Find Vacation Rentals in Key West, Florida Keys

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Key West
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Key West
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Popular Key West Vacation Rentals

Find the perfect Key West vacation rental

House Key West
$197 per night
House ∙ 10 guests ∙ 3 bedrooms
4.1
Very good (11 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
Details
Details
House Key West
$987 per night
House ∙ 16 guests ∙ 6 bedrooms
Key West, Monroe County, Florida, United States
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Vrbo
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House Key West
-11%
$106
$94 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding (12 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
Details
Details
House Key West
$839 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (83 ratings)
Key West, Monroe County, Florida, United States
Details
Vacasa
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Details
House Key West
$931 per night
House ∙ 12 guests ∙ 4 bedrooms
4.7
Excellent (46 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
Details
Details
House Key West
$267 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (16 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Details
House Key West
$723 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (199 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Details
Condo Key West
$147 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (40 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Details
House Key West
$1,142 per night
House ∙ 12 guests ∙ 5 bedrooms
4.9
Outstanding (136 ratings)
Key West, Monroe County, Florida, United States
Details
Vrbo
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Vacation rentals and apartments with air conditioning

Condo  Key West
$747 per night
Condo ∙ 10 guests ∙ 3 bedrooms
4.5
Excellent (172 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
House  Key West
$942 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (83 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Details
Vrbo
Details
Details
House  Key West
$1,066 per night
House ∙ 10 guests ∙ 4 bedrooms
4.5
Excellent (106 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Details
Vrbo
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Vacation rentals with Wi-Fi

House  Key West
$770 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (63 ratings)
Key West, Monroe County, Florida, United States
Internet
Details
Vrbo
Details
Details
Condo  Key West
$306 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (176 ratings)
Key West, Monroe County, Florida, United States
Internet
Details
Vrbo
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Details
House  Key West
$157 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding
Key West, Monroe County, Florida, United States
Internet
Details
Vacasa
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Apartments and vacation rentals with a kitchen

House  Key West
$917 per night
House ∙ 10 guests ∙ 4 bedrooms
4.5
Excellent (106 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
Details
Details
House  Key West
-11%
$381
$341 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
Very good (134 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
Details
Details
Condo  Key West
-13%
$326
$282 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.6
Excellent (107 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Details
Vacasa
Details
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Key West?

Usually, a stay in Key West starts at $104 per night.

Can I book a vacation rental in Key West?

On tripping.com, you will find 5,127 available vacation rental offers in Key West.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Key West Information

About Key West

Key West is proud to be the southernmost city in the continental US. With such a prominent claim to fame, Key West has become a destination for those seeking a budget beach vacation. Off the tip of mainland Florida and hooked into the Gulf of Mexico, the climate is nearly tropical with mild winters and warm summers. A multitude of activities for everyone in the family makes Key West a wonderful place for anyone to travel to.

Things to Do in Key West

For pride’s sake, the first thing to do is check out the “Southernmost Point” buoy that marks Key West’s distinct location. After that, you can move on to attractions like the house of Ernest Hemingway or the Key West Aquarium on Mallory Square. Dry Tortugas Park has really cool marine life and for divers the Vandenberg Wreck is an underwater wonder. As with any Gulf of Mexico vacation destination, fishing and golfing activities are abundant! The location historically has been an important naval center, so for navy brats and Civil War buffs the Key West Naval Station and Fort Zachary Taylor State Park are the go to locations.

Key West Accommodations

In Key West, staying somewhat off the main streets will avoid the noise coming from the energetic nightlife crowd. You can find a lot of Key West vacation rentals that are situated right on the beach, sometimes even on a private beach. Criteria should be focused on amenities. You’ll want air conditioning to cool off, beach towels to bring to the beach, and a barbeque for your freshly caught fish.

Popular Day Trips Near Key West

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