Holiday Rentals in Key West

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Holiday Rentals in Key West

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is €275
includes taxes & fees
2 Dec - 3 Dec
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (280)
"Good thanks "
The price is €346
includes taxes & fees
3 Dec - 4 Dec
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is €232
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
10.0 out of 10, Exceptional, (30)
"Nice STAY"
The price is €370
includes taxes & fees
2 Dec - 3 Dec
Poolside Cottage #411
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
9.2 out of 10, Wonderful, (165)
"We found the tides on Simonton online and booked it immediately. When we arrived, the check-in process was very easy and the location is very nice. We ate down the street at Duffys twice during our stay and it is an amazing place. I highly recommend their prime rib. we will definitely be back "
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (14)
"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (214)
"Very clean. Could use some updating such as fresh paint. "
The price is €425
includes taxes & fees
26 Nov - 27 Nov
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
9.0 out of 10, Wonderful, (202)
"Close to Duval Street and within walking distance to everything. Full kitchen is nice. Good for a Key West visit. "
The price is €268
includes taxes & fees
11 Dec - 12 Dec
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
9.2 out of 10, Wonderful, (238)
"Place was very comfortable-great for couples who "
The price is €567
includes taxes & fees
27 Nov - 28 Nov
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
9.4 out of 10, Exceptional, (112)
"Quit little place."
The price is €329
includes taxes & fees
22 Nov - 23 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Heart of Old Town getaway, perfect romantic retreat - near the action
9.0 out of 10, Wonderful, (38)
"Good"
The price is €324
includes taxes & fees
3 Dec - 4 Dec
Heart of Old Town getaway, perfect romantic retreat - near the action
Feb 3-10 $245 off the rates close beach full kitchen & patio
9.6 out of 10, Exceptional, (200)
"Very walkable. Cozy comfortable place. Cute and safe neighborhood. Setup well for cooking. AC pumps some good cold air. "
Feb 3-10 $245 off the rates close beach full kitchen & patio
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
9.6 out of 10, Exceptional, (171)
"Room fit our needs. small, but very clean. Location was great! "
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (222)
"Nice place ,great ammenties very close to duval street, cuban place right on the corner by it is great "
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!
9.8 out of 10, Exceptional, (127)
"Had a great time. "
The price is €330
includes taxes & fees
25 Nov - 26 Nov
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is €858
includes taxes & fees
8 Dec - 9 Dec
The Crystalmarine Suite – Rustic Luxury on the Sea
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
9.4 out of 10, Exceptional, (106)
"Not bad comfortable room was a little smaller then expected bathroom was clean no daily maid cleaning there is a service charge for cleaning though ?? Pool area looks rundown cleaning required probably i didnt use the pool anyway overall property was somwhat quiet other then person upstairs was not considerate to other i would recommend this property."
The price is €320
includes taxes & fees
22 Nov - 23 Nov
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
9.6 out of 10, Exceptional, (81)
"Very well run property/operation. The house has tons of things to do and was ideal four our bachelor party. Definitely recommend"
The price is €3,691
includes taxes & fees
25 Nov - 26 Nov
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
The Cozy Little Cottage!
9.6 out of 10, Exceptional, (10)
"My wife and I came to Key West for a week. We located this property and it is a block away from the main Duval roughly center. Quiet neighborhood. Great parking for a car or scooter nearby. Property was clean- easy code access- plenty of room. "
The price is €421
includes taxes & fees
2 Dec - 3 Dec
The Cozy Little Cottage!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Key West you may be interested in

Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2181)
"No me gustó q en expedia no explicara q no incluya el estacionamiento "
The price is €323
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1782)
"Loved the Restaurant"
The price is €277
includes taxes & fees
19 Dec - 20 Dec
Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only
4.0 star property
8.8 out of 10, Excellent, (1597)
"Awesome place. Extremely enjoyable."
The price is €231
includes taxes & fees
9 Dec - 10 Dec
Havana Cabana at Key West - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 great live music and entertainment choices. While you're in the area, you can also enjoy the scenic seaside and lively festivals.

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

Poolside Cottage #411: This highly rated holiday home rental in Key West offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Some other homes for rent in Key West include Spacious home with pool & balcony - 1 block from Duval Street and DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!.

How many holiday rentals will I find in Key West?

With 1266 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. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

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.