Find Vacation Rentals in Key West

Key West
Anytime
2 guests

Popular Key West Vacation Homes and Apartments

Find the perfect Key West vacation rental

Apartment ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $90
Vrbo
4.8
Details
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $127
Vrbo
4.0
Details
Apartment ∙ 2 guests
Key West, Florida Keys, Florida, United States
from $281
Vrbo
4.7
Details
Apartment ∙ 2 guests
Key West, Florida Keys, Florida, United States
from $132
Vrbo
4.8
Details
House ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $104
Airbnb
5.0
Details
Apartment ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $103
Airbnb
5.0
Details
Bungalow ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $88
Airbnb
5.0
Details
Apartment ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $80
Airbnb
4.5
Details
Apartment ∙ 4 guests
Key West, Florida Keys, Florida, United States
from $100
Airbnb
4.9
Details
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Recommended Rentals With Pools

Pool
House ∙ 6 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $112
Vrbo
5.0
Details
Pool
Apartment ∙ 5 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $281
Vrbo
4.8
Details
Pool
Condo ∙ 2 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $188
Airbnb
4.4
Details
View more

Pet-Friendly Homes and Apartments

Pet-friendly
Apartment ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $227
Vrbo
4.8
Details
Pet-friendly
House ∙ 4 guests
Key West, Florida Keys, Florida, United States
from $375
Airbnb
5.0
Details
Pet-friendly
House ∙ 2 guests
Key West, Florida Keys, Florida, United States
from $200
Booking.com
4.7
Details
View more

Vacation Homes With Terraces

Balcony/Patio
House ∙ 3 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
from $282
Vrbo
4.9
Details
Balcony/Patio
Apartment ∙ 4 guests ∙ 1 bedroom
Key West, Florida Keys, Florida, United States
Check rates
HomeAway
5.0
Details
Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Key West, Florida Keys, Florida, United States
from $272
Vrbo
4.7
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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