Find Vacation Rentals in Key West, Florida Keys

Key West
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Popular Key West Vacation Rentals

Find the perfect Key West vacation rental

Condo Key West
e.g. 8/8 - 8/15 (Mon - Mon)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
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HomeToGo
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Accommodation Key West
e.g. 9/24 - 10/1 (Sat - Sat)
$209 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
Details
HomeToGo
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Condo Key West
e.g. 8/27 - 9/3 (Sat - Sat)
$377 per night
Condo ∙ 6 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
Details
HomeToGo
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Condo Key West
e.g. 9/30 - 10/7 (Fri - Fri)
$623 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Details
HomeToGo
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Accommodation Key West
e.g. 9/9 - 9/16 (Fri - Fri)
$262 per night
Accommodation ∙ 5 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
Details
HomeToGo
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Accommodation Key West
e.g. 9/5 - 9/12 (Mon - Mon)
$194 per night
Accommodation ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
Details
HomeToGo
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Bed & Breakfast Key West
e.g. 8/22 - 8/29 (Mon - Mon)
-36%
$538
$343 per night
Bed & Breakfast ∙ 14 guests ∙ 1 bedroom
5.0
"Excellent" (1830 ratings)
Key West, Florida Keys, Florida, United States
Free cancellation
Details
Expedia
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Condo Key West
e.g. 8/6 - 8/13 (Sat - Sat)
$583 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Details
HomeToGo
Details
Condo Key West
e.g. 9/10 - 9/17 (Sat - Sat)
-40%
$503
$300 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (93 ratings)
Key West, Florida Keys, Florida, United States
Free cancellation
Details
FlipKey
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Vacation rentals and apartments with air conditioning

Condo Aircondition Key West
e.g. 8/27 - 9/3 (Sat - Sat)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Aircondition
Details
HomeToGo
Details
Condo Aircondition Key West
e.g. 9/3 - 9/10 (Sat - Sat)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Aircondition
Details
HomeToGo
Details
Condo Aircondition Key West
e.g. 8/22 - 8/29 (Mon - Mon)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Aircondition
Details
HomeToGo
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Vacation rentals with Wi-Fi

Condo Internet Key West
e.g. 9/3 - 9/10 (Sat - Sat)
$475 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Internet
Details
HomeToGo
Details
Condo Internet Key West
e.g. 10/14 - 10/21 (Fri - Fri)
$552 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Internet
Details
HomeToGo
Details
Condo Internet Key West
e.g. 7/30 - 8/6 (Sat - Sat)
$583 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Internet
Details
HomeToGo
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Apartments and vacation rentals with a kitchen

Condo Kitchen Key West
e.g. 8/20 - 8/27 (Sat - Sat)
$596 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Kitchen
Details
HomeToGo
Details
Condo Kitchen Key West
e.g. 8/27 - 9/3 (Sat - Sat)
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
Free cancellation
Kitchen
Details
HomeToGo
Details
Condo Kitchen Key West
e.g. 9/21 - 9/28 (Wed - Wed)
-36%
$638
$410 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (118 ratings)
Key West, Florida Keys, Florida, United States
Kitchen
Details
Vacasa
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Frequently Asked Questions

Can I find cheap vacation rentals in Key West?

Usually, a stay in Key West starts at $209 per night.

Can I book a vacation rental in Key West?

On tripping.com, you will find 3,648 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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