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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 contemporary living room features a comfortable sofa and armchairs, accented by colorful cushions. A wooden coffee table sits atop a patterned area rug, complemented by greenery from a nearby plant. Large windows allow for natural light, enhancing the airy ambiance.

Townhouse in Kissimmee

4.94 out of 5 average rating, 252 reviews

Relax into Resort-Style Living at a Bohemian Retreat

While away balmy evenings on the oversized screened patio and rest tired legs in the hot tub after a long day at the parks. This airy, spacious abode combines patterned rugs and cushions with leafy house plants and botanical prints for a calm vibe. We hope you trust us with your vacation. Your vacation is a priority to us! ABOUT THE SPACE: The first floor consists in living room with sofa bed, 1/2 bathroom, full kitchen, and an oversized patio with HOT TUB. The second floor has three bedrooms. One master with a king bed an a private bathroom and two other rooms, one with a queen bed and the other with two twin beds. In this home, every desire has been anticipated so this resort lifestyle will provide perfect memories and experiences that will last a lifetime. ABOUT WHY US: Self check in, fast WIFI, cable, gym, free parking, washer and dryer inside the home, reliable and fast communication with host, BEAUTIFUL home décor, pack and play with soft mattress, high chair, and sofa bed for extra people. Did I mentioned the HOT TUB? and many other included necessities. You will be have access to the whole house and all the amenities in the resort. This is a self check in/check out home. ABOUT THE COMMUNICATION: We are fast responders and we should answer the very same day you may have an inquire. If you have any question, feel free to ask! The Regal Oaks Resort combines an oversized pool, water slides, a convenience store, a gym, and a bar and grill restaurant. Disney is 10 minutes away and Old Town is next door. Columbia Restaurant, Bucca Di Beppo, Pei Wei, and Red Lobster are nearby. We have AVIS and Budget rental car within walking distance from the house as well as PUBLIX, 7-ELEVEN, WALLGREENS, TMOBILE, and many other stares. Hypoallergenic dogs will be considered on a case to case basis. Not to exceed 20 pounds. Only very well groomed pets. (You will be charged large deposit if we encounter flea).

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, 254 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, 193 reviews

temple & A/C glamping under a 120 y/o oak tree

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

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, 137 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!

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

4.9 out of 5 average rating, 131 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!

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

4.86 out of 5 average rating, 419 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. Here the Fun never ends! A well equipped Kitchen, Laundry, 3 parking spaces, WiFi and Smart TVs. The house is located at Crystal Cove Resort, a gated community, close to Disney. Perfect Location! Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal. Magic Kingdom is Only 20 minutes driving!

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, 167 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.

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, 114 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

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, 111 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, 131 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

A private spa area is highlighted, featuring gently bubbling water that invites relaxation. The spa is surrounded by a protective screen enclosure, with a clear view of a well-maintained shed beyond the yard. The sparkling turquoise water reflects the sunlight.

Home in Kissimmee

4.9 out of 5 average rating, 105 reviews

Mi Casita Near Disney/Universal

Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

A spacious bedroom features a large bed with a textured white coverlet and decorative yellow pillows. Nightstands with gold lamps are positioned on either side. Light enters through two small windows adorned with sheer curtains. The word 'love' is displayed on the wall above the bed.

Townhouse in Kissimmee

4.9 out of 5 average rating, 115 reviews

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 outside the garage or in front to principal door. 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

Vacation rentals for every style

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Luxury Stays

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Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Osceola County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

4.63 out of 5 average rating, 8 reviews

Reunion Resort, Amazing Views, Pool / Spa!

Top guest favorite

A wooden dock extends into the calm waters of Lake Rosalie, featuring a small viewing platform at the end. Lush green grass surrounds the water's edge, complemented by reeds along the shore. Clear blue skies reflect off the tranquil lake surface.

Home in Lake Wales

4.98 out of 5 average rating, 44 reviews

Lake Rosalie Getaway

Home in Kissimmee

4.93 out of 5 average rating, 107 reviews

Pet friendly Orlando area near ESPN Center

Top guest favorite

The exterior features a colorful two-story cottage with a well-maintained landscape. A private pool and spa are visible in the back, surrounded by a fenced area. The interior showcases a modern kitchen and an open living area with comfortable seating, providing ample space for relaxation.

