
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.
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Popular amenities for Winter Park kid-friendly rentals
Kid-friendly house rentals

Downtown Orlando-Harwood House-Lake Eola-Historic
I loved the area very walkable and I felt safe. The place was charming and clean. I would suggest bringing paper towels, body wash and napkins as those things weren’t provided. Shampoo and conditioner was provided. George was very responsive with any question(s) I had. He was very kind. I liked that a fan, ironing board and hair dryer were provided. Tv watching isn’t fancy, cable with lots of commercials but it was ok. I watched a lot on my phone from my own streaming services. All in all I am satisfied. It was a last minute booking so I was thankful I found a place in such a charming area.

Uptown Orlando Cozy 1/1 Home Near Medical District
Great place with only a short drive to many hotspots and good spots to eat.

Casa Winter Park
This was a spacious and hospitable place. Juan was responsive and understanding. The house was sparkling clean and very beautiful and comfortable. I didn't do any cooking but this was an extremely well-appointed kitchen. Pool is lovely. We loved our stay here!

Newly Renovated 2 Bed/2Bath, Fully Furnished Home
The location was difficult to find because of maps. Everything else was great. One of my guests said "it's a good Airbnb when there's real plants!" The location was private, nice office space, bright everything good!

Lakefront Paradise Near Attractions
What a lovely home this is. Very thoughtfully done and beautiful setting. Our contact person Gabriel was very very responsive. There were three couples staying here together and there was plenty of room to enjoy visiting or alone time.

Stunning Modern 2/2 Home in Hip Enclave near DT
Beautifully remodeled home in popular area. Bathrooms, kitchen and common areas exquisite. Host is very accommodating and responsive.

The Winter Park Experience
We couldn’t ask for a more perfect place to stay for a long weekend in Orlando with our extended family. The house is so welcoming and all the beds were clean and comfortable. We will absolutely be back because we visit family in Orlando a lot. This is a great place to stay.

King/Queen Quiet Vibey Bungalow
The home was clean and comfortable. Plenty of Restaurants nearby, in walking distance. Chris was very responsive and friendly. I would definitely stay here again.
Kid-friendly apartment rentals

✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi
Very responsive, decent location, no complaints.

Parent's Retreat!
The UCF Parents Retreat was absolutely perfect. It is just 10 minutes from campus! It’s a charming, cozy apartment that made us feel right at home. My daughter and I loved our stay, and even Lucy, our 12-year-old Cocker Spaniel, settled in immediately. The bed was especially comfortable, which was a huge plus. I would highly recommend this spot to anyone visiting UCF!

Lake Eola suite 2
I wanted a place near downtown and Alex's place was perfect. The tiled floors help keep things cool

• The Catherine • 1 mile to downtown | 2 King beds
had an absolutely wonderful experience staying at this property! From the moment I arrived, everything was exactly as described (if not better). The space was spotless, beautifully decorated, and had all the amenities I needed for a comfortable and relaxing stay. The host was incredibly responsive, friendly, and made check-in super easy. They even provided thoughtful touches that made me feel right at home. The location was perfect close to everything I wanted to see and do, yet quiet and peaceful at night. Whether you’re looking for a short getaway or a longer stay, I highly recommend this property. I would absolutely book again!

Peaceful Apartment on Small Urban Farm
Everything was lovely! My husband, daughter, and I stayed for my son’s graduation from UCF. It was so convenient and close to campus. Also, it was a peaceful retreat as described. Highly recommend!

Little Lulu's House
We enjoyed our second visit to Lourdes' space and found it peaceful and convenient. We will most likely be back soon. Thank you again!

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry
This place was an absolute delight to stay in. The bed was nice, plenty of sitting space. The Bathroom was well maintained as well. We were unable to use the hammock as it was dirty and had a few rips, but outside of that, the outside area was super cute. Definitely nice for a little couples getaway. There are a bunch of amazing places to eat in the area as well. 100% recommended.

Lake Nona / Comfy Corner
Excellent place with the perfect host! Jinet was fantastic from start to finish! Thank you for making us feel right at home!
Kid-friendly condo rentals

202_Magical and Cozy 2BR minutes from Disney
We had a great 5 night stay! Great proximity to the pool, clean unit, and fun decor. They provided a pack and play and high chair for my little one. Good communication and instructions.

Downtown Condo w/ Treetop Views & Free EV Charging
Marc’s place was truly a one of a kind! Really enjoyed my stay there and would definitely recommend to anyone to stay here. Place was perfect!

King Bed Small Studio Disney World Universal
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!

Maria Luz Studio-Huge Terrace/Universal area.
I LOVED THE EXPERIENCE!

VCR2-108 Deluxe New Apartment - Convention Center
We like this apartment very much. it's new and clean, location is also good, whole environment is good. The host reply very fast. will book it again when next time come. only not convenient is that can't stock luggage before check in and after check out.

Chic Condo + Star Wars Room | Pool & Near Disney
It was clean, looked like the pictures, responsive host. Would stay again.

3150-303 Resort Pool View Disney Universal Orlando
The place was clean and the host had excellent communication.

Beautiful Downtown Condo 1/1
I enjoyed Ana's condo very much. Among the many features that stood out: whisper quiet air conditioning, outdoor porch with furniture, Smart TV with internet connection, tasteful furniture, comfortable bed, garage parking, convenience store across the street, Publix grocery store within walking distance.
Quick stats about vacation rentals that are kid-friendly in Winter Park
Total rentals
30 properties
Nightly prices starting at
R721 ZAR before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
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