Old Town Key West vacation rentals

We found 1,622 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 682 houses, 265 condos, and other vacation rentals to find the perfect place for your stay in Old Town Key West. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Frequently asked questions

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

Houses are the most popular type of vacation rental in Old Town Key West, according to our data. Even if you've got something different in mind, Vrbo has properties in loads of sizes and shapes. Browse our many options to find your perfect Old Town Key West pad.

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

Season, length of stay and property type are some factors that can affect the price of a vacation home. Simply enter your dates of travel to find your ideal fit. From comfy cabins to plush villas, all Vrbo vacation rentals provide incredible value.

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

The average price for a vacation rental by the beach in Old Town Key West depends on when you're going and the size and style of property you're searching for. Find prices easily on Vrbo by entering your destination and preferred travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities that you prefer, such as WiFi, a pool and air conditioning.

Are there pet-friendly vacation rentals in Old Town Key West?

With 1,312 vacation rentals that allow pets, your little buddy can join in on your Old Town Key West vacation. Use our filter tool to search our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.

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

Add another level of fun to your trip by booking your group into one of the 1,057 houses with a private pool in Old Town Key West. Use our search filter to find properties with pools on Vrbo, then spend carefree days playing and splashing in a swimming pool that's for your exclusive use.

What are popular rental amenities in Old Town Key West?

When it comes to rental amenities that people look for in Old Town Key West, a barbecue grill, a chef and mountain views rank highest. With Vrbo vacation rentals, you'll enjoy choices to suit your style and taste, whether you're going away with your partner, your family or even pets.

Are there large group vacation rentals in Old Town Key West?

Old Town Key West has 100 vacation properties that can accommodate 10 or more guests. These properties come with the space and privacy you need to share good times with family and friends.

Are there vacation rentals in Old Town Key West that welcome kids?

With 1,307 family-friendly vacation rentals available in Old Town Key West, now is a superb time to introduce your little ones to the thrills of travel. Just check our "Properties good for families" filter to search for stays that come with conveniences ideal for traveling families, such as living rooms, swimming pools, bunk beds and hot tubs.

What are the top attractions for families in Old Town Key West?

There are tons of wonderful things to see and do with the family in Old Town Key West, such as:

  • Smathers Beach
  • South Beach
  • Higgs Beach

Are there one-bedroom vacation rentals in Old Town Key West?

Yes, you can pick from 359 one-bedroom rentals in Old Town Key West. Whether you're on the lookout for a cozy chalet or an upmarket condo, our one-bedroom rentals are great if you don't require huge amounts of space. One of the best things about having your own pad? You won't ever need to share your trip with strangers.

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

Choose from 500 two-bedroom homes in Old Town Key West. Settle the kids into the second room or maybe fill it with a couple of your best buddies. There's ample space for whoever's lucky enough to come along for the ride.

Are there vacation rentals with WiFi in Old Town Key West?

Old Town Key West has 413 vacation rentals with WiFi, so you'll be able to stay connected while on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a cinch to go online.

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