Find Vacation Rentals in Key West, Florida Keys

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Popular Key West Vacation Rentals

Find the perfect Key West vacation rental

House Key West
from $140 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding(15 ratings)
Key West, Monroe County, Florida, United States
Vacasa
Details
Villa Key West
from $1,468 per night
Villa ∙ 16 guests ∙ 7 bedrooms
4.9
Outstanding(88 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $508 per night
House ∙ 10 guests ∙ 6 bedrooms
4.7
Excellent(12 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $498 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(33 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $226 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(25 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $600 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding(50 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $221 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(8 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
House Key West
from $257 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
Condo Key West
from $375 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.3
Very good(57 ratings)
Key West, Monroe County, Florida, United States
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Key West
from $261 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding(15 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Vrbo
Details
House  Key West
from $600 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding(50 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Vrbo
Details
House  Key West
from $257 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
Vrbo
Details
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Vacation rentals with Wi-Fi

Condo  Key West
from $375 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.4
Very good(56 ratings)
Key West, Monroe County, Florida, United States
Internet
Vrbo
Details
House  Key West
from $332 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
Internet
Vrbo
Details
House  Key West
from $264 per night
House ∙ 6 guests ∙ 2 bedrooms
Key West, Monroe County, Florida, United States
Internet
Vacasa
Details
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Apartments and vacation rentals with a kitchen

House  Key West
from $205 per night
House ∙ 4 guests ∙ 2 bedrooms
Key West, Monroe County, Florida, United States
Kitchen
HomeToGo
Details
Condo  Key West
from $283 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.5
Excellent(5 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Vacasa
Details
House  Key West
from $604 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(10 ratings)
Key West, Monroe County, Florida, United States
Kitchen
Vrbo
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 $171 per night.

Can I book a vacation rental in Key West?

On tripping.com, you will find 7,212 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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