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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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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, 262 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.

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, 145 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

A spacious living area is highlighted with light wood flooring and a calming blue accent wall. A dining table with chairs accommodates four, complemented by a cozy sofa. Shelves display kitchen essentials, with a microwave and kettle positioned on a counter beneath decorative wall art.

Apartment in Kissimmee

4.95 out of 5 average rating, 134 reviews

*KingSizeBed*NrDisney* 100%private*PetsOK

Relax in this 5-star studio, just 15 minutes from Disney, MCO Airport, Downtown, and Universal! Enjoy your private patio, dining under the stars or swaying in the hammock! Take in serene lake views and beautiful sunsets just steps away. With nearby shopping, dining, and local parks, this studio offers the perfect blend of tranquility and easy access to top attractions. Whether you’re here for a Disney vacation or a business trip, this is the ideal retreat for relaxation, comfort, and convenience

Top guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 155 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!

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.

Top guest favorite

Home in Lake Wales

4.98 out of 5 average rating, 100 reviews

Fishing Lakefront Paradise w/ Boat Slip & Parking!

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

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, 101 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)

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, 173 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

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

Home in Kissimmee

4.96 out of 5 average rating, 122 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

4.99 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

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Osceola County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Top guest favorite

Home in Kissimmee

5 out of 5 average rating, 26 reviews

Blissful Pool Villa • Bears Den • 6mi to Disney

Top guest favorite

The exterior of a charming blue house is framed by palm trees and vibrant landscaping. A distinctive Mickey Mouse design made of stones and plants is featured prominently on the lawn, welcoming guests with a friendly smile.

Home in Kissimmee

4.82 out of 5 average rating, 136 reviews

4mls to Disney, 2 King Masters, Pool, Spa, Cinema

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, 63 reviews

contemporary home w/ private pool, near parks

Top guest favorite

Home in Kissimmee

5 out of 5 average rating, 143 reviews

Margaritaville Cottage 10 Minutes to DisneyWorld!

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

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, 99 reviews

Manor on Knottingham Near 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, 35 reviews

Luxury Home w/ Pool & 6 Beds near Disney

Top guest favorite

A vibrant game room is presented featuring colorful lighting and multiple arcade game machines arranged against a stylized wall. The space includes a seating area with a table and chairs, inviting relaxation and play. The playful atmosphere evokes nostalgia for classic video games.

Home in Kissimmee

4.89 out of 5 average rating, 171 reviews

Lakeside Retreat with pool / spa and arcade games

Pet-friendly home rentals with a pool

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.

Apartment in Osceola County

5 out of 5 average rating, 20 reviews

Relax and Pace in VIP Luxury Home Resort

Townhouse in Kissimmee

4.94 out of 5 average rating, 253 reviews

Relax into Resort-Style Living at a Bohemian Retreat

A winding lazy river is surrounded by tropical palm trees, with lounge chairs positioned nearby. The pool area features a relaxed ambiance, complemented by a backdrop of a multi-story building, bright sunshine, and a clear blue sky enhancing the inviting atmosphere.

Apartment in Kissimmee

4.86 out of 5 average rating, 21 reviews

1BR w/ Lazy River in Kissimmee!

Top guest favorite

Townhouse in Kissimmee

5 out of 5 average rating, 17 reviews

Pet Friendly Pool Home Very Close to Disney!

A wooden barrel sauna is situated in a serene garden space surrounded by bamboo. The sauna features two benches and a wooden door, with soft lighting highlighting its natural texture and the tranquil atmosphere of the area.

Camper/RV in Lake Wales

4.86 out of 5 average rating, 97 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Villa in Kissimmee

5 out of 5 average rating, 4 reviews

WaterView 4 miles to Disney 3Br 2Ba Pool Home

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

4.86 out of 5 average rating, 70 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

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 a space for you 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

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, 36 reviews

Media casa separada privada

Top guest favorite

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

Home in Kissimmee

5 out of 5 average rating, 48 reviews

Family Vacay with Pool near WDW!

A cozy outdoor seating area features a black wicker sectional sofa adorned with vibrant patterned cushions. A potted plant sits on a low table, complementing the colorful area rug beneath. The blue and white camper is positioned nearby, surrounded by lush greenery and trees.

Camper/RV in Kissimmee

4.76 out of 5 average rating, 21 reviews

Santana The Camper - near Disney parks/25mins-MCO

A single-story home is set amidst lush greenery and palm trees, featuring a circular driveway that enhances accessibility. The brick exterior blends with the tropical landscape, creating a harmonious connection with the surrounding nature. Clear blue skies provide a bright and inviting backdrop.

Home in Kissimmee

4.91 out of 5 average rating, 34 reviews

Luxurious Gem near Disney ~ Workspace ~ Movie Room

A spacious studio room features a large bed with soft bedding and decorative pillows. A stylish rug runs alongside. A small seating area includes a soft pouf, while a kitchenette and dining table are subtly incorporated. Natural light filters through the window next to dark curtains.

Guesthouse in Kissimmee

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