Find Vacation Rentals in Key West, Florida Keys

Key West
Anytime
2 guests

Popular Key West Vacation Rentals

Find the perfect Key West vacation rental

House Key West 2
-65%
e.g. 8/21 - 8/28 (Sat - Sat)
Free cancellation
House ∙ 2 guests ∙ 4 bedrooms
Key West, Florida Keys, Florida, United States
from $144 $409
Expedia
4.4/5.0
"Very good"
Details
Apartment Key West 2
-24%
e.g. 11/13 - 11/20 (Sat - Sat)
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $158 $208
Vrbo
4.8/5.0
"Excellent"
Details
House Key West 2
-49%
e.g. 8/14 - 8/21 (Sat - Sat)
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $165 $324
Vrbo
4.7/5.0
"Outstanding"
Details
House Key West 4
-17%
e.g. 1/9 - 1/16 (Sat - Sat)
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $165 $199
Vrbo
4.5/5.0
"Outstanding"
Details
House Key West 2
-24%
e.g. 2/27 - 3/6 (Sat - Sat)
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $245 $323
Expedia
3.7/5.0
"Good"
Details
House Key West 4
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $218
Vrbo
4.7/5.0
"Outstanding"
Details
House Key West 2
-56%
e.g. 9/4 - 9/11 (Sat - Sat)
House ∙ 2 guests ∙ 4 bedrooms
Key West, Florida Keys, Florida, United States
from $183 $417
Expedia
4.0/5.0
"Very good"
Details
House Key West 4
-39%
e.g. 8/14 - 8/21 (Sat - Sat)
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $225 $368
Vrbo
4.6/5.0
"Outstanding"
Details
Apartment Key West 2
-31%
e.g. 8/14 - 8/21 (Sat - Sat)
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $219 $315
Vrbo
5.0/5.0
"Excellent"
Details
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Key West
Aircondition
Apartment ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $300
Vrbo
4.6/5.0
"Outstanding"
Details
House Aircondition Key West
-33%
e.g. 5/22 - 5/29 (Sat - Sat)
Aircondition
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $208 $308
Vrbo
5.0/5.0
"Excellent"
Details
House Aircondition Key West
-53%
e.g. 8/14 - 8/21 (Sat - Sat)
Aircondition
House ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $214 $452
Vrbo
4.7/5.0
"Outstanding"
Details
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Vacation rentals with Wi-Fi

Cottage Internet Key West
-74%
e.g. 6/19 - 6/26 (Sat - Sat)
Internet
Cottage ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $114 $439
Expedia
3.5/5.0
"Good"
Details
House Internet Key West
-40%
e.g. 6/19 - 6/26 (Sat - Sat)
Internet
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $207 $342
Vrbo
Details
House Internet Key West
-20%
e.g. 1/20 - 1/27 (Wed - Wed)
Internet
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $188 $235
Vrbo
4.8/5.0
"Excellent"
Details
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Apartments and vacation rentals with a kitchen

House Kitchen Key West
-54%
e.g. 6/19 - 6/26 (Sat - Sat)
Kitchen
House ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $172 $372
Vrbo
4.9/5.0
"Excellent"
Details
House Kitchen Key West
-40%
e.g. 12/5 - 12/12 (Sat - Sat)
Kitchen
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $172 $287
Vrbo
4.6/5.0
"Outstanding"
Details
House Kitchen Key West
-34%
e.g. 12/5 - 12/12 (Sat - Sat)
Kitchen
House ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $208 $316
Vrbo
Details
View more

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.

Vacation Rentals in Key West

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Key West offers 3522 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Key West start at an average price of $293 a night with long-term rentals averaging $10057 a month.
These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 2939 of Key West’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 1781 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 2976 vacation home rentals.
Traveling with your dog or cat? Choose from 1020 pet-friendly rentals in Key West that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!
Search properties from 12 vacation rental sites in Key West where the top providers in that area are HomeAway, Expedia, and TripAdvisor. There are 1852 HomeAway rentals, 559 Expedia short term rentals and 437 TripAdvisor vacation rentals.

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