382 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Key West Vacation Rentals(382)

382 Results
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(90)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night minimum stay
(37)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(68)
$1,400 - $2,100
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(50)
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(32)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(33)
$250 - $400
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(46)
$1,600 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
$200 - $425
per night
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night minimum stay
(11)
$6,500 - $10,750
per month
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(8)
$4,200 - $7,800
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(29)
$295 - $560
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(30)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(20)
$300 - $462
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(33)
$750 - $950
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 5 night minimum stay
(16)
$250 - $400
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(6)
$675 - $790
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$298 - $600
per night
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night minimum stay
(22)
$2,800 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
$289 - $299
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
(3)
$250 - $400
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(9)
$2,400 - $4,400
per month
28 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
28 night minimum stay
1 Review
$3,000 - $8,500
per month
28 - 31 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 31 night minimum stay
1 Review
$285
per night
3 night minimum stay
  • Studio,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(4)
Advertisement
 

Recent Key West Reviews

Wonderful winter break

5 of 5
We had a nice, relaxing, WARM vacation. This property exceeded our expectations. The unit was beautiful and the property was terrifically situated. We liked being away from the crowds and congestion down town. We would gladly stay here again.
  • Submitted: Feb 20, 2015
  • Stayed: Feb 2015

Belle maison bien située et super équipée !

5 of 5
Tout était conforme voire supérieur à nos attentes. L'équipement, la piscine, les dépendances (garage à vélo fermé, garage....). Linge de maison et équipement à profusion, lits super confortables, ménage bien fait. Marina à côté.... Juste un peu de bruit côté terrasse mais bon...c'est la US1 !
  • Submitted: Feb 19, 2015
  • Stayed: Feb 2015

Paradise

5 of 5
This was my 5th year staying in Key West aka Paradise for the month of January. It was my first year at Susan's bungalow. It was perfect for my family and friends as far as location and amenities. Susan is a very genuine person. She responds immediately to your concerns/ requests and will go the extra mile to make you feel at home. I will be back ...hopefully longer next year . Thank you Susan
  • Submitted: Feb 14, 2015
  • Stayed: Jan 2015