Discover a selection of 2,000 vacation rentals in Key West, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and internet/wifi. Prices start at C$ 167 per night, and house rentals and condo and apartment rentals are popular options for a stay in Key West. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Key West

How many vacation rentals are available around Key West?

Our 2022 vacation rental listings offer a large selection of 2,067 house rentals around Key West. From 853 house rentals to 753 condo and apartment rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Key West is on Vrbo.

What is the best area to stay when travelling to Key West?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Key West:

  • Key West Historic District: 1,330 vacation rentals
  • Historic Seaport: 983 vacation rentals
  • Uptown - Upper Duval: 327 vacation rentals
  • Truman Annex: 1,087 vacation rentals
  • New Town: 542 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Key West?

Vrbo Canada offers a large selection of lodging choices near lovely places in Key West. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Key West Golf Club: 2,112 home rentals
  • Harry S. Truman Little White House: 1,911 home rentals
  • Key West Cemetery: 1,915 home rentals
  • Southernmost Point: 1,908 home rentals
  • Mallory Square: 1,913 home rentals

But there are many other points of interest around Key West listed on Vrbo Canada where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Key West?

Yes, of course. Vrbo Canada has 853 Houses in Key West. Our other popular types of vacation rentals in Key West include:

  • Condos/Apartments: 753 lodging choices
  • Yachts: 16 lodging choices
  • Cottages: 68 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Boats and more.

Can I find a vacation rental with pool in Key West?

Yes, you can select your preferred vacation rental with pool among our 1,666 vacation homes with pool available in Key West.

Explore destinations around Key West

Key West Historic District
1,330 vacation rentals
Historic Seaport
983 vacation rentals
Uptown - Upper Duval
327 vacation rentals
Truman Annex
1,087 vacation rentals
New Town
542 vacation rentals
Bahama Village
605 vacation rentals
Old Town Key West
1,309 vacation rentals
1,471 vacation rentals
The Meadows
734 vacation rentals
714 vacation rentals
White St. Gallery
733 vacation rentals
Sunset Key
210 vacation rentals
White Street Gallery District
752 vacation rentals