Vacation rentals in Kissimmee

4.94 out of 5 average rating, 179 reviews

Guest suite in Kissimmee

Temple & glamping w/ spa tub under a 120 y/o tree

How this Airbnb was born? Me and my husband wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome.

A superhero-themed bedroom showcases a colorful design with bright blue and green tones. Features include a children's slide, two cozy beds, and vibrant lighting along the walls. A large window with blinds allows natural light while maintaining privacy.

4.84 out of 5 average rating, 121 reviews

Captivating home 12 minutes from Disney world Fl

Amazing home, located in the upscale community of reunion resort. Nearly all the bedrooms in the homes are master suites with beautiful, private bathrooms. Adults as well as our little guests are the ones who really get spoiled with our popular Superheroes themed bedrooms and princess themed room. Let's not forget our amazing game room/theater room. This home is ideal for a family vacation with 5 luxury bedrooms, multiple entertainment options, an amazing pool/jacuzzi overlooking the golf course

4.87 out of 5 average rating, 241 reviews

A screened patio features a private pool, surrounded by lounge chairs for relaxation. An outdoor dining table sits near the pool, accompanied by an umbrella for shade. Lush greenery and a tranquil water view are visible in the background, enhancing the outdoor living space.

Home

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

4.99 out of 5 average rating, 155 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars game room, private pool (heated at no extra charge*), and hot tub. Our 100% 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 short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

4.92 out of 5 average rating, 114 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.

A private outdoor space features a sparkling pool and a rejuvenating spa, both illuminated with soft blue lights. Comfortable seating is arranged nearby, with a dining table set for relaxation. The screened enclosure provides a serene atmosphere, enhancing the experience of this inviting oasis.

5 out of 5 average rating, 5 reviews

Sunny Oaks Poolside, pool spa games,4m to Disney

Escape to Paradise: 15 miles to Universal Epic Universe Relax in our luxurious 4-bedroom oasis, just 4 miles from Disney. Enjoy a private pool, spa, and spacious master suite with a soaking tub. Unwind in themed bedrooms, a gourmet kitchen, and a game room with pool, foosball, arcade Pacman , darts and more. Optional pool heating available. Perfect for families and groups seeking fun and relaxation. Shops and dining just minutes away. Book now for an unforgettable getaway!

An outdoor movie setup is showcased beside a private swimming pool. A large screen is illuminated with a film, while poolside lights cast a soft glow. A beach ball and pool float are visible, enhancing the relaxed atmosphere.

4.8 out of 5 average rating, 102 reviews

Nice pond view home with pool and outdoor theatre!

Enjoy the elegance of this peaceful and centrally-located place just minutes away from Disney World, Sea World, Universal Studios & all other fun attractions of Florida. The house is tucked away in the tranquil zone next to a beautiful quiet pond that you can enjoy every evening after a busy day playing. Enjoy the pool with the sun all day and a private outdoor home theatre at night. We have a grill for your full enjoyment too. Just an hour away from sandy beaches.

5 out of 5 average rating, 4 reviews

NEW Luxury Villa Near Disney w/ Pool & Spa!

Create unforgettable memories of a lifetime and enjoy a vacation you’ll remember for years to come. This spectacular home is ideally located within the Sonoma Resort and only 8 miles to Disney, and within a short drive to Universal, Disney Springs, and many beaches! With 6000sqft of luxury living space, a private pool/spa, movie theater, and a game room for the kids, your family can enjoy the relaxing and fun atmosphere together! We can't wait to welcome you!

The living area features high ceilings and natural light streaming through multiple windows and shades. A large television is mounted on the wall, flanked by shelves with decorative items. Two patterned ottomans provide additional seating, and bar stools are positioned nearby.

4.92 out of 5 average rating, 151 reviews

South Facing Pool Home! 5 Miles from Disney

Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .

4.95 out of 5 average rating, 118 reviews

An Apple desktop all-in-one computer is positioned on a wooden desk, featuring a colorful abstract screensaver. A white keyboard and mouse accompany the setup. A vase with pink and yellow artificial roses adds a touch of color to the scene.

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (5)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

4.93 out of 5 average rating, 28 reviews

Incredible NEW 6 Bdrms with 2 Game Rooms At Solara

*The Space * Accommodates: 12 * Bathrooms: 6 * Bedrooms: 4 * Property type: Luxury Villa * Location: Solara Resort * 12 miles from Magic Kingdom * 8 miles from Animal Kingdom * 16 miles from SeaWorld * 21 miles from Universal Studios * Property and resort close to the US 27 highway where some restaurants, market, gas station, pharmacies are located.

4.77 out of 5 average rating, 140 reviews

A private pool area is enclosed by a screen, featuring a colorful beach ball floating on the water's surface. Dim lighting casts a soft purple hue in the pool, set against a twilight sky and surrounding homes illuminated by distant lights.

Villa

Villa pool (Disney) beautiful lakeview

Its LOCATION where everything is done to invite you to rest by the pool, in a soothing setting, with a view of a pretty little lake attracting many birds (herons, Ibis, ducks, turtles, etc.), and close to the amusement parks (between 15 and 25 minutes). 15 minutes from Downtown Disney Springs & Outlets. Walmart & Aldi : 2-3 minutes by car

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Kissimmee vacation rentals

Stay near Kissimmee's top sights

Kissimmee Lakefront Park137 locals recommend

Kissimmee Gateway Airport8 locals recommend

Gatorland412 locals recommend

Home rentals in Kissimmee

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

4.96 out of 5 average rating, 158 reviews

4 bedroom, south facing pool 3 miles to Disney

A round dining table is set with decorative placemats and matching plates, accompanied by silverware and glasses. A centerpiece of greenery adds a natural touch. Modern light fixtures illuminate the space, enhancing the welcoming atmosphere of the dining area.

