
Kid-friendly vacation rentals in Winter Haven
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Top-rated kid-friendly rentals in Winter Haven
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Popular amenities for Winter Haven kid-friendly rentals
Kid-friendly house rentals

Sleep and play near downtown
Amazing stay! Booked this for my daughter’s cheer competition and had an amazing stay! It was only 4 minutes from the convention center. So close to lake Morton where we saw the swans and ducks and Lake Mirror to walk peacefully around. Alex’s place had lots of extras that the kids enjoyed: darts, foosball, games, a big open backyard, and was just a stroll down from lake Hunter where we enjoyed morning coffee. The neighborhood is super cute on a cobblestone road, and the neighbors were very friendly. It’s also only a mile or so from Bonnet Springs Park, which is a must do if you have kids: nature play grounds, water play, tree houses, a children’s museum and more. All in all, a wonderful place.

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
Tüm ihtiyaçlar düşünülerek hazırlanmış çok konforlu ve geniş bir evdi. Talihsizliğimiz 48 sene sonra bölgeye kar yağması oldu ,sıcak havuzu kullanamadık maksimum seviyesi bile havuz ısıtmaya yetmedi. Bu arada beş kişilik rezervasyon için dolabı iki şişe su bırakmışlardı sanki o beş şişeye çıkarılabilir☺️

*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

Downtown Lakeland - 2 bed/1bath Luxury Apartment
It was the perfect space and they communicated well!

Apartment Close to Disney, Parks and Shopping
Eine tolle, sehr gemütliche und perfekt ausgestattete Wohnung. Wir hatten eine schöne Zeit und haben uns sehr wohl gefühlt. Vielen Dank, auch für die sehr unkomplizierte Kommunikation.

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.

Apartment just 15 min to Disney
nos encantó la casa, con todo lo necesario para estar cómodos. La cocina esta muy bien equipada. Habia elementos de limpieza para lavavajillas, lavarropas y ducha generosamente. toallas extra. todo 10 puntos. ubicacion: muy cerca de los parques de Disney, no tan cerca de los parques de Universal. muchas gracias.
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
Departamento tal cual las fotos, muy fácil acceso a los parques, muy buena comunicación del anfitrión, espacio muy cómodo que te hace sentir como en casa. Muy feliz con la elección y agradecido con el anfitrión por la bonita experiencia!!

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
very nice place. clean and had everything we needed for our time there.

Orlando best location condo, one mile to Disney
Impeccable stay! The apartment is very comfortable and has everything you need. Clean, very well located, beautiful view (lake and pool), free package delivery, and good parking (free). There are shops and restaurants within 100 meters. I definitely recommend it. Thanks, Ricardo!

Marvelous apartment near Disney first floor
Great for families or people that need more space and beds. Two bathrooms was a plus as well. Anderson is very communicative and makes sure that you are well taken care of.

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
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- 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