Family-friendly vacation 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

Guest favorite
Townhouse in Kissimmee
4.87 out of 5 average rating, 135 reviews

Disney Vacation 8 miles to Disney World

DonovanRating, 5 stars3 days ago
Nice place clean and tidy.
Guest favorite
Townhouse in Kissimmee
4.79 out of 5 average rating, 164 reviews

Resort Stay, Heated Pool, Water Slides and Hot Tub

PaulRating, 5 stars1 week ago
Lovely, clean place to stay with great amenities right on your doorstep. Highly recommended if you are coming to Orlando. ⭐️⭐️⭐️⭐️⭐️
Superhost
Townhouse in Kissimmee
4.78 out of 5 average rating, 130 reviews

Comfy Lake View Jacuzzi Terra Verde Resort

KyleRating, 5 stars1 month ago
Lovely home! Great way to spend our vacation.
Top guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 142 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

AnyelisRating, 5 stars1 week ago
The house was absolutely gorgeous and was exactly like in the pictures. The hosts were extremely friendly and communicative through our entire stay and even before. It was very clean, had everything one needs during a vacation, and very peaceful. We will be booking again soon!
Superhost
Townhouse in Kissimmee
4.7 out of 5 average rating, 166 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LakmalRating, 5 stars1 month ago
We stayed for 7 days at this lovely townhouse and had a fantastic time. The location was ideal—just a short drive from Disney and other major attractions. The neighborhood felt safe and quiet, which was great for relaxing after busy days out. The townhouse was clean, spacious, and well-equipped. The kitchen had everything we needed to cook meals, and having a washer and dryer was super convenient. The Wi-Fi worked well, and the air conditioning kept the whole place cool and comfortable. The kids especially loved the community pool.
Top guest favorite
Home in Kissimmee
4.89 out of 5 average rating, 201 reviews

Private Jacuzzi-Resort Amenities-BBQ-7 mls Disney

AnitaRating, 5 stars4 weeks ago
Tetyana’s place was just as described and pictured. responded quickly when we had a question and also checked on us the next day. We enjoyed our stay and would stay again Very short drive to all of the parks and many restaurants.
Top guest favorite
Home in Davenport
4.91 out of 5 average rating, 127 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

MollyRating, 5 stars1 month ago
This is the best Airbnb we have stayed in! We absolutely loved this house, Monica has thought of everything you could need to make this a comfortable family home. The pool is incredible and we loved watching wildlife out the back. Everything you could need is a drivable distance and the area is lovely. Everything was clean and instructions were clear. We really didn't want to leave, thanks Monica!
Guest favorite
Townhouse in Kissimmee
4.94 out of 5 average rating, 189 reviews

Beautiful family home near all attractions.

ShannonRating, 5 stars1 month ago
Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!

Family- and pet-friendly home rentals

Superhost
Townhouse in Kissimmee
4.8 out of 5 average rating, 144 reviews

Compass Bay 5164 AD - Beautiful and Near Disney

JessicaRating, 5 stars1 month ago
The house was clean and inviting, the neighborhood was quiet, and it was great being so close to Disney! The hosts were quick to respond. All in all, we had a wonderful stay!
Superhost
Home in Kissimmee
4.75 out of 5 average rating, 68 reviews

3 Bed Home, Close to Disney, some pets considered

JoanneRating, 5 stars3 months ago
This place checked all the boxes. Perfect for my family It was a lovely home with a private pool. The kitchen is well equipped. It was just an awesome place.
Top guest favorite
Home in Kissimmee
4.83 out of 5 average rating, 109 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

JasonRating, 5 stars1 month ago
We booked this airbnb with 5 guests. The home has plenty of space, in a very welcoming and peaceful neighborhood. The house was spotless, and check in was a breeze. Tons to do around the house with a little games room in the garage, and a beautiful backyard with a pool, netted to keep the bugs away. Great communication with the host. Will definitely be coming back.
Top guest favorite
Guesthouse in Windermere
4.94 out of 5 average rating, 269 reviews

Paradise nook near Orlando's theme parks

SarahRating, 5 stars2 weeks ago
We loved our stay. Beautiful place, very quiet and private. Clear instructions, easy check-in, place was very clean and comfortable. Right down the road from Yellow Dog Eats which was fantastic. Thank you Noga!
Top guest favorite
Townhouse in Kissimmee
4.99 out of 5 average rating, 103 reviews

Family friendly/Pet friendly Orlando paradise

KrystalRating, 5 stars1 week ago
Absolutely loved our stay! The townhome was perfect! Beds were super comfy and also the lift recliner came in handy for my sister! Plenty of restaurants nearby shopping etc…. Will return in the future! 1000% recommend!
Superhost
Home in Kissimmee
4.79 out of 5 average rating, 526 reviews

