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Our top choices for Key West holiday rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (172)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿4,216
฿10,013 total
includes taxes & fees
11 Jan - 12 Jan
Aqua Lodges at Hurricane Hole Marina

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is ฿14,730
฿22,514 total
includes taxes & fees
12 Jan - 13 Jan
The Bartlum Luxury Studio In Prime Location

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
The price is ฿30,985
฿41,123 total
includes taxes & fees
10 Jan - 11 Jan
Coconut Mallory Marina and Resort Condo

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is ฿35,994
฿53,023 total
includes taxes & fees
13 Jan - 14 Jan
Contra House Key West

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is ฿15,485
฿23,341 total
includes taxes & fees
4 Feb - 5 Feb
Mesa House Uno by Brightwild Perfect Location

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is ฿20,145
฿25,486 total
includes taxes & fees
11 Jan - 12 Jan
Ocean Front One Bedroom Residence

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is ฿15,129
฿27,480 total
includes taxes & fees
13 Jan - 14 Jan
Sea Breeze by Brightwild Off-street Parking

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is ฿17,008
฿28,206 total
includes taxes & fees
11 Jan - 12 Jan
Poolside Suite by Brightwild Pvt Pool Parking

New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings
2.0 star property
Key West Historic District
The price is ฿15,259
฿27,034 total
includes taxes & fees
13 Jan - 14 Jan
New Coastal Rose - Bright Loft With High Ceilings

The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
The price is ฿15,388
฿26,193 total
includes taxes & fees
13 Jan - 14 Jan
The Grenada Suite Pool View Private Balcony

Cloud Suite on Duval Luxury Condo Epic Location

Cloud Suite on Duval Luxury Condo Epic Location
2.0 star property
Old Town Key West
8.0 out of 10, Very good, (1)
"Great space, amazing location, could be a bit cleaner. "
Canada
Marcus
The price is ฿19,881
฿33,455 total
includes taxes & fees
11 Jan - 12 Jan
Cloud Suite on Duval Luxury Condo Epic Location

Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
The price is ฿12,511
฿20,587 total
includes taxes & fees
14 Jan - 15 Jan
Banana Split by Brightwild Pool Grill

Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location
2.0 star property
Key West Historic District
The price is ฿41,767
฿64,750 total
includes taxes & fees
14 Jan - 15 Jan
Commodore s Cove by Brightwild Epic Location

The Trinidad by Brightwild Pool View Parking

The Trinidad by Brightwild Pool View Parking
2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."
United States
Xiulin
The price is ฿13,012
฿23,711 total
includes taxes & fees
12 Jan - 13 Jan
The Trinidad by Brightwild Pool View Parking

Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
The price is ฿21,013
฿32,520 total
includes taxes & fees
13 Jan - 14 Jan
Sunnyside Up by Brightwild Pool Parking

Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1)
The price is ฿21,466
฿35,238 total
includes taxes & fees
12 Jan - 13 Jan
Duval Dream Loft by Brightwild Right on Duval

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is ฿22,985
฿33,923 total
includes taxes & fees
12 Jan - 13 Jan
Grand Marina Suite by Brightwild Waterfront

Sweet Caroline by Brightwild Pool Parking

Sweet Caroline by Brightwild Pool Parking
2.0 star property
Key West Historic District
The price is ฿27,014
฿40,472 total
includes taxes & fees
1 Feb - 2 Feb
Sweet Caroline by Brightwild Pool Parking

New The Cottage at James House

New The Cottage at James House
2.0 star property
Key West Historic District
8.0 out of 10, Very good, (2)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
The price is ฿12,705
฿18,240 total
includes taxes & fees
28 Jan - 29 Jan
New The Cottage at James House

Sky Loft by Brightwild Penthouse in Prime Spot

Sky Loft by Brightwild Penthouse in Prime Spot
2.0 star property
Old Town Key West
The price is ฿16,810
฿24,959 total
includes taxes & fees
4 Feb - 5 Feb
Sky Loft by Brightwild Penthouse in Prime Spot
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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Top Key West Hotel Reviews

Find out more about Key West

Search for holiday rentals in Key West on Expedia! You can easily find your home rentals, villas, holiday apartments in Key West using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Key West?

Yes, there are holiday rentals in Key West close to Florida Keys Eco - Discovery Center, 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 lively festivals. While you're in the area, you can also enjoy the scenic seaside and entertainment choices.

How many holiday rentals will I find in Key West?

With 1107 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?

Florida Keys Eco - Discovery Center and Key West Shipwreck Museum 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.