Key West Holiday Rentals from NZ$385: Search Short-Term Rentals

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Holiday Rentals in Key West

Other types of properties in Key West you may be interested in

6 outdoor pools, free pool cabanas, pool umbrellas

"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other. "

includes taxes & fees

10 Jun - 11 Jun

"Great service and great room!"

includes taxes & fees

27 Jun - 28 Jun

3 outdoor pools, pool umbrellas, pool loungers

"All the people were very friendly and helpful. It was close to all the hot spots in old town. Would definitely stay again. "

includes taxes & fees

10 Jun - 11 Jun

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Key West holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Key West. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Key West. Seeing all the best attractions is bound to make you fall in love with Key West. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Key West short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Key West?

Yes, there are holiday rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Key West high marks for its entertainment choices and lively festivals. While you're in the area, you can also enjoy the scenic seaside and great live music.

What are some of the best holiday rentals that Key West has to offer?

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!: This highly rated holiday home rental in Key West is located in the city centre, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Key West include SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! and ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!.

How many holiday rentals will I find in Key West?

With 1110 Expedia holiday rentals, you're guaranteed to find just the right place for your Key West stay.

What can I see and do in Key West?

Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center are a couple of the family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. You can also visit some other popular places in town, such as Duval Street and Dry Tortugas National Park.

What are holiday rentals like in Key West?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Key West. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.

Recent reviews of Key West properties
Expedia verified reviews

5/5 Excellent

"Our stay at Havana Cabana Key West was absolutely fantastic! It was our first time here, but definitely won't be our last! The room was clean, cozy, and had everything we needed for a comfortable stay. The pool and outdoor area was spacious and inviting, although the lounge chairs could use an update. The staff was attentive and made sure we were well taken care of, especially Nick, Lana, and Kosta who went above and beyond to make our stay memorable. (Thank you!) The food truck on-site offered a great selection of tasty dishes served promptly. The hotel provided a convenient complimentary shuttle service that allowed guests to easily explore Downtown and use for airport transportation. Both destinations were just a few minutes away from the hotel. Shoutout to shuttle driver, Roger, who was extremely welcoming and consistently friendly, making the experience truly enjoyable. Overall, a wonderful experience!"

A verified traveller stayed at Havana Cabana at Key West

Posted 13 hours ago