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

Duval Breeze

Key West
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 ...
Condo 2 / 3 / 6

$1550 - $3444
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

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f...
Home 1 / 2 / 2

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

Coral Villa

Key West
CORAL VILLA -- Located right in the middle of the action, Coral Villa is a beautiful 3-bedroom townh...
Condo 3 / 3 / 8

$215 - $394
Per Night

$1300 - $2500
Per Week

Sunset Lake

Key West
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

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

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

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

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

$239 - $399
Per Night

$1673 - $2793
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

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

Jun 14 - Aug 29   *** AUGUST MID-WEEK MADNESS AT THE VICTORIA HOUSE * ...

The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...
Home 5 / 6 / 12

$865 - $1776
Per Night

$5800 - $12035
Per Week

Jul 6 - Jul 25   We will provide a bottle of wine or a 6 pack of som ...

Aqua Lodge

Key West
What a unique way to spend time in Key West! Live like a Pirate for sometime while enjoying wildlif...
Yacht 1 / 0.5 / 3

$125 - $200
Per Night

$125 - $200
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

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

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

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

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

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

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...
Condo 2 / 3 / 6

$1550 - $3081
Per Week

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

Key West Ginger House

Key West
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ...
Home 2 / 2 / 6

$215 - $435
Per Night

$1300 - $2719
Per Week

Linger Longer

Key West
LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho...
Condo 2 / 2 / 5

$1350 - $3045
Per Week

 

More Getaway Locations and Properties