Family-friendly holiday rentals in Kissimmee

4.75 out of 5 average rating, 137 reviews

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!

4.88 out of 5 average rating, 104 reviews

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!

4.96 out of 5 average rating, 104 reviews

A vibrant bedroom features a large bed with a wooden frame illuminated by green lighting. The walls are adorned with colorful jungle-themed murals, and two bedside lamps are placed on matching nightstands. Dark curtains frame a window, contributing to a cozy atmosphere.

Home in Davenport

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

A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.

4.87 out of 5 average rating, 141 reviews

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!

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.96 out of 5 average rating, 122 reviews

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.

A vibrant hallway showcases colorful murals featuring beloved characters, including Mickey Mouse and his friends, amidst playful scenes of amusement and adventure. The walls are painted with a blend of whimsical colors that add charm to the spacious area, complemented by a clean marble floor.

4.95 out of 5 average rating, 132 reviews

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)

4.79 out of 5 average rating, 195 reviews

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

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.96 out of 5 average rating, 201 reviews

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.

4.99 out of 5 average rating, 140 reviews

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

The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.

4.99 out of 5 average rating, 158 reviews

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).

4.93 out of 5 average rating, 120 reviews

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

5 out of 5 average rating, 3 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

4.99 out of 5 average rating, 153 reviews

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

The image showcases various themed sleeping areas within the vacation home. A Superhero Room displays colorful walls with superhero motifs, while the Princess Room features castle imagery. A cozy nook with a bunk bed is visible, alongside arcade machines that add to the playful environment.

4.92 out of 5 average rating, 133 reviews

Magical Hideaway - 15 min to Disney - Storey Lake

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 120 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

5 out of 5 average rating, 116 reviews

Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 148 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

4.93 out of 5 average rating, 103 reviews

Luxury Villa! /Game Room/ Pool Heater

4.98 out of 5 average rating, 114 reviews

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

A themed movie theater room is presented with dark walls and vibrant purple lighting. Comfortable lounge seating is arranged towards a large screen, showcasing a colorful animated scene. Mario-themed decor and graphics adorn the walls, creating an engaging atmosphere for family movie nights.

5 out of 5 average rating, 102 reviews

5BR Mario& Princess Peach•Pool•Theater•Free Resort

Family- and pet-friendly home rentals

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

4.86 out of 5 average rating, 438 reviews

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

An outdoor dining area features a large, custom-built farmhouse table surrounded by benches. Refreshments and fruit are displayed on the table, with a private pool visible in the background, enclosed by a screened lanai. Lush green grass complements the serene atmosphere.

4.96 out of 5 average rating, 224 reviews

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

A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.

4.87 out of 5 average rating, 241 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.

4.95 out of 5 average rating, 176 reviews

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

A private screened-in pool area features a spacious pool and spa, with a view of a serene lake at sunset. Comfortable lounge chairs are positioned around the pool, and a peaceful nature reserve is visible beyond the water.

4.99 out of 5 average rating, 131 reviews

Spectacular Lake View - Game Room- Close to Disney

4.99 out of 5 average rating, 105 reviews

Villa in Davenport

Amazing Villa near DisneyWorld FREE heated-pool

4.94 out of 5 average rating, 106 reviews

Themed Resort Villa with Pool + Spa

4.94 out of 5 average rating, 220 reviews

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

Lake Front Home with private Dock on Lake Louisa

Family-friendly home rentals with a pool

A sparkling private pool is surrounded by lounge chairs and tropical landscaping, providing a relaxing outdoor space. A gaming room features vibrant blue lighting, a pool table, and arcade games. A colorful playroom, equipped with a slide and play equipment, invites children to enjoy indoor activities. A movie theater room displays plush seating and a large screen for film viewing.

4.9 out of 5 average rating, 50 reviews

House Resort at Encore Reunion - Disney

5 out of 5 average rating, 3 reviews

Disney Orlando vacation home with private pool 4

4.86 out of 5 average rating, 99 reviews

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

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

5 out of 5 average rating, 65 reviews

Luxury Home w/ Pool & 6 Beds near Disney

5 out of 5 average rating, 3 reviews

Galactic Star Wars Experience•8 BRM, Sleeps 20

4.9 out of 5 average rating, 21 reviews

8054 Hidden Gem

4.95 out of 5 average rating, 22 reviews

Free Waterpark|Game Room|Near Dis!

The image showcases four themed bedrooms from the Airbnb listing. The Spider-Man room features a king-size bed against a vibrant wall mural. The Minion-themed room displays cheerful décor with playful colors. The Mickey-themed room includes a bunk bed setup. The fourth panel depicts the resort's expansive pool and amenities.