Pet-friendly holiday rentals in Kissimmee

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

4.83 out of 5 average rating, 289 reviews

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

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, 176 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!

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, 143 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**

Home in Buenaventura Lakes

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.

4.94 out of 5 average rating, 123 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

4.93 out of 5 average rating, 149 reviews

An outdoor area features a private pool surrounded by chaise lounge chairs, with bright cushions for comfort. A spa sits adjacent to the pool, and a basketball hoop is positioned at the edge of the water. The house looms in the background, showcasing large windows.

Home in Four Corners

Gorgeous 6EnSuite PetFriendly @Encore Resort - 404

New Modern 3,300sf luxury home with 6 suites, at world's renowned Encore Resort at Reunion. Featuring 6 suites, a game room, a beautiful backyard, a private pool and spa, and a garage. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

A stylish seating area features a sleek lounge chair with wooden accents beside a small side table. A textured mural of flowing lines adorns the wall, complementing the modern aesthetic. A dining area is visible in the background, with a wooden table and chairs.

4.95 out of 5 average rating, 110 reviews

Modern 4bd house/heated pool,Close to Disney

Welcome to Kissimmee, and a beautiful 4bd 2 bath fully updated house with screened heated pool, 20 minutes drive to Disney and 25 min drive to Universal studios! Perfect for families, and students, and traveling nurses! House also has a custom made play room with miniature golf:) Located in a col-de-sac so you will get a lot of privacy while you staying! Sleeping Arrangements: Bedroom 1- King Size Bed Bedroom 2- Queen Size Bed Bedroom 3- Queen Size Bed Bedroom 4- Queen Size Bed

4.93 out of 5 average rating, 172 reviews

Townhouse in Kissimmee

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark

This stunningly designed townhouse is the perfect family escape, located just 4 miles from Walt Disney World 🎢. Relax in spacious king-size rooms, splash in your private screened-in pool, and enjoy top-notch resort amenities. Bring the whole family – furry friends included – and create magical memories at nearby theme parks! 🐬 16 miles to SeaWorld 🎢 19 miles to Universal Studios ✈️ 27 miles to Orlando International Airport Your dream vacation starts here! Book now!

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.

4.94 out of 5 average rating, 146 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 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. **

4.95 out of 5 average rating, 155 reviews

A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.

Flat in Kissimmee

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

4.98 out of 5 average rating, 127 reviews

The cottage features a charming exterior with bright yellow siding and a classic gabled roof. Lush palm trees and manicured hedges frame the entrance, which includes a welcoming porch with yellow chairs. Large windows allow natural light to enhance the inviting facade.

Cottage in Kissimmee

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.

4.91 out of 5 average rating, 247 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

The exterior of the pool house reveals a welcoming facade with a well-maintained lawn. A screened-in pool area showcases a spacious pool surrounded by tile flooring. The interior features a game room with a billiards table and air hockey, highlighted by modern entertainment options.

4.83 out of 5 average rating, 136 reviews

Pool House in Kissimmee

Quiet and spacious pool house in Kissimmee Florida, 20 minute away from Disney / Universal / Acquatica / SeaWorld theme parks. - 4 bedrooms - 2 bathrooms - Dining Room - Family Room - Kitchen - Double car garage - BBQ - Pool (heater optional) - Security Cameras Outside Only - WiFi 400 MBPS Pool Heater: If you want to use the heater please contact owner This will be your best vacation stay in Kissimmee / Orlando.

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The exterior of the residence is showcased, featuring a well-maintained lawn and a paved driveway leading to a spacious garage. A large tree provides shade, with bright blue skies and scattered clouds in the background.

4.88 out of 5 average rating, 113 reviews

-A Sweet Home Near Theme Parks!-

A charming two-story cottage is featured, exhibiting a cheerful yellow exterior. A small balcony is visible above the entrance, flanked by white railings. Lush palm trees and landscaped foliage surround the property, enhancing the inviting open space in a sunny environment.

5 out of 5 average rating, 151 reviews

Margaritaville Cottage 10 Minutes to DisneyWorld!

5 out of 5 average rating, 6 reviews

Home in Four Corners

Disney World Epic Luxury Marvel Superhero Haven

An enclosed game room features a full-size ping pong table positioned on tiled flooring. String lights are hung overhead, creating a soft ambiance. Nearby, a seating area with wicker furnishings is complemented by a potted plant, while large windows allow natural light to brighten the space.

