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Vacation rentals in Key West

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Travel insights for holiday rentals in Key West

Use our HotelsCombined data-powered tips to help you find your next holiday 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 ($230). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $522.

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

Save money by booking a vacation rental at least 37 days before your trip to Key West. The lowest price found when booking 37 days ahead was $161 per night.

Find deals

Cheapest holiday 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 $106 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 27 July 2026
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Key West. 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
$106
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
$114
Avg. per night
View Deal
The Independent Inn
The Independent Inn

The Independent Inn

Key West, FL, United States
0.8 km from city centre
Air conditioning
$144
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
$168
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
$180
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
$391
Avg. per night
View Deal
Pescado Penthouse
Pescado Penthouse

Pescado Penthouse

Key West, FL, United States
0.7 km from city centre
Air conditioning
$615
Avg. per night
View Deal

Other accommodations in Key West

Find the perfect holiday rental for your stay in Key West. There are 1,913 hotels in Key West and price data was last updated on 27 July 2026. The average price for a hotel in Key West is .
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
$196
Avg. per night
View Deal
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

3852 North Roosevelt Boulevard, Key West, FL, United States
5.1 km from city centre
Free Wi-Fi
Parking
$178
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
$180
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
0.4 km from city centre
Free Wi-Fi
Air conditioning
$181
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
$132
Avg. per night
View Deal
Hilton Key West Resort & Marina
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

5950 Peninsular Avenue, Key West, FL, United States
7.3 km from city centre
Free Wi-Fi
$196
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
$184
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 27 July 2026.
Scroll through the map to find vacation rentals close to the Key West neighborhood(s) you plan on visiting. 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 27 July 2026.

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

    The average cost for a holiday rental in Key West is $505/night. A good holiday rental deal in Key West would be for $405/night or less. The cheapest rental deal found recently by our users was $69/night. If you’re flexible with your travel dates, then try to avoid booking October, the most expensive month of the year. Booking May is the cheapest month to book a holiday rental in Key West.

  • What is the best Key West holiday rental?

    NYAH Key West - Adult Exclusive has a 7.6 rating from 3,807 users, making it the best Key West holiday rental based on our data.

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

    If you’re looking to stay close to Key West Airport for your trip to Key West, then consider booking a NYAH Key West - Adult Exclusive holiday rental. This holiday apartment is just 4.0 km away from the Key West 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 holiday rentals, 100% of them looked for stays in the Old Town North of Truman neighbourhood in the last year. The The Independent Inn happens to be the most popular holiday rental in the Old Town North of Truman neighbourhood of Key West.

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

    Yes, there is a holiday rental in Key West with “Pool” as a listed amenity. According to our data, 1 rental offers this popular amenity in the Key West area. The NYAH Key West - Adult Exclusive is a popular holiday rental among HotelsCombined users who are looking for this particular perk.

  • Are there any Resort holiday rentals in Key West?

    Yes, there are 25 Resort holiday 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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