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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

An inviting living area features a comfortable tufted chaise lounge and a cozy recliner. A flat-screen TV is mounted above a classic fireplace, surrounded by soft curtains that frame bright windows. The floor showcases warm wooden tones, contributing to a homely ambiance.

Cottage in Lake Wales

4.97 out of 5 average rating, 144 reviews

Charming, renovated 1917 Cottage

Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Top guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 153 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.

Home in Kissimmee

4.91 out of 5 average rating, 126 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 Kissimmee

4.91 out of 5 average rating, 112 reviews

Pet friendly Orlando area near ESPN Center

Pet friendly Top floor unit located inside the Melia hotel with a pool view (no resort fee with some exceptions). Updated Disney theme décor. Prime location in the Heart of Disney Area, you will be within a few minutes of Disney (3.7 miles) and ESPN Wide World Sport Complex. Quick access to restaurants, shops and all the attractions that Orlando area as to offer. This 2 bedrooms, 2 bathrooms with 1070 square feet of living space, easily sleep 6. Large infinity pool with family activities.

Top guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 110 reviews

Modern House with Private Pool Getaway Kissimmee

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

Home in Osceola County

4.93 out of 5 average rating, 122 reviews

Pirate & Princess: Themed/Disney/Resort

Wishes come true at The Pirate & Princess 5BR/6BA immersive vacation home, 6 miles from Disney. Seeking enchanted adventure? Sprinkle pixie dust, second star to the right, to… Reunion Resort! Gated golf resort; pools/dining/gym. Treasure Island, Peter Pan, Tinker Bell, Captain’s Lounge, Little Mermaid & Moana; Disney-inspired rooms, professionally designed! Private Pool/Spa/BBQ/Chef’s Kitchen/Office/Laundry/WiFi/In-Law Apt./Sunset Lake Views. Family-friendly gem to delight kids! Sleeps 15.

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

4.89 out of 5 average rating, 100 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

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

4.88 out of 5 average rating, 202 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 house exterior displays a blend of white wooden siding and warm wooden accents. Two white, vintage-style chairs are positioned on the porch, leading to a central door with decorative glass. A small set of stairs provides access to the entrance.

Home in Lake Wales

4.96 out of 5 average rating, 124 reviews

Freshly Renovated Home

Cute older house with modern amenities. Located right downtown within a block from the playpark, Lake Wailes lake, walking path, and the historic downtown shopping area. All of the appliances in the home are brand new, as well as the washer and dryer. There is a large TV in the living room, as well as one in each bedroom - each with Roku and Netflix. Each bedroom also has a mini split A/C unit to sleep as cold, or hot, as you like. Parking is in the rear covered carport.

Top guest favorite

An outdoor view shows a private pool, where a person is enjoying the water with a serene water view beyond. Inside, an illusion room presents colorful decorations and a lively atmosphere. A cozy bedroom showcases a spacious bed adorned with soft linens. A game room is visible, featuring engaging entertainment options.

Home in Kissimmee

4.99 out of 5 average rating, 135 reviews

[Top pick] Illusion Home • 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 private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

Townhouse in Kissimmee

4.95 out of 5 average rating, 213 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Top guest favorite

A bright living area features a light-colored sofa and a modern side table with a decorative lamp. Natural light floods through large windows, illuminating a dining space with a table and chairs, alongside a kitchen counter visible in the background.

Townhouse in Kissimmee

4.9 out of 5 average rating, 298 reviews

Disney fireworks new house - 5 minutes to Disney

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

Vacation rentals for every style

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Cabins

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Quaint homes, peaceful surroundings

Luxury Stays

Experience one of our premier homes

Popular amenities for Osceola County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Kissimmee

4.89 out of 5 average rating, 187 reviews

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

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

4.89 out of 5 average rating, 169 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

Top guest favorite

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.

Home in Kissimmee

4.96 out of 5 average rating, 98 reviews

Manor on Knottingham Near Disney

Top guest favorite

An aerial view displays a single-story home featuring a light-colored exterior. Solar panels are visible on the sloped roof, surrounded by a manicured lawn with shrubs. A screened pool area is located in the backyard, bordered by trees and green landscaping, adding to the serene ambiance.

Home in Kissimmee

5 out of 5 average rating, 47 reviews

Family Vacay with Pool near WDW!

A resort pool area features a winding pool surrounded by landscaped gardens and palm trees. Comfortable lounge chairs are arranged along the deck. A thatched cabana can be seen in the background, providing shade and relaxation. The bright blue sky enhances a serene outdoor atmosphere.

