Pet-friendly holiday rentals in Winter Garden

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Winter Garden

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost

Townhouse in Kissimmee

4.81 out of 5 average rating, 169 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Superhost

Rental unit in Orlando

4.79 out of 5 average rating, 112 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

Discover this luxurious, newly renovated Airbnb studio with a FULLY PRIVATE patio featuring a hammock under a shady mango tree. Enjoy PRIVATE LAUNDRY, patio seating, and umbrella. The fenced backyard ensures privacy, minutes from UCF, Universal, Disney, and local amenities. The studio sleeps 4 and is part of a property with a house and a separate private apartment, each with its own kitchen, bathroom, bedroom, sitting room, garden hammock, patio, and entry. Experience tranquility in a quiet area

Superhost

Rental unit in Kissimmee

4.94 out of 5 average rating, 16 reviews

3 br Disney area condo with a view & FREE resort!

Hands down the Best value and location for a visit to the parks! This super clean and cozy 3 bedroom, 2 bath condo with a private porch and views of the conservation is just what you were looking for in that perfect vacation in the Orlando/Kissimmee areas! Situated inside beautiful Windsor Palms resort and it's FREE resort amenities and mere minutes from all of the main area attractions, the nice furnishings and linens, private views and attention to detail will get your entire family smiling.

Superhost

Home in Clermont

4.84 out of 5 average rating, 204 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75-dollar fee per pet. HEATED pool with a charge fee of $ 25 per day. BBQ grill has an extra charge of $40 (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Superhost

Townhouse in Orlando

4.97 out of 5 average rating, 73 reviews

Modern 2 story 4/2.5 Convenient Downtown Gem

We prioritize your comfort and convenience. Enjoy a seamless, contact-free check-in and minimize face-to-face interactions. If you're bringing along a furry friend, just let us know in advance. A pet fee of $250 applies. 🔹 Easy digital check-in 🔹 Sparkling clean spaces 🔹 All utilities included 🔹 Ready-to-brew coffee machine 🔹 Fresh towels provided 🔹 Speedy WiFi for all your browsing needs 🔹 Smart home features 🔹 Washer & dryer for fresh laundry 🔹 Kitchen stocked with essentials.

Superhost

Home in Orlando

4.84 out of 5 average rating, 197 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

Superhost

Home in Maitland

4.94 out of 5 average rating, 156 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Superhost

Home in Altamonte Springs

4.82 out of 5 average rating, 119 reviews

Quiet Place, convenient to everything!

Spacious home in a very quiet residential neighborhood. Perfect home away from home for your special getaway. Vacations, business trips, wedding groups, graduations have all been hosted in the past, and everyone had a great time. There's significant value in having your own quiet place and multiple rooms in a family-friendly setting. DO NOT BOOK MY QUIET PLACE IF YOUR PLAN INCLUDES ANY LARGE GATHERING WHICH MIGHT IMPACT MY HOME OR NEIGHBORHOOD. YOUR RESPECT IS EXPECTED.

Superhost

Home in Oviedo

4.73 out of 5 average rating, 59 reviews

Pet Friendly!✰ Charming home with big patio!

Discover a peaceful 3-bedroom home in a safe, quiet neighborhood near the University of Central Florida. It features 2 clean, modern bathrooms, a fully equipped kitchen, and a large porch with a workout area. The spacious backyard is pet-friendly, perfect for your furry friends. Enjoy a dedicated workspace with high-speed Wi-Fi. Close to nature trails, Black Hammock, shops, restaurants, and many local activities, this home is ideal for both relaxation and adventure

Superhost

Cottage in Davenport

4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

Enjoy your own cottage in a resort atmosphere with lots of amenities and activities. Fully furnished, all bedding, kitchen needs and washer and dryer. Easy access to Disney Resorts, Lego Land, Bok Tower Gardens, Sea World, Universal, Disney Springs and other Central Florida attractions. On-site heated pool, miniature golf, pickle ball, shuffle board, horseshoes, fitness center, library and billiards. Some pet friendly units. Book your next vacation with us.

Superhost

Cottage in Kissimmee

4.98 out of 5 average rating, 107 reviews

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)