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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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Flat in Orlando

4.78 out of 5 average rating, 119 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

Guest favourite

Guest house in Sanford

4.95 out of 5 average rating, 255 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

4.84 out of 5 average rating, 215 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

Townhouse in Orlando

4.98 out of 5 average rating, 80 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 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.

Bungalow in Mount Dora

4.85 out of 5 average rating, 102 reviews

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

The perfect place to stay while visiting beautiful Mount Dora. Just a short walk or bike ride (provided) to historic downtown Mount Dora. Enjoy all the nearby shops, cafes and galleries. Located in an established neighborhood amongst other renovated historical cottages. Walk to the library, parks and to Lake Dora at sunset. Built in 1948, this inviting 2 bedroom 2 bath home has been recently renovated. The kitchen is fully equipped with a mini fridge, microwave, coffee maker, and stove.

Guest favourite

Home in Maitland

4.94 out of 5 average rating, 159 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 Apopka

4.84 out of 5 average rating, 73 reviews

Home away from home ✅ dog friendly! Fully fenced!

Our home is located in one of the most beautiful parts of Orlando! Under 45 min from Parks and Daytona! Enjoy the Wekiva trail and a neighborhood that has less than 20 homes in it on a dead-end street. The property is fully fenced in and has a backyard that is a sanctuary including a fire pit under 11 trees on the property including several pine trees, a palm tree and several 100year old oaks. 4BR, 2.5BA, sleeps 8+ people. Fully stocked kitchen. WiFi, paid streaming apps all included!

Guest favourite

Home in Mount Dora

4.98 out of 5 average rating, 121 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

4.81 out of 5 average rating, 123 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.

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 110 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 :)

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Popular amenities for Winter Garden pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Orlando

4.9 out of 5 average rating, 20 reviews

Pet-Friendly Bungalow Near Downtown Orlando

Guest favourite

Home in Orlando

4.97 out of 5 average rating, 101 reviews

Modern 3/2 in Ivanhoe Village

Guest favourite

Home in Orlando

4.97 out of 5 average rating, 116 reviews

Beautiful House Completely Remodeled

Guest favourite

Home in College Park

4.92 out of 5 average rating, 115 reviews

The Boho Jungalow Private | Peaceful | HotTub - DT

Guest favourite

Home in Winter Garden

4.77 out of 5 average rating, 66 reviews

Downtown Winter Garden Mid Century Hipster

Guest favourite

Home in Orlando

5 out of 5 average rating, 5 reviews

Corporate Downtown Luxury Rental

Guest favourite

Home in Clear Lake

4.93 out of 5 average rating, 435 reviews

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

Guest favourite

Home in Sanford

4.94 out of 5 average rating, 16 reviews

Mid-Century Modern Dwelling

Pet-friendly home rentals with a pool

Guest favourite

Home in Orlando

5 out of 5 average rating, 109 reviews

Private pool home near Downtown

Guest favourite

Home in Davenport

4.88 out of 5 average rating, 59 reviews

Modern/Luxe Vacation, close 2 Disney, Heated Pool

Guest favourite

Guest house in College Park

4.97 out of 5 average rating, 66 reviews

Amazing New Pool House!

Home in Kissimmee

4.68 out of 5 average rating, 22 reviews

Vacation Home with Pool & Spa near Disney

Guest favourite

Townhouse in Orlando

4.7 out of 5 average rating, 111 reviews

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

Guest favourite

Home in Davenport

5 out of 5 average rating, 10 reviews

4/2 home with Pool, BBQ, Playground near Disney

Home in Davenport

4.81 out of 5 average rating, 176 reviews

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

Townhouse in Kissimmee

4.8 out of 5 average rating, 128 reviews

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

Private, pet-friendly home rentals

Guest favourite

Cottage in Lake Mary

4.91 out of 5 average rating, 54 reviews

Cozy quiet cottage

Guest favourite

Home in Orlando

4.95 out of 5 average rating, 84 reviews

24/7 HomeCare Group

Guest favourite

Townhouse in Clermont

4.97 out of 5 average rating, 72 reviews

The silver cottage

Guest favourite

Home in Clermont

5 out of 5 average rating, 8 reviews

Sunset Cove at Champions! Book this very private

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 48 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

Guest favourite

Townhouse in College Park

5 out of 5 average rating, 7 reviews

Luxury Winter Park Condo | Modern & Prime Location

Guest favourite

Flat in Orlando

4.94 out of 5 average rating, 50 reviews

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

Guest favourite

Home in Orlando

4.91 out of 5 average rating, 194 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

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

Total rentals
30 properties
Nightly prices starting at
₹3,465 before taxes and fees
Total number of reviews
950 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