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Pet-friendly holiday rentals in Kissimmee

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Kissimmee

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Home in Citrus Ridge
5 out of 5 average rating, 150 reviews

Margaritaville Cottage 10 Minutes to DisneyWorld!

Location location location! We are conveniently located at the Margaritaville Resort. We are just minutes away from DisneyWorld, Universal, and Seaworld, Sunset walk, and H20 Water Park. * THIS DOES NOT INCLUDE ACCESS TO THE RESORT AMENITIES/POOL, however many of our guests chose to purchase a membership at H20 water park with the money they’re saving in resort fees* • Sunset Walk - A brand new experience that provides a plethora of restaurants, shopping, live entertainment, and movie theatre. (Resort shuttle is available, or a 15 min walk). •H20 - A new water park located on the resort property that includes offerings for all ages. ADDITIONAL fees apply. • Formosa Garden Winery - a five minute walk to an abundance of wine and beer with incredible views. The winery is open Thursday-Sunday. We recommend a brunch reservation! Cottage Accommodations - • 2 spacious bedrooms • 2 full bathrooms • Couch that can be converted into queen bed • Free and easy parking • Free WiFi • TV’s with cable in living room and both bedrooms (Netflix & Disney plus available) • High ceilings • Back patio with lounge chairs • Balcony on second floor with two adirondack chairs • All kitchen supplies included • Security for entrances and 24 hour watch House Rules • NO parties under any circumstance per airbnb policy. • No smoking, a $200 fine will be imposed for guests who break this rule • No unregistered guests *if you’ll be bringing a pet, please let us know before your arrival, there is a $50 service fee, max 2 pets*

Guest favourite
An aerial view captures the expansive resort area, featuring a winding lazy river, a spacious lagoon-style pool, and a children's play area. The surroundings are landscaped with palm trees, while shaded seating and a tiki bar add to the inviting atmosphere.
Home in Kissimmee
4.89 out of 5 average rating, 154 reviews

4BD Deluxe nxt to Mickey

Located at one of the most impressive vacation areas in Orlando, Storey Lakes offers a water park, lake access, gym, and a variety of amenities within 10 minutes from the magical world of Disney! This spacious townhouse counts with 4 bedrooms, 3 full bathrooms, and 8 beds, FREE WIFI and parking, PET friendly, grill and a fresh clean environment to ensure an unforgettable family experience. Our team specialized in providing the best customer service to cover your vacation needs and satisfaction!

Top guest favourite
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.
Home in Citrus Ridge
4.97 out of 5 average rating, 175 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!

Guest favourite
A private pool area is enclosed by a safety net, surrounded by well-maintained landscaping and white fencing. Sunlight reflects off the clear water, while a lounge chair and small table offer a space to relax by the pool.
Home in Kissimmee
4.78 out of 5 average rating, 209 reviews

Amazing Blue Private Pool • 4BR House Near Disney

🏡 Spacious 4BR Home w/ Private Pool – 🐶 Pet-Friendly (Upon Approval) & 15 Min to Disney! Enjoy your well-deserved vacation in this family-friendly 4BR home with a private pool just for you! After an exciting day at the parks, unwind in your own backyard oasis. 🚗 Prime Location: ⭐ 15 min – Disney Parks ⭐ 20 min – SeaWorld, Disney Springs, Margaritaville ⭐ 20-25 min – Universal / Epic Universe & SeaWorld ⭐ 30 min – Orlando Intl Airport (MCO) ✨ Book now for the perfect Orlando getaway! 🎢🏡

Top guest favourite
Townhouse in Kissimmee
4.99 out of 5 average rating, 133 reviews

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

Guest favourite
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.
Home in Buenaventura Lakes
4.96 out of 5 average rating, 119 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.

Guest favourite
A single-story home is showcased with a light gray exterior and a dark garage door. Lush green grass surrounds the front, complemented by palm trees and shrubs. The driveway leads to the entrance, under a clear blue sky with a few clouds.
Home in Kissimmee
4.88 out of 5 average rating, 152 reviews

Peaceful Waterfront Retreat, Close to Everything!

Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

Top guest favourite
Flat in Kissimmee
4.96 out of 5 average rating, 126 reviews

Premium LakeView/MoanaRoom/Walk to StoreyClubHouse

This beautifully designed Condo is just 4 miles from Walt Disney World 🎢 offering the ideal family escape. Enjoy beautiful decorated rooms and resort amenities-all while making unforgettable memories. Bring the whole family (including your furry friend) and experience the magic of nearby theme parks! 4 miles to Walt Disney World 16 miles to Sea World 19 miles to Universal 27 miles to Orlando International Airport Join Us for an Unforgettable Disney Adventure! Learn More Below!

Top guest favourite
The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.
Flat in Kissimmee
4.91 out of 5 average rating, 128 reviews

Sleek Modern Gateway 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

Guest favourite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Sunridge Woods
4.92 out of 5 average rating, 134 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. 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**

Guest favourite
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 Citrus Ridge
4.98 out of 5 average rating, 126 reviews

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 :)

Top guest favourite
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.
Home in Kissimmee
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.

Popular amenities for Kissimmee pet-friendly home rentals

When is the best time to visit Kissimmee?

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Avg. price$191 SGD$194 SGD$198 SGD$194 SGD$165 SGD$180 SGD$187 SGD$168 SGD$154 SGD$164 SGD$182 SGD$218 SGD
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Quick stats about holiday rentals that are pet-friendly in Kissimmee

  • Total holiday rentals

    Explore 1,210 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,070 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    1,070 properties feature pools

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

  • Wifi availability

    1,200 of Kissimmee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.6 Average rating

    Kissimmee stays receive an average rating of 4.6 out of 5 from guests

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