House holiday rentals in Kissimmee

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, 105 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 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, 130 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

A vibrant bedroom features an orange accent wall with a large, circular yellow mural and playful silhouettes of characters. A wooden headboard supports a spacious bed dressed in patterned bedding, complemented by a decorative round pillow. Two bedside tables with lamps complete the cozy space.

4.93 out of 5 average rating, 180 reviews

10 min Disney | Private 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 may vary by traffic). When you want to unwind at the house, you have access to our fully loaded game room (air hockey, foosball, ping pong, and more!), private swimming pool and hot tub, BBQ grill, ultrafast 300mbps 5G Wi-Fi, and complimentary Disney+ on each of the five 4K Roku Smart TVs.

A private pool area features a crystal clear pool with a built-in spa, surrounded by a screened enclosure. A spacious patio is equipped with lounge chairs, a dining set, and a barbecue grill, offering a relaxed outdoor environment.

4.94 out of 5 average rating, 126 reviews

Vacation Home 3 bedroom/2 full bath/private pool

Bring the whole family to this great place with lots of room for fun. This house is perfect for you, your family, and friends! Spacious 3 bedrooms and 2 full baths that can accommodate up to 9 people. The house is fully air conditioned and has a pool. Indoor entertainment such as board games, ping pong table and TV cable. 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**

4.96 out of 5 average rating, 166 reviews

A modern kitchen is featured, showcasing white cabinetry and a marble countertop. The central island is equipped with a sink and offers additional workspace. Sleek stainless steel appliances are present, including a refrigerator and an oven, while pendant lights provide illumination.

Home in Four Corners

New Gtd community Sleeps 6 - 3B/2 bth near Disney

NEWLY BUILT private home. Enjoy a stylish experience with fully equipped kitchen and EVERYTHING brand new. Sleeps up to 6 in 3bed/2bath. Includes 1 KING and 4 Twin beds with a tv in each room. Enjoy the arcade game and lounge in the relaxing open space. Connect to WiFi and enjoy the dedicated workspace. Safe & secure smart house in gated community. Access to resort style pools, sports courts & more. Minutes from several entertainment spots including Disney, shopping & restaurants all close by.

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

4.89 out of 5 average rating, 100 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.

4.97 out of 5 average rating, 113 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.

A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.

4.9 out of 5 average rating, 148 reviews

Awesome Vacation Home w/ Private Heated Pool/Spa

Sunshine living at its best! The Abbey at West Haven is an enclave of exclusive vacation homes. This gem has been totally redesigned and upgraded for your vacationing pleasure and is the IDEAL choice for your next family vacation or getaway in Central Florida. Stores, restaurants and golf courses are all within 5 mins and Disney just 15 mins away. After a long day at the Theme Parks or a round of golf, relax at the private, pool and spa or enjoy a BBQ on the enormous covered patio.

The exterior features a multi-level blue and beige building set among lush greenery. Large windows and balconies are visible, framed by trees and shrubs. The building's entrance includes archways and brick details, contributing to its inviting appearance.

4.96 out of 5 average rating, 123 reviews

New 3BR/2BA, 15 min. to Disney, close to parks

Bright, airy, clean and spacious. Newly renovated and modern feel. TV's in all rooms. Comfortable mattresses, washer/dryer, ground floor unit. Close to Restaurants, Disney World, Orlando Premium Outlets shopping, Universal, and Sea World attractions. Celebration 5 min. away. Centrally located to everything! Club house - large pool, jacuzzi, gym, sauna and grill area. Wi-Fi access. 23min. to MCO Airport, 24min. universal Studios, 20Min. International Drive, 15Min. Disne

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.

4.95 out of 5 average rating, 125 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 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, 145 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.

5 out of 5 average rating, 236 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Popular amenities for house rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.67 out of 5 average rating, 15 reviews

Spectacular 8Bd 5.5Bth 4K Movie Theater Pool & Spa

A private screened-in pool is surrounded by a clear enclosure, offering unobstructed views of a serene lake and lush greenery. Sunlight reflects off the water, enhancing the tranquil atmosphere. Comfortable lounge chairs are positioned nearby for relaxation.

5 out of 5 average rating, 40 reviews

Serene 4BR Pool Home Near Disney

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.

4.89 out of 5 average rating, 44 reviews

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

The private pool area features clear blue water surrounded by a spacious deck. A spa is adjacent to the pool, and patio furniture is visible in the background, providing options for relaxation. A screen enclosure protects the area while allowing natural light to fill the space.

