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, (248 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is €301
includes taxes & fees
19 May - 20 May
Feb 3-10 $245 off the rates close beach full kitchen & patio

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (18 reviews)
"Very clean."
United States
Wendy R.
The price is €272
includes taxes & fees
10 May - 11 May
Shared Pool & Near Duval - Curry House Room 9

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, (14 reviews)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
The price is €482
includes taxes & fees
8 Jun - 9 Jun
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)
"Everything you need for a great stay!!"
United States
Karen D.
The price is €258
includes taxes & fees
14 May - 15 May
Poolside Cottage #412

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is €519
includes taxes & fees
2 Jun - 3 Jun
Paradise found

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, (22 reviews)
"Loved the quiet, well equipped, easy ride to all the activity in Key West. Enjoyed the French bakery and Italian restaurants within walking distance. Would most definitely return to this private townhouse....Thank you!"
United States
David M.
The price is €849
includes taxes & fees
12 May - 13 May
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!
Old Town Key West
9.8 out of 10, Exceptional, (62 reviews)
"The amenities and location were great. "
United States
Tricia B.
The price is €526
includes taxes & fees
18 May - 19 May
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Old Town Key West
8.8 out of 10, Excellent, (16 reviews)
"Very relaxing and tropical sitting on front porch "
United States
Dotti B.
The price is €632
includes taxes & fees
11 May - 12 May
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (1 review)
"As beautiful as the photos"
United States
Sheila S.
The price is €456
includes taxes & fees
10 May - 11 May
Slice of Paradise

Private Parking, Heated Pool - Sweet Caroline

Private Parking, Heated Pool - Sweet Caroline
Key West Historic District
9.0 out of 10, Wonderful, (28 reviews)
"Great place for our party and great host!"
United States
Jenny R.
The price is €584
includes taxes & fees
18 May - 19 May
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, (5 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
The price is €587
includes taxes & fees
20 May - 21 May
Spacious 3-bedroom townhome on Stock Island with resort style pool.

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (1 review)
"Nice place to stay! Highly recommend!"
United States
Mike C.
One Bedroom Suite | Beachside Resort

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is €1,417
includes taxes & fees
19 May - 20 May
Capmar House by Brightwild Huge Home Pool

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, (100 reviews)
"Excellent apartment in a great location. "
United States
Jennifer K.
The price is €726
includes taxes & fees
9 May - 10 May
Luxury two floor apartment in prime location of famous Duval Street

Coconut Palm - Steps from Duval with Private Pool

Coconut Palm - Steps from Duval with Private Pool
Old Town Key West
9.0 out of 10, Wonderful, (38 reviews)
"Great location to restaurants, and activities. Very clean. Host very responsive to questions. "
United States
Deb R.
Coconut Palm - Steps from Duval with Private Pool

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, (44 reviews)
"Great stay! "
United States
Colleen S.
The price is €740
includes taxes & fees
11 May - 12 May
Sea Esta Suite | Located On Iconic Duval w/ Pool

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveller
The price is €1,474
includes taxes & fees
8 Jun - 9 Jun
Capmar House at Lunara Bay

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is €1,474
includes taxes & fees
8 Jun - 9 Jun
Springtide House at Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (23 reviews)
"Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return."
United States
Austin S.
The price is €1,131
includes taxes & fees
13 May - 14 May
The Seagate Estate at Lunara Bay

Gone Coastal

Gone Coastal
Stock Island
9.8 out of 10, Exceptional, (21 reviews)
"We only stayed at this home for one night. It is in a quiet neighborhood, The owner is very good about suggesting local restaurants. "
United States
Tina W.
The price is €522
includes taxes & fees
31 May - 1 Jun
Gone Coastal
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
785
Accommodation
901 Holiday Homes
Lowest Price
€258
Highest Price
€1,474

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