Kid-friendly vacation rentals in Winter Park
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Winter Park
Guests agree: these kid-friendly rentals 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 Park kid-friendly rentals
Kid-friendly house rentals
Home in Winter Park
4.97 out of 5 average rating, 104 reviewsRelax on a private lake in Winter Park!
Feb 3 – 10
Home in Orlando
4.95 out of 5 average rating, 100 reviewsTrendy Downtown Orlando Oasis
May 8 – 15
Home in Orlando
4.91 out of 5 average rating, 179 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
Mar 1 – 8
Home in Oviedo
4.96 out of 5 average rating, 228 reviewsCute cottage near UCF & trails. No cleaning fee
Mar 21 – 28
Home in Orlando
4.97 out of 5 average rating, 126 reviewsWalk Everywhere! Lake Eola DTO Thornton Park
Nov 22 – 29
Home in Apopka
4.96 out of 5 average rating, 193 reviewsFarm feel in the city
Apr 22 – 29
Home in Winter Park
4.92 out of 5 average rating, 106 reviewsA Rare Jewel in the heart of Winter park. Can walk
Oct 1 – 8
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
Aug 27 – Sep 3
Kid-friendly apartment rentals
Apartment in Maitland
4.82 out of 5 average rating, 265 reviewsAt Mine | Elegant Double Suite in North Orlando
Jun 7 – 14
Tiny home in Orlando
4.95 out of 5 average rating, 619 reviewsQuiet Shed in Downtown
Apr 11 – 18
Apartment in Altamonte Springs
4.96 out of 5 average rating, 295 reviewsSt.John suite
Oct 9 – 16
Apartment in Orlando
4.93 out of 5 average rating, 102 reviewsApartment, 7 Min to Orlando Airport/ Lake Nona
Oct 27 – Nov 3
Apartment in Orlando
4.96 out of 5 average rating, 157 reviewsLuxurious high-rise in the heart of Downtown!
May 6 – 13
Apartment in Orlando
4.99 out of 5 average rating, 139 reviewsPeaceful and private
Dec 13 – 20
Apartment in Orlando
4.98 out of 5 average rating, 121 reviewsSouthern Accents
May 14 – 21
Apartment in Altamonte Springs
4.89 out of 5 average rating, 188 reviewsAltamonte Oak Tree Haven
Oct 19 – 26
Kid-friendly condo rentals
Condo in Orlando
4.88 out of 5 average rating, 328 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Sep 23 – 30
Condo in Orlando
4.97 out of 5 average rating, 105 reviewsDowntown Condo w/ Treetop Views & Free EV Charging
Dec 18 – 25
Condo in Kissimmee
4.98 out of 5 average rating, 291 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Jan 28 – Feb 4
Condo in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
Sep 2 – 9
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 19 – 26
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Jun 9 – 16
Condo in Kissimmee
4.95 out of 5 average rating, 111 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 24 – 31
Condo in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
Mar 6 – 13
Quick stats about vacation rentals that are kid-friendly in Winter Park
Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.4K reviews
Destinations to explore
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- Kid-friendly rentals United States
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- Rentals with a patio Winter Park
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