Find Pet-friendly Hotels in Winter Park, FL

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Our top choices for Winter Park pet-friendly hotels

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1001)
"Would stay at the Park again."
United States
Edward
The price is ¥26,263
¥29,546 total
includes taxes & fees
Dec 29 - Dec 30
Park Plaza Hotel

Winter Park Gem, 2BR Near Parks, 3MI to Downtown

Winter Park Gem, 2BR Near Parks, 3MI to Downtown
College Park
8.0 out of 10, Very Good, (2)
"We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area."
United States
Danielle H.
The price is ¥14,900
¥42,451 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Winter Park Gem, 2BR Near Parks, 3MI to Downtown

Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
2.0 star property
Winter Park
The price is ¥26,323
¥42,737 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spacious 5-bedroom house in gorgeous Winter Park

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1003)
"Great very clean staff wonderful "
United States
Lisa
The Alfond Inn

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Goldenrod
The price is ¥32,009
¥70,986 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Cute 5-bedroom,6bed house in superb Winter Park.

Cute 5-bedroom,6bed house in superb Winter Park.
Winter Park
4.0 out of 10, (1)
"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...
United States
Nyssa S.
The price is ¥31,188
¥76,673 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Cute 5-bedroom,6bed house in superb Winter Park.

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (741)
"What a wonderful stay! "
United States
Lucia
The price is ¥13,122
¥14,763 total
includes taxes & fees
Jan 26 - Jan 27, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1395)
"Good location, good breakfast "
United States
Andrea
The price is ¥18,425
¥20,728 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt House Orlando International Drive

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1917)
"Good place to stay "
United States
victor
The price is ¥12,179
¥13,702 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Orlando Lake Buena Vista

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4376)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ¥18,426
¥20,728 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Shingle Creek
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.

Top Winter Park Hotel Reviews

Frequently asked questions

What's the best pet-friendly accommodation in Winter Park?
The Alfond Inn is a top dog-friendly hotel, and offers 2 outdoor pools and a restaurant for its human guests. Other good options to stay with your pet include Park Plaza Hotel and gorgeous property at winter park -118.
How many hotels that accept pets can I expect to find in Winter Park?
Stay with your furry friend at one of Expedia's 12 pet-friendly Winter Park hotels or accommodations.
What's the best time of year to travel to Winter Park 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 July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What is there to see and do with your pet in Winter Park?
Known for its university life, Winter Park has lots to offer visitors including its gardens and live music. See the local sights and visit Casa Feliz Historic Home Museum and Winter Park Village. While you're there, make sure you don't miss Morse Museum of American Art and Kraft Azalea Gardens.