Key West Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$169 - $499
Per Night

$1243 - $3493
Per Week

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1298
Per Night

$4165 - $8374
Per Week

Conch Wind

Key West
CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co...
Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

Island Spice

Key West
ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building o...
Condo 2 / 3 / 6

$2000 - $4060
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h...
Condo 2 / 3 / 6

$175 - $338
Per Night

$1000 - $2094
Per Week

Paradise Place

Key West
PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens comm...
Condo 1 / 1 / 4

$155 - $355
Per Night

$900 - $2175
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 2 / 4

$210 - $413
Per Night

$1175 - $2465
Per Week

Conch Condo

Key West
CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
Per Week

Key Lime Pie

Key West
KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and clos...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...
Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2320
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned ...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...
Home 4 / 4 / 8

$5500 - $11375
Per Week

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps ...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Island Pearl

Key West
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is i...
Condo 2 / 2 / 6

$300 - $488
Per Night

$1800 - $3250
Per Week

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...
Condo 2 / 2 / 5

$1900 - $3770
Per Week

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of ...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...
Home 2 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
Per Week

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...
Home 3 / 4 / 8

$4000 - $9200
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

Key West Found

Key West
KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry build...
Condo 2 / 3 / 6

$1650 - $3553
Per Week

Duval Sea Turtle

Key West
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the ...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

 

More Getaway Locations and Properties