
Family-friendly vacation rentals in Kissimmee
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Top-rated family-friendly rentals in Kissimmee
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Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

Relaxing 5B3B/2 Masters, Pool home min's to Disney
Superb villa, pool & spa. Patricia & Marshall excellent hosts and very responsive. Great place to stay at for everything that Orlando / Disney has to offer

Free Water Park & Luxury Living!
Stay was wonderful, close to Disney, and close to airport. Beautiful place to come home to after long hot day at Disney. Pool was great to relax in and home was big enough for 2 families with one child each and grandparents. Quiet bedrooms and fun games room which was a nice touch. Kitchen had all amenities you needed. Private location.

The Groves Florida Villa near Disney World
Absolutely fantastic stay very clean and spoil was amazing after parks all day , central to everything what ever you want to do will recommend to all my friends and family who go to Disney every few years

Luxury Disney Vacation Home on Reunion Golf Resort
Jason’s home was beautiful and very comfortable. Great location as I always love to stay in the reunion as it is gated. The host was always quick to respond with any questions that arose. Would definitely recommend.

Minnie Heaven - Newly Remodeled 2024
Louis was an awesome host! Very responsive. Had an issue figuring out the hot tub, he helped fix the issue remotely right away, and we were able to relax at night.

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
All very cool, we thank you very much and we are grateful for your friendly attitude towards us, I recommend to everyone!

Pool Resorthome w/PrivateTheater/Race Car Arcades!
Stayed here for Memorial Day weekend to celebrate my birthday. Home is as described in the pictures. Communication with the owners was quick and thorough. Check in was quick and easy. The house is clean and well maintained in a nice gated community. You are centrally located with no shortage of stores & restaurants in the immediate area. Interior is in good condition and plenty of space. The kids had a blast in the Arcade Room and it kept them busy and occupied for hours and hours. Doesn't take much to make me happy, that being said, having a pool, a spa tub and a a covered lanai, is all I need. Cookware needs replacing & upgrading BUT I attribute this to simple wear and tear and owners can't fix problems which they may not know about. Overall, everything that I needed for my stay was flawless and accommodating. Hats of to this owner for providing 5 star service and not asking for it.

View the Disney fireworks from your pool!
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
Family-friendly home rentals with a hot tub

Just Renovated+Private Salt Pool/Spa+5mi to Disney
This place was a great place to relax and unwind after long days at the parks!

Luxury condo in Orlando 1 br/1 ba
good place to stay, close to all attractions and MCO airport.

Cozy Townhouse in Kissimmee, near Orlando!
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.

Orlando Disney new House at Resort with lake view!
This property lived up to the poctures. It was well equipped, clean, comfortable. We have stayed at a number of places in Orlando amd other cities. This one is in the top 2 or 3. We would stay again.

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
My Daughter Spent Her 8th Birthday In Disney But The House Was The Icing On The Cake✨ My Family Enjoyed The Pool & The Heated Hot Tub, She Provided The Necessary Necessities & Overall The Place Was Beautiful, I Love The Master Shower That’s My Favorite Part Of The House, The House Is Spacious With Tons Of Restaurants & Stores Just A Few Miles Aways, Disney Was Super Close & Overall We Enjoyed Our Stay Here At Mad Men Magic Kingdom House. There Was A Misunderstanding With A Neighbor & When I Reached Out To Rebecca She Responded In A Timely Manner & I Appreciate That! I Would Definitely Recommend Mad Men Magic Kingdom House To Everyone I Know🤍 Thank You For This Experience

4 BR Townhouse for up to 10 people with pool
This was a family trip for a Cheer Competition at Walt Disney. You are 15 minutes away from Disney in Orlando. The pool was amazing and very enjoyable. You are a quick walk to the club house to the Tiki Shack for great food and drinks. Both pools are very clean along with the grounds. The sport/activities offered were great. I would highly reccomend Ed and his place in Florida

Stunning view, near Disney.
This was a great place to stay. Guylaine was VERY accommodating after our prognosis stay canceled on us. He airbnb turned out to be closer to where we were working so it worked out perfectly.
Family-friendly home rentals with Wifi

Mickey's Lakefront Villa at Sunset Lakes
This is our second stay and it’s the best! Super clean and in perfect condition! Has everything we need for our family vacation going to Disney parks and Universal. Convenient location- safe- clean- touches that make it feel like home! We have kiddos who need extra breaks and quiet times during our trips and the home has a huge Disney dvd collection and games and a beautiful pool for our breaks! It’s perfect for family trips!

Mickey's Movie House, 5/3, Pets, Pool, Pickleball
This was a lovely home, holidays always make the cleanliness factor a bit complicated, and I feel the previous tenants (and my pickiness) are more at fault for the issues we encountered at the house. The hosts put a lot of thought into this home and its details. We enjoyed our time and would definitely return.

Luxury Champions Gate Villa
This place was absolutely amazing. Plenty of room for our group of 6. Beautiful outdoor area. Pool and spa were clean. Steve was always responsive to any messages sent. Would definitely stay again.

Modern 9 BR Villa, Pool/Spa, Resort - by Blue Sky
I Love This Home. Me And My Family Felt At Home. It Was Peaceful And Everything Was GREAT. Wouldn’t Mind Booking Again.

Spacious 6BR Villa w/ Pool, Game Room & View
We truly enjoyed our stay at Victor’s place and would definitely stay here again. Victor was a great communicator and responded quickly to a couple minor issues and questions we had. We have stayed at Paradise Palms many times and love the community and amenities. Victor’s home is a very easy walk to the resort amenities and it was nice to be on the pond, we paid extra for pool heat and it was well worth it. We spent a lot of time on the back patio. Thanks again for a great stay!

Luxury 4 Bedroom Home - Resort Access! Disney!
A beautiful home on the unrivalled Reunion private resort and a great base to explore the parks from.

Home near Disney 4br with pool
I truly had a wonderful stay here and would absolutely return in the future with my friends. From the moment we arrived, I felt comfortable and right at home. We did encounter some difficulty with the entry code, but they responded quickly and helped us get in. Thank you so much for such a lovely experience!

4 Bedroom Home and Private Pool, pets considered
The house was beautiful just like described. Craig was very attractive and quick with his response. Would definitely love to stay here again if in the area !
Quick stats about vacation rentals that are family-friendly in Kissimmee
Total rentals
6.1K properties
Total number of reviews
218K reviews
Pet-friendly rentals
1K properties allow pets
Rentals with a pool
5.8K properties have a pool
Rentals with dedicated workspaces
3.4K properties have a dedicated workspace
Wifi availability
6K properties include access to wifi
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Universal Orlando Resort
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Reunion West
- Magic Kingdom Park
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Island H2O Water Park
- Walt Disney World Resort Golf
- Blue Spring State Park
- ICON Park
- Universal CityWalk