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Compare 1294 Vacation Homes in Cow Key with updated reviews, rates, and availability.

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
9.2 out of 10, Wonderful, (192)

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
9.8 out of 10, Exceptional, (98)

NEWLY Redecorated as of 4-15-25. The current pics. do not reflect the changes
NEWLY Redecorated as of 4-15-25. The current pics. do not reflect the changes
9.0 out of 10, Wonderful, (163)

Spec. 4-29 &4-30 169.00 lodg. + extras Close to beach plus kitchen
Spec. 4-29 &4-30 169.00 lodg. + extras Close to beach plus kitchen
9.6 out of 10, Exceptional, (216)

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, (46)

Captain's Daughter: Oversized home for the whole family w/private pool & dock
Captain's Daughter: Oversized home for the whole family w/private pool & dock
9.8 out of 10, Exceptional, (127)

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
9.6 out of 10, Exceptional, (76)

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
9.8 out of 10, Exceptional, (180)
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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Other property types in Cow Key

Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
9.0 out of 10, Wonderful, (136)
The price is AED 392
AED 1,056 total
includes taxes & fees
7 May - 8 May

Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
8.4 out of 10, Very Good, (295)
The price is AED 1,246
AED 1,505 total
includes taxes & fees
13 May - 14 May

Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (382)
The price is AED 400
AED 914 total
includes taxes & fees
7 May - 8 May
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.
Recent reviews of Cow Key hotels
Recent reviews of Cow Key hotels

Southernmost Beach Resort
5/5 Excellent
"Annette and Jodi Ann, were very accommodating and top care of our needs, the daily texts of what was happening on property as to who was performing and at what stage (poolside) were very helpful and helped to plan our day. Thank you to the both of you, we will see you again next year"
A verified traveler stayed at Southernmost Beach Resort
Posted 14 hours ago