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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 ($307). Conversely, the most expensive month to stay in Key West is April ($725).

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

The cheapest day to stay in Key West is Friday ($328). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $743.

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

Save money by booking a vacation rental at least 47 days before your trip to Key West. The lowest price found when booking 47 days ahead was $209 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 $143 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 May 25, 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
$143
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
$184
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.4 mi from city centre
Air Conditioning
$654
Avg. per night
View Deal
Southernmost Sanctuary All
Southernmost Sanctuary All

Southernmost Sanctuary All

Key West, FL, United States
0.6 mi from city centre
Air Conditioning
$1,217
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect vacation rental for your stay in Key West. There are 1,933 hotels in Key West and price data was last updated on May 25, 2026. The average price for a hotel in Key West is $525/night.
Duval Inn
Duval Inn

Duval Inn

511 Angela Street, Key West, FL, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$215
Avg. per night
View Deal
Southwinds Motel
Southwinds Motel

Southwinds Motel

1321 Simonton Street, Key West, FL, United States
0.6 mi from city centre
$154
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
$157
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
$231
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
$199
Avg. per night
View Deal
Eden House
Eden House

Eden House

1015 Fleming Street, Key West, FL, United States
0.4 mi from city centre
Free Wi-Fi
Air Conditioning
$182
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
$217
Avg. per night
View Deal
The Laureate Key West
The Laureate Key West

The Laureate Key West

3444 North Roosevelt Boulevard, Key West, FL, United States
2.8 mi from city centre
Pool
Free Wi-Fi
Parking
$222
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
$223
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 May 25, 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 May 25, 2026.

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

    $525 per night is how much a vacation rental in Key West costs, on average. $77 per night was the cheapest price recently found by our users, though anything for $404 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 April, and the cheapest time to book is May.

  • 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 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?

    1 vacation rental in Key West currently mentions “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 Opal Key Resort & Marina.

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