Winter Garden Pet Friendly Vacation Rentals

About Winter Garden Vacation Rentals

There are more than 337 places to stay in Winter Garden 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 Garden.

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 Garden, 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 Garden. Places to stay near Winter Garden are 685.4 ft² on average, with prices averaging US $251 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Winter Garden 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.

Show more
Show less

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

Type Count
Vacation Homes 77
Holiday Apartments 54
Villas 50
Cottages 7

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

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 Garden.

Weather in Winter Garden, FL

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

December - February
High 79°F       Low 53°F
March - May
High 91°F       Low 57°F
June - August
High 92°F       Low 71°F
September - November
High 90°F       Low 60°F

Frequently Asked Questions About Winter Garden?

What are the top vacation rentals in Winter Garden?

Find the best options in or near Winter Garden for pet-friendly travel. If you are planning a trip or vacation in Winter Garden, 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 Garden:

Which vacation homes in Winter Garden are best for families?

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

How many PetFriendly vacation rentals are available in Winter Garden?

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 337 in the Winter Garden 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 Garden.

Nearby Neighborhood (6) 
Neighborhood Property Count
West Kissimmee Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 16687
Bay Lake Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 994
Orange Lake Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 116
Vista del Lago Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 14034
Oakland Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 79
Killarney Pet Friendly Hotels and Vacation Rentals in Orlando, Florida 32

People Also Ask