Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Estates
Hotels
Homes
Studios
Townhomes
Villas
Yachts
Barns
Bungalows
Cabins
Castles
Chalets
Farmhouses
Lodges

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Key West Downtown Vacation Rentals Vacation Rentals(244)

244 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(32)
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(29)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(50)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(15)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(10)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
4 night minimum stay
(50)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(41)
  • 7 BR,
  • 7 BA,
  • Sleeps 12
7 night minimum stay
(31)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(26)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(22)
$250 - $500
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(42)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(28)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
4 night minimum stay
(61)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(42)
$4,190 - $7,300
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night minimum stay
(8)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(28)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(20)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
(28)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
(13)
$775 - $875
per night
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 4 night minimum stay
(15)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
(17)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(19)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 night minimum stay
(27)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(12)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 night minimum stay
(18)
Advertisement
 

Recent Key West Reviews

AWESOME!

5 of 5
This house was everything we needed and so much more! We had a great week in Key West. Thanks Lori for a memorable vacation!
  • Submitted: Oct 12, 2014
  • Stayed: Jul 2014

Awsome Key West Stay

5 of 5
Great house and location in Key West. Very clean and equipped with everything you would need. Home away from home.
  • Submitted: Oct 11, 2014
  • Stayed: Sep 2014

Great condo in a great location!

5 of 5
My wife and I spend a week at Windows on the Gulf with another couple to celebrate a birthday. The Condo was "top of the line" with an excellent view and a modern feel. The bedrooms were seperated from eachother which made sharing the condo with another couple very easy. Shel with Last Key Realty was a pleasure to work with, very accomodating and informative. We hope to be back soon!
  • Submitted: Oct 8, 2014
  • Stayed: Sep 2014