We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

Townhouse

4.81 out of 5 average rating, 167 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

Rental unit in Orlando

4.79 out of 5 average rating, 108 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

Home

4.84 out of 5 average rating, 201 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.

Guest favourite

Guest house

4.96 out of 5 average rating, 247 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ Gas

Guest favourite

Townhouse

4.97 out of 5 average rating, 72 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.

Guest favourite

Home

4.84 out of 5 average rating, 195 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.

Guest favourite

Home

4.94 out of 5 average rating, 155 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.

Guest favourite

Home

4.97 out of 5 average rating, 108 reviews

Spacious, modern and cozy , close to downtown.

Comfy, clean and cute! Only 5 min drive to downtown. The house is one story and located in a quaint neighborhood. Inside as you entered there is a spacious living room with a L shaped couch overlooking the beautiful modern electric fireplace and large TV. Great layout with Master on one side and the other two bedrooms on the other side. Kitchen is fully stocked with all you need. Outside there is a porch in front, a large covered lanai in the back and big fenced yard for your pets.

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.

Home

4.71 out of 5 average rating, 56 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

Cottage

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.

Guest favourite

Cottage

4.98 out of 5 average rating, 106 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 :)

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Winter Garden pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home

5 out of 5 average rating, 20 reviews

SpringHouse - 3 Bdrm Patio Villa in The Villages

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 103 reviews

Beautiful House Completely Remodeled

Home

4.76 out of 5 average rating, 63 reviews

3 Bed Home, Close to Disney, some pets considered

Home in Orlando

4.79 out of 5 average rating, 121 reviews

Pet OK,3 bedrooms,2 baths,parking,washer,dryer

Home

4.76 out of 5 average rating, 63 reviews

Downtown Winter Garden Mid Century Hipster

Home in Orlando

5 out of 5 average rating, 4 reviews

Corporate Downtown Luxury Rental

Guest favourite

Home

4.92 out of 5 average rating, 418 reviews

Pet OK/Big Backyard/Fast WiFi/Washer & Dryer.

Guest favourite

Home

4.9 out of 5 average rating, 145 reviews

Private pool home close to Disney

Pet-friendly home rentals with a pool

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 57 reviews

Pet friendly+ Big Fenced Bkyd+ Long & Short Stays

Guest favourite

Guest house in College Park

4.97 out of 5 average rating, 60 reviews

Amazing New Pool House!

Home

4.89 out of 5 average rating, 18 reviews

Vacation Home with Pool & Spa near Disney

Townhouse

4.75 out of 5 average rating, 36 reviews

Fantastic 5BD Pet friendly Home with pool and BBQ!

Guest favourite

Home

4.85 out of 5 average rating, 20 reviews

Private Pool Home, Pet Friendly - 3134

Home

4.81 out of 5 average rating, 174 reviews

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

Townhouse

4.81 out of 5 average rating, 124 reviews

T7674O/Windsor Hills Resort/3Bedrm/2miles Disney

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 84 reviews

NEW! Private PoolIncredibleResort Near Disney!

Private, pet-friendly home rentals

Guest favourite

Cottage

4.91 out of 5 average rating, 53 reviews

Cozy quiet cottage

Guest favourite

Townhouse in Clermont

4.97 out of 5 average rating, 61 reviews

The silver cottage

Guest favourite

Home in Orlando

4.86 out of 5 average rating, 36 reviews

Private luxury home w additional Suite on 0.6 acre

Guest favourite

Bungalow

4.93 out of 5 average rating, 15 reviews

Apartment

Guest favourite

Home

5 out of 5 average rating, 6 reviews

Sunset Cove at Champions! Book this very private

Guest favourite

Bungalow

4.85 out of 5 average rating, 62 reviews

“Casa de Fior” 1925 home, Sleeps 4, Pet-Friendly

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 45 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

Guest favourite

Rental unit in Orlando

4.95 out of 5 average rating, 43 reviews

D&D’s Private Orlando Loft w fenced backyard!

Quick stats about holiday rentals that are pet-friendly in Winter Garden

Total rentals
30 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore