Pet-friendly holiday rentals in Kissimmee

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.

4.95 out of 5 average rating, 101 reviews

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**

Outdoor spacesWalkabilityValue

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.

4.9 out of 5 average rating, 167 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.

PetsOutdoor spacesLocation

4.85 out of 5 average rating, 313 reviews

Townhouse in Kissimmee

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.

Outdoor spacesWalkabilityDecor

4.9 out of 5 average rating, 106 reviews

Aerial view of the pool area shows vibrant water slides winding through landscaped surroundings. Multiple swimming pools can be seen, complemented by palm trees and open spaces. Sun loungers are arranged around the pools, offering ample relaxation spots for guests.

Apartment in Kissimmee

Apartment in Four Corners

Escape to this stylish 2-bedroom, 2-bathroom condo, perfect for families or friends seeking a memorable getaway. Enjoy spacious living area, complete with a comfortable sofa bed, and a fully-equipped kitchen. Relax in luxury with a king-size bed and en-suite bathroom. Access at NO ADDITIONAL cost to world-class pools, a lazy river, and a fitness center . Enjoy complimentary Wi-Fi and parking Located in the heart of Champions Gate, Aprox. 15 mins to Disney Parks & 30mins to Universal

PetsOutdoor spacesLaundry

4.99 out of 5 average rating, 100 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

Welcome to Sol Oasis Cove! This amazing pool / spa cottage has one bedroom on the first floor and 2 bedrooms upstairs with a balcony positioned perfect for the sunset over the lake! This property 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.

Outdoor spacesWalkabilityLayout

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, 163 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 spacesPetsGetting around

4.79 out of 5 average rating, 14 reviews

Orlando Dream Escape | Private Pool | Disney

Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊‍♀️ Private Pool

Outdoor spacesLaundryDecor

4.91 out of 5 average rating, 150 reviews

A welcoming living area features a dark brown sofa adorned with decorative pillows in warm tones. Greenery decorates the wall behind the sofa, complemented by a modern lamp. A nearby circular table and chair set add to the inviting space, with natural light filtering through a window.

Apartment in Kissimmee

Lush Green Retreat 10 Min to Parks Pets Allowed

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 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

PetsOutdoor spacesCleanliness

4.88 out of 5 average rating, 143 reviews

A spacious living area is featured, highlighted by a large sectional sofa and a glass coffee table at the center. Natural light fills the room through multiple windows, illuminating the neutral-colored walls and decorative accents. A dining area is visible in the background, complete with stylish seating.

Townhouse in Kissimmee

Fully equipped house 5 beds, 7 people, near parks

New house, is a family home decorated with the best furnitures, to be a great experience to spend a family time. You can park your car on the street in front of the main door. The garage is closed whit my cars inside. Beautiful common spaces, whith pool, GYM, basketball and tennis courts, Kids playgroud. Beautiful common spaces, with pool, basketball and tennis courts. Kids playground Security access gate to visitors and residents

WalkabilityOutdoor spacesComfort

4.9 out of 5 average rating, 155 reviews

Private Heated Pool & BBQ Included Near Disney

Stay close to Orlando’s top attractions in this modern 4-bedroom, 3.5-bath vacation home for up to 10 guests. Enjoy your own private heated pool and built-in BBQ, both included with your stay, plus a bright open living area, full kitchen, fast Wi-Fi, laundry, and family-friendly sleeping spaces. This home is a great fit for families, extended families, and groups who want more space, privacy, and comfort than multiple hotel rooms.

Outdoor spacesPetsTV

5 out of 5 average rating, 12 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

PetsLocationValue

4.85 out of 5 average rating, 105 reviews

Condo in Kissimmee

Andris Luxury Homes Modern 1BR/1ba

Andris Luxury Homes This unique has a style all in its own. This beautiful condo Bali styles condo on its proximity to the world-famous Disney Parks (10 minutes away) and near to Hollywood Studio, Animal Kingdom, Epcot, Island Of Adventure, Volcano Bay, Blizzard Beach, Typhoon lagoon, Aquatica, Sea World, Universal Studio, Island of Adventure, Legoland, Publix, Walmart, and many restaurants are less than 5 miles away.

