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Kid-friendly holiday rentals in Cypress Gardens

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Cypress Gardens kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Winter Haven
5 out of 5 average rating, 4 reviews

BlockHaven near Legoland, Disney

FranccescaRating, 5 stars2 weeks ago
Our stay was perfect, despite love bug season. The space was organized and there was a lot of fun things for the kids to enjoy. Waking up to cows in the backyard and a mango tree was probably the highlight of the trip. We would definitely stay here again.
Top Guest favourite
Home in Winter Haven
4.95 out of 5 average rating, 98 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

SeanRating, 5 stars2 weeks ago
We had an amazing stay at this beautiful property right on Lake Roy. The views of the water were absolutely stunning, and we loved having direct access to the lake—it made for the most peaceful mornings and relaxing evenings. The home was spotless, well-equipped, and clearly cared for with love. Whether we were sipping coffee on the dock, kayaking, or just unwinding inside, everything about our stay was seamless and serene. Our hosts were responsive and welcoming, making the experience even better. Highly recommend for anyone looking for a quiet, scenic escape in Florida!
Superhost
Home in Davenport
4.89 out of 5 average rating, 9 reviews

Tranquil Haven, Near Disney

FrancescaRating, 5 stars3 weeks ago
From booking to the end of our stay was smooth and easy. Josh was very responsive to all questions. The place was clean and quiet. 10/10 recommend
Top Guest favourite
Home in Winter Haven
5 out of 5 average rating, 18 reviews

Winter Haven Waterfront Retreat

ElbaRating, 5 stars1 week ago
The place is stunning, very well maintained, peaceful and yet fun. Love the view, overall loved it all. So much my husband and grandkids are already looking forward to a next trip. Wonderful hostess Andrew was very cordial and on top of anything we needed help with. Very welcoming , cozy and friendly experience. Hospitality beyond expectations. Thank you team Andrew for allowing us to stay at your lovely place!
Guest favourite
Home in Lake Wales
4.94 out of 5 average rating, 125 reviews

*This must be THE PLACE FL*

DanielRating, 5 stars1 month ago
Nice and convenient for our weekend trip to Legoland. Place was clean and nicely decorated.
Guest favourite
Home in Haines City
4.93 out of 5 average rating, 45 reviews

House near Legoland Lake Eva Park Bok Tower Garden

EfrimRating, 5 stars3 weeks ago
It was a perfect stay, we will definitely come back again. The attention to details was outsdanding.
Guest favourite
Home in Winter Haven
4.92 out of 5 average rating, 25 reviews

Legoland Poolside Paradise

MicheleRating, 5 stars2 weeks ago
Loved loved loved this Airbnb property! Very kid friendly which sold us. And the pool was a plus. I would definitely stay here again. FYI this property is right around the corner from the theme park which made our trip even better! The host is real time responsive and very helpful. And the place was extremely clean. Thank you Jeff & Marcie!
Guest favourite
Home in Eagle Lake
4.91 out of 5 average rating, 22 reviews

Lakeside Love Nest • Private Pool + Scenic Escape

RichardRating, 5 stars2 weeks ago
Gabriela was very accommodating and responsive. Decided to take a last minute trip to Lego Land and she replied within minutes the day of the trip. Great location of planning a trip to Lego Land because it’s minutes away.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Lakeland
4.96 out of 5 average rating, 117 reviews

Hidden Ruby-Apartment with Kitchen and Laundry

MarcusRating, 5 stars1 week ago
As described, the place was very clean and inviting. The setup was pretty nice, and it was very quiet. There were three units in total, one on each side. I think we all were respectful to each other during our stay. Parking was no problem. The directions to find the place were clear and Lakeland is a lovely town , which is a nice area with plenty of things to do. It was a great stay.
Top Guest favourite
Apartment in Celebration
4.96 out of 5 average rating, 27 reviews

Mystic dunes resorts 1 bedroom apartment

DanielleRating, 5 stars2 months ago
We had such a great time at this day! The place was absolutely perfect and clean and customer service provided by Silvio couldn’t be any better! Thanks again!
Guest favourite
Apartment in Dixieland
4.88 out of 5 average rating, 332 reviews

2BR/1BA Downtown Cozy Hideaway w/ Big Yard

MandaRating, 5 stars2 weeks ago
The pictures just don’t do this amazing place justice! It is so comfy and home like! The hosts are super nice and even when I over slept because I got in late and was so comfortable , they still were super hospitable. I can’t wait to come back . And the coffee was amazing too!
Guest favourite
Apartment in Winter Haven
5 out of 5 average rating, 22 reviews

Cozy Boho Studio

RachelRating, 5 stars2 weeks ago
Very clean and looked like the photos. Everything was very clean. The linens were soft. The bed was a bit firm for our taste but still very comfy. We enjoyed our stay and would stay again. Very close to Legoland, Publix and restaurants.
Top Guest favourite
Apartment in Winter Haven
5 out of 5 average rating, 9 reviews

