1377+ Private Villas and Holiday Rentals in Downtown |
  1. USA
  2. Florida
  3. Key West
  4. Downtown

Downtown Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Downtown

Discover more than 1377 vacation rentals available in Downtown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Downtown.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Downtown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Downtown. On average, places to stay near Downtown offer 848 ft², with nightly prices averaging GB £579.

With Casai, finding and comparing holiday rentals in Downtown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Downtown

Type Count
Vacation Homes 501
Holiday Apartments 178
Villas 27
Cottages 11

Use these Quick Filters to Find a Holiday Rental in Downtown

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Downtown.

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 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 Downtown, FL


Tennessee Williams Key West Exhibit 3,601 Properties
Reworx 3,423 Properties
Ernest Hemingway Home and Museum 3,397 Properties
San Carlos Institute - Casa Cuba 3,245 Properties
Jackson Square 3,237 Properties
Key West 765 Properties
Duval Street 484 Properties

Frequently Asked Questions About Downtown?

What are the top holiday rentals in Downtown?

With numerous options available in Downtown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Downtown:

How many holiday rentals have private pools in Downtown?

Discover a selection of holiday rentals with private pools near Downtown with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Downtown are best for families?

If you're searching for a family-friendly holiday home in Downtown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Downtown:

How many Casai.uk holiday rentals are available in Downtown?

As of 2025, Casai boasts over 1377 properties listed in the Downtown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Downtown.

Nearby Neighborhood (6) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 637
Old Town Vacation Rentals in Key West, Florida 592
Uptown - Upper Duval Vacation Rentals in Key West, Florida 199
Historic Seaport Vacation Rentals in Key West, Florida 113
Truman Annex Vacation Rentals in Key West, Florida 68
Bahama Village Vacation Rentals in Key West, Florida 339

People Also Ask

There are 1377 Downtown, FL Holiday Rentals

Recently Booked Holiday Rentals in Downtown