Private Pool Villa near Disney & Orlando sleeps 12

Girish KumarRating, 5 stars6 days ago
I had a wonderful experience staying at Sam’s place. The house was very clean, well-maintained, and located in a quiet, safe, and family-friendly neighborhood. It truly felt like a home away from home. Sam was an exceptional host—very responsive, friendly, and helpful throughout our stay. He made sure we had everything we needed and offered great local tips that made our Disneyland trip even more enjoyable. The house was spacious, comfortable, and perfect for our family of six. The kitchen was fully equipped, and the beds were cozy. One of the highlights for us was the swimming pool—my kids absolutely loved it and spent hours enjoying themselves! We especially appreciated the smooth check-in and check-out process. I highly recommend Sam’s home to anyone visiting the area. Thank you once again, Sam, for your warm hospitality!
Superhost
Home in Kissimmee
4.8 out of 5 average rating, 103 reviews

View the Disney fireworks from your pool!

DianneRating, 5 stars5 months ago
I enjoyed every minute of my stay. I love the layout of this home and the deco is beautiful. Every need possible has been provided for and the game room is a plus for those who have children. I enjoyed sitting around the pool at night and watching Disneys fireworks. Very relaxing
Guest favorite
Condo in Orlando
4.8 out of 5 average rating, 177 reviews

Amazing Pet-Friendly 3BR condo near Epic Universe!

JordanRating, 5 stars1 month ago
The space was perfect for my family. We enjoyed the pool and location was perfect for stores, and near the convention center where my daughter had a competition. Great communication with host was quick to respond.

Family-friendly home rentals with a pool

Superhost
Home in Davenport
4.81 out of 5 average rating, 154 reviews

Welcoming fully equipped villa in Davenport

AngelaRating, 5 stars1 month ago
We have rented Jane and Brian’s villa now for several years in a row and it is our home away from home! The villa is always clean and welcoming! Although the villa is self serving, it also comes with an abundance of items to start you off and keep you comfortable during your stay. The beds are comfortable, and there are plenty of seating options inside and out. The lanai and pool area is always clean and very spacious. The location is perfect in a quaint neighborhood with access to everything you can think of. Communications with the hosts are quick and pleasant! Once again we have no complaints and can’t wait to return next year. Thank you Jane and Brian for sharing your villa with us!
Superhost
Townhouse in Kissimmee
4.83 out of 5 average rating, 112 reviews

Majorca Paradise: Townhome Near Magic Disney

ShawnaRating, 5 stars2 weeks ago
We had a great stay! The home was perfect for the family. If you can take advantage of the amenities at the club house as well! Very clean home! Definitely matches the pictures.
Superhost
Villa in Kissimmee
4.81 out of 5 average rating, 233 reviews

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

JeffreyRating, 5 stars1 week ago
This was the most beautiful and comforting experience the I ever had booking whit Airbnb I can said the Ben is a really communicative person and always responds any of my message do not matter at what time he just there like he was an artificial kind of thing.
Top guest favorite
Home in Kissimmee
4.89 out of 5 average rating, 130 reviews

Remy's Refuge: Stylish 4BR - 10 min to Disney!

MarthaRating, 5 stars1 month ago
We really enjoyed our stay! The house had plenty of room for all of us. The view was amazing outback. It was peaceful and quiet. Amanda and Trevor were very quick to answer any questions.
Superhost
Townhouse in Kissimmee
4.83 out of 5 average rating, 174 reviews

Spacious home with private pool in gated resort

MiguelRating, 5 stars2 months ago
We loves the space but didn't realize that we have to pay extra to use the grill.
Superhost
Townhouse in Kissimmee
4.8 out of 5 average rating, 173 reviews

Amazing family home with pool near Disney

LillybethRating, 5 stars1 month ago
This was our 2nd time and will sure return again. Wonderful place, great location and safe in every way. The house is even better than described and Päivi is simply the best.
Superhost
Villa in Kissimmee
4.88 out of 5 average rating, 110 reviews

Beautiful Home with Pool near Golf & Disney

LisaRating, 5 stars3 weeks ago
Our stay at Norberto’s place was incredible! Loved having two master bedrooms, great living and kitchen space and the patio area with pool was definitely a favorite space! Great restaurants nearby and two great golf courses for our golfing getaway! His place did not disappoint! Would definitely recommend to others!
Superhost
Home in Clermont
4.88 out of 5 average rating, 153 reviews

Disney Pool Villa, Cranberry South,

AmyRating, 5 stars1 week ago
Host checked in several times. Kitchen is stocked with everything needed. Home was sparkling clean. Great supply of towels for pool and showers. Lots of seating. Crib and high chair was awesome. Pool was very clean. Great area. 5 minutes from Walmart and restaurants. Grill was very clean. Would highly recommend this home and we would stay again.

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

  • Total rentals

    70 properties

  • Nightly prices starting at

    $80 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

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