Holiday Homes in Key West

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Our top choices for Key West holiday homes

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
Feb 3-10 $245 off the rates close beach full kitchen & patio

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (66 reviews)
"We had a wonderful stay. The house was very clean, the area was quiet and peaceful, and the pool was incredibly relaxing. We enjoyed it so much that we have already booked another stay."
United States
Tiara B.
The price is €340
includes taxes & fees
10 Jul - 11 Jul
Poolside Cottage #411

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (16 reviews)
"The property was very clean with an excellent location. "
United States
Mike T.
The price is €431
includes taxes & fees
13 Jul - 14 Jul
Road's End | Prime Old Town Location! Updated Home w/ Pool

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is €334
includes taxes & fees
10 Jul - 11 Jul
Poolside Cottage #412

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is €514
includes taxes & fees
23 Jun - 24 Jun
Paradise found

Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (47 reviews)
"Great stay! "
United States
Colleen S.
The price is €719
includes taxes & fees
28 Jun - 29 Jun
Sea Esta Suite | Located On Iconic Duval w/ Pool

Atlantis House Suites

Atlantis House Suites
Midtown
10.0 out of 10, Exceptional, (3 reviews)
"Awesome place to stay ! Located just close enough and just far away enough . Highly recommended "
United States
Aaron J.
The price is €551
includes taxes & fees
23 Jun - 24 Jun
Atlantis House Suites

Luxury two floor apartment in prime location of famous Duval Street

Luxury two floor apartment in prime location of famous Duval Street
Old Town Key West
9.6 out of 10, Exceptional, (102 reviews)
"Great place and location. The upstairs balcony was great for people watching. "
United States
Tracy M.
The price is €628
includes taxes & fees
23 Jun - 24 Jun
Luxury two floor apartment in prime location of famous Duval Street

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (23 reviews)
"Great place nice and clean easy access to the pool short drive to the beach"
United States
Nathan W.
The price is €867
includes taxes & fees
23 Jun - 24 Jun
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Casa Havana | Old Town Condo w/ Pool & Balcony

Casa Havana | Old Town Condo w/ Pool & Balcony
Old Town Key West
9.0 out of 10, Wonderful, (6 reviews)
"The property is very old, run down, furniture needs to be replaced, entire interior and trim needs to be repainted, paint chipped off of the majority of trim and molding, significant number of ants in both bedroom bathrooms, mattresses need to be replaced as they are soft and worn out, and not least of all, the property manager has hidden the thermostat underneath an alarm cover, seemingly to prevent guests from lowering the temperature."
United States
John B.
The price is €637
includes taxes & fees
15 Jul - 16 Jul
Casa Havana | Old Town Condo w/ Pool & Balcony

Southernmost Retreat | On Duval! With Hot Tub, Patio

Southernmost Retreat | On Duval! With Hot Tub, Patio
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"Fantastic location. Perfect spot for being in and out on Duval Street. "
United States
Stephen S.
The price is €869
includes taxes & fees
28 Jun - 29 Jun
Southernmost Retreat | On Duval! With Hot Tub, Patio

Passover Cottage | Private Pool & Ideal Key West Location

Passover Cottage | Private Pool & Ideal Key West Location
Old Town Key West
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful, clean property. Good location. Great stay, would absolutely stay again. Highly, recommended!!"
United States
john w.
The price is €713
includes taxes & fees
28 Jun - 29 Jun
Passover Cottage | Private Pool & Ideal Key West Location

3-bedroom townhome in Key West with fitness room, WiFi

3-bedroom townhome in Key West with fitness room, WiFi
Stock Island
9.8 out of 10, Exceptional, (13 reviews)
"The unit was clean and comfortable. Had everything that we needed for our stay. Close to Key West and everything we wanted to do. "
United States
Trisha K.
The price is €948
includes taxes & fees
23 Jun - 24 Jun
3-bedroom townhome in Key West with fitness room, WiFi

Key West Lighthouse Suite

Key West Lighthouse Suite
Old Town Key West
9.8 out of 10, Exceptional, (61 reviews)
"Great location and pool area was relaxing."
United States
Andy S.
The price is €887
includes taxes & fees
24 Jun - 25 Jun
Key West Lighthouse Suite

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (125 reviews)
"Great little house for a family "
United States
Edward M.
The price is €1,184
includes taxes & fees
23 Jun - 24 Jun
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Old Town Key West
9.4 out of 10, Exceptional, (51 reviews)
"Great location and we would stay here again. "
United States
Brandon A.
The price is €986
includes taxes & fees
6 Jul - 7 Jul
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Private Parking, Heated Pool - Sweet Caroline

Private Parking, Heated Pool - Sweet Caroline
Key West Historic District
9.0 out of 10, Wonderful, (32 reviews)
"Great place for our party and great host!"
United States
Jenny R.
The price is €696
includes taxes & fees
7 Jul - 8 Jul
Private Parking, Heated Pool - Sweet Caroline

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
10.0 out of 10, Exceptional, (6 reviews)
The price is €640
includes taxes & fees
12 Jul - 13 Jul
Spacious 3-bedroom townhome on Stock Island with resort style pool.

Steps to Duval •Hot tub • Sleeps 6

Steps to Duval •Hot tub • Sleeps 6
Old Town Key West
9.8 out of 10, Exceptional, (18 reviews)
"Perfect location parking is a plus and being put friendly as a plus"
United States
Kat B.
The price is €585
includes taxes & fees
23 Jun - 24 Jun
Steps to Duval •Hot tub • Sleeps 6
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

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Key West Holiday Homes information

Number of reviews
682
Accommodation
930 Holiday Homes
Lowest Price
€334
Highest Price
€1,184

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