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Kid-friendly holiday rentals in Winter Haven
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Winter Haven
Guests agree: these family-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 Haven family-friendly rentals
Kid-friendly house rentals
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Home
4.5 out of 5 average rating, 12 reviewsFamily house w/free WiFi, near Disney & Champion G
The stay was fantastic. We would rent again. Nice neighborhood.
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Home
4.91 out of 5 average rating, 128 reviewsGuests favorite, Pool, Spa,Game Room, Pets OK
I recently stayed at Yvonne's place and was very impressed! We are from Orlando so we were already familiar with the area but it's a great location if you're going to Disney. My only issue was the cleanliness, but Yvonne was quick to rectify it and everything was fine. highly recommend!!
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Home
4.92 out of 5 average rating, 12 reviewsModern Legends, Near Disney, kings bed ste
exceptional host. very informative. communication is top tier
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Home
4.93 out of 5 average rating, 28 reviewsSpacious Retreat: Fenced yard & Screened Deck
Brian's place was just what we needed. Spacious, comfortable and very clean! We had everything we needed! Brian was a great host. We definitely recommend staying at Brian's!
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Home
5 out of 5 average rating, 8 reviewsBrand New Home By Legoland– Perfect for Families!
We stayed here for a weekend to be close to a music festival. The stay was perfect and house was just as described. I found it relaxing to stay in a house that was so kid friendly. I would recommend the house to anyone traveling with kids. Jadé was a great host!
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Home
4.93 out of 5 average rating, 104 reviews*This must be THE PLACE FL*
The stay was really great overall! The host is awesome and the home was very clean and well decorated. The only concern was safety with the neighborhood being a bit rough. We had some people approach us as we were getting in our car and loud music throughout all hours of the night from cars driving by. I would stay here again with the price and comfort of the house though.
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Home
4.87 out of 5 average rating, 149 reviewsDisney 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.
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Home
4.89 out of 5 average rating, 108 reviews3/2 Great Family Home Near Legoland
Everything was great. Location was good, we felt safe and was within walking distance to restaurants. Would definitely stay here again. Thanks, Doug
Family-friendly apartment rentals
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Flat
4.87 out of 5 average rating, 157 reviewsChild Friendly Apartment in Kissimmee Near Disney
Everything was excellent, the house was super comfortable and the location is great for everything. Close to all parks and shopping places.
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Flat
4.8 out of 5 average rating, 106 reviewsComfortable Family Disney Orlando Universal
I love everything is beautiful place.
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Flat
4.93 out of 5 average rating, 174 reviewsLovely one bedroom apartment.
Cozy apartment and everything very clean and new. I really enjoyed my stay. I intend to return
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Flat
4.9 out of 5 average rating, 259 reviewsDowntown Lakeland - 2 bed/1bath Luxury Apartment
It was a great stay. Mariana was very attentive and helpful. Her home is absolutely beautiful and a peaceful stay. If needed I’d definitely stay at her home again.
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Flat
4.94 out of 5 average rating, 62 reviewsApartment Close to Disney, Parks and Shopping
Loved Rovel’s place. Spacious, very clean and close to everything especially the Disney parks. About 20 min away or less to the Disney parks depending on traffic. This place has everything as listed and the Disney decorations were an extra magical detail that my kids went crazy over. Would definitely book again!
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Flat
4.92 out of 5 average rating, 126 reviewsQuint & Cozy, Confidently Clean Apartment
There was actually an unexpected situation with the room we were meant to stay in that wasn’t discovered till the day of check in. Gladys reached out and actually offered us a bigger space at the same price of the original booking. She was very quick to respond and provided a quick fix in what could have been a sticky situation. Her place was lovely, we would definitely stay there again!
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Flat
4.88 out of 5 average rating, 8 reviewsApartment just 15 min to Disney
Perfect spot near by Disney World! Amazing place!
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Flat
4.9 out of 5 average rating, 104 reviewsRemodeled, cozy 1 Bedroom apartment near Disney
this was such a great place to stay! my son and I came in town for a kicking camp and found this place to be super close and convenient... the host was so helpful and responsive! we would definitely stay here again!!
Family-friendly apartment rentals
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Apartment
4.97 out of 5 average rating, 122 reviews🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Awesome and clean place to stay! Our family loved it!
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Apartment
4.92 out of 5 average rating, 115 reviewsNear Disney/Universal Lovely 2bedroom/2bath Condo
Instructions were straightforward. We appreciated the toddler bed for our little one. The guys enjoyed the hospitality of having coffee pods already available in the morning without having to go out for coffee. I was grateful for the ability to run a load of laundry. The location was good and secure.
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Apartment
4.79 out of 5 average rating, 202 reviewsCondo near Disney Orlando 3 Bdr
Great place, super close to Disney and other amenities! Highly recommend!
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Apartment
4.92 out of 5 average rating, 124 reviewsDisney Lux Resort - 2BR w/ Pool, Hot Tub & Lanai
Kayla was very attentive at all times, from the clear instructions as well as the care to serve us, a very beautiful place and with a lot of privacy.
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Apartment
4.82 out of 5 average rating, 122 reviewsLovely 3BR 2BA condo, great amenities and location
We lived this cute little apartment. Clean close to most activities, a short 15-20 minute drive to the parks and the dance competition. One and only one issue. The gate entrance was difficult. Understandable for security reasons but time consuming and difficult. Other parents/friends stayed in the same apartment complex. Their owner provided a gate pass. Hopefully their future guests will receive one too.
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Apartment
4.89 out of 5 average rating, 207 reviewsMarvelous apartment near Disney first floor
Thank you Anderson for everything, your response, support, etc. Even, your additional help after I left the apartment 🙏
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Apartment
4.85 out of 5 average rating, 168 reviewsOne in a Minion condo your kids will love +450Mbps
Convenience and close to Disney World. The place’s decoration is so cute. The minion room has glow in the dark stars on the ceiling is a plus. The host is very nice and quick response when we had any questions. Thank you!
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Apartment
4.92 out of 5 average rating, 207 reviewsPerfect place for your Disney escape
Maria and Andy are amazing hosts. They checked in throughout our stay just to see how things were going. If we had any questions they responded immediately. Their place is cozy and comfortable. Easy check in process. King size bed was extremely comfortable. Thank you for being amazing hosts. Would definitely recommend staying at this condo.
Quick stats about holiday rentals that are kid-friendly in Winter Haven
Total rentals
90 properties
Nightly prices starting at
£32 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 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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