Key West Holiday Rentals

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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
9.0 out of 10, Wonderful, (181 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is HK$1,185
HK$2,646 total
includes taxes & fees
7 Apr - 8 Apr
Aqua Lodges at Hurricane Hole Marina

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
The price is HK$1,198
HK$3,209 total
includes taxes & fees
7 Apr - 8 Apr
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Carey's Corner | Updated Studio with Heated Pool

Carey's Corner | Updated Studio with Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (40 reviews)
"Pet friendly but no grass to go, clean, very small, very little parking, 3 blocks from Duvalls south end."
United States
Rodney
The price is HK$1,093
HK$2,966 total
includes taxes & fees
19 Apr - 20 Apr
Carey's Corner | Updated Studio with Heated Pool

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (44 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is HK$1,262
HK$3,544 total
includes taxes & fees
1 Apr - 2 Apr
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (41 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is HK$1,093
HK$2,927 total
includes taxes & fees
23 Apr - 24 Apr
VanGogh Studio | Updated, Old Town, Heated Pool

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (129 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is HK$1,991
HK$3,696 total
includes taxes & fees
5 Apr - 6 Apr
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (30 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
The price is HK$1,158
HK$3,055 total
includes taxes & fees
7 Apr - 8 Apr
Claude Monet Suite | Cozy Studio with Pool & Patio

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (427 reviews)
"Room is clean and good for two people. Bathroom is clean and close to Duval Street. Parking on the street. Feel like Home."
United States
Krishna
The price is HK$1,544
HK$2,827 total
includes taxes & fees
21 Apr - 22 Apr
Steps from Duval, Pool on Site & Bikes Included!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (32 reviews)
"Great location!!"
United States
Julie
The price is HK$1,262
HK$3,303 total
includes taxes & fees
13 Apr - 14 Apr
Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (37 reviews)
"It was clean, bright and felt safe. "
United States
Tracy B.
The price is HK$2,009
HK$4,243 total
includes taxes & fees
1 May - 2 May
Chagall's Corner | Newly Remodeled!

Yellowfin Ledge | Ideal Getaway On Duval! Balcony

Yellowfin Ledge | Ideal Getaway On Duval! Balcony
Old Town Key West
9.4 out of 10, Exceptional, (30 reviews)
"The location was amazing and the cleanliness of the room was great! Definitely recommend "
United States
N G.
The price is HK$1,644
HK$3,816 total
includes taxes & fees
5 Apr - 6 Apr
Yellowfin Ledge | Ideal Getaway On Duval! Balcony

Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (160 reviews)
"Unit was very good. Excellent location. Pool was nice & warm but small. Nice sun beds There was significant construction work going on throughout our 8 night stay starting just after 7am. May want check this before booking The realtor - KW Reality - were very response & dealt with our issues very well"
United Kingdom
Denise Yvonne
Hollinsed House Studio - Great Location!!

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (45 reviews)
"Great place with great location , good for families "
United States
Dennys P.
The price is HK$1,840
HK$4,453 total
includes taxes & fees
30 Apr - 1 May
The Salt Cay | Updated! Stunning Sunset View, Pool

Prime Downtown Key West Spot - The Cozy Little Cottage!

Prime Downtown Key West Spot - The Cozy Little Cottage!
Old Town Key West
9.6 out of 10, Exceptional, (46 reviews)
"Great location, cute space"
United States
Owen
The price is HK$2,193
HK$3,762 total
includes taxes & fees
20 Apr - 21 Apr
Prime Downtown Key West Spot - The Cozy Little Cottage!

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (42 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is HK$1,840
HK$4,382 total
includes taxes & fees
1 Apr - 2 Apr
The Cat Island Suite | Charmingly Renovated w/ Pool

Sunshine State at Custom House Inn | Bright Studio

Sunshine State at Custom House Inn | Bright Studio
Key West Historic District
9.2 out of 10, Wonderful, (17 reviews)
"Amazing location!! Would definitely stay again. "
United States
Jonathan Mark D.
The price is HK$1,873
HK$4,674 total
includes taxes & fees
5 Apr - 6 Apr
Sunshine State at Custom House Inn | Bright Studio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (56 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is HK$2,220
HK$5,569 total
includes taxes & fees
14 Apr - 15 Apr
OSPREY STUDIO @ The Colony-Sleeps up to 4

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
The price is HK$620
HK$5,172 total
includes taxes & fees
1 Apr - 2 Apr
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (27 reviews)
"This property is beautiful and the location is great as well. We will be back!"
United States
Patricia K.
The price is HK$1,840
HK$4,382 total
includes taxes & fees
5 Apr - 6 Apr
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.6 out of 10, Good, (32 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is HK$1,958
HK$3,971 total
includes taxes & fees
22 Apr - 23 Apr
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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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Look no further and take a look at our great range of rental properties in Key West!

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 great live music. 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?

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Key West include Perfect Location, Private Heated Pool, Pristine Luxury Home! and HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!.

How many holiday rentals will I find in Key West?

With 1027 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 Jackson Square 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.