How much does a holiday rental in Key West cost?

$705 per night is how much a holiday rental in Key West costs, on average. $125 per night was the cheapest price recently found by our users, though anything for $575 per night or less is a good deal. Keep in mind that Key West holiday rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is October.

What is the best Key West holiday rental?

The best holiday rental in Key West is Sunrise Suites Resort, according to our user data. 191 users from HotelsCombined gave the Sunrise Suites Resort a 8.4/10 rating.

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 Sunrise Suites Resort holiday rental. This holiday apartment is just 0.8 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 the city to stay in if you’re looking for a holiday rental in Key West. The Colors On White is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Key West, 100% of HotelsCombined users searched for rentals in Old Town North of Truman in the past 12 months, making it a popular choice.

What’s the most popular holiday rental in Key West near Duval Street?

Sunrise Suites Resort is the most popular Key West holiday rental near Duval Street (the city’s most popular landmark). It’s a 5.3 km trip from Sunrise Suites Resort to Duval Street. While there may be other holiday rentals near Duval Street, Sunrise Suites Resort received high marks (8.4/10) from 191 users.

Are there Key West holiday rentals with “Pet-friendly” listed as an amenity?

Yes, there is 1 holiday rental in Key West with “Pet-friendly” listed as an amenity, the most popular being the Sunrise Suites Resort rental based on user data.

Are there any Resort holiday rentals in Key West?

If you’re looking to book a Resort holiday rental in Key West, then you have 25 to choose from. We recommend looking at Southernmost Beach Resort as it’s currently the most popular Resort rental among our users.

Key West Holiday Rentals, Apartments & Condos

Travel insights for holiday rentals in Key West

Use these up-to-date, data-driven insights about booking a holiday rental in Key West including ideal times to book, pricing trends, and more.

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 February ($826). Conversely, the most expensive month to stay in Key West is December ($1,451).

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

The cheapest day to stay in Key West is Tuesday ($870). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,226.

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

Save money by booking a vacation rental at least 1 day before your trip to Key West. The lowest price found when booking 1 day ahead was $465 per night.

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Cheapest holiday rentals in Key West, Florida

Out of the holiday rentals in Key West we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Show all 2,110 holiday rentals

Econo Lodge Galveston Seawall

Galveston, TX, United States

1.9 km from city centre

Air conditioning

$138

Avg. per night

View Deal

Key West Villas

Key West, FL, United States

0.1 km from city centre

Air conditioning

$592

Avg. per night

View Deal

Southernmost Sanctuary All

Key West, FL, United States

0.9 km from city centre

Air conditioning

$2,188

Avg. per night

View Deal

Other accommodations in Key West

Show all 2,110 stays

Seashell Motel and International Hostel

718 South Street, Key West, FL, United States

1.0 km from city centre

Free Wi-Fi

Parking

$144

Avg. per night

View Deal

Southwinds Motel

1321 Simonton Street, Key West, FL, United States

0.9 km from city centre

$334

Avg. per night

View Deal

El Patio Motel

800 Washington Street, Key West, FL, United States

1.1 km from city centre

Free Wi-Fi

Parking

$239

Avg. per night

View Deal

Blue Marlin Motel

1320 Simonton Street, Key West, FL, United States

0.9 km from city centre

Free Wi-Fi

$349

Avg. per night

View Deal

Southernmost Beach Resort

1319 Duval Street, Key West, FL, United States

0.9 km from city centre

Free Wi-Fi

Spa

$505

Avg. per night

View Deal

DoubleTree Resort by Hilton Grand Key - Key West

3990 South Roosevelt Boulevard, Key West, FL, United States

5.1 km from city centre

$373

Avg. per night

View Deal

Ibis Bay Resort

3101 North Roosevelt Boulevard, Key West, FL, United States

3.5 km from city centre

Free Wi-Fi

$401

Avg. per night

View Deal

NYAH Key West - Adult Exclusive

420 Margaret Street, Key West, FL, United States

0.5 km from city centre

Free Wi-Fi

Air conditioning

$192

Avg. per night

View Deal

Ambrosia Key West

622 Fleming Street, Key West, FL, United States

0.3 km from city centre

Free Wi-Fi

Air conditioning

$484

Avg. per night

View Deal

Duval House

815 Duval Street, Key West, FL, United States

0.3 km from city centre

Free Wi-Fi

Air conditioning

$366

Avg. per night

View Deal

Where to stay in Key West

Scroll to and zoom in on the areas in Key West you plan on visiting to find nearby properties. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday rental.

Facts about staying in Key West

How much does a holiday rental in Key West cost?
$705 per night is how much a holiday rental in Key West costs, on average. $125 per night was the cheapest price recently found by our users, though anything for $575 per night or less is a good deal. Keep in mind that Key West holiday rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is October.
What is the best Key West holiday rental?
The best holiday rental in Key West is Sunrise Suites Resort, according to our user data. 191 users from HotelsCombined gave the Sunrise Suites Resort a 8.4/10 rating.
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 Sunrise Suites Resort holiday rental. This holiday apartment is just 0.8 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 the city to stay in if you’re looking for a holiday rental in Key West. The Colors On White is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Key West, 100% of HotelsCombined users searched for rentals in Old Town North of Truman in the past 12 months, making it a popular choice.
What’s the most popular holiday rental in Key West near Duval Street?
Sunrise Suites Resort is the most popular Key West holiday rental near Duval Street (the city’s most popular landmark). It’s a 5.3 km trip from Sunrise Suites Resort to Duval Street. While there may be other holiday rentals near Duval Street, Sunrise Suites Resort received high marks (8.4/10) from 191 users.
Are there Key West holiday rentals with “Pet-friendly” listed as an amenity?
Yes, there is 1 holiday rental in Key West with “Pet-friendly” listed as an amenity, the most popular being the Sunrise Suites Resort rental based on user data.
Are there any Resort holiday rentals in Key West?
If you’re looking to book a Resort holiday rental in Key West, then you have 25 to choose from. We recommend looking at Southernmost Beach Resort as it’s currently the most popular Resort rental among our users.