3769+ Rental Villas and Private Getaways in Old Town |
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  2. Florida
  3. Key West
  4. Old Town

Old Town Vacation Rentals & One Degree Stays Homes

About Old Town Vacation Rentals

There are more than 3769 vacation rentals that are available in Old Town. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Old Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Old Town, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Old Town. Places to stay near Old Town are 805.45 ftยฒ on average, with prices averaging $650 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Old Town with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Old Town

Type Count
Vacation Homes 1919
Holiday Apartments 510
Cottages 87
Villas 37

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

โ˜… Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old Town.

Weather in Old Town, FL

View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.

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

Other Places to Stay in Old Town, FL


Key West Wildlife Center 3,783 Properties
Studios of Key West 3,769 Properties
Key West Burlesque Theater 3,769 Properties
Key West Garden Club 3,760 Properties
Higgs Beach 3,760 Properties
Key West 3,395 Properties
Key West Historic District 2,688 Properties
Duval Street 1,991 Properties
Downtown 1,160 Properties
Uptown - Upper Duval 831 Properties
Truman Annex 370 Properties
Bahama Village 104 Properties

Frequently Asked Questions About Old Town?

What are the top vacation rentals in Old Town?

There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:

How many vacation rentals have private pools in Old Town?

There are 585 vacation rentals with private pools near Old Town. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Old Town are best for families?

If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:

How many onedegreestays vacation rentals are available in Old Town?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 3769 in the Old Town area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Old Town.โ€ฏ

Nearby Neighborhood (11)โ€ฏ
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2688
Downtown Vacation Rentals in Key West, Florida 1160
Uptown - Upper Duval Vacation Rentals in Key West, Florida 831
Historic Seaport Vacation Rentals in Key West, Florida 414
Truman Annex Vacation Rentals in Key West, Florida 370
Bahama Village Vacation Rentals in Key West, Florida 104
Meadows Vacation Rentals in Key West, Florida 92
The Meadows Vacation Rentals in Key West, Florida 92
Midtown Vacation Rentals in Key West, Florida 50
White St. Gallery Vacation Rentals in Key West, Florida 3797
White Street Gallery District Vacation Rentals in Key West, Florida 3796

People Also Ask

There are 3769 Old Town, FL Vacation Rentals

Recently Booked Vacation Rentals in Old Town