Pet-friendly vacation rentals in Kissimmee

A resort-style water complex is surrounded by lush landscaping and palm trees. The winding pool features clear, inviting water with lounge areas and shaded cabanas. Bright blue skies filled with clouds create a serene backdrop for this recreational oasis.

4.98 out of 5 average rating, 288 reviews

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

PetsWalkabilityCleanliness

4.95 out of 5 average rating, 100 reviews

MoanaTheme| YES Pets| Heated POOL & SPA| Disney

Welcome to the Moana Tiki Cabana, a tropical-oasis located in the exclusive Encore gated resort close to Disney! This 5-bedroom, 4-bath retreat offers a unique, playful Moana design, a fully stocked kitchen with FREE snacks, coffee, water, Fast Wi-Fi, 6 Smart TV’s and Games. Our private backyard features a heated pool, hot tub, BBQ grill, and dining area – perfect for Vacationers! With plenty of space for up to 12 guests, it’s an ideal pet friendly getaway for families with a crib & high chair.

PetsOutdoor spacesCleanliness

4.89 out of 5 average rating, 271 reviews

Bohemian Bungalow! <5 Miles from Parks! 2 Masters!

Welcome to Bohemain Bungalow! A townhouse less than 5 miles from Disneyworld (10 mins). This 4 bedroom condo features 2 Masters (one on the first floor) and 2 secondary/kid bedrooms. If you are looking for a cozy place to call home while visiting, please book your next stay with us. After a long day at the parks you can come back and kick your feet up at the Spa, or just enjoy your favorite T.V. show on our 55 inch Swivel T.V. Towels and toiletries provided. Great for the family or groups.

PetsWalkabilityKitchen

4.95 out of 5 average rating, 110 reviews

A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

Home in Davenport

Sunny-All-Day Pool Vacation Home

Welcome to our Sunny 3-Bedroom Retreat! This inviting home features 3 spacious bedrooms, a south-facing pool for all-day sun, and a private fenced yard. Enjoy the bright living space, modern kitchen, and outdoor oasis with comfortable seating. Conveniently located near local attractions, dining, and shopping. Additional amenities include high-speed Wi-Fi, smart TV, air conditioning, washer and dryer, and free parking. Book now for a perfect getaway! **No parties ($500 fine) and no smoking**

PetsOutdoor spacesLong stay

4.86 out of 5 average rating, 148 reviews

Villa in Kissimmee

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

PetsOutdoor spacesBathroom

The exterior of a modern, two-story townhome villa is shown, featuring a light-colored façade with multiple windows illuminated at dusk. The structure includes elements of classic architectural detailing. A landscaped area with neatly arranged greenery is visible in the foreground, creating a welcoming appearance.

4.89 out of 5 average rating, 105 reviews

5 min -> Disney! Amazing Family Villa! | 144

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World! Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 4 bedrooms has its own attached bath. After a day exploring the parks, come home to indulgence at the Resort, which features a community hot tub, heated pool, fitness center, playground, and a sleek Clubhouse.

WalkabilityPetsLong stay

4.86 out of 5 average rating, 326 reviews

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

WalkabilityPetsView

A spacious living area features a comfortable sofa with decorative pillows, a dining area with seating for six, and a fully equipped kitchen. Natural light floods the room through large windows, offering views of the exterior. Subtle decor elements enhance the welcoming environment.

4.96 out of 5 average rating, 142 reviews

Happy Place/ 18 Min to Disney/ Lakeview/ Pool/Park

Welcome to our Happy Place: 1- Best Location in a Residential Neighboorhood 2- 20 Min to Magic Kingdom 3- 22 Min to Seaworld 4- 21 Min to Universal Studios and Disney Springs 5- 25 Min to Orlando Airport 6- 4 Bedroom designed for 10 guests (1 King Bed , 1 Queen, 2 Full, 1 Bunk Bed Futon) 7- Free Parking (4 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Shared Pool 11- Volleyball Court 12- 24/7 Available Host 13- Playground 14- Amazing Lake Views from our backyard 15- Barbecue

PetsWalkabilityFamily

4.91 out of 5 average rating, 287 reviews

Cozy House with Pool. Kissimmee/Orlando

Welcome to Your Kissimmee Getaway! 🏠 Enjoy a relaxing stay in beautiful Kissimmee, conveniently located near Orlando’s world-famous theme parks, restaurants, shopping, and entertainment -Pet friendly home🐾( pet fees may apply) Please make sure to include your pet(s) when making your reservation so any applicable fees can be reflected in your booking. -No parties or events of any kind -No smoking inside the property Please respect the home, neighbors, and community during the stay

PetsWalkabilityLocation

The outdoor pool area features a spacious turquoise pool, surrounded by a screened enclosure for comfort. Lounge chairs with bright cushions are positioned nearby, while a basketball hoop stands at one end of the pool, offering fun recreational options.

4.91 out of 5 average rating, 280 reviews

Stunning 6BR Lakeview at Storey Lake Disney - 2929

Modern luxury home with lake view, recently built, best location in town, at world-known Storey Lake Resort. Almost 4,000sf of a/c area, featuring 6 bedrooms, 6 full baths, game room, private pool, and spa. 3 Minutes away from Super Target, Publix Supermarket and Walmart 15 Minutes away from Disney Parks 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

PetsWalkabilityLocation

4.99 out of 5 average rating, 161 reviews

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.

Villa in Kissimmee

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

PetsOutdoor spacesAccess

A spacious backyard features a private pool and spa, surrounded by comfortable chaise lounges. A playful hammock is positioned nearby, while a cushioned outdoor seating area is visible. The house is designed with large windows to enhance natural light, set against a vibrant sky.

