3352+ Vacation Rentals in Old Town |
  1. USA
  2. Florida
  3. Key West
  4. Old Town

Old Town Vacation Rentals, Hotels, & Places to Stay

About Old Town Vacation Rentals

There are more than 3352 places to stay that are available in Old Town. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Old Town.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Old Town, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Old Town. Places to stay near Old Town are 776.26 ft² on average, with prices averaging US $701 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Old Town. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Old Town

Type Count
Vacation Homes 1600
Holiday Apartments 396
Cottages 85
Villas 34

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

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Old Town today.

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 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 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 3,227 Properties
Key West Historic District 2,530 Properties
Duval Street 1,850 Properties
Downtown 1,094 Properties
Uptown - Upper Duval 756 Properties
Truman Annex 353 Properties
Bahama Village 97 Properties

Complexes around Old Town, FL


Key West 84 Properties
Southernmost West 14 Properties
Curry 9 Properties
Duval Street 5 Properties
Hyatt Windward Pointe 4 Properties
Artist Garden 3 Properties
Atlantic Paradise 3 Properties
Courtyard 3 Properties
Kimpton Lighthouse Hotel Ihg 3 Properties
Linger 3 Properties
Livin 3 Properties
Parrot Hotel Villas 3 Properties
Bamboo The Annex 2 Properties
Duval West 2 Properties

Frequently Asked Questions About Old Town?

What are the top vacation rentals in Old Town?

We have scoured the web to find you options in Old Town. If you plan on staying near or in the Old Town area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Old Town:

How many vacation rentals have private pools in Old Town?

We have found 595 places to stay that feature a private swimming pool in or near Old Town. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Old Town are best for families?

If you are looking for a place to stay that is family-friendly in Old Town, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Old Town:

How many Varoom vacation rentals are available in Old Town?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 3352 in the Old Town area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Old Town. 

Nearby Neighborhood (11) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2530
Downtown Vacation Rentals in Key West, Florida 1094
Uptown - Upper Duval Vacation Rentals in Key West, Florida 756
Historic Seaport Vacation Rentals in Key West, Florida 413
Truman Annex Vacation Rentals in Key West, Florida 353
Bahama Village Vacation Rentals in Key West, Florida 97
Meadows Vacation Rentals in Key West, Florida 95
The Meadows Vacation Rentals in Key West, Florida 95
Midtown Vacation Rentals in Key West, Florida 53
White St. Gallery Vacation Rentals in Key West, Florida 25
White Street Gallery District Vacation Rentals in Key West, Florida 25

People Also Ask

There are 3352 Old Town, FL Vacation Rentals

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