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Family-friendly holiday rentals in Cypress Gardens

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cypress Gardens family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Davenport
4.76 out of 5 average rating, 139 reviews

Luxury near Disney Large extended private pool/spa

Kim & ToryRating, 5 stars5 days ago
It was a very nice home and plenty of room for the 9 of us. The kids really enjoyed the pool and game room, but the video game system did not work. It was very clean and insect free. It was a very nice neighborhood with beautiful views. We meet a very inquisitive racoon that was looking for food, but we didn't provide any and always made sure the garbage was secured. We named him Denny the Disgruntled Racoon. Recommended additions would be a blender. Also, make sure you bring extra toilet paper, paper towels, dish detergent and garbage bags if you plan staying here. Beds were comfortable. Overall it was a great place!
Top Guest favourite
Home in Kissimmee
4.8 out of 5 average rating, 125 reviews

Mickeys Movie House ,Cinema, Pinball, pool & spa

DeirdreRating, 5 stars1 week ago
The Mickey house is fabulous… you feel right at home… John and Yvonne were quick to respond and it was a minor issue about a missing remote… John came quickly and fixed in a matter of minutes… the pool was awesome… the decor was so cute and the theater room was awesome… You felt at home and able to relax after a fun day at Disney!!!! Highly Recommend !! 100/100 We were a family of 8 and had lots of room and when we needed space to ourselves, each group had a spot!! Thank you Yvonne and John for a great place and experience… Dee, Kelly, Jaela, Marcel and Family Washington/Watson Disney trip 2025
Superhost
Apartment in Orlando
4.75 out of 5 average rating, 591 reviews

Luxury condo in Orlando 1 br/1 ba

DaianeRating, 5 stars3 weeks ago
Amei o lugar, tudo muito limpo, roupas de cama impecáveis, com certeza voltarei, o Ricardo é ótimo anfitrião e responde rápido as mensagens, a localização é ótima, tem um ponto de ônibus na entrada no condomínio que é super prático pra andar pela Internacional Drive, o atendimento na recepção do condomínio também foi excelente. Só tenho elogios.
Top Guest favourite
Townhouse in Reunion
4.94 out of 5 average rating, 124 reviews

Luxurious Reunion 3 bd Townhouse- Close to Disney

TracyRating, 5 stars1 week ago
We loved the house! Very homey and convenient. We didn’t have a car so we didn’t drive or walk the property much but pool was very close. The kids loved it. We took an uber daily to Disney. Nice it was a gated community, felt safe. Would definitely book again.
Guest favourite
Condo in Kissimmee
4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

SharondaRating, 5 stars3 weeks ago
Great!!! Vacation home had all the amenities a woman like me love. Plenty of everything from dishes to sheets very clean and comfortable. To say the least just right in the day far as neighborhood activities and quite peaceful and serene at night. Everything imaginable is located right around the corner a big bonus . It Felt like home away from home. Mrs.Mary place was sunshine after the rain Thanks for saving my vacation I will be recommending you to another who wants a fabulous place to stay while on vacation
Superhost
Townhouse in Kissimmee
4.75 out of 5 average rating, 521 reviews

Disney 5 minutes away! Runaway Beach Club - 2br

DelaneyRating, 5 stars1 week ago
Our family of four stayed here for our Orlando vacation. We went to Universal, SeaWorld, and Discovery Cove. The location of the house was great. Our kids enjoyed the Minions themed bedroom and the resort pools. There were a few things that need repairs (loose curtain rod, broken oven buttons, etc) but everything worked fine and it was very clean. It was perfect for us. Recommend!
Guest favourite
Villa in Kissimmee
4.79 out of 5 average rating, 101 reviews

Great location only 5miles to Disney's Main Gate!

JenniferRating, 5 stars4 weeks ago
Quiet neighborhood and host was very responsive and helpful to make sure everything went smoothly. Clean home, loved the pool, & perfect place to stay at for a few days. Would come back again !
Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 210 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

MariaRating, 5 stars1 month ago
This was our second time staying at Nathalie’s place! We are just as happy as before. Thank you again and we will be back soon!

Family- and pet-friendly home rentals

Top Guest favourite
Condo in Champions Gate
4.85 out of 5 average rating, 279 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

FedericoRating, 5 stars3 days ago
Spacious 3/2 unit with balcony facing the nature on the 4th floor. It is located south and outside of the Disney area in a residential with a lot of restaurant choices and grocery store .
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 163 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

KennethRating, 5 stars1 week ago
We really enjoyed our stay! Lots to do in the area of course, but we had a few pool days and it was perfect! Plenty of space for everyone. The home is beautifully decorated and we found the beds comfortable. We had our dog with us and there were several beds available for him too! Very thoughtful. We recommend staying at Jason’s for an Orlando vacation.
Top Guest favourite
Home in Kissimmee
4.84 out of 5 average rating, 110 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

TammiRating, 5 stars1 month ago
Kenia was very responsive if we needed anything! The home is exactly how it looks in the pics and all that’s listed was there. Kenia provides you with all you need for your stay, the kitchen is very well equipped to whip up a 5 course meal! Definitely will be booking this home again in the future
Top Guest favourite
Cottage in Lake Wales
4.9 out of 5 average rating, 125 reviews

The "Little ‘Toa" Ideal for short & long stays!

