3473+ Vacation Rentals & Holiday Homes in Old Town |
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  2. Florida
  3. Key West
  4. Old Town

Old Town Accommodations - Hotels & Rentals

About Old Town Vacation Rentals

Discover More than 3473 Incredible Getaway Rentals Available in Old Town. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Old Town.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Old Town, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Old Town. The Average Size of Places to Stay Near Old Town is 769.05 ft², with Prices Averaging US $770 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Old Town. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Old Town

Type Count
Vacation Homes 1673
Holiday Apartments 421
Cottages 87
Villas 37

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

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Old Town with Online Reservations.

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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


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 3,093 Properties
Key West Historic District 2,417 Properties
Duval Street 1,749 Properties
Downtown 1,009 Properties
Uptown - Upper Duval 740 Properties
Truman Annex 334 Properties
Bahama Village 93 Properties

Frequently Asked Questions About Old Town?

What are the top hotels, lake houses & vacation rentals in Old Town?

We provide an array of great vacation destinations in Old Town. If you are looking to stay in or around the Old Town area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Old Town:

How many Hotels & Vacation Rentals have private pools in Old Town?

We have 602 Hotels & Vacation Rentals featuring a private pool in and near Old Town. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Old Town is best for families?

Searching for a family-friendly getaway in Old Town? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Old Town?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 3473 in the Old Town area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Old Town.

Nearby Neighborhood (11) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2417
Downtown Vacation Rentals in Key West, Florida 1009
Uptown - Upper Duval Vacation Rentals in Key West, Florida 740
Historic Seaport Vacation Rentals in Key West, Florida 385
Truman Annex Vacation Rentals in Key West, Florida 334
Meadows Vacation Rentals in Key West, Florida 98
The Meadows Vacation Rentals in Key West, Florida 98
Bahama Village Vacation Rentals in Key West, Florida 93
Midtown Vacation Rentals in Key West, Florida 55
White St. Gallery Vacation Rentals in Key West, Florida 29
White Street Gallery District Vacation Rentals in Key West, Florida 29

People Also Ask

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