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Vacation rentals in Key West

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Travel insights for vacation rentals in Key West

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Key West.

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

The cheapest day to stay in Key West is Monday (C$ 306). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is C$ 686.

How early should you book a vacation rental in Key West?

Based on vacation rental prices in Key West found by KAYAK users over the last 12 months.

Book at least 51 days before your stay begins to get the best price for your Key West vacation rental.

Find deals

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$ 143 per night. There is currently one property in Key West that can be booked for this price. NYAH Key West - Adult Exclusive is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 5 August 2026
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.
NYAH Key West - Adult Exclusive
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

Key West, FL, United States
0.5 km from city centre
Air Conditioning
C$ 143
Avg. per night
View Deal
Heron House - Adult Only
Heron House - Adult Only

Heron House - Adult Only

Key West, FL, United States
0.1 km from city centre
Air Conditioning
C$ 154
Avg. per night
View Deal
The Independent Inn
The Independent Inn

The Independent Inn

412 Frances Street, Key West, FL, United States
0.8 km from city centre
Free Wi-Fi
Parking
C$ 169
Avg. per night
View Deal
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.9 km from city centre
Air Conditioning
C$ 237
Avg. per night
View Deal
Weatherstation Inn
Weatherstation Inn

Weatherstation Inn

57 Front Street, Key West, FL, United States
0.6 km from city centre
Free Wi-Fi
Air Conditioning
C$ 253
Avg. per night
View Deal
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Key West, FL, United States
0.4 km from city centre
Air Conditioning
Free Wi-Fi
C$ 539
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air Conditioning
C$ 840
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,913 hotels in Key West and price data was last updated on 5 August 2026. The average price for a hotel in Key West is .
The Laureate Key West
The Laureate Key West

The Laureate Key West

3444 North Roosevelt Boulevard, Key West, FL, United States
4.5 km from city centre
Free Wi-Fi
Parking
C$ 291
Avg. per night
View Deal
Pegasus International Hotel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
C$ 277
Avg. per night
View Deal
Eden House
Eden House

Eden House

1015 Fleming Street, Key West, FL, United States
0.7 km from city centre
Free Wi-Fi
Parking
C$ 261
Avg. per night
View Deal
NYAH Key West - Adult Exclusive
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

Key West, FL, United States
0.5 km from city centre
Air Conditioning
C$ 143
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 5 August 2026.
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 5 August 2026.

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

    Key West vacation rentals are C$ 717/night on average. However, you may find that prices fluctuate depending on the time of year. For example, November is the most expensive month to book a vacation rental in Key West, and May is often the cheapest month to book. Recently, our users found rentals for C$ 97/night - which is currently the cheapest price. Keep in mind that anything C$ 577/night or less is still considered a good deal.

  • What is the best Key West vacation rental?

    Weatherstation Inn has a 8.5 rating from 412 users, making it the best Key West vacation rental based on our data.

  • What’s the closest vacation rental to Key West Airport?

    It’s only 3.8 km from Key West Airport to The Independent Inn (the nearest Key West vacation rental to the airport).

  • 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, 98% of them looked for stays in the Old Town North of Truman neighbourhood in the last year. The NYAH Key West - Adult Exclusive happens to be the most popular vacation rental in the Old Town North of Truman neighbourhood of Key West.

  • What’s the most popular vacation rental in Key West near U.S. Coast Guard Headquarters, Key West Station?

    If you’re looking for a vacation rental close to U.S. Coast Guard Headquarters, Key West Station while in Key West, then the most popular is Weatherstation Inn with a 8.5/10 review score from 412 users. The distance from U.S. Coast Guard Headquarters, Key West Station to Weatherstation Inn is 0.4 km.

  • Are there Key West vacation rentals with “Pool” listed as an amenity?

    You’re in luck! 4 Key West vacation rentals mention “Pool” under their list of amenities. The NYAH Key West - Adult Exclusive is the most popular vacation rental in Key West that features this amenity.

  • Are there any Resort vacation rentals in Key West?

    Yes, there are 33 Resort vacation rentals in Key West. According to our data, Hilton Key West Resort & Marina is currently the most popular Resort rental in the city.

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