LillianRating, 5 stars1 week ago
This place is a home away from home! Tyler is a great host. We've been staying here every Father's Day weekend for the past four years, and Tyler is always very welcoming!
Top Guest favourite
Villa in Kissimmee
4.86 out of 5 average rating, 411 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

ShamayaRating, 5 stars2 weeks ago
We had a wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !
Top Guest favourite
Townhouse in Kissimmee
4.99 out of 5 average rating, 105 reviews

Family friendly/Pet friendly Orlando paradise

CatherineRating, 5 stars1 week ago
We spent two weeks at Disney parks and this place was an excellent choice for our family of 3. We were close enough to take breaks during the hottest parts of the day. Andrea's place was very clean and comfortable. We appreciated all the amenities provided and clear instructions for check in/out. We would not hesitate to stay here again. Excellent host!!
Guest favourite
Townhouse in Kissimmee
4.85 out of 5 average rating, 285 reviews

Prime Location near Disney - Modern Decor

VenkataRating, 5 stars3 weeks ago
Nice location, right size for family vacation and kids enjoyed bunk beds a lot.. Very nearer to Disney parks, I would highly recommend and would consider again for my future Orlando vacation.
Guest favourite
Home in Davenport
4.83 out of 5 average rating, 103 reviews

Highgate Palace-near Disney World. 20min Drive

AleishaRating, 5 stars1 month ago
Aaron is an amazing host that truly cares about what is happening with his guests. We had a little trouble with our travel and Aaron went above and beyond to accommodate us when things went out of our control. The home is very nice and exactly as described. It was clean and looked well kept. The beds are extremely comfortable and the home is spacious. I will definitely book with Aaron again if I am back in Orlando!

Family-friendly home rentals with a pool

Superhost
Home in Davenport
4.61 out of 5 average rating, 116 reviews

Relaxing 5B3B/2 Masters, Pool home min's to Disney

MattRating, 5 stars2 months ago
Superb villa, pool & spa. Patricia & Marshall excellent hosts and very responsive. Great place to stay at for everything that Orlando / Disney has to offer
Superhost
Townhouse in Kissimmee
4.83 out of 5 average rating, 115 reviews

Majorca Paradise: Townhome Near Magic Disney

JenniferRating, 5 stars1 month ago
very spacious, clean place.. responsive host, very neat clubhouse
Guest favourite
Home in Davenport
4.86 out of 5 average rating, 227 reviews

Disney World Area Villa Orlando * Pool * Sleeps 10

YasminRating, 5 stars1 month ago
We stayed here for 3 weeks and had a lovely time. The house itself was well equipped, especially the kitchen, plenty of towels, loads of TV channels to watch and very close to all the parks and amenities. Had a great time thank you.
Superhost
Home in Davenport
4.68 out of 5 average rating, 110 reviews

5 BD/ 4.5 BA Private Pool! Champions Gate (1416WW)

KatondraRating, 5 stars2 weeks ago
This place was exactly what we needed. Cozy, spacious, and easy entertainment for the kids. Very clean and nice. Initially, the arcade game didn’t work, but was fixed as soon as I contacted the owner. Will book again
Guest favourite
Cottage in Kissimmee
4.94 out of 5 average rating, 472 reviews

Entire cottage for 5, close to Disney, Universal!

AdrianRating, 5 stars2 days ago
This place was exactly what we were looking for when staying for our Disney vacation and then heading out for our cruise. It's cute, has what you need, and they are fantastic communicators! The community pool was nice especially after a long hot day at the parks. Would definitely stay here again!
Guest favourite
Home in Four Corners
4.91 out of 5 average rating, 46 reviews

1562 - 4 Bedroom w/ Pool and Resort Access

MichelleRating, 5 stars1 week ago
Great home, with great amenities at the clubhouse. We loved the accessibility to the pool and how quiet and safe the area is. The pool at the house is small but works for a quick dip. Overall a great place for our group.
Top Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 367 reviews

Great Full Apartment. Just 5' from Disney Orlando

LauraRating, 5 stars1 week ago
El departamento es precioso, grande, cómodo, limpio, tiene todo lo que uno necesita para las vacaciones y más! Nicolas siempre respondió rápido y respondió todo lo que consultamos. La pileta es hermosa y grande! Todo estuvo genial.
Superhost
Condo in Kissimmee
4.83 out of 5 average rating, 405 reviews

Mickey Mouse Themed Getaway next to Disney 1

FranciscoRating, 5 stars4 days ago
Alojamiento totalmente equipado, limpio y amplio. El sector era muy tranquilo y seguro. Stephanie respondía muy rápido y nos apoyo en todas nuestras consultas. Alojamiento totalmente recomendado y con muy buena ubicación para las distintas atracciones y actividades en Orlando

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

  • Total rentals

    70 properties

  • Nightly prices starting at

    $134 NZD before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore