How much does a holiday rental in Key West cost?

The average cost for a holiday rental in Key West is €528/night. A good holiday rental deal in Key West would be for €401/night or less. The cheapest rental deal found recently by our users was €70/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking April 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.

Key West Holiday Rentals, Apartments & Condos

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 (€275). Conversely, the most expensive month to stay in Key West is April (€1,251).

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

The cheapest day to stay in Key West is Thursday (€292). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €747.

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

Save money by booking a vacation rental at least 71 days before your trip to Key West. The lowest price found when booking 71 days ahead was €177 per night.

Find deals

Cheapest holiday rentals in Key West, Florida

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.

Show all 1,873 holiday rentals

Colors On White

Key West, FL, United States

0.9 km from city centre

Air conditioning

€138

Avg. per night

View Deal

Key West Villas

Key West, FL, United States

0.1 km from city centre

Air conditioning

€211

Avg. per night

View Deal

Pescado Penthouse

Key West, FL, United States

0.7 km from city centre

Air conditioning

€1,030

Avg. per night

View Deal

Southernmost Sanctuary All

Key West, FL, United States

0.9 km from city centre

Air conditioning

€2,141

Avg. per night

View Deal

Other accommodations in Key West

Show all 1,873 stays

NYAH Key West - Adult Exclusive

420 Margaret Street, Key West, FL, United States

0.5 km from city centre

Free Wi-Fi

Air conditioning

€103

Avg. per night

View Deal

Seashell Motel

718 South Street, Key West, FL, United States

1.0 km from city centre

Free Wi-Fi

Parking

€123

Avg. per night

View Deal

Simonton Court Historic Inn & Cottages

320 Simonton Street, Key West, FL, United States

0.4 km from city centre

Free Wi-Fi

Air conditioning

€166

Avg. per night

View Deal

Seascape Tropical Inn

420 Olivia Street, Key West, FL, United States

0.3 km from city centre

Free Wi-Fi

Air conditioning

€174

Avg. per night

View Deal

Where to stay in Key West

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

How much does a holiday rental in Key West cost?
The average cost for a holiday rental in Key West is €528/night. A good holiday rental deal in Key West would be for €401/night or less. The cheapest rental deal found recently by our users was €70/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking April 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

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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 (€275). Conversely, the most expensive month to stay in Key West is April (€1,251).

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

The cheapest day to stay in Key West is Thursday (€292). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €747.

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

Save money by booking a vacation rental at least 71 days before your trip to Key West. The lowest price found when booking 71 days ahead was €177 per night.

Cheapest holiday rentals in Key West, Florida

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.

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,873 hotels in Key West and price data was last updated on 8 December 2025. The average price for a hotel in Key West is €527/night.

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 8 December 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 8 December 2025.

How much does a holiday rental in Key West cost?

What part of Key West is best to stay in?

Are there any Resort holiday rentals in Key West?

Find better results for your stay in Key West

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Holiday rentals in Key West

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

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 (€275). Conversely, the most expensive month to stay in Key West is April (€1,251).

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

The cheapest day to stay in Key West is Thursday (€292). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €747.

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

Save money by booking a vacation rental at least 71 days before your trip to Key West. The lowest price found when booking 71 days ahead was €177 per night.

Cheapest holiday rentals in Key West, Florida

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.

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,873 hotels in Key West and price data was last updated on 8 December 2025. The average price for a hotel in Key West is €527/night.

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 8 December 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 8 December 2025.

How much does a holiday rental in Key West cost?

What part of Key West is best to stay in?

Are there any Resort holiday rentals in Key West?

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