Vacation rentals in Kissimmee

The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.

5 out of 5 average rating, 115 reviews

Villa Sol Peaceful private Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.

4.98 out of 5 average rating, 103 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

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.

4.98 out of 5 average rating, 125 reviews

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

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave 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 a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

4.83 out of 5 average rating, 168 reviews

Townhouse in Kissimmee

Disney 15 Minute Away, Gated Resort & Private Pool

Modern house 15 minutes to Disney. With 5 bedrooms, a private heated pool, and space for 12 people to sleep comfortably. Located at the Solara Resort, this house is less than 2-minute walk to the clubhouse and all amenities. This is a resort idealized for vacation and enjoyment, with amazing amenities like a large community pool, artificial surf, kids splash pad, tiki bar, restaurant, mini-market, gym, sports courts, and much more. Universal Studios and Sea World are only 20-25 minutes away.

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.

4.87 out of 5 average rating, 133 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.

4.97 out of 5 average rating, 107 reviews

Modern House with Private Pool Getaway Kissimmee

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

4.99 out of 5 average rating, 130 reviews

Epcot Themed Home: Private Sunset Near Disney

LOCATION! LOCATION! LOCATION! Hello all my globetrotters! Our fun home features a diverse international culture in each room. Experience Italy in the kitchen, America in the living room, Japan in the game room, and sleep in Paris, China or Morocco bedrooms. In the backyard, Mexico awaits with amazing private pool and a glow party at sunset each night. Depend on traffic, between 10-20 min to Disney, fast WiFi, ample natural light, tons of nearby grocery stores, restaurants, and shopping

A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.

4.96 out of 5 average rating, 120 reviews

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort @ Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much Much More Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

A screened lanai features a refreshing swimming pool, offering views of a quietly flowing pond surrounded by lush greenery. The space is illuminated by natural light filtering through the mesh enclosure, inviting relaxation amid nature.

4.82 out of 5 average rating, 113 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.

An enclosed in-ground swimming pool is featured, surrounded by a screened lanai. Various lounge chairs and umbrellas provide seating options. The pool is clear and inviting, with a decking area that offers space for relaxation.

4.92 out of 5 average rating, 144 reviews

Disney New Neighbor

-Less than 10 minutes to Disney -20 minutes to Universal Studio -10 minutes to International Drive -20 minutes to Orlando International Airport -5 minutes to Orlando outlet -10 minutes to Disney spring I am thrilled to welcome you all from around the world to my home! I travel a lot for work and I know how it feels to rest when on the go. I want to make your stay as convenient and peaceful as possible. Please message me if you have any questions with booking

A private screened pool area features a blue pool surrounded by several lounge chairs and a dining set. Lush greenery is visible beyond the enclosure, providing a natural backdrop. The sun shines brightly through the mesh, creating a bright and open space for relaxation.

4.89 out of 5 average rating, 193 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

This is a beautifully furnished vacation home near all Disney theme parks, several great golf courses and a 5 minute drive from restaurants and shops. The home sleeps 8 people and has four good sized bedrooms and two full bathrooms. We take pride in our home. We have an updated kitchen, wood/tile flooring through out the home and are constantly making improvements based on the time our family uses the house and feedback we receive from guests.

4.91 out of 5 average rating, 112 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Davenport

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kissimmee vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Gym

BBQ grill

Stay near Kissimmee's top sights

Kissimmee Lakefront Park320 locals recommend

Kissimmee Gateway Airport12 locals recommend

Gatorland862 locals recommend

Pet-friendly vacation rentals in Kissimmee

A spacious, two-story villa is seen from the front, featuring a combination of light-colored exterior with a brown garage door. Palm trees line the landscaped yard, accompanied by green grass and small shrubs, contributing to a welcoming appearance.

4.87 out of 5 average rating, 143 reviews

Pool + Theater + Game Room + 15 mins to Disney

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, 125 reviews

Beautiful home. Private pool. Close to Disney!

