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Vacation rentals 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 December (₹ 35,988). Conversely, the most expensive month to stay in Key West is August (₹ 90,959).

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

The cheapest day to stay in Key West is Tuesday (₹ 36,171). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is ₹ 63,250.

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

Save money by booking a vacation rental at least 55 days before your trip to Key West. The lowest price found when booking 55 days ahead was ₹ 21,401 per night.

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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 ₹ 20,837 per night. There is currently one property in Key West that can be booked for this price. Colors On White is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 26 March 2026
For those on a budget, these are the cheapest vacation rentals available in Key West for the selected dates. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air conditioning
₹ 20,837
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
₹ 118,360
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
₹ 177,118
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,908 hotels in Key West and price data was last updated on 26 March 2026. The average price for a hotel in Key West is ₹ 55,343/night.
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
₹ 22,415
Avg. per night
View Deal
Duval Inn - Key West
Duval Inn - Key West

Duval Inn - Key West

511 Angela Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
₹ 26,997
Avg. per night
View Deal
Seascape Tropical Inn
Seascape Tropical Inn

Seascape Tropical Inn

420 Olivia Street, Key West, FL, United States
0.4 km from city centre
Free Wi-Fi
Air conditioning
₹ 28,092
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
₹ 28,189
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
₹ 43,532
Avg. per night
View Deal
Southernmost Beach Resort & Guesthouses
Southernmost Beach Resort & Guesthouses

Southernmost Beach Resort & Guesthouses

1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
₹ 31,227
Avg. per night
View Deal
Beachside Resort & Residences
Beachside Resort & Residences

Beachside Resort & Residences

3841 North Roosevelt Boulevard, Key West, FL, United States
5.2 km from city centre
Free Wi-Fi
₹ 31,326
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 26 March 2026.
Use the map to find vacation rentals in Key West that are close to the points of interest you'll be frequenting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 26 March 2026.

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

    A holiday rental in Key West will cost ₹ 55,344 per night on average. However some users found rentals for as low as ₹ 9,350 per night. A good deal on a Key West holiday rental would be anything for ₹ 42,516 per night or less. Keep in mind that booking March may be more expensive, whereas booking May is the cheapest month of the year to book.

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

    Old Town North of Truman is the best part of the city to stay in if you’re looking for a holiday rental in Key West. The Key West Villas is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Key West, 100% of HotelsCombined users searched for rentals in Old Town North of Truman in the past 12 months, making it a popular choice.

  • Are there any Resort holiday rentals in Key West?

    25 Resort holiday rentals are available in Key West. Based on our user data, the most popular is Opal Key Resort & Marina - so we recommend seeing if this property is available for your travel dates before looking at other Resort options in Key West.

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