Key West, FL, US Vacation Rentals: house rentals & more

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.

DynamicDestinationRefinements

AsyncDestinationUrgency

Find the best place to stay — Key West

Search 2,067 vacation rentals

Stayed Jun 2022

Our stay at the Heron

Easy booking, easy check in, lovely to have the store on the corner and a bar/liquor store directly across the street. Bummed about the beaches with in walking distance, bad time of year with the sea grass and smell. Great beach a little over a mile ...

Stayed May 2022

Graduation gift

My girlfriend just graduated from Rn school and a trip.to key west was her gift. It was her first time down there. The house was perfect. Walking range to all the hot spots, the beach and was great for the morning coffee. She loved the big shower and...

Stayed May 2022

Key west egret

The property was very clean , perfect location. Only issue no hot water for 3 of our 4 days . Got in late Monday Luke warm shower , same in am called the office when we got back to the room to shower later still cool called the next morning because w...

Stayed May 2022

Wonderful condo & location

Bill was a great host and made the check-in process, gates access, and everything very easy. The condo is in a wonderful complex that is right across from Smather’s Beach. The condo has everything you need. There’s plenty of room for two couples. We ...

Stayed May 2022

Nice property

House and deck need a little attention but it is a nice location. Place is small but just right for the 2 of us. Be aware- if someone is using the loft room and you have any mobility issues. Loved the little pool and that grocery is across the street...

Stayed May 2022

Excellent location,very quiet!

We were very happy with our stay. The proximity to Duval Street and to the shipyard annex swimming pool was a great attribute to this location. The unit was very clean , and roomy enough for four adults to share. We are looking forward to our next tr...

Stayed May 2022

Honeymoon

The view from the balcony as soon as you enter the condo is what sold us on we picked the right place. Safe and Secure gated complex, right across the road from the beach. Not a very crowded beach most of the time by 4pm most everyone was gone and ma...

Stayed May 2022

Total Key West Vibe

Such an adorable little condo and so quiet. Pool and hot-tub were wonderful as well. They definitely encourage you to eat out in town, since the kitchen was a little lacking in cooking items, but that's not a bad thing. I rent this condo or another c...

AsyncDestinationInfographic

AsyncExploreBookEnjoy

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.