Insights
Cheapest hotels
Where to stay

Holiday rentals in Key West

Search and compare Key West, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Key West

Use these up-to-date, data-driven insights about booking a holiday rental in Key West including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Key West?

The cheapest month to book a vacation rental in Key West is August (€215). Conversely, the most expensive month to stay in Key West is December (€579).

What is the cheapest day to stay in a vacation rental in Key West?

The cheapest day to stay in Key West is Tuesday (€210). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is €435.

How far ahead should you book a vacation rental in Key West?

Save money by booking a vacation rental at least 1 day before your trip to Key West. The lowest price found when booking 1 day ahead was €251 per night.
Find deals

Cheapest holiday rentals in Key West, Florida

Discover affordable stays in Key West that provide a quality experience without breaking the bank. Hotels in Key West can be found for as low as €209 per night. There is currently one property in Key West that can be booked for this price. Key West Villas is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 24 July 2025
Out of the holiday rentals in Key West we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Key West Villas
Key West Villas

Key West Villas

Key West, FL, United States
0.1 km from city centre
Air conditioning
€209
Avg. per night
View Deal
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.9 km from city centre
Air conditioning
€861
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 2,455 hotels in Key West and price data was last updated on 24 July 2025. The average price for a hotel in Key West is €433/night.
Seascape Tropical Inn
Seascape Tropical Inn

Seascape Tropical Inn

420 Olivia Street, Key West, FL, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
€177
Avg. per night
View Deal
The Southernmost Inn-Adults Only
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

525 United Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Air conditioning
€116
Avg. per night
View Deal
The Artist House
The Artist House

The Artist House

534 Eaton Street, Key West, FL, United States
0.3 km from city centre
Free Wi-Fi
Air conditioning
€129
Avg. per night
View Deal
NYAH Key West - Adult Exclusive
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

420 Margaret Street, Key West, FL, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
€90
Avg. per night
View Deal
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street, Key West, FL, United States
1.3 km from city centre
€269
Avg. per night
View Deal

Where to stay in Key West

Explore different neighbourhoods and areas within Key West to find the perfect location for your stay. Map data was last updated on 24 July 2025.
Scroll to and zoom in on the areas in Key West you plan on visiting to find nearby properties. More information on a given holiday rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Key West

Find useful tips and insights about staying in Key West to help you make the most of your experience. FAQs were last updated on 24 July 2025.

  • How much does a holiday rental in Key West cost?

    The average cost for a holiday rental in Key West is €433/night. A good holiday rental deal in Key West would be for €310/night or less. The cheapest rental deal found recently by our users was €69/night. If you’re flexible with your travel dates, then try to avoid booking July, the most expensive month of the year. Booking August is the cheapest month to book a holiday rental in Key West.

  • What part of Key West is best to stay in?

    The best neighbourhood to stay in Key West is Old Town North of Truman, according to our user data. 100% of our users who looked for holiday rentals in Key West searched for properties in the Old Town North of Truman area. If you’re also interested in booking a holiday rental in Old Town North of Truman, consider the Colors On White - the neighbourhood’s most popular rental property.

  • Are there any Resort holiday rentals in Key West?

    There are 25 holiday rentals in Key West that fall under the Resort category, the most popular is Casa Marina Key West, Curio Collection by Hilton.

Find better results for your stay in Key West

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs
Orlando holiday rentals
Miami Beach holiday rentals
Miami holiday rentals
Fort Lauderdale holiday rentals
Naples holiday rentals
Tampa holiday rentals
Daytona Beach holiday rentals
Winter Garden holiday rentals
Saint Pete Beach holiday rentals
Lake Buena Vista holiday rentals
Clearwater holiday rentals
Hollywood holiday rentals
Sebastian holiday rentals
Bay Lake holiday rentals
Bonita Springs holiday rentals
Apopka holiday rentals
Estero holiday rentals
Fort Myers holiday rentals
St. Augustine holiday rentals
Cape Canaveral holiday rentals
West Palm Beach holiday rentals
Palm Beach holiday rentals
Destin holiday rentals
Anna Maria holiday rentals
Bradenton holiday rentals
Kissimmee holiday rentals
Palm Beach Gardens holiday rentals
Aventura holiday rentals
Sarasota holiday rentals
Islamorada holiday rentals
Sunny Isles Beach holiday rentals
Miramar Beach holiday rentals
Pompano Beach holiday rentals
Panama City Beach holiday rentals

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.