Key West Vacation Rentals

Compare 2,665 available properties from 19 providers
Key West
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2 guests
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Best Vacation Home Deals in Key West

-17%
e.g. 10/12 - 10/19
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $393 $472
HomeAway
4.5
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-40%
e.g. 8/3 - 8/10
Apartment ∙ 5 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $546 $905
HomeAway
5.0
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-26%
e.g. 5/4 - 5/11
Apartment ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $496 $668
HomeAway
4.9
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Find a vacation home that fits your preferences among the 2,665 fantastic accommodations from 19 providers in Key West. By directly analyzing these properties, HomeToGo brings you the best deals as well as the highest rated vacation homes in Key West.

Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $136 per night

Apartment ∙ 2 guests
Key West, Florida Keys, Florida, United States
from $220
HomeAway
4.4
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Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $431
HomeAway
4.6
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House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $378
HomeAway
4.7
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Apartment ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $209
HomeAway
4.4
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Apartment ∙ 4 guests
Key West, Florida Keys, Florida, United States
from $134
Airbnb
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $98
Airbnb
5.0
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Boat ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $109
Airbnb
5.0
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Boat ∙ 4 guests
Key West, Florida Keys, Florida, United States
from $109
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $161
HomeAway
4.2
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Vacation Houses with Pools

Pool
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $489
HomeAway
4.6
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Pool
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $200
Booking.com
5.0
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Pool
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $384
HomeAway
4.3
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $136
HomeAway
4.0
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Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $353
HomeAway
4.5
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Pet-friendly
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $621
HomeAway
4.5
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Apartments with a balcony or patio

Balcony/Patio
Apartment ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $573
HomeAway
4.6
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Balcony/Patio
Apartment ∙ 3 guests
Key West, Florida Keys, Florida, United States
from $304
HomeAway
4.4
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Balcony/Patio
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $198
Booking.com
4.7
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Popular Rental Amenities in Key West

  • Internet (2,479)
  • Kitchen (2,459)
  • TV (2,447)
  • AC (2,114)
  • Pool (2,002)
  • Washer (1,979)
  • No smoking (1,636)
  • Microwave (1,611)
  • Dishwasher (1,177)
  • Pet allowed (1,161)
  • Parking (994)
  • Grill (883)
Accommodations can be chosen based on different criteria. Above, you can see the number of properties that provide a specific feature in Key West. In Key West, 1,646 rentals offer "TVs". So, if you never miss an episode of your favorite show, select the TVs filter to compare these properties. Plan your vacation in advance if you like to end your days curled up by the fire or you love sweating the stress away in saunas. There are just 6 listed rentals providing "fireplaces" and 79 properties with "saunas."

Price and Availability Index in Key West

Vacation Rental Price Information in Key West

This graph displays the average prices for the next twelve months in Key West. Prices reach their highest point in February, where prices are an average of $631 a night (2/1 - 2/8). Prices decrease in June to an average of $363 per night (6/29 - 7/6).

Rental Availability Information in Key West

Our availability graph helps you identify the busiest months in Key West. So far, the week with the least available rentals in Key West is in February (2/15 - 2/22). It will be easy to find a rental that suits you in a week of August (8/17 - 8/24), as 82% of the rentals are still available.

The Weather in Key West

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31°
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22°
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July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Key West. July is the warmest month in Key West with average maximum temperatures of 32°. On the contrary, the coolest month is January. The rainiest month is September while the driest month is February.

Accommodations in Key West

One-third of the accommodations (36.67%) in Key West are apartment rentals. They are the most prevalent vacation properties there. In addition, these properties have an average size of 86 ft² and a median price of $521 per night. Moreover, this type of lodging is great for medium-sized groups and families, as the majority of apartment rentals can welcome 4 guests. If you are interested in another accommodation type, you could consider house rentals, which are the second most common accommodation type in Key West. Our data reveals that the average price of house rentals is $684 per night for an area of 104 ft².

Explore Historic Key West From a Cozy Vacation Rental

Typical Key West vacation rentals are beautiful wooden beach homes. Sit on the porch and watch the waves crash and wind blow through the palm trees at Key West vacation homes.

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Getting There

Reaching Key West

There are several ways to get to your Key West vacation rental: by air, land, and sea. Delta Airlines, American, United, and Silver Airways have flights to Key West International Airport. If you are driving, take the Florida Turnpike south from Miami to Key West. A high-speed ferry also operates daily, sailing from Fort Myers Beach and Marco Island. Alternatively, Greyhound buses will take you to Key West from Miami International Airport.

Food & Drinks

Dig Into Key Lime Pie and Conch Fritters

There may be no food more closely associated with Key West then key lime pie. Made from local limes, which are known for their bittersweet and acidic taste, this dessert is a favorite the world over. The best key lime pies have a perfectly flaky pastry and creamy center piled high with meringue.

Try conch fritters, found on most Key West bar menus. The mollusk of the region's iconic conch shell is chopped, battered, and deep fried for the ultimate bar snack.

Art & Culture

Visit the Ernest Hemingway House and the Key West Lighthouse

The Ernest Hemingway House was home to the famous author of A Farewell to Arms and For Whom the Bell Tolls for about ten years. The rooms in the house contain artifacts detailing the authors' life and works.

The Key West Lighthouse is tiny, but the climb up the 88 steps to its top rewards you with incredible views. The museum houses photographs and other items related to the history of lighthouses in the Florida Keys.

Local Events

Hemingway Days and New Year's Eve

The New Year's Eve celebrations in Key West are world famous. The biggest party is on Duval Street, where you can watch a conch shell drop at midnight at Sloppy Joe's or head to Bourbon Street Pub to watch a drag queen named Sushi lowered from the rooftop in a giant red high heel.

Hemingway Days, held in July, celebrate the famous author. The festival includes writing, fishing, and look-a-like contests.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Key West Novasol Vacation Rentals in Key West TripAdvisor Vacation Rentals in Key West Airbnb Vacation Rentals in Key West Inter Chalet Vacation Rentals in Key West HomeAway Vacation Rentals in Key West EveryStay Vacation Rentals in Key West Interhome Vacation Rentals in Key West 9flats.com Vacation Rentals in Key West HouseTrip Vacation Rentals in Key West Belvilla Vacation Rentals in Key West Sykes Cottages Vacation Rentals in Key West Homestay.com Vacation Rentals in Key West Ski Planet Vacation Rentals in Key West Only-apartments Vacation Rentals in Key West James Villa Holidays Vacation Rentals in Key West

Vacation Destinations Near Key West