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Pet-friendly vacation rentals in Osceola County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Osceola County

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

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Top guest favorite

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 Kissimmee

5 out of 5 average rating, 138 reviews

Charming Cottage Just 10 Minutes From 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. • 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 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 $40 service fee, max 2 pets* * 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*

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.

Villa in Kissimmee

4.82 out of 5 average rating, 249 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.

Guest suite in Kissimmee

4.94 out of 5 average rating, 184 reviews

temple & glamping | summer getaway

How this Airbnb was born? Me and my husband wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome.

Top guest favorite

A cozy living area features two leather sofas positioned around a wooden coffee table with a glass top. In the background, a well-equipped kitchen with wooden cabinetry is visible. Natural light fills the space, enhancing the warm tones of the decor.

Cottage in Lake Wales

4.9 out of 5 average rating, 125 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

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.

Home in Kissimmee

4.87 out of 5 average rating, 191 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!

Top guest favorite

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

4.97 out of 5 average rating, 59 reviews

Large Private Home on Golf course by Disney

Bring the whole family to this great place with lots of room for fun. With fantastic views of the 4th hole on the Tom Watson golf course and your own private pool and hot tub everyone will enjoy this stylish and modern vacation home. Located in premier Reunion Resort and only 10 minutes to Disney you can have it all! This home boats over 4000sq feet, two very large masters suites, 2 additional bedrooms and plenty of space throughout the home. There are 6 tvs! Pets are welcome too!

The exterior of the home is highlighted at night, showcasing a welcoming entrance beneath a soft glow. Palm trees stand prominently, framing the house, while the neighborhood features well-maintained landscaping and a clearly marked sign for 'Bridgewater.'

Home in Kissimmee

4.91 out of 5 average rating, 162 reviews

Arcade Garage | King Bed | 15 Min to MCO & Disney

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. Send me a message to find out if we’re offering any additional seasonal discounts! -25 mins to Disney Parks -15 mins to Orlando International Airport - 12 mins to Silver Spurs Arena/Osceola Heritage Park -15 mins to Lake Nona -15 mins to USTA National Campus -1 hour from Cocoa Beach - 3 mins to Walmart & Plaza.

Top guest favorite

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.

Home in Kissimmee

4.96 out of 5 average rating, 104 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. **

Top guest favorite

An illusion room featuring whimsical decorations, including oversized flowers and mushrooms. The wall artwork presents characters from Alice in Wonderland, with vibrant colors illuminating the space. A neon sign highlights the theme, while a clock and a framed mirror add unique touches to the playful setting.

Home in Kissimmee

4.98 out of 5 average rating, 124 reviews

Themed House•Illusion Room•Waterfront Private Pool

❤ Illusion room with character outfits ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Free Netflix ❤ Fully equipped kitchen ❤ Sleeps 12 ppl ❤ 2 king beds, 2 cribs, 1 Queen memory foam sofa bed, 6 twins ❤ Newly renovated home ❤ Fully stocked home ❤ Alice in Wonderland®-themed home ‼️ No parties, No smoking, 4 dogs max $75/pet

Top guest favorite

A modern living area showcases a mix of comfortable seating, including a plush blue couch and a tan sofa, arranged around a stylish, round ottoman. A large television is mounted above a lighted console, and natural light filters through the nearby window, enhancing the warm decor.

Condo in Osceola County

5 out of 5 average rating, 19 reviews

Cerca de Disney Luxury House Reunion Resort

🌟 Luxury Retreat at Reunion Resort – Your Ultimate Getaway! 🌟 ✨ Fully remodeled 3-bedroom villa with high-end decor, modern kitchen, and spacious living areas. Enjoy a 5-star resort experience just 6 miles from Disney! 🏡 Located in Reunion Resort, a 2,300-acre exclusive community with world-class amenities: restaurants, gym, and more—just minutes from Margaritaville & Celebration Town. 🔑 Book now and experience luxury near Orlando’s top attractions! 🌴🔥

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

4.98 out of 5 average rating, 113 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 :)

A hot tub is illuminated by soft lighting, surrounded by a wooden fence and lush greenery. Adjacent lounge chairs positioned under an umbrella provide additional seating. The artificial grass adds a vibrant touch to the tranquil outdoor setting, enhancing the relaxing atmosphere.

