Pet Friendly Hotels & Resorts in Winter Garden from NZ$220

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Check availability on Winter Garden Pet Friendly Hotels

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Winter Garden pet-friendly hotels

Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3629)
"We love staying at this hotel. "
United States
Sonnia
The price is NZ$351
includes taxes & fees
6 Jan - 7 Jan 2026
Margaritaville Resort Orlando
Lobby
Hyatt House Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2828)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando Airport
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

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2164)
"Very nice hotel, great amenities and friendly staff."
United States
Latasha
The price is NZ$251
includes taxes & fees
27 Jan - 28 Jan 2026
Homewood Suites by Hilton Orlando at Flamingo Crossings
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

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5127)
"Rooms were spacious and clean, breakfast was so good and different items each day. "
United States
Juan Jesus
The price is NZ$220
includes taxes & fees
25 Jan - 26 Jan 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4539)
"excellent place to stay. "
United States
Arshad
The price is NZ$447
includes taxes & fees
2 Jan - 3 Jan 2026
Caribe Royale Orlando
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

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1977)
"Great location, good, staff, and rooms "
Canada
Jobin
The price is NZ$276
includes taxes & fees
19 Jan - 20 Jan 2026
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1658)
"The room and location were excellent. "
United States
Micah
The price is NZ$220
includes taxes & fees
7 Jan - 8 Jan 2026
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Exterior
Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (365)
"Friendly staff, clean rooms , and great breakfast "
United States
Julee
The price is NZ$268
includes taxes & fees
7 Jan - 8 Jan 2026
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

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)
"Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home."
United States
Kowanda
The price is NZ$411
includes taxes & fees
29 Dec - 30 Dec
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Apartment (3 Bedrooms) | Interior
Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is NZ$507
includes taxes & fees
8 Jan - 9 Jan 2026
Upstay Condo Near Disney w Pool & Sauna
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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Very happy with my stay. Meals a bit costly; but tariffs may have that effect."
Jeffrey 4-night trip
Posted 1 day ago
Rosen Inn at Pointe Orlando

Frequently asked questions

What's the best dog-friendly hotel in Winter Garden?
Home2 Suites by Hilton Orlando at Flamingo Crossings is a top hotel for people travelling with their pets, and offers a restaurant and in-room kitchenettes for its human guests. Other good choices to stay with your pet include Homewood Suites by Hilton Orlando at Flamingo Crossings and TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance.
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 Lake Butler and Orange County National Golf Club. While you're there, make sure you don't miss Lake Louisa State Park and Disney's Magnolia Golf Course.