
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.

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!

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

Encanto at Emerald Island-Pool House by Disney
POOL HEATER OPTION!! Make some memories at this unique and family-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 aways from Disney's exit & parks!

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.

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, Free Waterpark, close to Disney!
It is a beautifully decorated house located a few minutes from Disney, Universal Studios, Sea World, and other attractions. Close to restaurants, Walmart, Target, Publix, and other stores. It is a nice and fun resort, with free access to our gorgeous pool area, waterslides, lazy river, and sports courts. The pools and lazy river are heated and open all year long. Shuttle to major parks is available and must be paid separately at the front desk. Kids 3 years old and under ride free.

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms
Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern property is focused on providing an unforgettable and exceptional family centric vacation experience!

The Disney House • Immersive Rooms • Gaming Lounge
Welcome to our magical 3-bedroom getaway, newly decorated and thoughtfully designed to create an immersive Disney experience for the whole family! Step into beautifully themed bedrooms featuring Toy Story, Star Wars, & Beauty and the Beast, making every stay unforgettable. Also enjoy a Mario arcade room and Mickey decorations at the home. Perfect for families and Disney lovers! The Grill has an additional cost to rent for the reservation of $75.

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

Game & Theater Room, Castle Bunks, Pool & Spa

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Luxury Villa! /Game Room/ Pool Heater

Resort Home 3.5 miles to Disney with home theater

Private Heated Pool~Lazy River~Near Disney~Resort

*EPIC Bunk Slide*Resort Waterslides*5mi to Disney

Disney-Themed Home w/ Game Room & Private Hot Tub!

*Modern Luxury Reunion Oasis | Pool, Spa & Cinema
Family- and pet-friendly home rentals

Magical Disney House-Pool & Hot Tub,Free Waterpark

OMG! Disney Area, Movie Theater, Game Room & Pool!

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

Hotel style bed House Near Disney

Pool House in Kissimmee

Westgate Vacation Villas - 1 Bedroom

Amazing Villa near DisneyWorld FREE heated-pool

Lake Front Home with private Dock on Lake Louisa
Family-friendly home rentals with a pool

Adult Luxury - Magic for Families!

Brand New 9 Bedrooms Single Family Solara 87SA

* Water View * Heated Pool * near Disney

4BR Jungle Cruise Villa w/Pool & Spa Near Disney

8054 Hidden Gem

Freshly Updated~Near Disney~Private Pool~Resort

Disney Villa w/ Priv Pool & Lake View-12 Mi Parks!

Magical 6BR Family Retreat w/ Pool Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £114 | £120 | £117 | £103 | £112 | £119 | £104 | £94 | £98 | £111 | £132 |
| 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Rentals with breakfast Kissimmee
- Mansion rentals Kissimmee
- Guest house rentals Kissimmee
- Rentals with a cinema Kissimmee
- Pet-friendly rentals Kissimmee
- Cottage rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- House rentals Kissimmee
- Rentals with pools Kissimmee
- Fitness-friendly rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Beach house rentals Kissimmee
- Waterfront rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Flat rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a kayak Kissimmee
- Apartment rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with outdoor seating Kissimmee
- Private suite rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Cabin rentals Kissimmee
- Tiny house rentals Kissimmee
- Holiday home rentals Kissimmee
- 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
- 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






