
Kid-friendly vacation rentals in Winter Haven
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Winter Haven
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Winter Haven kid-friendly rentals
Kid-friendly house rentals

Disney Playhouse, Private Pool & Spa, Near Disney
We had a great spring break trip here! My boys loved the pool and game room! Well worth the money! Location was great close to food, shopping and Disney! Highly recommend this place for families! The hosts are super helpful and friendly!

Modern Legends, Near Disney, kings bed ste
The home was super clean upon arrival and the space was as advertised. The owner was responsive to any questions we had. I would stay here again.

Private Getaway | Enclosed Deck, Fenced Yard, Gym
Great place! Would stay again. Beds were comfortable!

*This must be THE PLACE FL*
The house is adorable & perfectly organized!! Every room was super clean with comfortable & cute furnishings. Appreciated all of the thoughtful touches - like the coffee station & games. Close to a cute brewery & the Bella Cosa wedding venue where we had a wedding to attend.

Disney Pool Villa, Cranberry South,
This house was absolutely amazing and had everything we needed! Our kids had a blast with the heated pool and all the games—it was nonstop fun. The house was spotless and looked exactly like the pictures. We highly recommend it! all the instructions to enter were a breeze. Martin was very responsive and checked in on us. LOVED LOVED LOVED.

Family Fun: Pool, Arcade Games
Our family of 6 absolutely LOVED our 3 nights we spent at Cory’s house. We were in Winter Haven to visit Legoland and this house had more than everything we could want/need during our time there. Cory had a stroller we could use in the park and even let us check in early. We LOVED the pool and all the Legos and video games. I will be recommending this listing to any family/friends who are visiting Legoland.

3/2 Great Family Home Near Legoland
We absolutely loved staying at Laura‘s house! The house is just right in furnishings, amenities, and decor. Nice and open, everything super clean, a few decorative touches but no clutter. We loved having the yard for our dogs. Check in is easy and simple and Laura is extremely responsive when we had a question or two. We highly recommend this property.🧡

Florida Getaway near Legoland& Orlando Attractions
Anne Marie was helpful when we were confused as to getting in (after an 12 hour car ride). The house was well equipped. Lovely patio television to watch final four playoffs. I would recommend to others and return myself.
Kid-friendly apartment rentals

Hidden Ruby-Apartment with Kitchen and Laundry
The Ruby Gem on Yaricel listing was great l. I really enjoyed my stay. I enjoyed it so much I decided to extend my stay for a couple more days. Yaricel was a great host. She made everything about my stay comfortable, from accommodating my early checkin, to her helpful attentiveness, quick response time and her willingness to assist in helping me properly extend my stay when I was unsure of the process. Overall I had a 5 star stay and I highly recommend Yaricel's listing when looking for a quality place to stay while visiting Lakeland. I look forward to staying again.

Child Friendly Apartment in Kissimmee Near Disney
Great place and super nice host, will be booking again in the future!

Comfortable Family Disney Orlando Universal
Stay was amazing. Laura has great communication and went above and beyond to make our stay nice. My family and I will book again.

Lovely one bedroom apartment.
Cute and quiet stay. Perfect place for two people. Very peaceful with a beautiful little lake behind property. About 25 minutes to Universal and to Disney World. We will definitely be booking this place again

Fabulous Apt 4BD/3BA at Storey Lake (SL47513)
The accommodation made the trip a unique experience, it is comfortable, the cleanliness 10/10 and close to all the places of interest. Adriana is a super host, helpful at all times and attentive to any questions !!!! If you're traveling with family or friends, don't hesitate to stay here. 10/10 in everything

Downtown Lakeland - 2 bed/1bath Luxury Apartment
If I EVERRRR come back to Lakeland, this would be where I stay! Staying here felt like home & the host was very sweet. The home is just what I needed to relax! Thank you 💕

Apartment Close to Disney, Parks and Shopping
Hello! We stayed here as part of our Disney trip, and the apartment was just as described. The couch is comfortable to sleep in. Definitely recommend!

Quint & Cozy, Confidently Clean Apartment
I’ve been to a lot of Airbnb’s and the decor in this one was one of my favorites. Very comfortable bed. Lots of towels, toilet paper and soaps. The location was perfect for me because it’s right by my friend’s house so I was visiting. I went to a couple of different lakes and watch the sunrise. Had a couple of nice meals in Winterhaven would definitely definitely stay here again.
Kid-friendly condo rentals

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
This was a great landing spot for our Disney adventure. We loved the fun Mickey & Minnie theme and appreciated the location which was close to WDW and Walmart for breakfast goods and sunscreen. Our host was proactive and responsive qoth communication, and flexible with checkout. We appreciated the easy checkbout process and great directions for checking in. We were excited by the resort amenities like the pool and exercise room when booking, but quickly realized after the first day at WDW that we wouldn't be able to use them. They would've been a nice break from the parks if we had a stay longer than 3 days. The value for the price was great with plenty of room for our family of 3.

Near Disney/Universal Lovely 2bedroom/2bath Condo
The apartment is just as shown in the photos, very easy access to the parks, very good communication from the host, very comfortable space that makes you feel right at home. Very happy with the choice and grateful to the host for the nice experience!!

Condo near Disney Orlando 3 Bdr
Great place, super close to Disney and other amenities! Highly recommend!

Chic Condo + Star Wars Room | Pool & Near Disney
We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Cozy single story condo near Disney
Highly recommend. Very clean and quiet area. Easy drive to Disney Parks

Marvelous apartment near Disney first floor
The place felt very clean and comfortable. Very responsive and clear instructions. We enjoyed our stay!

One in a Minion condo your kids will love +450Mbps
Alfonso was an excellent host. He was super responsive and proactive with his communication. The unit was perfect, located very close to all the Disney/Universal attractions. The Clubhouse, Pool and Slides are located 100 yards from the unit was a hit. Right outside of gate neighborhood was everything you needed, Walmart, Starbucks and all the food and shopping you needed. Excellent host and unit

DisneyWorld - 10min!Perfect 3brm Family Condo
John was extremely helpful host. There were lots of extras that made our stay even better. I would recommend to friends and would stay again.
Quick stats about vacation rentals that are kid-friendly in Winter Haven
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
30 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Amalie Arena
- Raymond James Stadium
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Magic Kingdom Park