Pet-friendly holiday 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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Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 163 reviews

Pet Friendly Villa with Patio-Disney, Universal!

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 114 reviews

Cozy Cove Lake with Pool By Disney/Universal Home

This beautiful privately owned 3 bedrm home with a lakeview is located on a cul de sac minutes away from Disney World, Sea World, Universal Studios, H2O water park and many more Orlando attractions. The home includes a private swimming pool, free Internet and wifi,BBQ Grill,shampoo/conditioner/bodywash, k-cups, dishwasher pods, laundry detergent, makeup towels, pool towels , spice rack and much more. I am available 24hrs a day. We follow Covid 19 cleaning guidelines and our home is super clean.

Guest favourite

Guest house in Kissimmee

4.93 out of 5 average rating, 134 reviews

Temple, glamping & hot tub under a 120 y/o 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.

Guest favourite

Cottage in Lake Wales

4.97 out of 5 average rating, 110 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!

Guest favourite

Cottage in Kissimmee

4.9 out of 5 average rating, 187 reviews

Cozy Private Cottage 5 miles from Disney!

This cottage is located on a 4 star resort and has been freshly painted and completely renovated from top to bottom to enhance your experience and stay. This home has been completely decorated in a beach teme decor and has everything you will need for a short or long stay. And is conveniently located in the heart of Kissimmee, Florida. -4 miles to Disney World -4 miles to medieval times dinner -.2 miles to ALDI, Dollar Tree, CVS, Krispy Kreme -2 miles to Walmart & Old Twn -7 miles to Sea World

Guest favourite

Townhouse in Kissimmee

4.97 out of 5 average rating, 156 reviews

Luxury 5BR free heat private pool Disney Universal

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

Guest favourite

Holiday home in Haines City

4.9 out of 5 average rating, 134 reviews

Updated Southern Dunes Pool Home on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

Superhost

Townhouse in Kissimmee

4.82 out of 5 average rating, 112 reviews

Charming 2BR/2BA Townhome with Patio near Disney

Welcome to Blue Haven an Endless Summer Vibe! Here in Central Florida, we appreciate the warm weather all year long! Our favorite thing to do is go to the beach and state parks. Our goal with Blue Haven is to bring the beach vibe to you for a joyful time with your loved ones while on vacation. When you stay at this centrally-located place you are close to all that Orlando and Kissimmee have to offer! After a long eventful day, return to Blue Haven, relax, unwind, and please enjoy your stay.

Guest favourite

Cottage in Lake Wales

4.89 out of 5 average rating, 114 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.

Guest favourite

Home in Kissimmee

4.88 out of 5 average rating, 149 reviews

15 mi to Disney, 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

Rental unit in Kissimmee

4.8 out of 5 average rating, 233 reviews

King Bed First Floor Disney Universal Family Condo

This unit is on a first floor. You will have exclusive access to this amazing condo with a comfortable KING size bed and 1 full size sofa bed, at one of Orlando’s unique resorts. We are strategically located about 10 minutes from Walt Disney World Parks, 15 minutes from SeaWorld, and about 20 minutes from Universal Studios. Enjoy countless dining experiences, entertainment, family fun, and much more. This condo is perfect for couples, business travelers, and families with children.

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 185 reviews

Cozy Home with private pool in Kissimmee/Orlando

This property is designed to accommodate families seeking a vacation retreat. It features three rooms equipped for both adults and children. The patio area is an ideal space for family activities, whether you are swimming in the pool or enjoying a barbecue on the grill. Please note that the pool is not heated. Parties are strictly prohibited. Smoking is not allowed. Parking regulations: Do not block the sidewalk, park on the grass, or park in front of the neighbors' houses.