Home in Kissimmee

4.81 out of 5 average rating, 205 reviews

Check in now - Resort acess - Last minute

A spacious pool area is enclosed by a screened gazebo, providing a view of the calm lake at sunset. The water reflects the warm colors of the sky, while tropical plants add greenery to the surroundings.

Home in Kissimmee

4.81 out of 5 average rating, 168 reviews

Beautiful private home with pool on the lake

Top guest favorite

Home in Kissimmee

5 out of 5 average rating, 22 reviews

*Modern condo on resort. No fees 15-Min to Disney*

Home in Kissimmee

4.9 out of 5 average rating, 110 reviews

Mi Casita Near Disney/Universal

Pet-friendly home rentals with a pool

A private pool and spillover spa are viewed from a patio area surrounded by lounge chairs. The house, painted in light yellow, features large windows and a balcony above. Two high-top tables and chairs are positioned beside the pool, providing outdoor seating options.

Home in Osceola County

4.67 out of 5 average rating, 9 reviews

Reunion Resort, Amazing Views, Pool / Spa!

A spacious living area features a green sectional sofa with soft cushions, positioned on light-colored tile flooring. A round dining table with wooden chairs is visible in the adjacent area, illuminated by natural light filtering through large windows.

Home in Kissimmee

4.87 out of 5 average rating, 62 reviews

contemporary home w/ private pool, near parks

The newly renovated pool is visible within a screened enclosure, providing a safe area for enjoyment. The pool is shaped uniquely and features clear blue water, creating a refreshing focal point in the outdoor space surrounded by inviting patio areas.

Villa in Kissimmee

4.92 out of 5 average rating, 62 reviews

Vacation 3 bedroom 2 bath Villa+pool

A private pool area is enclosed by a screened patio, featuring a hot tub and lounge chairs. Potted plants add a touch of greenery, while the surrounding grass provides an open view. The sky showcases a few scattered clouds, creating a bright and inviting atmosphere.

Townhouse in Kissimmee

4.84 out of 5 average rating, 267 reviews

6 miles from Disney ! Private pool

The exterior of the luxury home presents a modern two-story design with a neutral color palette. A manicured lawn and colorful landscaping enhance the curb appeal. The driveway leads to a two-car garage, and large windows provide a view of the inviting interior.

Home in Haines City

4.84 out of 5 average rating, 57 reviews

Stunning 4BR home w/Pool

A spacious resort pool area is surrounded by vibrant palm trees and lounge chairs. The sparkling blue water invites relaxation, while a waterslide can be seen in the background. Umbrellas provide shade for guests enjoying the sun-drenched surroundings.

Townhouse in Kissimmee

4.89 out of 5 average rating, 264 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

Top guest favorite

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.

Home in Kissimmee

5 out of 5 average rating, 34 reviews

Luxury Home w/ Pool & 6 Beds near Disney

Home in Kissimmee

4.95 out of 5 average rating, 57 reviews

Reunion Resort Theme Home, Pool, Arcade, Golf View

Private, pet-friendly home rentals

A cozy bedroom features a spacious bed dressed in a light blue quilt. Natural light enters through a window covered by dark curtains. A standing lamp and a bedside table accent the room, while decorative wall art adds a touch of style.

Home in Kissimmee

4.87 out of 5 average rating, 30 reviews

Lux Vacation Villa w/ Free Prkg | Pool | Sleeps 6

Guest suite in Kissimmee

4.87 out of 5 average rating, 15 reviews

chill & think space near MCO Disney Universal

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

5 out of 5 average rating, 20 reviews

The Sandy Gator

Top guest favorite

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

4.97 out of 5 average rating, 34 reviews

Media casa separada privada

An aerial view of the home reveals a spacious yard bordered by a white fence, with a pool enclosure visible. The serene body of water lies beyond the property, while neatly arranged trees and neighboring homes can be seen in the background.

Home in Kissimmee

4.88 out of 5 average rating, 34 reviews

Sunset Cove…Close To Disney!

Villa in Osceola County

4.97 out of 5 average rating, 29 reviews

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

A comfortable living area is furnished with a light-colored sofa and two armchairs, facing a coffee table. Art pieces adorn the walls, and large windows offer natural light, leading to a private balcony with relaxed seating.

Apartment in Davenport

4.94 out of 5 average rating, 18 reviews

Comfortable Family Apartment next to Disney World

Top guest favorite

A waterfront property is showcased, featuring a wooden exterior and a covered boat slip. Lush greenery surrounds the home, with a fire pit visible in the yard. The structure appears elevated, with a spacious deck above the boat area, providing picturesque canal views.

Guest suite in Haines City

4.87 out of 5 average rating, 82 reviews

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)

Destinations to explore