Title: Book the Best PET FRIENDLY Hotels in Winter Garden, FL from CA $162 - Winter Garden Dog-Friendly Hotels | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Winter Garden, FL from CA $162 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Garden Pet-friendly Hotels Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-05&endDate=2025-12-06&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-06&endDate=2025-12-07&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Garden Pet-friendly Hotels ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/bf6ad209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings Bay Lake 9.2/10 Wonderful (5039) "Great location nice breakfast and front desk people is amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando CA $144 CA $162 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/8ee44865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/1265dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/b4c1619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/aca489c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance Bay Lake 9.0/10 Wonderful (1636) "Amazing! Will come back soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeAndre CA $159 CA $179 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/b34205e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/417121bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/w4000h2662x0y0-427211b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance Bay Lake 9.6/10 Exceptional (1965) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Windy Laine CA $175 CA $196 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/6dfc7c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/59d1217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/cf797e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orlando at Flamingo Crossings Bay Lake 9.4/10 Exceptional (2123) "Our stay was great and location was convenient when looking for food!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofia Alexia CA $159 CA $178 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/020e0b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/dbc7ef18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f7e25bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Garden Winter Garden 9.4/10 Exceptional (360) "Room was clean and beds very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arne CA $159 CA $179 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/d7dd68d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/7f4059be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/350afb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/f34eeefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes Winter Garden CA $151 CA $335 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/a74bc4c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/f72fdcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/10c4dd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/e474686b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool, Gym, Near Parks | King Bed | Pet-Friendly Winter Garden CA $114 CA $353 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Pool.h119603986.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/f80ae5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/f149bb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/9b371961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/febda008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo w Pool Sauna Sleeps 8 Winter Garden CA $102 CA $360 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-W-Pool-Sauna-Sleeps-8.h123073018.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/99f427d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/w583h389x1y3-03835583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/w585h439x0y1-eda7db8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/e1202cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### StylishAptWtrGrdnOppLake&Prk&Yrd Winter Garden 9.6/10 Exceptional (14) "It was clean and well kept. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa R. CA $145 CA $283 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Winter-Garden-Hotels-StylishAptWtrGrdnOppLakePrkYrd.h109309891.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/a1ccd67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/00fd23fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/bd40541c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/bb08b8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 3BR Condo w Pool, Sauna—Near Disney Winter Garden CA $84 CA $369 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20®ionId=7898&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Garden Hotel Reviews ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Excellent service, walking distance from everything " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "It was a great hotel very peaceful " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "the room was very clean, safe walkable area. Descend 21 is quite overpriced but expected for hotel restaurant. " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ## Frequently asked questions ### What are the most popular pet-friendly hotels in Winter Garden? > The 3-star Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance, with a 9.6 rating, is highly praised for its spacious and clean rooms, which provide ample space for pets. Guests consistently highlight the friendly and great staff. > > > Homewood Suites by Hilton Orlando at Flamingo Crossings, a 3-star hotel rated 9.4, also offers spacious and clean rooms. Reviewers frequently mention the great, free breakfast, which is a convenient perk for travellers with pets. > > > Another excellent option is the 3-star Home2 Suites by Hilton Orlando at Flamingo Crossings, with a 9.2 rating. This hotel is known for its spacious and clean rooms, and guests appreciate the friendly and helpful staff. > > > The 3-star Home2 Suites By Hilton Winter Garden, rated 9.4, stands out for its comfortable beds and spacious, clean rooms. Its great location and amazing staff are frequently mentioned by guests. > > > Finally, the 3.5-star TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance, with a 9.0 rating, offers comfortable and clean rooms. Guests often compliment the great breakfast and the friendly, helpful staff. ### How much does a pet-friendly hotel in Winter Garden cost? ### Which area of Winter Garden is best to stay in for pet-friendly hotels? > Downtown Winter Garden is the heart of the city, known for its historic buildings and an inviting space. Plant Street is the main thoroughfare, lined with restaurants, independent boutiques, and cafes, many of which have outdoor seating areas superb for enjoying with your pet. The area is very walkable, with the West Orange Trail running right through it, offering scenic paths for strolls. > > > Couples travelling with pets will find this area particularly convenient. You'll be able to easily access pet-friendly dining options and enjoy leisurely walks along the trail or through the historic district. ### What are some great pet-friendly hotels in Winter Garden with outdoor spaces? > This 3.5-star hotel, with a 9.0 rating, offers a terrace, providing a suitable outdoor area for guests and their pets. Reviewers often highlight the comfortable and clean rooms, as well as the friendly and helpful staff. ### Which pet-friendly hotels are near Orlando, FL (MCO-Orlando Intl.)? > The 3-star Home2 Suites by Hilton Orlando at Flamingo Crossings, with a 9.2 rating, offers spacious and clean rooms, which is ideal for travellers with pets. Guests frequently praise the friendly and helpful staff, ensuring a welcoming stay for all members of the family. > > > Homewood Suites by Hilton Orlando at Flamingo Crossings, also a 3-star hotel with an impressive 9.4 rating, provides complimentary breakfast and boasts spacious, clean rooms. Reviewers often highlight the fantastic staff and convenient location, making it a comfortable choice for those travelling with pets. ### How do I ensure I have booked a pet-friendly room in Winter Garden? ### What pet-friendly activities should we do in Winter Garden? > This charming district is the heart of Winter Garden, known for its pedestrian-friendly streets, historic buildings, and a wide array of independent shops and eateries. Plant Street is the main thoroughfare, lined with brick pavements and outdoor seating areas that often welcome well-behaved dogs. It's a central spot for the weekly farmers' market and various community events. > > > Couples travelling with their dogs will find this area exceptionally convenient. Many of the outdoor cafes and restaurants along Plant Street offer water bowls and a friendly welcome for pets, allowing you to enjoy a meal or a coffee together. The West Orange Trail, a popular multi-use path, runs directly through downtown, offering miles of paved pathways superb for dog walking or cycling, with plenty of shaded spots. > > > Families with pets will also appreciate staying near the downtown area. The open spaces like the grassy areas near the Winter Garden Heritage Museum provide a nice spot for a quick stroll with your dog. ### What amenities should I look for in a pet-friendly hotel in Winter Garden? ### How can I save on a pet-friendly hotel in Winter Garden with Expedia? ### Do any Winter Garden hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Winter Garden as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Downtown Orlando ](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Casino-Hotel.0-n800087-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Downtown Orlando ](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Hotels-With-Childcare.0-n800087-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - 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