Luxury by Legoland 106

CatherineRating, 5 stars2 months ago
This place was so very beautiful! New and very clean. It had all of the amenities and more. Stephen was easy to deal with. I highly recommend staying here for families and or couples both old and young. If you decide to stay here you will be more than satisfied. We will return!
Guest favourite
Apartment in Kissimmee
4.86 out of 5 average rating, 137 reviews

Toy Story Retreat Near Disney in Windsor Hills

ShennelRating, 5 stars2 weeks ago
We had a wonderful stay at this Airbnb! It was incredibly kid-friendly, which made traveling with little ones so much easier. The resort itself was beautiful, well-maintained, and very clean—we felt comfortable and relaxed the entire time. What really stood out to us was the decor inside the home. My kids were so excited the moment we walked in! The thoughtful touches and cozy setup made it feel just like home, but even better. Everything we needed was available, and it was clear the host put a lot of care into making the space welcoming for families. We would definitely stay here again and highly recommend it to anyone traveling with children!
Superhost
Apartment in Lakeland
4.82 out of 5 average rating, 121 reviews

❤️ Brand New Modern Studio Perfect for Long Stays

VondaRating, 5 stars2 months ago
Great stay! Lizandra was kind and responsive. We needed more bedding and she brought us exactly what we needed at night in the rain! Really appreciated her thoughtfulness!
Guest favourite
Apartment in Kissimmee
4.84 out of 5 average rating, 187 reviews

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

BrookeRating, 5 stars2 weeks ago
Great location to Disney - about 10 minutes about so close enough to get there quickly but far enough away to be outside of the craziness. Clean place, nice beds, great for kids.

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Four Corners
4.99 out of 5 average rating, 120 reviews

The Mouse Pad: Luxury Condo near Walt Disney World

FatimaRating, 5 stars6 days ago
From the moment my family arrived, everything about Brittany's place exceeded everyone's expectations. The space was spotless, beautifully decorated, and thoughtfully stocked with everything we needed for a comfortable stay. It truly felt like a home away from home. The host was incredibly kind, responsive, and made check-in and check-out seamless. The location was ideal—quiet and peaceful, yet close to great restaurants, shops, and attractions. Every detail, from the cozy linens to the well-equipped kitchen, was just right. We would absolutely stay here again and recommend it to anyone looking for a relaxing, high-quality Airbnb experience. Thank you for such a memorable stay!
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 253 reviews

King Bed Small Studio Disney World Universal

CourtneyRating, 5 stars1 week 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 favourite
Condo in Kissimmee
4.79 out of 5 average rating, 187 reviews

Mickey's Retreat(K2)

JackRating, 5 stars1 month ago
Stayed at Celso’s apartment for 2-weeks. It was a great size for 2 people and an ideal location for those looking to do the Disney and Universal parks. Apartment is just a short drive away from plenty of shops, restaurants and fast food places. It also has a 24h petrol (gas) station just outside of the complex which is really convenient. Overall, really enjoyed our stay the complex is really nice and feels very welcoming. Would highly recommend for two people. Celso was a great host, super responsive to any messages and helpful with any questions we had during our stay. One minor downside, not to the fault of Celso or his apartment, but the complex had a nesting hawk during our stay. This was no issue for 95% of our stay, but did swoop at us once. Would advise being cautious when walking to the car park, especially with young children.
Superhost
Condo in Davenport
4.82 out of 5 average rating, 119 reviews

15 min from Disney On- site Bar, Restaurant & Gym

EvelynRating, 5 stars1 week ago
The accommodation is as described and even better. With easy access to the highway directly to Universal and Disney. The check-in instructions were also very clear, making the check-in process easy. It was sparkling when we entered and had everything you needed to cook and feel at home. It is spacious and ideal for 5 people Ellis was very responsive to our questions and always answered immediately. We would definitely choose it again to return! Thank you!!
Superhost
Condo in Davenport
4.79 out of 5 average rating, 233 reviews

Brand New AwardWinning Renovated Condo Near Disney

JasonRating, 5 stars3 weeks ago
Loved the condo and the resort. Will definitely rent again when we return to Orlando.
Guest favourite
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.
Superhost
Condo in Four Corners
4.71 out of 5 average rating, 118 reviews

No BNB fees -Oasis Condo 5 min to Disney

Hannah RoseRating, 5 stars2 weeks ago
Great space! Perfect for our trip! Loved it was a gated area!
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 153 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

ZachRating, 5 stars2 weeks ago
Surroundings are beautiful and peaceful ! Beds and comfortable !

Quick stats about holiday rentals that are kid-friendly in Cypress Gardens

  • Total rentals

    20 properties

  • Nightly prices starting at

    $150 NZD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore