Kid-friendly vacation rentals in Winter Park

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Winter Park kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Orlando
4.91 out of 5 average rating, 235 reviews

Downtown Orlando-Harwood House-Lake Eola-Historic

TammiRating, 5 stars3 weeks ago
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.
Guest favorite
Home in College Park
4.96 out of 5 average rating, 27 reviews

Uptown Orlando Cozy 1/1 Home Near Medical District

KennethRating, 5 stars5 months ago
Great place with only a short drive to many hotspots and good spots to eat.
Superhost
Home in Winter Park
5 out of 5 average rating, 7 reviews

Casa Winter Park

CristinaRating, 5 stars1 week ago
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!
Guest favorite
Home in Winter Park
5 out of 5 average rating, 25 reviews

Newly Renovated 2 Bed/2Bath, Fully Furnished Home

IreneRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Winter Park
4.92 out of 5 average rating, 53 reviews

Lakefront Paradise Near Attractions

CathyRating, 5 stars1 month ago
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.
Top guest favorite
Home in Orlando
4.98 out of 5 average rating, 53 reviews

Stunning Modern 2/2 Home in Hip Enclave near DT

CarolRating, 5 stars1 month ago
Beautifully remodeled home in popular area. Bathrooms, kitchen and common areas exquisite. Host is very accommodating and responsive.
Top guest favorite
Home in Winter Park
5 out of 5 average rating, 39 reviews

The Winter Park Experience

EmilyRating, 5 stars1 month ago
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.
Top guest favorite
Home in Orlando
5 out of 5 average rating, 21 reviews

King/Queen Quiet Vibey Bungalow

LydiaRating, 5 stars3 days ago
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

Superhost
Apartment in Orlando
4.83 out of 5 average rating, 348 reviews

✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi

KyleRating, 5 stars1 month ago
Very responsive, decent location, no complaints.
Top guest favorite
Apartment in Orlando
4.99 out of 5 average rating, 152 reviews

Parent's Retreat!

TraceyRating, 5 stars1 week ago
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!
Guest favorite
Apartment in Orlando
4.94 out of 5 average rating, 187 reviews

Lake Eola suite 2

SeanRating, 5 stars1 week ago
I wanted a place near downtown and Alex's place was perfect. The tiled floors help keep things cool
Guest favorite
Apartment in Orlando
5 out of 5 average rating, 13 reviews

• The Catherine • 1 mile to downtown | 2 King beds

ChrisRating, 5 stars3 weeks ago
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!
Guest favorite
Apartment in Orlando
4.97 out of 5 average rating, 173 reviews

Peaceful Apartment on Small Urban Farm

JustineRating, 5 stars1 month ago
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!
Superhost
Apartment in Orlando
4.87 out of 5 average rating, 449 reviews

Little Lulu's House

EvanRating, 5 stars1 month ago
We enjoyed our second visit to Lourdes' space and found it peaceful and convenient. We will most likely be back soon. Thank you again!
Superhost
Apartment in Orlando
4.8 out of 5 average rating, 131 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

TheresaRating, 5 stars1 month ago
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.
Top guest favorite
Apartment in Orange County
4.9 out of 5 average rating, 266 reviews

Lake Nona / Comfy Corner

NikRating, 5 stars1 month ago
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

Guest favorite
Condo in Kissimmee
4.97 out of 5 average rating, 143 reviews

202_Magical and Cozy 2BR minutes from Disney

KristinRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Orlando
4.97 out of 5 average rating, 140 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

LeoRating, 5 stars1 month ago
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!
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 254 reviews

King Bed Small Studio Disney World Universal

CourtneyRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Florida Center
4.87 out of 5 average rating, 223 reviews

Maria Luz Studio-Huge Terrace/Universal area.

ElizabethRating, 5 stars1 month ago
I LOVED THE EXPERIENCE!
Guest favorite
Condo in Orlando
4.94 out of 5 average rating, 147 reviews

VCR2-108 Deluxe New Apartment - Convention Center

GuoRating, 5 stars3 days ago
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.
Guest favorite
Condo in Kissimmee
4.93 out of 5 average rating, 136 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

CherylRating, 5 stars1 month ago
It was clean, looked like the pictures, responsive host. Would stay again.
Guest favorite
Condo in Kissimmee
4.93 out of 5 average rating, 196 reviews

3150-303 Resort Pool View Disney Universal Orlando

TrinityRating, 5 stars1 week ago
The place was clean and the host had excellent communication.
Top guest favorite
Condo in Orlando
4.86 out of 5 average rating, 146 reviews

Beautiful Downtown Condo 1/1

DeanRating, 5 stars2 weeks ago
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

Destinations to explore