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, 421 reviews

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

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.

4.89 out of 5 average rating, 222 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

A cozy living area is highlighted by a decorative wall, a TV mounted above a light-colored cabinet, and a plush seating arrangement. A fire pit with glowing embers is visible, providing a warm ambiance. A game table with two chairs and a pool table is present, alongside a screened pool area showcasing a sunset view.

4.88 out of 5 average rating, 202 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

4.98 out of 5 average rating, 201 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney & Universal

4.94 out of 5 average rating, 198 reviews

Guest suite in Kissimmee

temple & A/C glamping under a 120 y/o oak tree

A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.

4.97 out of 5 average rating, 152 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Home rentals in Kissimmee

A spacious living area features a modern sectional sofa arranged around a coffee table. The open layout connects to a dining area and a fully equipped kitchen, with blue cabinets and stainless steel appliances. Natural light fills the room through large windows.

4.83 out of 5 average rating, 117 reviews

3 Bd/ 2 Ba Sleeps 7! Calabria (9013 MC)

A swimming pool is framed by a landscaped area featuring a beige umbrella and two loungers positioned nearby. Bright floral accents can be seen above the fence, creating a relaxed outdoor ambiance.

4.87 out of 5 average rating, 60 reviews

contemporary home w/ private pool, near parks

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

4.87 out of 5 average rating, 251 reviews

3 bedroom Villa in Kissimmee

An inviting pool area features a screened enclosure that allows natural light while providing a sense of privacy. To the right, a cinema room showcases comfortable seating and a large screen, surrounded by colorful Mario-themed decor, creating a playful ambiance perfect for family entertainment.

4.91 out of 5 average rating, 45 reviews

2362 SW 6BD - Amazing Sunny Pool - Near Disney

A private pool area features a heated pool and a connected spa, surrounded by a screen enclosure. Comfortable seating is provided on a wooden lounge set, with a small table nearby. Sunlight filters through the mesh overhead, creating a bright and inviting space.

4.98 out of 5 average rating, 44 reviews

FREE Pool Heat - Gorgeous 4 Bed Disney Home

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

4.99 out of 5 average rating, 142 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

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, 51 reviews

Star Wars Immersive Getaway | Unforgettable Stay

A private, enclosed swimming pool is highlighted, surrounded by a spacious patio area. Comfortable seating is arranged for relaxation and a dining umbrella offers shade. Lush greenery can be seen in the background, contributing to a serene ambiance.

4.95 out of 5 average rating, 21 reviews

* Water View * Heated Pool * near Disney

Apartment rentals in Kissimmee

5 out of 5 average rating, 102 reviews

A private rooftop terrace features several blue adirondack chairs arranged around a small outdoor rug atop a light-colored floor. Bright sunlight illuminates the space, which is bordered by walls and overlooks a cityscape in the distance. Umbrellas provide shade in select areas.

Apartment in Orlando

Private Rooftop Suite!

The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.

4.96 out of 5 average rating, 120 reviews

Oceanic Oasis Near Disney

A modern living area features a green sofa and a wooden coffee table, with a well-equipped kitchenette in the background. Natural light enters through large windows draped with sheer curtains. The bedroom is visible in the distance, showcasing a king-size bed against a neutral wall.

4.77 out of 5 average rating, 235 reviews

King Bed First Floor Family Condo Disney Universal

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

5 out of 5 average rating, 34 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

4.8 out of 5 average rating, 284 reviews

The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.

Apartment in Clermont

Charming Lakefront Apt. Near Disney

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

4.91 out of 5 average rating, 139 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

A modern living area features a comfortable sofa in a neutral tone, a round dining table with mint green chairs, and a decorative coffee table. A large television is mounted on the wall, while soft natural light filters through sheer curtains.

4.88 out of 5 average rating, 117 reviews

*NrDisney*BrandNew*LakeFront*APT

A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.