
Family-friendly vacation rentals in Kissimmee
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Kissimmee

Total vacation rentals
Explore 5,840 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 241,480 verified reviews to help you choose

Pet-friendly vacation rentals
Find 1,040 rentals that welcome pets

Vacation rentals with a pool
5,500 properties feature pools

Rentals with dedicated workspaces
3,330 properties have a dedicated workspace

Wi-Fi availability
5,820 of Kissimmee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Kissimmee
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291
Unable to book this house? Don't worry! Feel free to check my profile for similar homes that might suit your needs WE HAVE 24/7 CUSTOMER SERVICE Disney is just a short 8-mile drive away Tired of visiting the parks every day? Step inside this beautiful thematic 2,169 sqft house with a private pool, spa, BBQ, Star Wars themed movie theater, and a Mario Kart game room complete with arcades, pool table and foosball table all designed for family enjoyment! Make your vacation truly unforgettable!

4BR/3BA Townhouse w/ Private Pool in Storey Lake
Experience the Perfect Orlando Getaway! Relax and unwind in this spacious 4-bed, 3-bath townhouse located in Storey Lake Resort—just 10 minutes from Disney and 25 minutes from Universal Studios. Perfect for families or groups of up to 10 guests. Enjoy access to both private and resort-style communal pools, along with a wide range of amenities the whole family. Whether you’re hitting the parks or enjoying a day at the resort, this is your ideal home base for an unforgettable Florida vacation!

10 min Disney | Private Hot Tub, BBQ | Game Room
Welcome to your family's next dream vacation! You'll be located only 10 minutes from Disney, 20 minutes from SeaWorld, 25 minutes from Universal, and just 30 minutes from Orlando International Airport (times may vary by traffic). When you want to unwind at the house, you have access to our fully loaded game room (air hockey, foosball, ping pong, and more!), private swimming pool and hot tub, BBQ grill, ultrafast 300mbps 5G Wi-Fi, and complimentary Disney+ on each of the five 4K Roku Smart TVs.

Resort Home 3.5 miles to Disney with home theater
We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

RU Incredible Parents? Themed-7bed, 4mi. to Disney
One of a kind 7 bedroom themed home with pool, sleeps 15 close to Disney! (And, yes, location does matter.) Our clubhouse is designed to make your once in a lifetime vacation memorable. We spoke to Disney experts (children) about what they prefer and created a magical experience. There is something for everyone with surprises throughout! Why limit your experience only to the parks? Read our reviews and see why parents that book with our Magical Clubhouse are ‘Incredible’ to their families.

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Heated Pool 15 Minutes to Disney PS5 l Switch
Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

Magical 2 pool-Spa & Game Room Villa near “Disney”
Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

10 Min to Disney | Kings | Heated Pool | Games
✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Themed Rooms, Pool, Theater & Arcade | Sleeps 22
Pool, fire pit, and nine themed bedrooms, from the Dragon Cave and Avatar Forest to Moana Island, bring the whole group together under one roof. Kids can dive into the Jurassic theater, Cars game room, and resort access, while adults enjoy a stay that feels easy and relaxing. Perfectly set up for days at the theme parks and evenings everyone will actually enjoy, this home makes every moment count. Book your stay and turn Disney days into lasting family memories.

Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Private Pool•Water Park•2 King Beds•Near Disney•Hot Tub
🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

Themed 10-Bedroom | Sleeps 26 w/ Pool & Game Room!

4BR Disney & Universal Themed Villa Reunion Resort

Gorgeous 5BR at Encore Resort next to Disney - 305

Luxury 7BR Orlando Villa | Pool, Spa & Game Room

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

New! Eights Mansion Themed House w/pool by Disney

Near clubhouse new Storey Lake 15 guests pool&spa

7839 6BD Beautiful Family Home in Reunion Resort
Family-friendly home rentals with a hot tub

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Magical Hideaway - 15 min to Disney - Storey Lake

Themed Disney Villa | Pool | Arcade | Resort ºoº

Mickey Fantasia Family Friendly w/accessibility

Your Dream Vacation—Disney Magic Brought to You!

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

DisneyTheme Storey Lake Resort Pool/Spa/BBQ6Br/5b
Family-friendly home rentals with air conditioning

Montego Bay Retreat | 15 Min to Disney

4 Bedrooms/ 4.5 Bathrooms/ Solara Resort (2331DS)

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Disney | Lake House | Gameroom | Theater | Pool

Movie Theater|Game Room|Pool Movies & Free Pool He

12BR Disney Luxury Retreat - Pool, Theater & Fun!

Luxury Home sleeps 28 - Games, Swimming, theatre

Luxury house with a pvt Pool and Game Room! 232571
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 580 | ﺩ.ﺇ 610 | ﺩ.ﺇ 646 | ﺩ.ﺇ 573 | ﺩ.ﺇ 503 | ﺩ.ﺇ 547 | ﺩ.ﺇ 580 | ﺩ.ﺇ 510 | ﺩ.ﺇ 459 | ﺩ.ﺇ 481 | ﺩ.ﺇ 540 | ﺩ.ﺇ 646 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club







