Old Town Pet Friendly Vacation Rentals

About Old Town Vacation Rentals

There are more than 3590 places to stay in Old Town 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 Old Town.

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 Old Town, 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 Old Town. Places to stay near Old Town are 745.13 ft² on average, with prices averaging US $721 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Old Town 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 Old Town

Type Count
Vacation Homes1719
Holiday Apartments427
Cottages86
Villas31

Use these Quick Filters to Find a Vacation Rental in Old Town

★ 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 Old Town.

Weather in Old Town, FL

View the weather forecast for Old Town before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Old Town, FL


Key West Wildlife Center 4,284 Properties
Studios of Key West 4,247 Properties
Key West Burlesque Theater 4,247 Properties
Higgs Beach 4,246 Properties
Key West Garden Club 4,238 Properties
Key West 2,633 Properties
Key West Historic District 2,089 Properties
Duval Street 1,536 Properties
Downtown 874 Properties
Uptown - Upper Duval 662 Properties
Truman Annex 248 Properties
Bahama Village 64 Properties

Frequently Asked Questions About Old Town?

What are the top vacation rentals in Old Town?

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

How many vacation rentals have private pools in Old Town?

We have found 268 accommodation options with private pools in or near Old Town, 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 Old Town are best for families?

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

How many PetFriendly vacation rentals are available in Old Town?

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 3590 in the Old Town 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 Old Town.

Nearby Neighborhood (11) 

NeighborhoodProperty Count
Key West Historic District Pet Friendly Hotels and Vacation Rentals in Key West, Florida 2089
Downtown Pet Friendly Hotels and Vacation Rentals in Key West, Florida 874
Uptown - Upper Duval Pet Friendly Hotels and Vacation Rentals in Key West, Florida 662
Historic Seaport Pet Friendly Hotels and Vacation Rentals in Key West, Florida 330
Truman Annex Pet Friendly Hotels and Vacation Rentals in Key West, Florida 248
Meadows Pet Friendly Hotels and Vacation Rentals in Key West, Florida 102
The Meadows Pet Friendly Hotels and Vacation Rentals in Key West, Florida 102
Bahama Village Pet Friendly Hotels and Vacation Rentals in Key West, Florida 64
Midtown Pet Friendly Hotels and Vacation Rentals in Key West, Florida 41
White St. Gallery Pet Friendly Hotels and Vacation Rentals in Key West, Florida 4477
White Street Gallery District Pet Friendly Hotels and Vacation Rentals in Key West, Florida 4473

There are 3590 Old Town, FL Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Old Town