4.92 out of 5 average rating, 139 reviews

Hot tub, Pool table, King bed!

4.9 out of 5 average rating, 61 reviews

An open living area features a dining table set for four, complemented by a decorative centerpiece. Two chairs with cushions are positioned nearby, with a side table holding a lamp. Subtle artwork adorns the walls, and a green plant adds a touch of nature.

Home in St. Cloud

Private separate half house

The exterior of a two-story home is shown, featuring a well-maintained lawn and a paved driveway leading to a two-car garage. A circular entrance is highlighted by a decorative front door, with large windows allowing natural light to flow inside. The sky is partly cloudy.

4.97 out of 5 average rating, 121 reviews

Manor on Knottingham Near Disney

The exterior of the single-family home is illuminated at night, highlighting the garage and front entrance. Soft lighting accentuates the landscaped garden and driveway, creating a welcoming entrance. The home's design features a combination of stone and stucco, framed by a well-maintained lawn.

4.95 out of 5 average rating, 101 reviews

“Casa Del Sol”

4.8 out of 5 average rating, 15 reviews

Windsor Hills Home w/Arcade Game Room|Near Disney

Pet-friendly home rentals with a pool

5 out of 5 average rating, 15 reviews

The Disney House • Immersive Rooms • Gaming Lounge

5 out of 5 average rating, 85 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

4.91 out of 5 average rating, 22 reviews

Chalet in Kissimmee

Paradise Lake Lodge

5 out of 5 average rating, 32 reviews

The spacious screened porch features warm lighting and a cozy dining area, surrounded by lush greenery. Several reclining chairs with ottomans offer relaxation, while decorative ground lights highlight the landscape. French doors connect the porch to the interior, creating a welcoming open space.

Townhouse in Kissimmee

The Sandy Gator

Superhost

4.77 out of 5 average rating, 31 reviews

Luxury Townhouse Near Disney | 3BR

The outdoor area features a screened-in heated pool and hot tub, surrounded by a spacious deck. Lounge chairs are positioned nearby, while colorful inflatable floats are seen in the water. Natural light filters through the mesh cover, creating a bright atmosphere.

4.93 out of 5 average rating, 41 reviews

Resort Villa! Pool, Hot Tub & Game Room by Disney!

Superhost

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.

4.87 out of 5 average rating, 242 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

4.84 out of 5 average rating, 307 reviews

A bright, airy living area is showcased with large windows covered by sheer curtains. A cozy sectional couch is paired with a circular table, accented by a patterned rug. Decorative plants and vibrant yellow textiles add warmth to the space, creating a comfortable atmosphere.

Cottage in Kissimmee

Private Cottage. Only 5 miles from Disney.

Private, pet-friendly home rentals

A contemporary living area is displayed, featuring teal sofas and a wooden coffee table. A television is mounted on the wall, displaying a scenic mountain view. Large glass doors provide natural light and views of the outdoor seating area and community space beyond.

5 out of 5 average rating, 30 reviews

New listing near Disney 2BR/2BA - Pool, Golf, Etc!

5 out of 5 average rating, 14 reviews

Luxe Hideaway 3BR/2BA Full Privacy/ Pool

5 out of 5 average rating, 20 reviews

5bdrm/pets ok/htd pool& jacuzzi/water park/gameroom

4.97 out of 5 average rating, 76 reviews

Home in Orlando

Cozy Cactus House! 5 min from Universal Studios

A private pool area is surrounded by lush greenery, with lounging chairs positioned beside the water. A hot tub is integrated into the pool's structure, and the home features large windows that add to the openness of the outdoor space.

4.9 out of 5 average rating, 31 reviews

Disney-Themed 6B Villa, Waterpark, Pool, Game Room

An open-concept living area is featured, showcasing modern furnishings in neutral tones. A large television is mounted on the wall, with stylish decorative elements and soft lighting creating a welcoming atmosphere. Bright accents and artwork enhance the family-friendly environment.

4.95 out of 5 average rating, 40 reviews

Orlando Oasis: Themed Rooms, Pool & Surf Simulator

4.96 out of 5 average rating, 28 reviews

"The yellow dragonfly" Gorgeous resort encantada

A renovated home is depicted, featuring light-colored exterior walls and a two-car garage with a white door. The landscaped front yard includes green grass and shrubs. A pathway of paver stones leads to the entrance, framed by decorative plants. Partly cloudy skies are observed above.