Home in Lake Wales

4.85 out of 5 average rating, 158 reviews

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Take it easy at this unique and tranquil getaway. Come and enjoy a piece of heaven with friends and family. Take a soak on the hot tub, fire up the grill, make some smores on the fire, sit back and relax. Close to lakes and state parks. Bring your boat or rent our available kayaks to have a great day at Lake Pierce less than a mile away. Drive 45Mins to Disney and 20mins to Legoland. We'll see you soon! Events Available upon request.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Osceola County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A private screened-in pool area is showcased, featuring a clear blue pool surrounded by a spacious deck. Lush greenery is visible beyond the enclosure, providing a tranquil setting. Comfortable seating is arranged nearby, making it ideal for relaxation.

Home in Kissimmee

4.89 out of 5 average rating, 183 reviews

Private 3BR Home,PrivatePool,ROKU,WiFi,GamesRoom

The exterior view showcases a two-story villa with a spacious patio surrounding a private pool and spa. Red lounge chairs are arranged by the poolside, and the house features a covered balcony. The tranquil setting is enclosed by a decorative fence.

Home in Reunion

4.87 out of 5 average rating, 106 reviews

Beautiful Luxurious Gated Villa 1 exit to Disney

A modern kitchen is accented by wooden cabinetry and stainless steel appliances. A central island with seating is highlighted, and a vase of flowers adds freshness. Light blue walls create a calming atmosphere, while a green wall feature enhances the space's natural appeal.

Home in Kissimmee

4.9 out of 5 average rating, 31 reviews

Pleasant Inn

The exterior of a luxurious two-story home is showcased, featuring elegant architectural details such as large arched windows and a double-door entry. A neatly paved driveway leads to a two-car garage, surrounded by well-maintained landscaping with lush greenery.

Home in Kissimmee

4.9 out of 5 average rating, 164 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

Top guest favorite

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.

Home in Kissimmee

4.96 out of 5 average rating, 80 reviews

“Casa Del Sol”

A pergola with swings offers a shaded seating area overlooking a well-maintained backyard. A cozy lounge area is visible, featuring comfortable seating and shaded by surrounding greenery. A stone pathway meanders through the grass, leading to other outdoor amenities, including a fenced-in pool area.

Home in Kissimmee

4.8 out of 5 average rating, 25 reviews

Disney | 200ft backyard | Pet-Friendly | Fire pit

An engaging Star Wars-themed game room features a foosball table, arcade machines, and a spacious seating area. Murals depict scenes from the franchise, with screens displaying games. The room is designed for fun and entertainment, offering a vibrant environment for guests.

Home in Kissimmee

4.82 out of 5 average rating, 141 reviews

Orlando Home with Private Pool & Game Room !

A modern living area showcases a spacious gray sectional sofa, colorful wall art, and large windows that invite natural light. A dining table with white chairs is visible, alongside a bright accent chair and vibrant rug, adding a lively touch to the room.

Home in Kissimmee

4.91 out of 5 average rating, 119 reviews

Modern home 4BR/3.5BA with Pool near Disney World

Pet-friendly home rentals with a pool

A large, screened pool area is visible, featuring a sparkling blue pool surrounded by a patio. Comfortable outdoor seating is arranged under a canopy with decorative lighting. A hot tub and dining area can be seen in the background, providing additional relaxation options.

Home in Kissimmee

4.9 out of 5 average rating, 30 reviews

Family friendly house with pool and game room.

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.

Home in Kissimmee

4.96 out of 5 average rating, 90 reviews

Modern 4bd house/heated pool,Close to Disney

Top guest favorite

A modern kitchen features sleek white countertops and warm wooden cabinetry. Open shelves display plants and decorative items, while built-in appliances include a microwave and a hooded range. Soft ceiling lighting enhances the clean design, creating an inviting cooking space.

