Key West vacation rentals

We found 2,309 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 1307 houses, 235 apartments, and other vacation rentals to find the perfect place for your stay in Key West. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Take in the picturesque beauty of Key West

The area's live music and festivals are just a few of the reasons to vacation in Key West. This city's bars, seaside and boating draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Key West

Are you hoping to find top things to see and do in the area? Travelers enjoy fun activities like boating and biking. Venture out of your vacation home and experience everything that Key West has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Key West Golf Club (4 mi / 6.5 km)
  • Key West Visitors Center (29.9 mi / 48.2 km)
  • The Kite House (0.3 mi / 0.5 km)
  • MLK Community Pool & Community Center (0.5 mi / 0.8 km)
  • Blue Hole (28.6 mi / 46.1 km)

Exploring the natural landscape of Key West

Travelers love Key West for its breathtaking sunsets and beautiful ocean views. Whether you're looking for exciting outdoor activities or just want to take in the scenery, Key West is a great place to get out in nature. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Audubon House and Tropical Gardens (0.3 mi / 0.6 km)
  • Key West Butterfly and Nature Conservatory (0.6 mi / 0.9 km)
  • Fort Zachary Taylor Historic State Park (0.6 mi / 1 km)
  • Southernmost Point (0.6 mi / 1 km)
  • South Beach (0.7 mi / 1.1 km)
  • Clarence S. Higgs Memorial Beach Park (1.2 mi / 1.9 km)

Transportation to and around Key West

Fly into Key West Intl. Airport (EYW), the closest airport, located 3 mi (4.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Key West when booking a vacation rental?

Snap up your vacation property in Key West Historic District and you'll be in the heart of one of Key West's leading neighborhoods. Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens are two major attractions here that'll entertain you during your visit.

What is the most popular type of vacation rental accommodation in Key West?

Based on our research, houses are the most desirable property type in Key West. But naturally, everyone's idea of the perfect stay differs. Vrbo has vacation homes of all shapes and sizes, and we'll help you to find your perfect match.

How much does it cost to rent a vacation rental in Key West?

Length of stay, property type and season are some of the things that can influence the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From cozy chalets to expansive villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Key West?

When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Key West travel dates to see all your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want in your beach house.

Are there pet-friendly vacation rentals in Key West?

Yes. You can pick from 1,825 vacation rentals that cater to pets in Key West. Lots of our pet-friendly vacation rentals even come with an outdoor area for your four-legged friend to play around in, doggie beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect place on Vrbo.

Can I rent a house with a pool in Key West?

Mark the "pool" box in our filter tool and take your pick of 1,496 houses with private pools in Key West on Vrbo. Morning swim, sunset soak or midnight dip? How you spend your free time is up to you when your Vrbo vacation property boasts a swimming pool.

What are popular rental amenities in Key West?

Some of the most popular rental amenities people are searching for in Key West include mountain views, a lake view and a barbecue grill. Whether you're on the road with buddies, family or even pets, Vrbo vacation properties have the best amenities for chilling out with your loved ones.

Are there large group vacation rentals in Key West?

You can pick from 191 vacation properties in Key West that can host a group of 10 or more guests. Whether you're organizing time away with the family or an event like an anniversary, there's enough room to get your loved ones together under the same roof.

Are there vacation rentals in Key West that welcome kids?

Bring the entire group together for a fun-filled adventure in Key West at one of our 1,818 family-friendly vacation properties. Many of these stays offer amenities that are suitable for getaways with the kids, such as full kitchens, extra bedrooms and pools. Just check the "Properties good for families" filter box and choose your favorite.

What are the top attractions for families in Key West?

There are loads of amazing things to see and do with the family in Key West, including:

  • Smathers Beach
  • South Beach
  • Higgs Beach

Are there one-bedroom vacation rentals in Key West?

You can choose from 451 one-bedroom rentals in Key West. Whether you're searching for a townhouse or a cabin, our one-bedroom properties are just right if you don't require loads of space. One of the perks of having your own digs? You'll never need to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Key West?

Take your pick of 670 two-bedroom vacation rentals in Key West. Settle the kids into the second room or fill it with a couple of your besties. There's a spot for whoever's fortunate enough to be coming along.

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