Kid-friendly holiday rentals in Cypress Gardens

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Cypress Gardens family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Winter Haven
5 out of 5 average rating, 9 reviews

Bright Home Near Legoland & Lake

GomezRating, 5 stars3 weeks ago
Very easy process. I really like the flexibility. Very clean and organized place. I love it and will definitely recommend it to anyone. Thank you so much 🙏🏽
Top guest favourite
Home in Winter Haven
5 out of 5 average rating, 28 reviews

Modern 3 Bed 2 Bath Home • 3 minutes from Legoland

PascaleRating, 5 stars6 days ago
Jacob & Eva are amazing hosts ! This particular AirBnB experience was a pleasant and easy one, great experience! It was definitely worth what I paid, host was very responsive. Check-in instruction was a breeze, walkable to major shopping plaza with many different restaurants(Golden Corral/Tijuana Flats/Wells Fargo bank/Dollar Tree and many more). Easy walk to LEGOLAND & PEPPA PIG THEME PARK, felt safe enough to even go on a run in the neighborhood. Thank you again!!
Home in Winter Haven
4.78 out of 5 average rating, 309 reviews

Florida Oasis w/ Pool near LEGOLAND

Lee-AnnRating, 5 stars3 weeks ago
This cozy and homey Airbnb was perfect for our family trip to Legoland! The location is ideal, just a short drive from the park, making it super convenient with kids. The house had everything we needed - clean, comfortable, and well-equipped. The neighborhood was lovely and quiet, adding to the relaxing vibe. Highly recommend for families visiting Legoland!
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 stars3 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!
Guest favourite
Home in Winter Haven
5 out of 5 average rating, 15 reviews

Winter Haven Legoland Retreat

BrianRating, 5 stars3 weeks ago
Excellent location, cozy feel & very easy check-in. I will definitely consider staying here again with my family in winter haven.
Top guest favourite
Home in Winter Haven
4.91 out of 5 average rating, 35 reviews

John Shirley’s Retreat

KellyRating, 5 stars2 weeks ago
We had a very nice stay. The neighborhood is quite and it's in a very good location. Stores aren't very far from the house.
Home in Winter Haven
4.79 out of 5 average rating, 155 reviews

★2/1★Central🎢Location🎢☀2-Mile LEGOLAND&Dining☀

AmandaRating, 5 stars3 weeks ago
The location was perfect, the home was cozy and clean, and host was always available to answer my questions. The house was impeccably clean and well-stocked with everything we needed, from coffee and creamers to hair and body wash. Not to mention, they keep a playpen handy if you have a baby! 🤩 (not sure if the playpen was mentioned in the listing) This is the perfect spot if you’re vacationing with a small group of people looking for a quiet and safe location to stay while visiting legoland (why we rented) which is less than a 10 min drive away! The only thing we wish we would have known ahead of time was, from what we saw, the home is split into two with the back side of the house possibly being another Airbnb being rented out. We realized this when we saw headlights outside in the driveway where we parked our vehicle. Not that it’s a problem for us I just feel it would be good to know ahead of time if that’s the case.
Guest favourite
Home in Winter Haven
4.92 out of 5 average rating, 25 reviews

Legoland Poolside Paradise

MicheleRating, 5 stars3 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!

Family-friendly apartment rentals

Top guest favourite
Flat in Lakeland
4.96 out of 5 average rating, 117 reviews

Hidden Ruby-Apartment with Kitchen and Laundry

MarcusRating, 5 stars2 weeks 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.
Guest favourite
Flat in Lakeland
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
Flat in Winter Haven
5 out of 5 average rating, 23 reviews

Cozy Boho Studio

SaulRating, 5 stars1 week ago
Came here with my partner to visit legoland and the location of the air bnb is perfect and the host is very kind and helpful.
Top guest favourite
Flat in Winter Haven
5 out of 5 average rating, 10 reviews

Luxury by Legoland 106

KenRating, 5 stars1 week ago
Host was great, very welcoming and responsive. We enjoyed our trip as a family and would definitely stay here again.
Guest favourite
Flat in Lakeland
4.9 out of 5 average rating, 185 reviews

Adorable 1 bed/1bath with office and free parking

AnithaRating, 5 stars1 week ago
I was in Lakeland for a quick weekend trip. Mariana’s place is a short drive downtown and close to the highway. I had everything I needed for my stay and she checked in frequently to make sure I was comfortable. Clean and quiet location with parking available. Will consider staying here again if I am in the area!
Guest favourite
Flat in Winter Haven
4.91 out of 5 average rating, 163 reviews

Vintage Love Studio

KeionRating, 5 stars3 weeks ago
Highly Recommend, Great Place To Stay With A Great Atmosphere And Very Affordable!
Superhost
Flat 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
Flat in Kissimmee
4.84 out of 5 average rating, 188 reviews

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

Brian Rating, 5 stars2 weeks ago
If you plan to go to Disney World this is the perfect space to book! It’s very close to the parks and it’s so peaceful and quiet. It’s very clean as well we didn’t have any issues with cleanliness. I will definitely be back here!

Family-friendly apartment rentals

Top guest favourite
Apartment in Four Corners
4.99 out of 5 average rating, 121 reviews

The Mouse Pad: Luxury Condo near Walt Disney World

TyroneRating, 5 stars2 days ago
This property was by far the cleanest ABnB I've ever stayed at. Brittany was very responsible to my questions I'd recommend anybody stay here I'll definitely stay again whenever I'm in the Orlando area.
Superhost
Apartment in Kissimmee
4.76 out of 5 average rating, 253 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 favourite
Apartment 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.
Top guest favourite
Apartment in Davenport
4.89 out of 5 average rating, 109 reviews

Spacious Apartment Near Disney

RichardRating, 5 stars2 weeks ago
Ana was always super responsive, and incredibly flexible and helpful with the apartment's vehicle registration when my flight was delayed past the front office being closed.
Guest favourite
Apartment 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 favourite
Apartment in Four Corners
4.87 out of 5 average rating, 142 reviews

"Ocean's Gate" - 2BD/2BA condo near Disney

DiannRating, 5 stars1 week ago
Great location, comfortable and clean - perfect spot to visit Orlando and all it has to offer!! This condo was clean, modern, comfy beds & furniture, efficiently equipped kitchen, etc. We liked this being in a quiet, private community and really enjoyed the pool & clubhouse! Nothing negative to share! This is a great choice!
Guest favourite
Apartment 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 !
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 218 reviews

Perfect place for your Disney escape

AmariRating, 5 stars2 days ago
Nice place to stay!! It’s worth booking with Maria and Andy and they always give you quick responses.

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $116 SGD 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

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