Townhouse in Kissimmee

4.96 out of 5 average rating, 89 reviews

Modern 3BR w/ Private Pool – 10 Min to Disney

An outdoor seating area features comfortable blue cushioned sofas arranged around a modern table. The pool is visible in the background, with a screened enclosure allowing natural light to brighten the space. Lush greenery is seen beyond the enclosure, enhancing the outdoor experience.

Home in Kissimmee

4.89 out of 5 average rating, 79 reviews

NEW! Modern finished 6bd pool 8 mins to Disney!

The community pool is shown, featuring clear blue water reflecting the sky. Surrounding palm trees add a tropical touch, while a shaded building is visible in the background. The pool area is enclosed by a white fence, enhancing the serene ambiance.

Townhouse in Kissimmee

4.88 out of 5 average rating, 116 reviews

Modern TH w/ Pool, Close to Disney & Silver Spurs

Townhouse in Kissimmee

4.94 out of 5 average rating, 250 reviews

Relax into Resort-Style Living at a Bohemian Retreat

An inviting patio area features outdoor furniture, perfect for family dining. A swimming pool is enclosed, providing a safe space for leisure. A spacious living room includes a large TV and a full-size sofa bed, enhancing comfort for family gatherings.

Home in Kissimmee

4.98 out of 5 average rating, 90 reviews

Modern House. Great location in Kissimmee/Orlando.

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.

Home in Kissimmee

4.91 out of 5 average rating, 80 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Private, pet-friendly home rentals

The living area features a leather couch positioned near a 65" Smart TV on a wooden media console. A modern coffee table sits on a textured area rug, and floor-to-ceiling sliding glass doors provide a view of the outdoors, allowing natural light to fill the space.

Townhouse in Kissimmee

5 out of 5 average rating, 16 reviews

Stylish 3Bed3-Bath Retreat Minutes from Disney

A modern living area features a light grey sofa adorned with green throw pillows. A round wooden coffee table sits on a dark area rug, enhancing the space. Wall art in black and white graces the walls, while a dining area is visible in the background.

Home in Kissimmee

4.89 out of 5 average rating, 35 reviews

Uniquely Chic home near Disney!

A modern two-story house is presented, featuring a light-colored exterior with stone accents. A concrete pathway leads to the front door, bordered by neatly manicured grass and shrubs. Multiple windows allow natural light to brighten the facade, creating a welcoming appeal.

Home in Kissimmee

4.85 out of 5 average rating, 84 reviews

Luxury 6BR Home w/ Pool, Water Park & Lazy River.

A spacious kitchen area features modern cabinetry and appliances, including a large refrigerator and a stove. A dining table with multiple chairs is positioned next to the kitchen, while sliding glass doors lead to an outdoor seating area. Light floods the space from large windows.

Villa in Kissimmee

4.76 out of 5 average rating, 21 reviews

Amazing home 5 mins to Disney Orlando

A collage of vibrant images showcasing various features. Golf and pool settings are highlighted, along with palm trees and colorful skies. Refreshments are placed on a table, offering a serene view of the landscape. The cozy sleeping area displays comfortable bedding and decor.

Home in Kissimmee

4.96 out of 5 average rating, 51 reviews

LUXURY Modern, Reunion Resort Home near Disney!!

Top guest favorite

A light and spacious living area is shown, featuring a sectional sofa accented with yellow pillows. A flat-screen television is mounted on the wall, with natural light filtering through the nearby window covered by sheer curtains. A small side table displays decorative items.

Home in Haines City

5 out of 5 average rating, 9 reviews

Haines City Lakeview Getaway!

A spacious living area is highlighted by light-colored furnishings, including a large sectional sofa adorned with soft throws. An area rug anchors the room, while a nearby dining space features a small table and four chairs. Soft natural light fills the space through nearby windows.

Home in Frostproof

5 out of 5 average rating, 8 reviews

Reedy Lake Cottage

A spacious living area features light-colored walls and large windows that provide an abundance of natural light. Comfortable furniture is situated around, creating an inviting setting. A pool area with modern design is visible outside, framed by palm trees and the lush golf course landscape.

Villa in Osceola County

4.96 out of 5 average rating, 28 reviews

The Golf Course House, pets OK+mini home theater!

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