1–8 Feb
Home in Key West
4.83 out of 5 average rating, 23 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
4–11 Jun
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
9–16 Nov
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
31 Oct – 7 Nov
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
21–28 Sep
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
31 Mar – 7 Apr
Boat in Key West
4.88 out of 5 average rating, 17 reviewsAirbnb Exclusive Offer! 51' Catamaran Yacht
4–11 Oct
Home in Marathon
4.92 out of 5 average rating, 48 reviewsCastaway 2/2 w/ 50` Ft. Dock on the Atlantic
13–20 Sep
Cottage in Key West
5.0 out of 5 average rating, 7 reviewsA Touch of Bermuda in Key West
11–18 Nov
Family-friendly home rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
25 Mar – 1 Apr
Home in Key Colony Beach
4.9 out of 5 average rating, 134 reviewsTiki Time 2
30 Jun – 7 Jul
Apartment in Key West
4.81 out of 5 average rating, 42 reviewsCASA AROSA
15–22 Dec
Home in Key West
5.0 out of 5 average rating, 7 reviewsIncredible townhouse in Key West
16–23 Jun
Townhouse in Marathon
4.96 out of 5 average rating, 74 reviewsLife in Paradise with Boat Slip in Coral Lagoon
15–22 Sep
Apartment in Key West
4.87 out of 5 average rating, 169 reviewsTropical Old Town Bungalow
22–29 Aug
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
27 Sep – 4 Oct
Townhouse in Key West
4.65 out of 5 average rating, 86 reviewsLuxury 2/2 1/2- Parking, Bikes, WI-FI, Big Pool
8–15 Mar
Quick stats about holiday rentals that are family-friendly in Stock Island
Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3.3K reviews
Nightly prices starting at
$122 SGD before taxes and fees
Destinations to explore
- Key West Holiday rentals
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- Family-friendly rentals United States
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- Rentals with a washing machine and dryer Stock Island
- Monthly Rentals Stock Island
- Pet-friendly rentals Stock Island
- Rentals with a patio Stock Island
- Family-friendly rentals Monroe County
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