4.88 out of 5 average rating, 142 reviews

Stylish 3BR South Heated Pool Just 8 mi to Disney!

An inviting outdoor area showcases a private pool and spa, surrounded by lounge chairs and colorful beach balls. A dining table and large gas grill offer options for outdoor meals. Lush greenery lines the fence, providing privacy and a vibrant backdrop against a sunny sky.

5 out of 5 average rating, 48 reviews

Gorgeous 5BR @ Encore Next to Disney - 305

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.

4.98 out of 5 average rating, 144 reviews

Waterfront Wizarding Near Universal's Harry Potter

An inviting private pool area is surrounded by patio space, featuring a clean and spacious design. A modern bedroom is visible, displaying a well-made bed with a sleek headboard. An organized game room is shown, equipped with gaming equipment. A fully equipped kitchen with stainless appliances and bar seating enhances the communal space.

4.91 out of 5 average rating, 44 reviews

Resort home, Pool/Spa/PS5/Game near Disney!

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.

4.99 out of 5 average rating, 129 reviews

*Luxurious Paradise Mansion: Pool, Spa & Cinema

A private swimming pool is set within a screened-in area, featuring clear blue water reflecting surrounding sunlight. Lounge chairs are positioned nearby, with views of the lush green backyard beyond the screened enclosure.

4.88 out of 5 average rating, 17 reviews

Close to everything, private paradise

The exterior of the house showcases a modern design with a paved driveway. A screened pool area features a sunny pool with a floating device and beach ball. Inside, a vibrant game room with a pool table, alongside themed children's bedrooms and a neutral-toned master bedroom, is displayed.

4.87 out of 5 average rating, 118 reviews

Pool Home! 10 Min from Disney

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Villa rentals in Kissimmee

A screened-in pool area features inviting turquoise water, complemented by a sunken hot tub. Outdoor furniture, including a dining set and lounge chairs, is arranged beneath soft, ambient lighting. A basketball hoop is positioned near the pool, with lush greenery visible beyond the enclosure.

5 out of 5 average rating, 108 reviews

Villa Sol Peaceful Pool/Hot tub Home

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

4.98 out of 5 average rating, 107 reviews

4mi to Disney | Games | Private Pool

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

4.99 out of 5 average rating, 114 reviews

Beautiful home. Private pool. Close to Disney!

A private pool area is enclosed with a screened structure, featuring a pool with a colorful float. Loungers are placed along the pool's edge, with views of the serene lake and greenery just beyond. The space invites relaxation and enjoyment.

4.87 out of 5 average rating, 130 reviews

Villa, Games, Theater, Nr Disney, Great Pool Heat

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, 410 reviews

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

4.94 out of 5 average rating, 158 reviews

The image displays a vibrant game room featuring a blue slide, themed bunk beds with a space motif, and various gaming stations. A separate area showcases a princess-themed sleeping space with a cozy pink bed and castle décor. A well-lit arcade area completes the scene.

Villa in Davenport

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

The image showcases a split view of various home features. The top section features a private heated pool enclosed by a screen, with seating areas visible. The center displays a home theater with a large screen and comfortable seating. The bottom section highlights a vibrant Star Wars-themed game room, equipped with arcade games and a billiard table.

4.95 out of 5 average rating, 135 reviews

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

4.9 out of 5 average rating, 229 reviews

House by the Mouse: Something for Everyone!

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Vacation rentals with pools in Kissimmee

5 out of 5 average rating, 7 reviews

A spacious bedroom features a king bed with crisp white linens and warm wooden accents. Large windows provide natural light and views of the outdoor space. The inviting common area showcases a comfortable seating arrangement and a modern decorative accent wall.

Townhouse in Kissimmee

Brand New 5BR w/ Private Pool • Near Theme Parks

An enclosed pool area is shown, featuring a clear blue swimming pool surrounded by smooth stones. Sun loungers are positioned nearby, and large windows allow natural light to fill the space. The enclosure creates a bright and airy atmosphere.

4.88 out of 5 average rating, 17 reviews

Minutes from Disney family home

An outdoor area features a private swimming pool surrounded by tropical landscaping, with a pink float resting in the water. An interior game room displays a space-themed mural and includes various gaming consoles, gaming chairs, and vibrant LED lighting. A cozy lounge area is visible, accented by plush seating.

5 out of 5 average rating, 4 reviews

Game On! Pool, Game Room & Themes | Near Disney

4.99 out of 5 average rating, 80 reviews

Magical Moments Luxury Disney Villa, Pool & Arcade

An enclosed pool area features a spacious swimming pool surrounded by lounge chairs with blue and white stripes. The patio is lined with stone tiles, and a lake view is visible beyond the screen enclosure, enhancing a relaxing outdoor atmosphere.

4.77 out of 5 average rating, 77 reviews

Short Drive to Disney Pool + Spa

A pergola with swings offers a shaded seating area overlooking a well-maintained backyard. A cozy lounge area is visible, featuring comfortable seating and shaded by surrounding greenery. A stone pathway meanders through the grass, leading to other outdoor amenities, including a fenced-in pool area.

4.86 out of 5 average rating, 22 reviews

Disney | 200ft backyard | Pet-Friendly | Fire pit

An outdoor area with a screened enclosure showcases a private pool surrounded by a well-maintained yard. Lounge chairs are positioned near the water, and pathway stones lead to the pool, illuminated by soft lights above. The evening sky adds a serene backdrop.

4.96 out of 5 average rating, 94 reviews

Kissimmee/20 min to Disney/Private Heated Pool

A vibrant game room features colorful murals of popular video game characters, with a bright blue floor and ceiling. A foosball table is positioned near a large television, complemented by bar stools in yellow. A slide adds a playful touch to the fun atmosphere.