Vacation rentals in Kissimmee

A two-story home with a tiled roof and extensive outdoor living space is showcased. The property features a swimming pool surrounded by palm trees and a fenced patio area. Lush landscaping and open green spaces are visible, enhancing the inviting surroundings.

5 out of 5 average rating, 8 reviews

Luxury Retreat at Reunion Resort

Luxury Retreat at Reunion Resort – 12 Miles from Disney! Welcome to 7471 Gathering Loop, a stunning vacation home nestled in the prestigious Reunion Resort! This elegant getaway offers the perfect blend of luxury, comfort, and convenience, making it an ideal retreat for families and groups. The home offers a beautiful back yard pool and spa area for you to enjoy, while playing music through the surround sound system in the house and in the back yard. With 6 Bedrooms You wont regret staying here.

A screened-in patio features a private swimming pool and hot tub, surrounded by a tranquil lake view. String lights create a soft illumination against a colorful sunset sky, enhancing the peaceful outdoor setting.

4.92 out of 5 average rating, 118 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Welcome to your family's next dream vacation! You'll be located only 10 minutes from Disney, 20 minutes from SeaWorld, 25 minutes from Universal, and just 30 minutes from Orlando International Airport (times vary by traffic). When you want to unwind at the house, you have a fully loaded game room (billiards, air hockey, foosball, and more!), private swimming pool and hot tub with a breathtaking lake view, BBQ grill, ultrafast Wi-Fi, and complimentary Disney+ on each of the five 4K Smart TVs.

4.98 out of 5 average rating, 140 reviews

The Marvel-themed game room features vibrant wall art and iconic character posters. Equipped with a foosball table and comfortable gaming chairs, this space is designed for entertainment and fun. Bright lighting highlights the colorful décor, creating an engaging atmosphere for family and friends.

Villa in Kissimmee

Sleeps 20✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 20) at Orlando's premier vacation community. Enjoy your own Marvel game room, private pool (heated at no extra charge*), and hot tub. Our Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and just a 3-minute walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

The main living area features a futuristic design with glowing blue lighting and sleek, spaceship-style furniture. A large screen displays vibrant artwork, while a decorative tree enhances the space. The open floor plan invites exploration, with a cozy seating arrangement perfect for gatherings.

5 out of 5 average rating, 31 reviews

Immersive Star Wars Experience | Private Pool

Hyperjump into a Star Wars adventure aboard the Utopia X4 Starcruiser! Join Mando Clan Harmon on a galaxy cruise in this immersive Airbnb. Play Dejarik, explore the engineering room, and relax in your private pool. Sleep under the twin suns of Tatooine, rule from the palace on Mandalore, wander Naboo’s gardens, or play in Bright Tree Village. This isn’t just a stay—it’s an unforgettable intergalactic experience. Wishlist now and prepare for epic hyperspace travel across the galaxy!

The recreation area is designed with vibrant blue lighting and themed decor. It features a pool table, arcade games, and a commercial air hockey table. The walls are adorned with popular character themes, including Super Mario and Avengers, creating an engaging and playful atmosphere.

5 out of 5 average rating, 88 reviews

Dream Vacation w/Avengers, Star Wars, & Mario Kart

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 exterior of the home showcases a modern façade with a manicured lawn and a two-car garage. Inside, a spacious living area is furnished with a comfortable sofa and a large TV displaying a streaming service. A bright bedroom features a queen bed against light-colored walls, with natural light illuminating the space. The outdoor pool area is enclosed by a screened patio, highlighting the inviting water and surrounding lounge chairs.

4.99 out of 5 average rating, 108 reviews

Traveler's Dream - King Bed, Pool, Games, Disney+

Welcome to our enchanting home, where magic and comfort collide! Nestled just moments away from the Disney parks, this whimsical haven is perfect for families and Disney enthusiasts alike. Dive into the magic with our sparkling pool, relax in our luxurious bedrooms, and enjoy the convenience of being a short stroll from the enchantment of Disney. Make your vacation a fairy tale come true – book your stay TODAY and let the memories begin!

4.99 out of 5 average rating, 131 reviews

An expansive outdoor pool deck is featured, surrounded by lounge seating and shaded areas. A giant outdoor chess set stands nearby, along with a view of the scenic forest and pond. A brightly decorated game area showcases themed decor and entertainment options.

Home in Reunion

*Luxurious Paradise Mansion: Pool, Spa & Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT in the stunning 3.5 square mile Reunion Resort. You will have your own private pool, spa, movie theater - game room, 3 master suites, 3 incredible themed bedrooms (MARVEL, FROZEN II, NASA) for kids or adults, the latest Xbox Series X game station, a 2500 ft2 pool deck overlooking a beautiful forest and pond, fire pit, & billiards table, minutes to Disney.

