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Our top choices for Key West vacation homes

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
Old Town Key West
9.6 out of 10, Exceptional, (249 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AED 559
AED 1,292 total
includes taxes & fees
18 May - 19 May
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

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 AED 386
AED 1,151 total
includes taxes & fees
12 May - 13 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 AED 638
AED 1,800 total
includes taxes & fees
17 May - 18 May
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 AED 612
AED 1,127 total
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 AED 1,098
AED 2,253 total
includes taxes & fees
2 Jun - 3 Jun
Paradise found

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 AED 1,044
AED 2,275 total
includes taxes & fees
18 May - 19 May
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

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 AED 1,157
AED 3,631 total
includes taxes & fees
12 May - 13 May
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

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.
The price is AED 856
AED 1,406 total
includes taxes & fees
12 May - 13 May
One Bedroom Suite | Beachside Resort

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 AED 889
AED 1,960 total
includes taxes & fees
12 May - 13 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 AED 1,039
AED 2,482 total
includes taxes & fees
18 May - 19 May
Private Parking, Heated Pool - Sweet Caroline

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 AED 910
AED 3,014 total
includes taxes & fees
12 May - 13 May
Sea Esta Suite | Located On Iconic Duval w/ Pool

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 AED 1,484
AED 2,743 total
includes taxes & fees
13 May - 14 May
Spacious 3-bedroom townhome on Stock Island with resort style pool.

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 AED 2,554
AED 5,555 total
includes taxes & fees
19 May - 20 May
Capmar House by Brightwild Huge Home Pool

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.
The price is AED 1,286
AED 3,350 total
includes taxes & fees
13 May - 14 May
Coconut Palm - Steps from Duval with Private Pool

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 AED 1,833
AED 4,882 total
includes taxes & fees
12 May - 13 May
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 AED 1,833
AED 4,882 total
includes taxes & fees
13 May - 14 May
The Seagate Estate at Lunara Bay

Casa Havana | Old Town Condo w/ Pool & Balcony

Casa Havana | Old Town Condo w/ Pool & Balcony
Old Town Key West
8.6 out of 10, Excellent, (4 reviews)
"Great location! The listing was very accurate. The communication was great and check in was incredibly easy. It was also nice to have an assigned/covered parking spot that we used for a rented golf cart. The shuttle to and from the airport was a plus. "
United States
Devon E.
The price is AED 881
AED 2,554 total
includes taxes & fees
21 May - 22 May
Casa Havana | Old Town Condo w/ Pool & Balcony

Mirador House at Lunara Bay

Mirador House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (35 reviews)
"Great trip! The kids loved the pool and we really enjoyed biking around Key West. Fun to have our boat there too! Thanks for the great memories! "
United States
Andrea M.
The price is AED 1,833
AED 5,513 total
includes taxes & fees
12 May - 13 May
Mirador House at Lunara Bay

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)
"How responsive and friendly the host and neighbors were while we stayed. "
United States
Randy C.
The price is AED 1,451
AED 3,121 total
includes taxes & fees
28 May - 29 May
Luxury two floor apartment in prime location of famous Duval Street

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (13 reviews)
"The host was wonderfully responsive in the months leading up to our trip, and very helpful. The house was beautiful and exactly as pictured. Before we arrived, the host reached out and offered to pick up a grocery order from Publix for us - so nice!Any issues we experienced were minor and addressed in a timely manner. Key West was a ton of fun, even during a cold snap! Overall a wonderful stay!"
United States
ROHITA R.
The price is AED 1,833
AED 5,815 total
includes taxes & fees
14 May - 15 May
Altair House at Lunara Bay
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