House holiday rentals in Kissimmee

An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.

4.96 out of 5 average rating, 323 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

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, 129 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 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, 160 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

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

Superhost

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, 143 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 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.

Home in Championsgate Village

The game room features a vibrant blacklight theme with neon accents. There are various arcade games, including a basketball game and air hockey table. The floor is decorated with playful, glowing images. This space is designed for family entertainment.

4.97 out of 5 average rating, 105 reviews

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

4.99 out of 5 average rating, 139 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

Superhost

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, 204 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

A bright and spacious living area showcases a modern design, featuring a welcoming sign displaying 'VACATION MODE ON.' A wine bottle and glasses are positioned on the counter, while natural light floods in through large windows, highlighting the dining area and outdoor views.

4.91 out of 5 average rating, 128 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

Experienced superhosts - check out our other listing for reviews! Larne Lodge has just gone through a full modern renovation! Located just 3 miles from Disney and 11 miles from Universal Studios, Larne Lodge is the perfect vacation spot for families and friends to make lasting memories! This spacious townhouse is located in a beautiful private and gated resort, which offers guests a shared pool with a pool bar, gym, bar, restaurant, games room, and a convenience store.

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. **

Popular amenities for Kissimmee house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 110 reviews

The image showcases a variety of themed spaces, including a game room featuring pool and foosball tables, colorful wall graphics, and gaming stations. A bright yellow slide leads to a children's area, while outdoor pickleball courts and a private pool area with a screened lanai are also depicted.

Home in Four Corners

Four Corner-Amazing Movie & Game Rooms

A vibrant pool area features clear, inviting water, reflecting a colorful mural depicting various playful characters against a sunny backdrop. The space is surrounded by lounge chairs and decorative lighting, enhancing the communal and recreational atmosphere.

5 out of 5 average rating, 25 reviews

Kissimmee, Heated pool, Luxury

5 out of 5 average rating, 93 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

4.97 out of 5 average rating, 70 reviews

The exterior of a large, two-story home is displayed, featuring a light-colored facade and a covered front porch. Lush landscaping surrounds the driveway, which is paved with stone. A garage door is positioned on the right side, complemented by decorative lanterns and palm trees.

Home in Osceola County

Large Private Home on Golf course by Disney

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.

4.96 out of 5 average rating, 23 reviews

* Water View * Heated Pool * near Disney

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, 59 reviews

Star Wars Immersive Getaway | Unforgettable Stay

An outdoor patio area features a hot tub, accompanied by colorful chairs and a small table. The scene is set against a scenic lakeside view, framed by a protective screen enclosure, with gentle evening light illuminating the space.

4.98 out of 5 average rating, 48 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

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.

4.87 out of 5 average rating, 23 reviews

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!

Weekly house rentals

A serene outdoor area features a winding pool with an integrated spa, surrounded by poolside loungers in vibrant blue. A shaded dining area is visible, set against a backdrop of meticulously maintained greenery and a clear blue sky.

4.96 out of 5 average rating, 24 reviews

Gorgeous 5BR @Encore next to Disney - 7710

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.

4.92 out of 5 average rating, 65 reviews

Villa Resort Club

5 out of 5 average rating, 9 reviews

Home in CHAMPIONS GT

Townhouse close to Disney!

An aerial view of the expansive resort area showcases a winding lazy river surrounded by palm trees. Multiple pools are visible, along with lounge chairs and shaded areas. The clubhouse, featuring a modern design, sits centrally amid lush landscaping and recreational spaces.

4.9 out of 5 average rating, 51 reviews

Lux Storey Lake Villa/Water Park/Pool/SPA/Themed

5 out of 5 average rating, 18 reviews

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.

Home in Davenport

Private Ranch Style Home on Lake

5 out of 5 average rating, 59 reviews

Home in Davenport

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, 46 reviews

FREE Pool Heat - Gorgeous 4 Bed Disney Home

4.93 out of 5 average rating, 15 reviews

Sunny Fun Disney – Pool, Style & Serenity

Private house rentals

5 out of 5 average rating, 18 reviews

A private pool is framed by a tiled deck featuring six blue lounge chairs. The space overlooks a lush golf course, with manicured grass visible in the background. Palm trees are situated along the perimeter, enhancing the outdoor ambiance.

Home in Reunion

Luxurious five-bedroom villa with modern comforts

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.

4.88 out of 5 average rating, 64 reviews

contemporary home w/ private pool, near parks

The image grid showcases various areas of the villa. A private pool area with lounge chairs is featured, surrounded by palm trees. A spacious bedroom with a neutral palette and modern furnishings is present. The game room includes an entertainment system, a pool table, and vibrant wall decor. The themed bedroom displays bunk beds and whimsical accents.

5 out of 5 average rating, 9 reviews

Luxury Oasis: Sleeps 16 Perfect for Large Groups

4.96 out of 5 average rating, 51 reviews

Home in Championsgate Village

An engaging kids' bedroom is displayed, featuring a jungle-themed design with a playhouse and a slide. The room showcases vibrant wall art, while colorful bedding and fun decor invite imaginative play. A covered sleeping area offers cozy bunks, completing the adventurous atmosphere.

5 out of 5 average rating, 38 reviews

Your Dream Vacation—Disney Magic Brought to You!

5 out of 5 average rating, 36 reviews

An outdoor living space features a private splash pool surrounded by a screened enclosure. A comfortable seating area with bright cushions is complemented by a dining table. An outdoor grill is visible, alongside a wall-mounted television, with greenery and a clear sky in the background.

Home in Davenport

Magic Place | 15 Min Disney Park |Heated Pool |BBQ

5 out of 5 average rating, 21 reviews

Harry Potter House of Requirement KissimmeeOrlando

A screened lanai features a large swimming pool, surrounded by a paved deck and four patio loungers. The tranquil water view is visible through the mesh enclosure, with colorful skies reflecting at sunset.