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 Orlando
4.9 out of 5 average rating, 178 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
Jan. 28 – Feb. 4
Home in Orlando
4.91 out of 5 average rating, 180 reviewsCozy Milk District Home | Downtown | Free Parking
Aug. 17 – 24
Home in Winter Park
4.94 out of 5 average rating, 109 reviewsModern, Quiet & Cozy - Entire house /Winter park
Oct. 20 – 27
Home in Orlando
4.97 out of 5 average rating, 124 reviewsWalk Everywhere! Lake Eola DTO Thornton Park
Aug. 21 – 28
Home in Winter Park
4.97 out of 5 average rating, 104 reviewsRelax on a private lake in Winter Park!
Jan. 17 – 24
Home in Oviedo
4.96 out of 5 average rating, 227 reviewsCute cottage near UCF & trails. No cleaning fee
Feb. 5 – 12
Home in Orlando
4.95 out of 5 average rating, 100 reviewsTrendy Downtown Orlando Oasis
May 9 – 16
Home in Apopka
4.96 out of 5 average rating, 190 reviewsFarm feel in the city
Jun. 7 – 14
Family-friendly apartment rentals
Apartment in Orlando
4.95 out of 5 average rating, 619 reviewsQuiet Shed in Downtown
Jul. 8 – 15
Apartment in Altamonte Springs
4.96 out of 5 average rating, 294 reviewsSt.John suite
Sep. 12 – 19
Apartment in Orlando
4.93 out of 5 average rating, 101 reviewsApartment, 7 Min to Orlando Airport/ Lake Nona
Oct. 28 – Nov. 4
Apartment in Altamonte Springs
4.9 out of 5 average rating, 186 reviewsAltamonte Oak Tree Haven
Aug. 11 – 18
Apartment in Orlando
4.94 out of 5 average rating, 153 reviewsLake Eola suite 2
Dec. 5 – 12
Apartment in Orlando
4.99 out of 5 average rating, 137 reviewsPeaceful and private
Jan. 3 – 10
Apartment in Orlando
4.98 out of 5 average rating, 137 reviewsEntire Lovely & Cozy Centrally Located Place
Aug. 7 – 14
Apartment in Orlando
4.97 out of 5 average rating, 145 reviewsPeaceful Apartment on Small Urban Farm
Oct. 4 – 11
Family-friendly condo rentals
Condo in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Aug. 30 – Sep. 6
Condo in Orlando
4.89 out of 5 average rating, 327 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Nov. 9 – 16
Condo in Orlando
4.97 out of 5 average rating, 296 reviewsLuxurious Waterfront Resort near Disney &Universal
Sep. 24 – Oct. 1
Condo in Orlando
4.93 out of 5 average rating, 110 reviewsVCR2-108 Deluxe New Apartment - Convention Center
Oct. 3 – 10
Condo in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
Mar. 25 – Apr. 1
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 21 – 28
Condo in Kissimmee
4.95 out of 5 average rating, 110 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct. 11 – 18
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Jul. 27 – Aug. 3
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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