
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!

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!

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

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!

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.

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

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Themed villa w/ pool & game room
Welcome to your Disney-themed getaway in Storey Lake - perfect for family fun & group stays! Enjoy playful spaces, relaxing pool time, & resort perks just minutes away. - Sleeps 14 | 6 bedrooms | 9 beds | 5 baths - Private heated pool & hot tub - open 24/7 - Game room, Super Mario loft & arcade games - Resort access - lazy river, mini golf, kayak rentals ($) - Outdoor patio, BBQ grill & dining area - Family-ready w/ kitchen, wifi & kids’ amenities

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).

Winter Escape DisneyThemed Home w/Pool & Game Rm
OpenAGetaway Properties invites you to experience an immersive, family-friendly getaway at Mickey House. *Newly remodeled villa *Private villa pool *Superhero-themed arcade room *Desirable Windsor Resort Neighborhood *5 minute walk to the full-service resort & clubhouse

7 Bd/ 6.5 Ba Sleeps 19! Solara Resort (2306 SR)
• Community: Solara Resort • 7 Bedrooms/ 6.5 Bathrooms/ Sleeps 19 • Disney (7.5 miles) SeaWorld (17.0 miles) Legoland (27.5 miles) • Convention Center (18.0 miles) Universal Studios (20.8 miles) • Location: Sea Rock Rose Trl, Kissimmee FL 34747
Popular amenities for Kissimmee family-friendly rentals
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

Disney Retreat | Huge Pool with Spa | 2 King beds

Themed Disney Villa | Pool | Arcade | Resort ºoº

Game & Theater Room, Castle Bunks, Pool & Spa

Luxury Villa! /Game Room/ Pool Heater

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

5BR Mario& Princess Peach•Pool•Theater•Free Resort
Family- and pet-friendly home rentals

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

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Spectacular Lake View - Game Room- Close to Disney

Amazing Villa near DisneyWorld FREE heated-pool

Themed Resort Villa with Pool + Spa

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

House Resort at Encore Reunion - Disney

Disney Orlando vacation home with private pool 4

4m Disney Sun, Free Snacks, Golf, Pool• Spa• Games

Luxury Home w/ Pool & 6 Beds near Disney

Galactic Star Wars Experience•8 BRM, Sleeps 20

8054 Hidden Gem

Free Waterpark|Game Room|Near Dis!

Unbeatable Experience Themed House w/Pool n Resort
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £115 | £121 | £118 | £104 | £113 | £120 | £105 | £95 | £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