WalkabilityOutdoor spacesQuiet

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house 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.

4.96 out of 5 average rating, 52 reviews

Modern magic near Disney 2BR/2BA- Pool, Golf, Etc!

PetsWalkabilityCondition

4.82 out of 5 average rating, 34 reviews

Gated Family Resort * (10 Min to Disney)

KitchenCleanlinessAmenities

4.89 out of 5 average rating, 174 reviews

4BD Deluxe nxt to Mickey

Outdoor spacesWalkabilityAccess

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

5 out of 5 average rating, 83 reviews

Luxury Home w/ Pool & 6 Beds near Disney

Outdoor spacesPetsPool

4.98 out of 5 average rating, 40 reviews

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

Outdoor spacesPetsCleanliness

Home in Buenaventura Lakes

4.95 out of 5 average rating, 65 reviews

Comfy Home with Hot Tub at Kissimmee/Orlando area!

PetsAmenitiesFamily

4.98 out of 5 average rating, 94 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

PetsOutdoor spacesQuiet

4.94 out of 5 average rating, 18 reviews

The Ultimate Family Getaway Near Disney

PetsIndoor spacesValue

Pet-friendly home rentals with a pool

5 out of 5 average rating, 13 reviews

Elegant 5B & 3B Private Pool Villa near Disney

PetsAccuracyBackyard

4.95 out of 5 average rating, 57 reviews

Apartment in Orlando

Epic stay at Vista Cay!

Outdoor spacesWalkabilityFamily

4.95 out of 5 average rating, 37 reviews

Chalet in Kissimmee

Paradise Lake Lodge

Outdoor spacesPetsValue

4.94 out of 5 average rating, 221 reviews

A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.

Townhouse in Davenport

Stylish Stay in Davenport

WalkabilityOutdoor spacesSleep quality

4.71 out of 5 average rating, 7 reviews

Mickey Disney Villa | Pool | Arcade | King Suites

FamilyCleanlinessComfort

4.82 out of 5 average rating, 11 reviews

Home in Clermont

Private Pool Home Near Disney | 4BR Sleeps 10

QuietViewFamily

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.

4.92 out of 5 average rating, 76 reviews

Serene 4BR Pool Home Near Disney

Outdoor spacesPetsAmenities

A private pool area features a crystal-clear pool, complemented by a spa and surrounded by paving stones. Lush palm trees are visible on the sides, and views of the golf course stretch in the background, creating a serene atmosphere for relaxation.

4.86 out of 5 average rating, 95 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

PetsWalkabilityLocation

Private, pet-friendly home rentals

4.87 out of 5 average rating, 31 reviews

Home in St. Cloud

Home theater & pool table near Disney parks

PetsOutdoor spacesCondition

5 out of 5 average rating, 16 reviews

Guesthouse in Orlando

Cozy Guest House Near MCO & Theme Parks

AccuracyCleanlinessComfort

5 out of 5 average rating, 55 reviews

Condo in Kissimmee

Renovated Family Condo • Disney • Free Parking

PetsGetting aroundKitchen

5 out of 5 average rating, 28 reviews

Luxe Hideaway 3BR/2BA Full Privacy/ Pool

PetsWalkabilityWi-Fi

5 out of 5 average rating, 6 reviews

Heated Pool + Movie Room | Champions Gate | 5BD

WalkabilityGetting aroundTV

A large swimming pool is bordered by palm trees and lounge chairs, offering plenty of options for relaxation. Umbrellas provide shade in select areas, while the surrounding landscape features neatly arranged pavers leading to additional resort facilities.

4.98 out of 5 average rating, 96 reviews

Pet friendly 3bed room home 10 minutes from Disney

WalkabilityOutdoor spacesFamily

4.98 out of 5 average rating, 81 reviews

The backyard features a private pool and spa surrounded by a paved patio. Comfortable seating areas with plush cushions are visible, inviting relaxation. Chaise chairs are positioned nearby, offering sunny spots to unwind. A basketball hoop is installed at the pool's edge, adding a fun activity option.

Home in Four Corners

Zen luxury 6BR at Encore Resort next to Disney 372

Outdoor spacesPetsHot tub