187+ Pet Friendly Hotels and Vacation Rentals in Winter Park |
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Winter Park Pet Friendly Vacation Rentals

About Winter Park Vacation Rentals

There are more than 187 places to stay in Winter Park and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Winter Park.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Winter Park, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winter Park. Places to stay near Winter Park are 793.66 ft² on average, with prices averaging US $229 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Winter Park with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Winter Park

Type Count
Vacation Homes 107
Holiday Apartments 45
Villas 5
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Winter Park

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Winter Park.

Weather in Winter Park, FL

View the weather forecast for Winter Park before booking your hotel or rental.

December - February
High 38°F       Low 2°F
March - May
High 55°F       Low 18°F
June - August
High 75°F       Low 34°F
September - November
High 67°F       Low 19°F

Stay Near Winter Park, FL

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Winter Park's attractions.


Full Sail University
Rollins College
Winter Park Village
Kraft Azalea Gardens
Casa Feliz Historic Home Museum
Mead Garden
Lee Road Shopping Center
Morse Museum of American Art
Lake Virginia
Albin Polasek Museum and Sculpture Gardens
Crealde School of Art
All Fired Up
Winter Park Playhouse
Alfond Swimming Pool
Winter Park Country Club
Winter Park Corner Shopping Center
The Center of Winter Park Shopping Center
Virginia S. Nelson Rose Garden
Winter Pines Golf Club
Winter Park History Museum

Other Places to Stay in Winter Park, FL


Mead Garden 728 Properties
Hollie Anna Shopping Center 573 Properties
Lake Rose 514 Properties
Winter Park Playhouse 512 Properties
Lake Virginia 510 Properties
Alfond Swimming Pool 507 Properties
Lee Road Shopping Center 489 Properties
All Fired Up 469 Properties
Cahall Sandspur Field 460 Properties
Hannibal Square Heritage Center 458 Properties
Cornell Fine Arts Museum 456 Properties
Goldenrod 168 Properties

Frequently Asked Questions About Winter Park?

What are the top vacation rentals in Winter Park?

Find the best options in or near Winter Park for pet-friendly travel. If you are planning a trip or vacation in Winter Park, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Winter Park:

How many vacation rentals have private pools in Winter Park?

We have found 4 accommodation options with private pools in or near Winter Park, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:

Which vacation homes in Winter Park are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Winter Park? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Winter Park:

How many PetFriendly vacation rentals are available in Winter Park?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2026 is over 187 in the Winter Park area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Winter Park.

Nearby Neighborhood (6) 
Neighborhood Property Count
Northeast Orlando Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 588
College Park Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 44
Goldenrod Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 168
North Orange Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 863
Baldwin Park Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 544
Orwin Manor Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 842

People Also Ask

There are 187 Winter Park, FL Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Winter Park