Key West Vacation Rentals

Compare 2,493 available properties from 15 providers
Key West
Anytime
2 guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 47%

Best Vacation Home Deals in Key West

House Key West
-47%
Nov. 13 - Nov. 20
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $312 $584
FloridaRentals.com
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Bungalow Key West
-25%
Nov. 6 - Nov. 13
Bungalow ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $339 $452
FloridaRentals.com
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Condo Key West
-43%
Oct. 30 - Nov. 6
Condo ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $240 $420
FloridaRentals.com
5.0/5.0
"Excellent"
View deal

Find a vacation home that fits your preferences among the 2,493 fantastic accommodations from 15 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 $158 per night

House Key West 4
-26%
Jul. 10 - Jul. 17
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $229 $310
Vrbo
4.5/5.0
"Outstanding"
View deal
House Key West 4
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $276
Vrbo
4.7/5.0
"Outstanding"
View deal
Apartment Key West 2
-41%
Aug. 2 - Aug. 9
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $249 $422
Vrbo
4.8/5.0
"Excellent"
View deal
House Key West 4
-23%
Jul. 17 - Jul. 24
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $762 $984
Vrbo
5.0/5.0
"Excellent"
View deal
House Key West 2
-36%
Sep. 4 - Sep. 11
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $344 $537
Vrbo
4.7/5.0
"Outstanding"
View deal
Apartment Key West 2
-34%
Jan. 16 - Jan. 23
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $434 $661
Vrbo
4.8/5.0
"Excellent"
View deal
Apartment Key West 4
-31%
Aug. 18 - Aug. 25
Apartment ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $390 $568
Vrbo
4.5/5.0
"Outstanding"
View deal
House Key West 6
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $457
Vrbo
4.4/5.0
"Very good"
View deal
House Key West 6
-15%
Sep. 4 - Sep. 11
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $387 $457
Vrbo
4.6/5.0
"Outstanding"
View deal
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Vacation rentals and apartments with air conditioning

House Aircondition Key West
-18%
Apr. 10 - Apr. 17
Aircondition
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $484 $592
Vrbo
4.8/5.0
"Excellent"
View deal
House Aircondition Key West
-34%
Sep. 4 - Sep. 11
Aircondition
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $393 $593
Vrbo
4.6/5.0
"Outstanding"
View deal
House Aircondition Key West
-29%
Jul. 17 - Jul. 24
Aircondition
House ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $466 $658
Vrbo
4.7/5.0
"Outstanding"
View deal
See all offers

Vacation rentals with Wi-Fi

Apartment Internet Key West
-17%
Sep. 18 - Sep. 25
Internet
Apartment ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $365 $441
Vrbo
4.5/5.0
"Outstanding"
View deal
House Internet Key West
-28%
Jul. 3 - Jul. 10
Internet
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $386 $535
Vrbo
5.0/5.0
"Excellent"
View deal
House Internet Key West
Internet
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $344
Vrbo
4.8/5.0
"Excellent"
View deal
See all offers

Apartments and vacation rentals with a kitchen

Apartment Kitchen Key West
-33%
Jun. 19 - Jun. 26
Kitchen
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $219 $327
Vrbo
4.4/5.0
"Very good"
View deal
House Kitchen Key West
-34%
Jun. 19 - Jun. 26
Kitchen
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $328 $496
Vrbo
4.6/5.0
"Outstanding"
View deal
House Kitchen Key West
-34%
Jun. 19 - Jun. 26
Kitchen
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $328 $496
Vrbo
4.8/5.0
"Excellent"
View deal
See all offers

Popular Rental Amenities in Key West

  • Internet (1,528)
  • No smoking (1,483)
  • Kitchen (1,322)
  • Parking (1,095)
  • TV (1,048)
  • Pool (1,012)
  • Air conditioning (967)
  • Microwave (865)
  • Washer (806)
  • Grill (712)
  • No pets (530)
  • Dishwasher (478)

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."

The Weather in Key West

24°
19°
25°
20°
26°
20°
28°
23°
29°
25°
31°
26°
32°
27°
32°
27°
32°
27°
30°
25°
27°
23°
26°
22°
Jan.
Feb.
Mar.
Apr.
May
June
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 for your vacation in Key West

One-third of the accommodations (39.82%) in Key West are house rentals. They are the most prevalent vacation properties there. In addition, these properties have an average size of 129 m² and a median price of $780 per night. Moreover, this type of lodging is great for large groups, as the majority of house rentals can welcome 7 guests. If you are interested in another accommodation type, you could consider apartment rentals, which are the second most common accommodation type in Key West. Our data reveals that the average price of apartment rentals is $556 per night for an area of 78 m².

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.

Show all 2,493 properties
How to get to Key West?

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.

Where to find the best food in Key West?

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.

What are the best places to discover the arts and culture of Key West?

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.

What are the best events and festivals in Key West?

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 2,000 providers, including:

Booking.com Vacation Rentals in Key West TripAdvisor Vacation Rentals in Key West Vrbo Vacation Rentals in Key West Airbnb Vacation Rentals in Key West Novasol Vacation Rentals in Key West Inter Chalet 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

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