
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! Pvt Pool /Game Room /Resort 274561
Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Tired of visiting the parks every day? Step inside of this beautiful 2,263 sqft house and discover a private BBQ, pool and game room specially designed to entertain your family and keep the fun going. Enjoy the resort's clubhouse with a restaurant, pool with water slide, spa, lazy river, gym, playground and a tennis court. Experience the vacation of a lifetime!

New! Epic Dream House with Pool
Enjoy epic opening rates! Make some memories at this uniquefamily-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles away from Disney's exit & parks.

3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
🏰 Your kids won’t just sleep here—they’ll have their own adventure! ✨ This home will create memories your family will never forget. Sleeps 19 near Disney! Enjoy 3 incredible themed bedrooms, including a Frozen Ice Princess Castle Room with slide, an Avatar Adventure Room, and a Toy Story Room. Spacious 7BR and 5.5 bath home with a private heated pool & spa, fully stocked kitchen, fast WiFi, Smart TVs, and plenty of space for large groups. Perfect for your next unforgettable Orlando vacation!

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!

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

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!

Gorgeous 5BR at Encore Resort next to Disney - 305
Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Themed Illusion House •Waterfront •Private Pool
Alice in Wonderland®-themed home with a uniquely designed Illusion room with character outfits. ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Sleeps 12 ppl ❤ 2 king beds, 1 Queen memory foam sofa bed, 6 twins, 1 crib, 1 pack & play ❤ Fully stocked home ❤❤❤ Message us for seasonal discounts! ❤❤❤ ‼️ No parties, No smoking, 4 dogs max $75/pet

DisneyTheme Storey Lake Resort Pool/Spa/BBQ6Br/5b
Brand New Home! Wonderful house, located in the best spot of STOREY LAKE RESORT! Fully Furnished! Swimming pool and Spa! Free Access to Clubhouse (Gated Community) DISNEY/STAR WARS/FROZEN/POKEMON THEMED! Modern Floorplan! 1 bedroom Downstairs 5 Bedroom plus game room Upstairs Community: Storey Lake Resort (THE BEST LOCATION IN TOWN). -6 Bedroom/5 Bathroom/Sleeps 13 -Target/ Sam's Club ( 3 miles ) -Disney (5 miles) Sea World (7 miles) Universal (10 miles) -Convention Center (9 miles)

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

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!
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

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

4 Bedrooms / 4.5 Bathrooms/ Solara (2319DS)

6BR Disney Villa | Pool, Spa & Theater | Sleeps 14

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Your Dream Vacation—Disney Magic Brought to You!

Rotating VR Machine, Arcade, Slide | 3mi to Disney

Brand New 9 Bedrooms Single Family Solara 87SA

Disney Magic | Game Room | Pool | 3 Kings | Slide
Family-friendly home rentals with a hot tub

4BR Disney & Universal Themed Villa Reunion Resort

Themed Disney Villa | Pool | Arcade | Resort ºoº

Mickey Fantasia Family Friendly w/accessibility

Free Waterpark, Fantasy World, The Mickey House

Brand New - 12br - Sleeps 34 - Theatre/Arcade/Pool

House by the Mouse: Something for Everyone!

Cozy Themed Villa 6 BR | Close to Disney

End Unit, Pool, Short Walk to Resort, Near Disney!
Family-friendly home rentals with air conditioning

5 Bedrooms/ 4 Baths / Windsor Westside (1877 NC)

Luxury 6 bd w/ gameroom / private pool / themed

Montego Bay Retreat | 15 Min to Disney

7 Bd / 5.5 Ba / Sleeps 20 / Windsor Cay Resort

Epic 12BR Disney-Theme Lakefront Villa | Sleeps 30

Near clubhouse new Storey Lake 15 guests pool&spa

Amazing Thematic House Pvt Pool/SPA. Resort 243621

Luxury Home sleeps 28 - Games, Swimming, theatre
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
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- 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







