How much does a vacation rental in Key West cost?

Key West vacation rentals are C$ 882/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 August is often the cheapest month to book. Recently, our users found rentals for C$ 150/night - which is currently the cheapest price. Keep in mind that anything C$ 584/night or less is still considered a good deal.

What is the best Key West vacation rental?

Westwinds Inn has a 8.6 rating from 2,731 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 Westwinds Inn 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.

Key West Vacation Rentals, Apartments & Condos

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 Wednesday (C$ 397). On the other hand, travellers can expect to pay the most on Thursday, when the average nightly price is C$ 946.

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

Save money by booking a vacation rental at least 11 days before your trip to Key West. The lowest price found when booking 11 days ahead was C$ 299 per night.

Find deals

Cheapest vacation rentals in Key West, Florida

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.

Show all 1,887 vacation rentals

The Independent Inn

412 Frances Street, Key West, FL, United States

0.8 km from city centre

Free Wi-Fi

Parking

C$ 162

Avg. per night

Vacation rentals in Key West

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

Travel insights for vacation rentals 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 Wednesday (C$ 397). On the other hand, travellers can expect to pay the most on Thursday, when the average nightly price is C$ 946.

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

Save money by booking a vacation rental at least 11 days before your trip to Key West. The lowest price found when booking 11 days ahead was C$ 299 per night.

Cheapest vacation rentals in Key West, Florida

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.

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,887 hotels in Key West and price data was last updated on 20 September 2026. The average price for a hotel in Key West is .

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 20 September 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

How much does a vacation rental in Key West cost?

What is the best Key West vacation rental?

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

What part of Key West is best to stay in?

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

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

Are there any Resort vacation rentals in Key West?

Find better results for your stay in Key West

Explore these cities in Florida

Looking to explore Florida during your trip? These are other popular cities nearby that HotelsCombined users visit

Consider other places to stay in Key West

Stay at one of these places that users have found on HotelsCombined.

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

Popular vacation destinations in Florida

Find vacation rentals in popular Florida cities that fit your unique needs