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Key West Vacation Rentals

Find 4,733 available offers from 8 partners
Key West
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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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Best Vacation Home Deals in Key West

Save up to 62%

Resort Key West
Dec 10 - Dec 17
-62%
$696
$261 per night
Resort ∙ 6 guests ∙ 3 bedrooms

Lovely Resort in Key West with Outdoor Pool

3.7
Good
Key West, Monroe County, Florida, United States
Details
Agoda
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4,733 amazing accommodations from 8 partner websites, including VacationRentals.com and Booking.com, are available in Key West. HomeToGo instantly compares all of these properties to help you save up to 55%!

Top-Rated Offers and Accommodations in Key West

Book Vacation Rentals with the Highest User Rating

Cottage Key West
Jun 1 - Jun 8
$930 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Historic Cottage in Key West with Grill & Yard, Close to Southernmost Point

4.9
Outstanding (146 ratings)
Key West, Monroe County, Florida, United States
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Accommodation Key West
Aug 31 - Sept 7
$487 per night
Accommodation ∙ 6 guests ∙ 1 bedroom

Rental in Key West, Next to Mallory Square

4.6
Excellent (42 ratings)
Key West, Monroe County, Florida, United States
Details
HomeToGo
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Apartment Key West
Jun 1 - Jun 8
$274 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Bahama Village with Pool, Near Southernmost Point

5.0
Outstanding (305 ratings)
Key West, Monroe County, Florida, United States
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Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $148 per night

Apartment Key West
$195 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Rental Apartment in Key West, Near Duval Street

Key West, Monroe County, Florida, United States
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House Key West
$235 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Stock Island with Delightful Balcony, Next to Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
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House Key West
$1,034 per night
House ∙ 16 guests ∙ 6 bedrooms

Vacation Home in Key West with Pool, Grill & Yard, Close to Duval Street

Key West, Monroe County, Florida, United States
Details
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House Key West
$441 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Key West with Pool & Grill

Key West, Monroe County, Florida, United States
Details
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House Key West
$785 per night
House ∙ 16 guests ∙ 3 bedrooms

House in Bahama Village, Close to Southernmost Point

Key West, Monroe County, Florida, United States
Details
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Cottage Key West
$314 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Key West with Grill, Close to West Martello Tower

Key West, Monroe County, Florida, United States
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Cottage Key West
$453 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Key West with Private Parking

Key West, Monroe County, Florida, United States
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House Key West
$148 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Key West, Near West Martello Tower

Key West, Monroe County, Florida, United States
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House Key West
$296 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Delightful Pool, Next to Southernmost Point + Street View

Key West, Monroe County, Florida, United States
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Budget-friendly Rentals in Key West

Find Fantastic yet Inexpensive Rentals

Apartment Key West
$244 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Key West, Next to Duval Street

Key West, Monroe County, Florida, United States
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Cottage Key West
$186 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Key West with Grill, Yard & Pool, Near Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
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Condo Key West
$222 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Key West with Pool, Grill & Yard, Next to Duval Street

Key West, Monroe County, Florida, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Key West and book a vacation rental with air conditioning.

House  Key West
$277 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Key West with Free Parking

Key West, Monroe County, Florida, United States
Air conditioning
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Apartment  Key West
$211 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Historic Apartment in Key West with Grill & Yard, Near Duval Street

Key West, Monroe County, Florida, United States
Air conditioning
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House  Key West
$367 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant House in Key West with Private Pool

Key West, Monroe County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Key West accommodation with high-speed internet.

House  Key West
$307 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key West with Pool, Near Mallory Square

Key West, Monroe County, Florida, United States
Internet
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Cottage  Key West
$227 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Bahama Village with Grill & Pool, Close to Southernmost Point

Key West, Monroe County, Florida, United States
Internet
Details
Vrbo
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Condo  Key West
$333 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Key West with Pool & Grill, Near West Martello Tower + Pond Views

Key West, Monroe County, Florida, United States
Internet
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Key West with their own private patios and balconies.

House  Key West
$304 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Key West with Pool, Grill & Yard, Near Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
Balcony/Patio
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House  Key West
$355 per night
House ∙ 6 guests ∙ 3 bedrooms

Wonderful House in Key West with Yard & Grill, Near Duval Street

Key West, Monroe County, Florida, United States
Balcony/Patio
Details
Vrbo
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Cottage  Key West
$214 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Key West with Yard & Pool, Next to Southernmost Point

Key West, Monroe County, Florida, United States
Balcony/Patio
Details
Vrbo
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Popular Rental Amenities in Key West

  • Pool (3,866)
  • WiFi (4,486)
  • Air conditioning (4,529)
  • Parking (176)
  • Pet-friendly (921)
  • Kitchen (3,223)
  • Balcony/patio (1,452)
  • TV (4,339)
  • Washing machine (2,639)
  • Dishwasher (1,907)
  • Grill (1,478)
  • Microwave (3,015)

Key West is a wonderful vacation destination if you want a property with a pool, as 82% of the vacation rentals there provide one. In addition, more House rental have pools than any other type of property. They are an excellent choice if you go in a group of 7, as that is the number of people they can usually accommodate. most of Key West's accommodations offering a pool are situated within two kilometres of water, choose between some pool time or waterfront moments.

Price and Availability Index in Key West

Click on any bar to see price and availability information

Vacation Rental Price Information in Key West

The graph shows the average rental prices for the next twelve months in Key West. Prices rise in February and reach an average of $1,661 a night (2/17 – 2/24), making it the most expensive time to book a rental in the next 12 months. The cheapest week is in September (9/14 – 9/21). Prices fall to an average of $702 per night.

Rental availability information in Key West

Our availability graph helps you identify the busiest months in Key West. More people travel to Key West a week in August (8/24 – 8/31). So far, 69% of the rentals are occupied this week. More accommodations are available in a week of August (8/31 – 9/7) as the booking rate is only 28%.

The Weather in Key West

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31°
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32°
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27°
11 days 11
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31°
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12 days 12
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Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Key West. During August, maximum temperatures go up to more than 32° On the contrary, the coolest month is January. Bring your umbrella in September, the rainiest month of the year!

7-Day Weather Forecast in Key West

Fri., 8 Dec.
24°
23°

25%

1 h

30 km/h

Sat., 9 Dec.
25°
24°

60%

2 h

21 km/h

Sun., 10 Dec.
26°
24°

90%

3 h

14 km/h

Mon., 11 Dec.
21°
20°

0%

3 h

22 km/h

Tue., 12 Dec.
22°
21°

0%

4 h

25 km/h

Wed., 13 Dec.
24°
22°

90%

1 h

28 km/h

Thu., 14 Dec.
24°
22°

90%

2 h

24 km/h

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.

Information about vacation rentals in Key West

🏡 Vacation rentals available 4,734 homes
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $148
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 916 homes
🏊 Vacation rentals with pools 3,866 homes

Frequently Asked Questions

What is the typical price of a vacation home in Key West?

The starting price for House rental or Apartment rental in Key West is $148 per night.

What is the typical availability of House rental in Key West?

June has the highest availability of House rental in Key West, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities in Key West?

When looking to book a vacation home in Key West, the most requested amenities include Pool, Internet, and Air conditioning.

How many House rental and Apartment rental can I find in Key West?

Key West has 4,734 House rental and Apartment rental available to book.

Are there pet-friendly vacation rentals in Key West?

If you're travelling with a dog, over 19% of vacation rentals in Key West are pet-friendly.

What's the best month to visit Key West?

When booking accommodation in Key West, remember that the rainiest months are usually September and August, with April often being the sunniest.

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