Pet-friendly holiday rentals in Kissimmee

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Top-rated pet-friendly home rentals in Kissimmee

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Guest favourite
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, 253 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).

Top Guest favourite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 209 reviews

Lakefront Resort Condo near Disney & Universal

Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure,Sea World, Magic Kingdom,Epcot, two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a large heated pool next to a Tiki bar with drinks/food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix .No deposit required and no extra fees.

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 Kissimmee
4.97 out of 5 average rating, 160 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
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
4.89 out of 5 average rating, 100 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

Top Guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 113 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.

Guest favourite
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, 422 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!

Superhost
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, 204 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!

Guest favourite
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, 176 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 favourite
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
4.95 out of 5 average rating, 124 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. **

Guest favourite
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, 101 reviews

Manor on Knottingham Near Disney

Welcome to "Manor on Knottingham," nestled in the heart of Four Corners. The rustic charm, adorned with vintage Disney-inspired decor, transports guests to a bygone era of beloved characters and timeless tales. Outside, enjoy the sparkling blue pool and warm summer weather. A great place for family and friends. "Manor on. Knottingham" promises an extraordinary stay, where the magic of Disney and the comfort of a home merge into an unforgettable experience.

Guest favourite
A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.
Apartment in Bay Lake
4.86 out of 5 average rating, 115 reviews

Contemporary Stay 10 min to Parks Pets Friendly

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 Davenport
4.91 out of 5 average rating, 114 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**

Popular amenities for Kissimmee pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Kissimmee

  • Total rentals

    1.2K properties

  • Total number of reviews

    39K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    640 properties have a dedicated workspace

  • Wi-Fi availability

    1.1K properties include access to Wi-Fi

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