Key West Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Key West vacation rentals

Restaurant
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is P12,108
P23,469 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Aqua Lodges at Hurricane Hole Marina
8 bedrooms, Internet
Waterfront Luxury Home - Tidelands House

Vacation Home in Raccoon Key

Waterfront Luxury Home - Tidelands House
2.0 star property
The price is P123,386
P195,911 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Waterfront Luxury Home - Tidelands House
2 bedrooms
Grand Marina Suite by Brightwild Waterfront

Aparthotel in Stock Island

Grand Marina Suite by Brightwild Waterfront
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is P38,103
P57,141 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Grand Marina Suite by Brightwild Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Yes the room was spotless"
carol 2-night trip
Posted 1 day ago
Pier House Resort & Spa

Find out more about Key West

Search for holiday rentals in Key West on Expedia! You can easily find your home rentals, villas, holiday apartments in Key West using one of the methods below:

  • View our selection of featured holiday rentals in Key West
  • Use the map to find apartments and other holiday homes in the Key West neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Key West while they last

Look no further and take a look at our great range of rental properties in Key West!

Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Florida Keys Eco - Discovery Center, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Key West high marks for its lively festivals and great live music. While you're in the area, you can also enjoy the scenic seaside and entertainment choices.

How many vacation rentals will I find in Key West?

With 1117 Expedia vacation rentals, you're sure to find just the right place for your Key West stay.

What can I see and do in Key West?

Florida Keys Eco - Discovery Center and Key West Shipwreck Museum are a couple of family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are vacation rentals like in Key West?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Key West. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.