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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 month to book a vacation rental in Key West?

The cheapest month to book a vacation rental in Key West is May (C$ 523). Conversely, the most expensive month to stay in Key West is September (C$ 1,407).

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

The cheapest day to stay in Key West is Tuesday (C$ 426). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is C$ 1,020.

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 C$ 310 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$ 224 per night. There is currently one property in Key West that can be booked for this price. Heron House - Adult Only is one of the hotels that can be booked for the lowest price in Key West. Price data was last updated on 7 May 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.
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$ 224
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$ 274
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$ 1,245
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
C$ 2,020
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,931 hotels in Key West and price data was last updated on 7 May 2026. The average price for a hotel in Key West is C$ 854/night.
Oceans Edge Key West
Oceans Edge Key West

Oceans Edge Key West

5950 Peninsular Avenue, Key West, FL, United States
7.3 km from city centre
Free Wi-Fi
C$ 327
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$ 310
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$ 299
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
C$ 359
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
C$ 328
Avg. per night
View Deal
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$ 430
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
C$ 401
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$ 303
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 7 May 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 7 May 2026.

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

    Key West vacation rentals are C$ 855/night on average. However, you may find that prices fluctuate depending on the time of year. For example, June 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$ 104/night - which is currently the cheapest price. Keep in mind that anything C$ 666/night or less is still considered a good deal.

  • What is the best Key West vacation rental?

    Heron House - Adult Only has a 8.1 rating from 420 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 4.3 km from Key West Airport to Heron House - Adult Only (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, 88% 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.

  • 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 Heron House - Adult Only with a 8.1/10 review score from 420 users. The distance from U.S. Coast Guard Headquarters, Key West Station to Heron House - Adult Only is 0.7 km.

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

    You’re in luck! 1 Key West vacation rental mentions “Pool” under their list of amenities. The Heron House - Adult Only 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 25 Resort vacation rentals in Key West. According to our data, Opal Key Resort & Marina is currently the most popular Resort rental in the city.

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