4.94 out of 5 average rating, 169 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. **

Outdoor spacesPetsAmenities

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Superhost

An inviting private pool area is enclosed with a protective screen, featuring a vibrant pineapple pool float positioned beside the water. Sunlight reflects on the clear blue pool, and the surrounding white fence offers privacy. The spa area is visible in the background.

4.76 out of 5 average rating, 304 reviews

Guest Favorite 3BR Pool Home w/ Fully Fenced Yard

Outdoor spacesPetsGrill

4.95 out of 5 average rating, 193 reviews

Disney-Inspired Suites • Game Room • Summerville

WalkabilityPetsAccess

5.0 out of 5 average rating, 113 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

WalkabilityOutdoor spacesHospitality

A screened-in pool area offers a view of a serene lake surrounded by trees at sunset. The pool is illuminated in vibrant colors, while a hot tub and a stylish seating area with cozy cushions invites relaxation.

4.95 out of 5 average rating, 115 reviews

Waterfront next to Resort by Disney Game &Theater

Outdoor spacesWalkabilityValue

The exterior of the house is presented, showcasing a spacious driveway leading to a two-car garage. Lush green grass frames the driveway, while palm trees add a tropical touch. The house features a modern design with a prominent entrance and neatly arranged landscaping.

4.86 out of 5 average rating, 125 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

WalkabilityPetsCheckout

An open-plan kitchen and dining area features sleek, modern appliances and a large island with golden bar stools. Marble flooring creates a seamless look, while large windows bring in natural light, accentuating the stylish design elements on the walls.

4.93 out of 5 average rating, 103 reviews

Gold Getaway, Close 2 Disney, Heated Pool

WalkabilityPetsCheck-in

4.89 out of 5 average rating, 158 reviews

Private Heated Pool & BBQ Included Near Disney

PetsOutdoor spacesIndoor spaces

4.92 out of 5 average rating, 103 reviews

Spacious 4bd pool home 12 mins to Disney

PetsWalkabilityAir conditioning

Pet-friendly home rentals with a pool

A serene lakeside seating area is highlighted by sandy ground and palm trees. Sturdy wooden posts are anchored with rope, creating a relaxed atmosphere. In the background, a tranquil lake reflects the sky, enhancing the peaceful outdoor setting.

4.98 out of 5 average rating, 154 reviews

Disney 5BR • Private Pool Free Heat • Pet Friendly

Outdoor spacesPetsGrill

4.86 out of 5 average rating, 116 reviews

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

Condo in Kissimmee

Wonderful apartment close to Disney • 3bed • 2bath

Getting aroundFamilyWifi

4.99 out of 5 average rating, 103 reviews

A hot tub is situated on a patio with a view of a lake at sunset. The vibrant sky features hues of orange, pink, and purple, while a railing surrounds the space, enhancing the scenic atmosphere. The tranquil water reflects the colors of the sky.

Cottage in Kissimmee

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Outdoor spacesWalkabilityFamily

Vacation home in Kissimmee

A balcony area features dark blue cushioned seating and a wooden coffee table. A view of a calm lake is visible beyond the railing, under a sky filled with scattered clouds.

*Free Early Check ins / Late Check outs*

WalkabilityOutdoor spacesNearby

4.9 out of 5 average rating, 257 reviews

4.95 out of 5 average rating, 66 reviews

Apartment in Orlando

Epic stay at Vista Cay!

Outdoor spacesWalkabilityComfort

4.89 out of 5 average rating, 92 reviews

Condo in Horizon West

2BR Modern Pet-Friendly Condo 6 mins from Disney

PetsOutdoor spacesLayout

5.0 out of 5 average rating, 12 reviews

Apartment in Kissimmee

The cozy escape in Kissimmee

WalkabilityLocationIndoor spaces

4.98 out of 5 average rating, 44 reviews

*Modern Condo Resort/Pool/Spa/15 Min to Disney*

PetsOutdoor spacesLocation

Private, pet-friendly home rentals

5.0 out of 5 average rating, 66 reviews

Condo in Kissimmee

Renovated Family Condo • Disney • Free Parking

PetsSleep qualityLocation

A well-maintained single-story home is framed by lush greenery and palm trees, with a clean walkway leading to a welcoming front porch. The house features a two-car garage, and the landscaped yard presents a neat appearance with evenly trimmed bushes.

4.97 out of 5 average rating, 30 reviews

Delightful private pool home near Disney!

Outdoor spacesFamilyNearby

Superhost

4.89 out of 5 average rating, 9 reviews

Luxury Pool Home | Near Disney | Resort Access

HospitalityComfortAccuracy

4.86 out of 5 average rating, 22 reviews

Orlando Dream Escape | Private Pool | Disney

Outdoor spacesHospitalityLocation

Home in Buenaventura Lakes

Comfy Home with Hot Tub at Kissimmee/Orlando area!

PetsConditionCheck-in

4.95 out of 5 average rating, 78 reviews

A screened-in outdoor area features a private pool with connecting hot tub. Comfortable lounge chairs and a table are arranged beneath a bright umbrella, providing shade. The surrounding walls are designed with mesh for a seamless outdoor experience while offering protection from pests.

4.96 out of 5 average rating, 77 reviews

5 BR 5 BA w/ private pool near Disney

PetsWalkabilityLaundry

4.96 out of 5 average rating, 48 reviews

Magical 4 Bedroom House sleeps 9 people

Sleep qualityAmenitiesLocation