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Check availability on Winter Garden Pet-Friendly Hotels

Our top choices for Winter Garden pet-friendly hotels

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5060)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
The price is 2.720.558 ₫
3.060.627 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, a heated pool
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1638)
"Great room, easy check in and courteous staff. "
United States
Kevin
The price is 3.110.716 ₫
3.499.556 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1970)
"Great stay"
United States
Windy Laine
The price is 3.769.766 ₫
4.240.987 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2138)
"Our stay was great and location was convenient when looking for food!"
United States
Sofia Alexia
The price is 3.353.246 ₫
3.772.402 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Homewood Suites by Hilton Orlando at Flamingo Crossings
Exterior
Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden

3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (362)
"Friendly staff, clean rooms , and great breakfast "
United States
Julee
The price is 3.004.741 ₫
3.380.333 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Home2 Suites By Hilton Winter Garden
Outdoor pool
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (2)
"Room was very clean apartment has everything that you need all necessary things for stay like cops plates utensils host was very nice. Communication with him was very easy. Everything was ready when we arrive. We didn’t have to wait for anything. Highly recommended."
Canada
Ramiz
The price is 3.796.128 ₫
7.384.656 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
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.
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Top Winter Garden Hotel Reviews

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Frequently asked questions

How many dog-friendly hotels can I expect to find in Winter Garden?
Enjoy travelling with your furry pal at one of Expedia's 23 dog-friendly Winter Garden hotels or accommodation options.
What's the best time of year to travel to Winter Garden with my pet?
When you travel with your pet, keeping tabs on the weather can help you make the trip more safe and fun for everyone. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.
What is there to see and do with your pet in Winter Garden?
Known for its water parks and golfing, Winter Garden has lots to offer visitors. See the local sights and visit Orange County National Golf Club and Lake Louisa State Park. While you're there, make sure you don't miss Disney's Magnolia Golf Course and Disney's Palm Golf Course.