A spacious entryway features a stylish staircase with wooden steps and a glass railing. A large Christmas tree decorated in soft colors stands next to a modern living area displaying a cozy sofa and contemporary artwork. A fireplace adds warmth to the ambiance.

4.79 out of 5 average rating, 24 reviews

The Eights House by Disney. Themed Island Dream

Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.

4.99 out of 5 average rating, 108 reviews

Guest Suite

A totally independent suite * 1 Queen bed. * 1 single sofa bed * Equipped kitchen * Private bathroom * Free parking. * Wi-Fi * Terrace The location is perfect for enjoying all the theme parks Orlando has to offer: Disney Universal Studios Aquatica and Sea World. (they're just minutes away). It is conveniently close to restaurants, supermarkets, outlets, gas stations, excellent location for your vacation

Superhost

The exterior of a two-story townhome is showcased, featuring a modern design with natural stone and wood accents. Large windows allow ample light, and a small palm tree is positioned in front. A welcoming entrance, framed by neatly manicured shrubs, completes the inviting facade.

Townhouse in Kissimmee

4.86 out of 5 average rating, 143 reviews

Location! Next To Disney - Orlando Family Home

2600 SQF / 245 SQM Luxury Four Bedroom Town Home with full size kitchen that has stainless steel appliances and all essential cooking tools, coffee, tea, washer and dryer, luxury bedding, iron and ironing board, hair dryer, and cable TV in a gated community. DISNEY PARKS – 1.4 miles DISNEY SPRINGS – 1.6 miles PREMIUM OUTLETS – 8.8 miles CELEBRATION GOLF CLUB – 5.8 miles SUPER TARGET – 1.7 miles WALGREENS PHARMACY - 0.6 miles

5 out of 5 average rating, 115 reviews

A children's bedroom features a vibrant underwater theme, with blue walls and colorful murals depicting marine life. Bedding includes a twin-over-twin boat bunk bed and a separate twin bed. Decorative elements like shells and a net create a playful atmosphere, while curtain-filtered light adds a soft glow.

Home in Davenport

5 star Disney Stay with waterpark. Ariel-Buzz-Star

★ WELCOME TO IMAGINATION STATION★ Located centrally to Disney, SeaWorld, Universal Studios, Legoland & other attractions, this custom Disney-themed 5 bed/4 bath home has everything your family needs for a dream vacation! Enjoy all the free community amenities including resort style pool, spa, lazy river, mini golf, gym, and much more ✴ 9 miles to Disney World ✴ 23 miles to Universal Studios

A private cinema room features plush reclining seats arranged for viewing a large screen. Blue and purple lights create a vibrant atmosphere, while a bar area with stools is visible in the background. The screen displays a scenic landscape, enhancing the entertainment experience.

5 out of 5 average rating, 10 reviews

Luxury Themed House 7BR, Private Cinema & More

We know that this may be a lot to read, but we suggest that you read everything and ask any questions you may have to see if it really is the right place for you and your group! :) Transparency and communication is very important to us! We want to make it clear, that we are here available, for any questions or suggestions.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Kissimmee vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Kissimmee's top sights

Kissimmee Lakefront Park138 locals recommend

Kissimmee Gateway Airport8 locals recommend

Gatorland418 locals recommend

Other great vacation rentals in Kissimmee

5 out of 5 average rating, 5 reviews

2774 - 5BD-5BA - Storey Lake - Cozy Familiar Home

4.92 out of 5 average rating, 24 reviews

The image showcases a vibrant children's bedroom featuring themed wall art from popular franchises. One room includes a bunk bed with colorful bedding and playful decor, while another area displays a slide leading to an engaging play space, all illuminated by bright, cheerful colors.

Townhouse in Kissimmee

3 BD/ 3 BA Sleeps 8! Hub At Westside (3444TT)

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.

4.93 out of 5 average rating, 27 reviews

Villa Resort Club

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

5 out of 5 average rating, 41 reviews

Family Vacay with Pool near WDW!

4.94 out of 5 average rating, 69 reviews

Townhouse in Davenport

Luxurious and Modern Lakefront Home

The exterior of a modern two-story house is showcased, featuring a mix of light-colored stucco and stone accents. The front pathway leads to an inviting entrance, with large windows allowing for ample natural light. Lush green grass surrounds the home, enhancing its welcoming appeal.

5 out of 5 average rating, 6 reviews

X-Magnificent 9BR-Sleeps 23-w/Pool 5mile to Disney

4.94 out of 5 average rating, 16 reviews

Brand New 5 Bedrooms/4 Baths At Storey Lake