
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.

Orlando Cactus House! 5min from Universal Studios
Get ready to enjoy and relax in our beautiful cozyhouse, completely renovated just 5 min from UNIVERSAL STUDIOS,This gem is part of a DUPLEX with independent entrances. it is perfect for a quiet and comfortable stay close to all the tourist attractions. Volcano Bay(7mint)Convention Center International Drive(15min) Epic Universe(15min) Sea World(17mint)/Aquatica(15mint) Kia Center (20mins) Orlando International Airport(21 min) Magic Kingdom(23 min) Our cozy house is in the center of EVERYTHING

Horse Farm & (2) Tiny Homes to choose from
Rest & Relaxation at its finest! This Tiny Home is set to impress! Add on the natural beauty of the rolling hills of Howey, with some of Thee most impressive sunsets over the water & this becomes an Incredible Unique Stay! After sunset, enjoy a nice campfire in your firepit (wood avail) as you STARGAZE into the night! This Tiny Home is fully equipped with ALL of your needs. On the back 3 acres of property, from which you will have your own Golf Cart to travel to/from our Designate Parking Area.

Waterfront EPIC views, Dock, wildlife Near Disney
Experience the stunning sunrise views over Lake Apopka from our newly refurbished, elegantly appointed 4-bedroom, 2.5-bath vacation home in Winter Garden, FL. This haven is close to Orlando's Universal Studios 20 min, Disney World 25 min) & shopping (Mall of Millenia, premium outlets 17 min) Modern amenities, spacious layout that promises relaxation and convenience making the perfect home for exploring all local attractions and enjoying Florida's natural beauty. Minutes from City Swimming Pool

Pool + Heated spa Family friendly King suite Oasis
Welcome to your perfect Florida getaway! This beautifully updated 3-bedroom, 2-bath home in Minneola offers everything you need for a relaxing and fun-filled stay. Whether you're traveling with family, friends, or pets, this home is designed to make you feel right at home. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, and serene views overlooking a peaceful pond. Fire up the grill, unwind under the market lights, or soak up the sun with your favorite drink.

The Boho Jungalow - Private | HotTub | Downtown
This relaxing 1 bed 1 bath space in Downtown Orlando boasts a lush fenced-in private yard, hot tub, and fully equipped kitchen. We pride our studio on comfort, wellness, and delicate attention to detail to experience the magic of a trendy space in the heart of Orlando. Enjoy brand-new remodeling, furnishings, and appliances. This is the back unit of a 2-unit property. We include: ✅50" TV ✅Luxury mattress ✅Fiber optic Wi-Fi ✅Decaf Coffee & Tea ✅Disney Plus, Hulu, Max, Netflix ✅ Free Parking

Lake Front Home with private Dock on Lake Louisa
Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Waterfront Condo minutes to Disney & Universal
Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Cozy Winter Garden Home 20 MINUTES FROM DISNEY
Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Beautiful House Completely Remodeled
Forget your worries in this spacious and serene space. Completely remodeled, everything is brand new. You will love to stay at this beautiful house come and see for yourself! Only 10 minutes away from the airport. 15 minutes away from UCF. 20 minutes from SeaWorld and Aquatica. 30 minutes from Universal Studios, Island of Adventure and Volcano Bay. 30 minutes from Disney World. 10 minutes from Lake Nona. 15 minutes from Down Town. 25 minutes to the Outlets. 15 minutes to Kia Center.

Charming Downtown Apartment - Walk to Everything
Stay in the heart of historic downtown Clermont- steps from the lakefront, breweries, shops, & dining. This light-filled, stylish apartment above our garage offers cozy aesthetics, comfy beds, a double shower, two spacious bedrooms, and a smart TV. Thoughtfully stocked for a stress-free stay, with garage storage for your bikes or paddle gear upon request. More than a stay—we proudly offer a distinct Clermont experience. We hope you love our charming town just as much as we do!

The Cottage A Pet Friendly Guesthouse
Welcome to The Cottage! A pet friendly, super cute, and quiet studio apartment built in 2016, located above the detached garage behind my house. Pets always stay for free, and no additional cleaning fees are charged. Private self access is provided so you come and go as you please. The unit has a full kitchen, king sized bed, 4 pillows, 100% cotton sheets and coverlet. Laundry detergent and dish soap are provided. Trash is located on the west sideof the building.
Popular amenities for Winter Garden pet-friendly home rentals
Pet-friendly house rentals

Modern 4bd house/heated pool,Close to Disney

Manor on Knottingham Near Disney

Modern Tropical House Heated Salt Pool

Elegant, Spacious Three Bedroom Residential House.

Magnificent Lakefront Home•Swim&Relax•Long Stay OK

Spacious Home with Pool & Hot Tub near Downtown

Perfect Getaway. Private Pool.Kissimmee/Orlando

The Lake House - Next to Universal Studios - NEW ♥️
Pet-friendly home rentals with a pool

5 mins Universal 10 mins Epic park | Rustic LOFT

5 En-Suites | Access to Amazing Resort!

Pet Friendly Large 1 Bed/1Bbath condo at the Melia

3BR/3BA Villa | Private Pool+Themed Room+GameRoom

Modern Retreat close to Disney - King Beds, Pool

Modern Condo: 10 Min to Disney + Fireworks Views!

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Palms and Paradise
Private, pet-friendly home rentals

Lakeview - Families & Athletes Welcome!

The silver cottage

Relaxing 1-Bedroom Farm Retreat. Pets welcome!

Sunshine & Springs Escape

3BR Oasis DT ORL, Full Kitchen & Fenced Yard!

Lake view home near Downtown newly remodeled.

Lakefront House ~ Pool ~ 5 Star Location

Trailside Cottage
When is the best time to visit Winter Garden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 96 | € 100 | € 96 | € 96 | € 94 | € 92 | € 95 | € 94 | € 89 | € 89 | € 103 | € 103 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals that are pet-friendly in Winter Garden

Total holiday rentals
Explore 30 holiday rentals in Winter Garden

Nightly prices starting at
Winter Garden holiday rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Winter Garden holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Garden rentals

4.9 Average rating
Winter Garden stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with pools Winter Garden
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- Flat rentals Winter Garden
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- Family-friendly rentals Winter Garden
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- Pet-friendly rentals Orange County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club




