Old Town Key West apartments

We found 204 apartments — enter your dates for availability

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

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Frequently asked questions

Are there any apartment holiday rentals in Old Town Key West?
Our 204 holiday condo rentals in Old Town Key West are in excellent locations that'll put you close to where you want to be. Base yourself in this neighbourhood and you'll be near top attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach.
How much does it cost to stay in an apartment holiday rental in Old Town Key West?
Prices vary depending on season, length of stay and property location, so enter your travel details to discover what's available. No matter your plans or budget, Stayz has condo holiday rentals in Old Town Key West suited to all kinds of guests.
When is the best time to rent a holiday condo in Old Town Key West?
Visit Old Town Key West in January to enjoy this exciting destination during one of its busiest periods. That's when most Stayz guests book an apartment holiday rental here. Some holiday condo rental owners may offer seasonal promotions and discounts, so also check out your options outside of January.
Where can I rent an Old Town Key West holiday apartment with great views?
Whether it's a city skyline or a serene backdrop of nature, booking a place with a view adds an extra layer of magic to your getaway. Start by using our "Location" filter to search for apartment holiday rentals in Old Town Key West with a picturesque outlook. Read the reviews for condos or apartments you like, paying special attention to what previous guests have written about the views.
Does Old Town Key West have any weekend apartment rentals?
Turn on your out-of-office reply and escape to Old Town Key West for the weekend in a Stayz apartment holiday rental. Our top tip? Stay flexible with your travel dates and book early to get the first choice of some fabulous holiday condo rentals.
Can I book a luxury apartment in Old Town Key West?
Boasting premium amenities like swimming pools and hot tubs, our luxury apartment holiday rentals in Old Town Key West will take your getaway to the next level. They generally come with plush furniture, modern appliances and lots more. To truly rest and recharge, search for holiday condo rentals that come with hotel-like services such as housekeeping.
What are the top things to do in Old Town Key West?
Once you've booked your apartment holiday rental in Old Town Key West, the next step is to create an action-packed itinerary that'll have everyone buzzing. Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach are some of the well-known family-friendly attractions in and around this area.
Why should I book my apartment holiday rental with Stayz?
You can book your apartment holiday rental with total peace of mind on Stayz. From the minute you book and pay for your reservation until your trip is done, we'll be there for you every step of the way. It's part of our Book with Confidence Guarantee. If you need to cancel, we've got you covered too. Most of our properties offer flexible cancellation policies