A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great property, room was amazing!"
United States
Daris Y.
One Bedroom Suite | Beachside Resort
Outdoor dining

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
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 1,098
AED 2,254 total
includes taxes & fees
1 Jul - 2 Jul
Paradise found
Beach nearby

Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay

Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay
Old Town Key West
9.8 out of 10, Exceptional, (63 reviews)
"The amenities and location were great. "
United States
Tricia B.
Patio Lounge w/ Hot Tub • 1 Block to Duval St | Casita de Catherine by AvantStay
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, (47 reviews)
"Great stay! "
United States
Colleen S.
The price is AED 951
AED 3,084 total
includes taxes & fees
28 Jun - 29 Jun
Sea Esta Suite | Located On Iconic Duval w/ Pool
Pool

Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"House was clean, what we expected, host responded promptly and accurately, pool was great."
United States
Cathy S.
Slice of Paradise
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 2,653 total
includes taxes & fees
1 Jul - 2 Jul
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)
"Great place nice and clean easy access to the pool short drive to the beach"
United States
Nathan W.
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
Outdoor pool

Gone Coastal

Gone Coastal
Stock Island
9.6 out of 10, Exceptional, (22 reviews)
"Great place , clean and close to everything!"
United States
april
Gone Coastal
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, (17 reviews)
"Beautiful, clean property. Good location. Great stay, would absolutely stay again. Highly, recommended!!"
United States
john w.
The price is AED 1,283
AED 3,078 total
includes taxes & fees
28 Jun - 29 Jun
Passover Cottage | Private Pool & Ideal Key West Location
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.
Private Parking, Heated Pool - Sweet Caroline
Outdoor dining

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, (39 reviews)
"Great location."
United States
Debbie L.
The price is AED 1,554
AED 3,677 total
includes taxes & fees
1 Jul - 2 Jul
Coconut Palm - Steps from Duval with Private Pool
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 3,720 total
includes taxes & fees
27 Jun - 28 Jun
Key West Lighthouse Suite
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 1,782
AED 3,981 total
includes taxes & fees
6 Jul - 7 Jul
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
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.
Atlantis House Suites
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 3,983 total
includes taxes & fees
29 Jun - 30 Jun
3-bedroom townhome in Key West with fitness room, WiFi
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

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"The stay was superb. The views were absolutely spectacular and breathtaking. The staff was amazing especially Sasha. I took a lot of luggage and he was able to carry it all."
Cortney 3-night trip
Posted less than an hour ago
Hyatt Centric Key West Resort and Spa