1731+ Vacation Rentals & Holiday Homes in Downtown |
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Downtown Accommodations - Hotels & Rentals

About Downtown Vacation Rentals

Discover More than 1731 Incredible Getaway Rentals Available in Downtown. 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 Downtown.

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 Downtown, 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 Downtown. The Average Size of Places to Stay Near Downtown is 769.1 ftยฒ, with Prices Averaging $741 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Downtown. 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 Downtown

Type Count
Vacation Homes 682
Holiday Apartments 267
Villas 34
Cottages 10

Use these Quick Filters to Find a Vacation Rental in Downtown

โ˜… 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 Downtown with Online Reservations.

Weather in Downtown, FL

View the weather forecast for Downtown before booking your Downtown 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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Tennessee Williams Key West Exhibit 3,601 Properties
Reworx 3,423 Properties
Key West 3,422 Properties
Ernest Hemingway Home and Museum 3,397 Properties
San Carlos Institute - Casa Cuba 3,245 Properties
Jackson Square 3,237 Properties
Duval Street 2,029 Properties

Frequently Asked Questions About Downtown?

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

We provide an array of great vacation destinations in Downtown. If you are looking to stay in or around the Downtown 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 Downtown:

How many Hotels & Vacation Rentals have private pools in Downtown?

We have 172 Hotels & Vacation Rentals featuring a private pool in and near Downtown. 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 Downtown is best for families?

Searching for a family-friendly getaway in Downtown? 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 Downtown?

Online Reservationsโ„ข offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservationsโ„ข in 2025 is over 1731 in the Downtown area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservationsโ„ข can provide you with a diverse amount of choices of the best luxury stays in Downtown.

Nearby Neighborhood (6)โ€ฏ
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2735
Old Town Vacation Rentals in Key West, Florida 2698
Uptown - Upper Duval Vacation Rentals in Key West, Florida 850
Historic Seaport Vacation Rentals in Key West, Florida 413
Truman Annex Vacation Rentals in Key West, Florida 376
Bahama Village Vacation Rentals in Key West, Florida 107

People Also Ask

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