
Family-friendly holiday rentals in Kissimmee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kissimmee
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

All 5 star stay with Waterpark, GameRm, Ariel Buzz
★ WELCOME TO IMAGINATION STATION★ The SHORT bullet point version for busy parents - 5 bedrooms, 4 bathrooms - Ground floor is a Queen bed with a bathroom directly across the hall - Upstairs has 3 bedroom: One is master adult room with ensuite bathroom. The other 3 are kid rooms. StarWars have ensuite bath. Mermaid and Buzz share the hallyway bathroom - Stroller, crib, high chair, pack-n-play free for your use - About 5 houses down from club house (walkable) - Pool has safety fence and door al

Magical Pool Villa-close to Disney Game/movie Room
The whole family will have fun in our Magical Disney Home where the Magic of Mickey Mouse,Toy Story, Frozen and Minion bedrooms with Sensor Songs when you walk in each room, uv and Led lights.Color changing Led lights in pool + bbq area, loungers for sun tanning.This Villa has Disney Hand UV light Painted by a local artist and a Game room with air hockey arcade, your children will feel the Magic as soon as they walk in the home, from smell to sound to sight This is it!Your Magical Dream Vacation

Disney Retreat | Huge Pool with Spa | 2 King beds
Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

OMG! Disney Area, Movie Theater, Game Room & Pool!
"Guest favorite" - This home is in the top 5% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

10 Min to Disney | Heated Pool, Games, King Bed
🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

Mickey's Mansion Luxury Themed Pool Home, Arcade, Theater
Welcome to Mickey's Mansion, your magical vacation rental in the heart of Champions Gate! 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! Pool heat & the 1st tank of propane for the BBQ is included. Booking with us includes full access to the Champions Gate Clubhouse & Oasis Resort

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Gorgeous 5BR @ Encore 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*

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)

Fantasy World Jurassic Adventure Villa near Disney
Experience an unforgettable stay at our unique villa in Fantasy World Villas, near Disney, Universal & Sea World. Unwind in a Jurassic Park-themed room with a lifelike dinosaur, king-size master bedroom, modern kitchen, and private patio. Resort amenities: pools, water slides, lazy river, kids' activities, gym, sports courts, and more. Walk to shops & restaurants. Free WiFi, parking & resort access. Dive into adventure and create lasting memories in our extraordinary villa! Book now

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 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.

Lake View - 5 Miles to Disney!
This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).
Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a hot tub

4mi to Disney | Games | Private Pool

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

Themed Disney Villa | Pool | Arcade | Resort ºoº

Mickey Fantasia Family Friendly w/accessibility

No Airbnb fees!Themed Home PoolSPA/GameRoom 214261

Game & Theater Room, Castle Bunks, Pool & Spa

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

Resort Home 3.5 miles to Disney with home theater
Family- and pet-friendly home rentals

Disney World Epic Luxury Marvel Superhero Haven

Magical Disney House-Pool & Hot Tub,Free Waterpark

★Completely Renovated★ 3 mi to Disney+Free Resort!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Pool House in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

Westgate Vacation Villas - 1 Bedroom

Amazing Villa near DisneyWorld FREE heated-pool
Family-friendly home rentals with a pool

House Resort at Encore Reunion - Disney

BEST HOUSE! Potter, CARS, Princesses, StarWars

Resort Home| Disney| Solara Resort| w/Pool & Spa

EPIC 8BR Theme Villa ~ Sleeps 19 ~ Close to Disney

Reunion Resort Theme Home, Pool, Arcade, Golf View

Disney Magic | Game Room | Pool | 3 Kings | Slide

4 Bd / 3 Ba / Sleeps 11/ Storey Lake Resort

Modern Family Home with Pool, Cinema & Games Room
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £115 | £121 | £118 | £104 | £113 | £119 | £105 | £94 | £99 | £111 | £133 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Kissimmee

Total holiday rentals
Explore 6,190 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 237,580 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,070 rentals that welcome pets

Holiday rentals with a pool
5,800 properties feature pools

Rentals with dedicated workspaces
3,460 properties have a dedicated workspace

Wifi availability
6,160 of Kissimmee holiday rentals include wifi 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
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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
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Give Kids the World Village
- Southern Dunes Golf and Country Club






