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Pet-friendly vacation 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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Apartment in Orlando

4.78 out of 5 average rating, 117 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

Apartment 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.

Guesthouse in Sanford

4.94 out of 5 average rating, 252 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 grill

Bungalow in Mount Dora

4.5 out of 5 average rating, 8 reviews

Casita Encanta-Dora, Steps to town, Pet-Friendly

Enjoy a stylish experience at this centrally-located one of a kind Sears Built 1950’s bungalow. Just a 2 minute walk to Lake Dora and the Marina and a 5 minute walk to Donnelly Street for all of your shopping, entertainment and dining experiences . This pet-friendly, two bedroom home offers a fully fenced in front yard, two king size beds, a twin size daybed and a down filled living room couch with a chaise lounge . The loft area is set up for the little ones with a night light and books

Home in Clermont

4.83 out of 5 average rating, 205 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.

Townhouse in Orlando

4.97 out of 5 average rating, 76 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.

Home in Orlando

4.85 out of 5 average rating, 203 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.

Home in Maitland

4.94 out of 5 average rating, 157 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.

Home in Mount Dora

4.97 out of 5 average rating, 112 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, 121 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.

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.

Cottage in Kissimmee

4.98 out of 5 average rating, 108 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 :)

Vacation rentals for every style

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Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Winter Garden pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Orlando

4.97 out of 5 average rating, 94 reviews

Modern 3/2 in Ivanhoe Village

Home in Orlando

4.96 out of 5 average rating, 111 reviews

Beautiful House Completely Remodeled

Home in College Park

4.92 out of 5 average rating, 110 reviews

The Boho Jungalow Private | Peaceful | HotTub - DT

Home in Orlando

4.77 out of 5 average rating, 133 reviews

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

Home in Winter Garden

4.77 out of 5 average rating, 66 reviews

Downtown Winter Garden Mid Century Hipster

Home in Clear Lake

4.92 out of 5 average rating, 426 reviews

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

Home in Orlando

4.96 out of 5 average rating, 48 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

Home in Kissimmee

4.88 out of 5 average rating, 179 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

Pet-friendly home rentals with a pool

Home in Orlando

5 out of 5 average rating, 102 reviews

Private pool home near Downtown

Home in Davenport

4.88 out of 5 average rating, 58 reviews

Modern/Luxe Vacation, close 2 Disney, Heated Pool

Guesthouse in College Park

4.97 out of 5 average rating, 62 reviews

Amazing New Pool House!

Home in Kissimmee

4.81 out of 5 average rating, 21 reviews

Vacation Home with Pool & Spa near Disney

Townhouse in Orlando

4.7 out of 5 average rating, 110 reviews

4 Rooms, Lake, Pool, Hot Tub, Bocce Ball, Putting

Home in Davenport

5 out of 5 average rating, 7 reviews

4/2 home with pool near Disney

Townhouse in Kissimmee

4.8 out of 5 average rating, 127 reviews

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

Home in Davenport

4.83 out of 5 average rating, 96 reviews

Family Home Gated 10 Beds Pool Disney 7 miles.

Private, pet-friendly home rentals

Cottage in Lake Mary

4.91 out of 5 average rating, 53 reviews

Cozy quiet cottage

Home in Orlando

4.97 out of 5 average rating, 77 reviews

24/7 HomeCare Group

Home in Davenport

5 out of 5 average rating, 17 reviews

Disney Proximity: Luxury 5BD Home

Home in Orlando

4.88 out of 5 average rating, 42 reviews

Private luxury home w additional Suite on 0.6 acre

Home in Kissimmee

4.88 out of 5 average rating, 25 reviews

Pelican House

Home in Clermont

5 out of 5 average rating, 7 reviews

Sunset Cove at Champions! Book this very private

Townhouse in Kissimmee

4.93 out of 5 average rating, 28 reviews

Pet-Friendly 3BR Townhouse with Hot Tub!

Home in Oviedo

4.89 out of 5 average rating, 18 reviews

Cozy Knight Haven

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

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 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