
Holiday Rentals in Key West
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Our top choices for Key West holiday rentals


SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!
Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOSTFind holiday rentals that suit your style
Top Key West Hotel Reviews

Havana Cabana at Key West
Find out more about Key West
Everything you need to know about Key West holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Key West holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Key West holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Key West holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Key West. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Key West holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Key West holiday rentals we have selected for you start as low as €223 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Key West rentals
At Expedia, we put the best Key West holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Key West rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Key West holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Key West. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Bahama Village
- Key West Butterfly and Nature Conservatory
- Visit Historic Seaport
- Visit Key West Historic District
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Holidays
- Visit Key West
- Mallory Square
- Museum of Art & History at the Custom House
- Key West Historic District
- San Carlos Institute - Casa Cuba
- Simonton Beach
















































