4.92 out of 5 average rating, 13 reviews

Getaway w/ Private Pool & SPA + BBQ | 10min Disney

4.93 out of 5 average rating, 15 reviews

Sunny Fun Disney – Pool, Style & Serenity

5 out of 5 average rating, 6 reviews

3 BD/ 3 BA Sleeps 8! Windsors Palm (2318 SP)

A modern living room is showcased, featuring a cozy seating arrangement with gray sofas positioned around a central table. A flat-screen TV is mounted on the wall, with plants and decor enhancing the space. Natural light floods in through the windows, brightening the room.

5 out of 5 average rating, 9 reviews

Haven Luxe

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.

4.81 out of 5 average rating, 42 reviews

The Eights House by Disney. Themed Island Dream

Weekly house rentals

4.74 out of 5 average rating, 35 reviews

Cozy House near Disney.

A two-story ranch style home features a light exterior with contrasting dark trim. The entrance is highlighted by a decorative door, flanked by landscaped greenery. A manicured lawn extends around the house, with palm trees and other foliage providing a natural backdrop under a partly cloudy sky.

5 out of 5 average rating, 19 reviews

Private Ranch Style Home on Lake

A dining area features a wooden table surrounded by four black chairs. Natural light filters through sheer curtains, illuminating the space. A mounted TV is positioned above a decorative wall panel, while two accent chairs offer additional seating.

4.96 out of 5 average rating, 26 reviews

10 Min from Disney | Luxury & Modern | No Carpet

A bright and airy living area showcases an open layout with a comfortable sectional couch and a glass coffee table. A large flat-screen TV is mounted on a wall, and a dining area with a table and chairs is visible. Natural light flows through spacious windows.

5 out of 5 average rating, 48 reviews

Modern Family Home Near Disney - Pool & Lake View

5 out of 5 average rating, 94 reviews

The image features a private pool surrounded by lounge chairs, with a basketball hoop and a lush green backdrop. An entertainment area is visible in the foreground, showcasing a game table, a digital pinball machine, and a large screen for movies and games, including a fun tube slide.

Home in Four Corners

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

The entrance features a spacious, modern foyer with a wooden double door framed by vertical light fixtures. The neutral-colored walls provide a clean backdrop, while a wooden bench and planters enhance the welcoming atmosphere. Lush greenery and a well-maintained lawn are visible in the foreground.

4.87 out of 5 average rating, 31 reviews

Florida HappyNest Secluded Luxury Guesthouse

The outdoor area features a screened-in private pool, surrounded by patio furniture and a dining set. Soft lighting illuminates the space as the home’s light-colored exterior contrasts with the vibrant pool. Large windows and doors provide ample natural light to the interior.

4.92 out of 5 average rating, 25 reviews

Casa Lita with Private Pool Near Disney

The charming cottage is illuminated by warm string lights during twilight, highlighting its welcoming exterior. A covered entryway provides shelter, while lush greenery surrounds the property. The serene evening sky is visible, creating a peaceful ambiance in the inviting outdoor space.

5 out of 5 average rating, 13 reviews

Mickey’s Lake House

Private house rentals

A modern dining area showcases a long wooden table set for meals, complemented by white chairs. A stylish light fixture hangs overhead, and large glass doors provide a view into the outdoor space, allowing natural light to fill the room.

4.95 out of 5 average rating, 42 reviews

Pvt Pool/Grill - 2 Free Water Parks-15 Min Disney.

4.89 out of 5 average rating, 35 reviews

Amazing Solara 7BR/ Pool /Spa /Free Waterpark

5 out of 5 average rating, 57 reviews

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.

Home in Four Corners

Gorgeous 5BR @ Encore Next to Disney - 305

A single-story residence is framed by lush green grass and tropical landscaping. Palm trees and ornamental plants are positioned near the entrance, while a wide driveway leads to a two-car garage. Large windows allow natural light to illuminate the inviting façade.

5 out of 5 average rating, 20 reviews

Modern home with Private Pool near Disney

5 out of 5 average rating, 60 reviews

Josh & Megan’s Place

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, 47 reviews

FREE Pool Heat - Gorgeous 4 Bed Disney Home

4.96 out of 5 average rating, 48 reviews

ST2641 Stylish Home Near Disney with Heated Pool

An inviting private pool area is shown within a screened enclosure, featuring clear blue water and a rounded pool shape. Comfortable outdoor seating is placed beside the pool, with lush greenery decoratively lining the wall, enhancing the tranquil space.