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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 June ($179). Conversely, the most expensive month to stay in Key West is March ($1,850).

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

The cheapest day to stay in Key West is Sunday ($381). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $547.

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

Save money by booking a vacation rental at least 51 days before your trip to Key West. The lowest price found when booking 51 days ahead was $206 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 $116 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 July 11, 2026
For those on a budget, these are the cheapest vacation rentals available in Key West for the selected dates. As prices can vary by date, change the dates if you're flexible to compare rates.
Heron House - Adult Only
Heron House - Adult Only

Heron House - Adult Only

Key West, FL, United States
0.1 mi from city centre
Air Conditioning
$116
Avg. per night
View Deal
Colors On White
Colors On White

Colors On White

Key West, FL, United States
0.6 mi from city centre
Air Conditioning
$165
Avg. per night
View Deal
Weatherstation Inn
Weatherstation Inn

Weatherstation Inn

57 Front Street, Key West, FL, United States
0.4 mi from city centre
Free Wi-Fi
Air Conditioning
$189
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.4 mi from city centre
Air Conditioning
$710
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,890 hotels in Key West and price data was last updated on July 11, 2026. The average price for a hotel in Key West is $800/night.
Southwinds Motel
Southwinds Motel

Southwinds Motel

1321 Simonton Street, Key West, FL, United States
0.6 mi from city centre
$131
Avg. per night
View Deal
El Patio Motel
El Patio Motel

El Patio Motel

800 Washington Street, Key West, FL, United States
0.7 mi from city centre
Free Wi-Fi
Parking
$140
Avg. per night
View Deal
Blue Marlin Motel
Blue Marlin Motel

Blue Marlin Motel

1320 Simonton Street, Key West, FL, United States
0.6 mi from city centre
Free Wi-Fi
$163
Avg. per night
View Deal
The Artist House
The Artist House

The Artist House

534 Eaton Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$164
Avg. per night
View Deal
Wicker Guesthouse
Wicker Guesthouse

Wicker Guesthouse

913 Duval Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Parking
$180
Avg. per night
View Deal
Oceans Edge Key West
Oceans Edge Key West

Oceans Edge Key West

5950 Peninsular Avenue, Key West, FL, United States
4.6 mi from city centre
Free Wi-Fi
$202
Avg. per night
View Deal
Pegasus International Hotel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street, Key West, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$169
Avg. per night
View Deal
Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

420 Olivia Street, Key West, FL, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$168
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
0.5 mi from city centre
Free Wi-Fi
Air Conditioning
$129
Avg. per night
View Deal

Where to stay in Key West

Explore different neighborhoods and areas within Key West to find the perfect location for your stay. Map data was last updated on July 11, 2026.
Use the map to find vacation rentals in Key West that are close to the points of interest you'll be frequenting. Clicking a property's name will unlock more information and allow you to book that particular 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 July 11, 2026.

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

    $593 per night is how much a vacation rental in Key West costs, on average. $69 per night was the cheapest price recently found by our users, though anything for $448 per night or less is a good deal. Keep in mind that Key West vacation rental prices fluctuate throughout the year: the most expensive month to book is November, and the cheapest time to book is May.

  • 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 2.6 mi 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?

    The best neighborhood to stay in Key West is Old Town North of Truman, according to our user data. 3% of our users who looked for vacation rentals in Key West searched for properties in the Old Town North of Truman area. If you’re also interested in booking a vacation rental in Old Town North of Truman, consider the Key West Villas - the neighborhood’s most popular rental property.

  • What’s the most popular vacation rental in Key West near Smathers Beach?

    If you’re looking for a vacation rental close to Smathers Beach 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 Smathers Beach to Heron House - Adult Only is 2.0 mi.

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

    2 vacation rentals in Key West currently mention “Pool” as a listed amenity. We recommend booking the Heron House - Adult Only, which is the most popular Key West vacation rental featuring this amenity.

  • Are there any Resort vacation rentals in Key West?

    At the moment, there are 25 properties listed as a Resort vacation rental in Key West. A popular Resort in Key West amongst our users is Casa Marina Key West, Curio Collection by Hilton.

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