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Vacation rentals in Key West

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Travel insights for vacation rentals in Key West

Use these up-to-date, data-driven insights about booking a vacation 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 (C$ 561). Conversely, the most expensive month to stay in Key West is December (C$ 1,724).

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

The cheapest day to stay in Key West is Sunday (C$ 480). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is C$ 873.

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

Save money by booking a vacation rental at least 5 days before your trip to Key West. The lowest price found when booking 5 days ahead was C$ 355 per night.
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Cheapest vacation 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 C$ 1,663 per night. There is currently one property in Key West that can be booked for this price. Southernmost Sanctuary All is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 13 August 2025
Currently, these are the lowest-priced vacation rentals in Key West we've come across for the dates selected. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.9 km from city centre
Air Conditioning
C$ 1,663
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 2,476 hotels in Key West and price data was last updated on 13 August 2025. The average price for a hotel in Key West is C$ 738/night.
Pier House Resort & Spa
Pier House Resort & Spa

Pier House Resort & Spa

1 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
C$ 512
Avg. per night
View Deal
Southernmost Beach Resort
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West, FL, United States
0.9 km from city centre
Free Wi-Fi
Spa
C$ 327
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
C$ 248
Avg. per night
View Deal
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
C$ 256
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
C$ 194
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
C$ 126
Avg. per night
View Deal
Seashell Motel and International Hostel
Seashell Motel and International Hostel

Seashell Motel and International Hostel

718 South Street, Key West, FL, United States
1.0 km from city centre
Free Wi-Fi
Parking
C$ 182
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 13 August 2025.
Navigate to the areas in Key West you plan to visit to find vacation rentals that are close by. You can find more information on a particular vacation rental within the map by clicking on its name.

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 13 August 2025.

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

    Key West vacation rentals are C$ 739/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a vacation rental in Key West, and January is often the cheapest month to book. Recently, our users found rentals for C$ 111/night - which is currently the cheapest price. Keep in mind that anything C$ 508/night or less is still considered a good deal.

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

    Old Town North of Truman is the best part of Key West to stay in based on our user data. Out of all our users who looked at Key West vacation rentals, 89% of them looked for stays in the Old Town North of Truman neighbourhood in the last year. The Colors On White happens to be the most popular vacation rental in the Old Town North of Truman neighbourhood of Key West.

  • Are there any Resort vacation rentals in Key West?

    Yes, there are 25 Resort vacation rentals in Key West. According to our data, Hyatt Centric Key West Resort And Spa is currently the most popular Resort rental in the city.

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