Kid-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park kid-friendly rentals
Child-friendly house rentals
Home in Winter Park
4.94 out of 5 average rating, 109 reviewsModern, Quiet & Cozy - Entire house /Winter park
28 Sep – 5 Oct
Home in Orlando
4.91 out of 5 average rating, 179 reviewsCozy Milk District Home | Downtown | Free Parking
17–24 Aug
Home in Orlando
4.9 out of 5 average rating, 178 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
6–13 Feb
Home in Oviedo
4.96 out of 5 average rating, 227 reviewsCute cottage near UCF & trails. No cleaning fee
17–24 Aug
Home in Apopka
4.96 out of 5 average rating, 190 reviewsFarm feel in the city
20–27 Nov
Home in Winter Park
4.97 out of 5 average rating, 104 reviewsRelax on a private lake in Winter Park!
17–24 Jan
Home in Orlando
4.97 out of 5 average rating, 124 reviewsWalk Everywhere! Lake Eola DTO Thornton Park
7–14 Jan
Home in Orlando
4.95 out of 5 average rating, 100 reviewsTrendy Downtown Orlando Oasis
9–16 May
Kid-Friendly apartment rentals
Apartment in Altamonte Springs
4.96 out of 5 average rating, 294 reviewsSt.John suite
12–19 Sep
Apartment in Orlando
4.95 out of 5 average rating, 618 reviewsQuiet Shed in Downtown
28 Nov – 5 Dec
Apartment in Orlando
4.93 out of 5 average rating, 101 reviewsApartment, 7 Min to Orlando Airport/ Lake Nona
20–27 Dec
Apartment in Altamonte Springs
4.9 out of 5 average rating, 186 reviewsAltamonte Oak Tree Haven
11–18 Aug
Apartment in Orlando
4.94 out of 5 average rating, 152 reviewsLake Eola suite 2
18–25 Oct
Apartment in Orlando
4.97 out of 5 average rating, 145 reviewsPeaceful Apartment on Small Urban Farm
20–27 Nov
Apartment in Orlando
4.99 out of 5 average rating, 137 reviewsPeaceful and private
26 Oct – 2 Nov
Apartment in Orlando
4.98 out of 5 average rating, 121 reviewsSouthern Accents
6–13 May
Child-Friendly Holiday Condos
Condo in Orlando
4.89 out of 5 average rating, 327 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
23–30 Nov
Condo in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
30 Aug – 6 Sep
Condo in Orlando
4.97 out of 5 average rating, 296 reviewsLuxurious Waterfront Resort near Disney &Universal
31 Aug – 7 Sep
Condo in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
27 Aug – 3 Sep
Condo in Kissimmee
4.96 out of 5 average rating, 136 reviews55B-DISNEY-STAR ISLAND, 1 BR DELUX-TENNIS/POOL/SPA
1–8 May
Condo in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
28 May – 4 Jun
Condo in Kissimmee
4.94 out of 5 average rating, 109 reviewsCheery 2BR Condo w/zero entry pool near Disney
14–21 Oct
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
21–28 May
Quick stats about holiday 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
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Naples Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Kid-friendly rentals United States
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- Kid-friendly rentals Florida
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- Apartment rentals Winter Park
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