Family-friendly vacation rentals in Winter Garden
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Garden
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 Winter Garden family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Kissimmee
4.84 out of 5 average rating, 249 reviewsLake View Family Condo Disney Universal Orlando
Sep 27 – Oct 4
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Jun 19 – 26
Townhouse in Kissimmee
4.95 out of 5 average rating, 161 reviewsBeautiful family home near all attractions.
Jun 20 – 27
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Aug 14 – 21
Apartment in Orlando
4.92 out of 5 average rating, 131 reviewsLuxury & Modern Apartment
Jul 17 – 24
Condo in Orlando
4.82 out of 5 average rating, 395 reviewsModern Studio with Private Terrace near Universal
Apr 17 – 24
Condo in Davenport
4.93 out of 5 average rating, 187 reviewsDisney Vacation Bahama Bay Resort Orlando Retreat
Aug 21 – 28
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
Aug 7 – 14
Family- and pet-friendly home rentals
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Aug 15 – 22
Guest suite in Orlando
4.93 out of 5 average rating, 560 reviewsCharming Comfortable Cottage in College Park
Mar 18 – 25
Bungalow in Mount Dora
4.91 out of 5 average rating, 266 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
May 22 – 29
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Mar 23 – 30
Home in Clermont
4.86 out of 5 average rating, 117 reviewsCozy Family Home near Disney
Jul 28 – Aug 4
Home in Altamonte Springs
4.97 out of 5 average rating, 274 reviewsEclectic Home Where Luxury Meets Affordability
Oct 5 – 12
Tiny home in Orlando
4.8 out of 5 average rating, 482 reviewsOrlando Venice- A Lakefront Tiny House
Mar 13 – 20
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Mar 19 – 26
Family-friendly home rentals with a pool
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
Dec 5 – 12
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
Dec 14 – 21
Cottage in Kissimmee
4.94 out of 5 average rating, 371 reviewsEntire Cottage close to Disney, Universal, Airport
Dec 4 – 11
Condo in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
Oct 14 – 21
Home in Clermont
4.88 out of 5 average rating, 132 reviewsDisney Pool Villa, Cranberry South,
Nov 28 – Dec 5
Apartment in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
Oct 8 – 15
Cottage in Kissimmee
4.89 out of 5 average rating, 209 reviewsBe Our Guest Sandcastle Cottage 81
Nov 13 – 20
Tiny home in Kissimmee
4.94 out of 5 average rating, 328 reviewsBlue Bungalow Tiny House near all Attractions!!
Apr 1 – 8
Quick stats about vacation rentals that are family-friendly in Winter Garden
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.6K reviews
Destinations to explore
- Orlando Vacation rentals
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