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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Key West vacation homes

Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Outdoor dining

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.
Poolside Cottage #411
Terrace/patio

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 AED 663
AED 1,856 total
includes taxes & fees
13 Jul - 14 Jul
Road's End | Prime Old Town Location! Updated Home w/ Pool
Exterior detail

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, (19 reviews)
"Definitely an adorable place to stay! The host was very accommodating with any questions we had, especially when our flight arrived earlier than planned. Great location for walking to Duval Street and many other great places. Our room was very small but we knew that before staying. Dont suggest this room for anyone over 5'7 ... lol. Still was perfect for us though. Clean, friendly staff, quiet. Would definitely stay here again."
United States
Christin M.
Shared Pool & Near Duval - Curry House Room 9
Outdoor dining

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.
Poolside Cottage #412
Pool

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 AED 1,062
AED 2,197 total
includes taxes & fees
23 Jun - 24 Jun
Paradise found
Fridge, microwave, oven, dishwasher

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, (46 reviews)
"Great stay! "
United States
Colleen S.
The price is AED 929
AED 3,089 total
includes taxes & fees
28 Jun - 29 Jun
Sea Esta Suite | Located On Iconic Duval w/ Pool
Terrace/patio

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 AED 796
AED 2,331 total
includes taxes & fees
23 Jun - 24 Jun
Atlantis House Suites
Beach towels

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 AED 1,084
AED 2,634 total
includes taxes & fees
23 Jun - 24 Jun
Luxury two floor apartment in prime location of famous Duval Street
Property grounds

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)
The price is AED 1,157
AED 3,631 total
includes taxes & fees
23 Jun - 24 Jun
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Fridge, microwave, oven, stovetop

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.
Casa Havana | Old Town Condo w/ Pool & Balcony
Terrace/patio

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.
Southernmost Retreat | On Duval! With Hot Tub, Patio
Terrace/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 AED 1,253
AED 3,073 total
includes taxes & fees
28 Jun - 29 Jun
Passover Cottage | Private Pool & Ideal Key West Location
Interior

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 AED 1,676
AED 3,986 total
includes taxes & fees
23 Jun - 24 Jun
3-bedroom townhome in Key West with fitness room, WiFi
A heated pool

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 AED 2,314
AED 3,764 total
includes taxes & fees
24 Jun - 25 Jun
Key West Lighthouse Suite
Outdoor pool

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 AED 1,983
AED 5,053 total
includes taxes & fees
23 Jun - 24 Jun
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Property grounds

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 AED 1,927
AED 4,306 total
includes taxes & fees
27 Jun - 28 Jun
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Pool

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 AED 1,469
AED 3,016 total
includes taxes & fees
29 Jun - 30 Jun
Private Parking, Heated Pool - Sweet Caroline
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, (6 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
The price is AED 1,466
AED 2,718 total
includes taxes & fees
12 Jul - 13 Jul
Spacious 3-bedroom townhome on Stock Island with resort style pool.
Beach

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 AED 1,385
AED 2,572 total
includes taxes & fees
24 Jun - 25 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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped."
MELISSA 4-night trip
Posted less than an hour ago
The Perry Hotel & Marina Key West