Home in Kissimmee

5 out of 5 average rating, 22 reviews

Amazing 4BD Pool & Spa Home In Margaritaville

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, 83 reviews

“Casa Del Sol”

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

4.83 out of 5 average rating, 54 reviews

Stunning 4BR home w/Pool

A private pool is surrounded by a screened enclosure, offering clear views of the lush greenery beyond. The pool features a gentle curve and is complemented by decorative tiling. The pool deck is painted in a soft pink hue, enhancing the overall serene environment.

Home in Kissimmee

4.87 out of 5 average rating, 172 reviews

Private 3BR PoolHome, WiFi,GameRM, AppleTV, ROKU

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, 202 reviews

Check in now - Resort acess

Pet-friendly home rentals with a pool

The exterior showcases a modern single-story house with a well-manicured lawn. Large arched windows and a neat driveway enhance the inviting appearance. The backyard features a private, screened-in pool area, along with relaxing patio furniture for outdoor enjoyment.

Home in Kissimmee

4.87 out of 5 average rating, 60 reviews

Modern Oasis with free heated Pool near Parks+MCO

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, 95 reviews

Modern 4bd house/heated pool,Close to Disney

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 Kissimmee

4.88 out of 5 average rating, 43 reviews

Villa Resort Club

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, 17 reviews

The Sandy Gator

A cozy living room is presented with a blue futon sofa and an accent chair. Natural light filters through four tall windows adorned with sheer orange curtains. A round coffee table sits in the center, complemented by a colorful area rug and a wall-mounted TV.

Apartment in Kissimmee

4.86 out of 5 average rating, 21 reviews

Your Dream Apartment Stay

A modern living area features a cozy sofa and a stylish armchair, complemented by a round coffee table. The space is illuminated by warm lighting, with a full kitchen visible in the background. Vibrant wall accents enhance the inviting atmosphere.

Apartment in Kissimmee

4.95 out of 5 average rating, 41 reviews

Relaxing King Bed, Pets Welcome, 15 Min to Parks

A private pool area is enclosed by a screened lanai, showcasing a clear, inviting pool surrounded by light pavers. Soft yellow walls and playful wall accents complement the space, with a few lounge chairs available for relaxation in the sun.

Townhouse in Kissimmee

5 out of 5 average rating, 13 reviews

Pet Friendly Pool Home Very Close to Disney!

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

Apartment in Kissimmee

4.91 out of 5 average rating, 135 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Private, pet-friendly home rentals

The exterior of the home is shown with a well-maintained driveway leading to a garage door. Lush green grass surrounds the area, complemented by neatly arranged shrubs and plants. The sky is clear, adding to the inviting atmosphere of the property.

Home in Kissimmee

4.94 out of 5 average rating, 17 reviews

Comfortable and quiet and secure

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

4.96 out of 5 average rating, 25 reviews

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

Top guest favorite

A spacious living area features a comfortable sectional sofa and a pool table, with large windows allowing natural light to fill the room. A rooftop terrace is seen, furnished with a dining table and lounge chairs, providing a perfect spot for outdoor gatherings.

Home in Kissimmee

5 out of 5 average rating, 10 reviews

5BR Golf View Penthouse • Near Disney • Luxe Stay!

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, 30 reviews

Media casa separada privada

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, 78 reviews

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

A calm canal is lined with several covered boat docks. Surrounding trees provide a lush backdrop, while the still water reflects the cloudy sky. The peaceful environment suggests a quiet retreat in a scenic community.

Home in Haines City

5 out of 5 average rating, 26 reviews

Lake Hatchineha Fishing Paradise w/private ramp

Top guest favorite

The image features a collage of vibrant themed bedrooms and a modern kitchen area. One room showcases a playful bunk bed against a backdrop reminiscent of a train station, while another has colorful Disney-themed décor. A spacious living area boasts light-colored furniture and a contemporary kitchen with stainless steel appliances.

Home in Kissimmee

4.97 out of 5 average rating, 92 reviews

3BD/3BA Themed House Near Disney

Top guest favorite

The exterior of the home is characterized by a light yellow facade and a landscaped front yard featuring a variety of plants and stones. A well-maintained lawn complements the structure, which includes a two-car garage with a glass door.

Home in Kissimmee

5 out of 5 average rating, 11 reviews

Sunshine Resort

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