Key West Beach Vacation Rentals
 
 
Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
2 bedroom/2 bathroom premi ...
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Bahama Dreaming
3 bedroom Key West Home Vacation Rental Home
3 BR/ 2.00 BA Sleeps 8
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Green Orchid

Key West
GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-b...

View Details    Send Inquiry
Home 2 / 2.5 / 4

Contact
Owner
Directly
For Rates

 
 

Beach House Condo

Key West
Golf nearby, Ocean nearby
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Tru...

View Details    Send Inquiry
Condo 2 / 2 / 4

$1450 - $3118
Per Week

 
 

Conch Condo

Key West
Golf nearby, Ocean nearby
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, ...

View Details    Send Inquiry
Condo 2 / 2 / 4

$1350 - $2973
Per Week

 
 

Sundown Refuge

Key West
Ocean View
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...

View Details    Send Inquiry
Condo 2 / 2 / 5

$2000 - $3915
Per Week

 
 

Finn Key

Key West
Golf nearby, Ocean nearby
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...

View Details    Send Inquiry
Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

Tranquility

Key West
TRANQUILITY - Charming cottage full of color and creativity. Cozy furnishings in the living area, b...

View Details    Send Inquiry
Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

 
 

Amelia Home

Key West
Golf nearby, Ocean nearby
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...

View Details    Send Inquiry
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

 
 

Sunny View

Key West
SUNNY VIEW: Adorable, affordable, and a great location! Located in Old Town Key West, this 1 bedroo...

View Details    Send Inquiry
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
 

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minute...

View Details    Send Inquiry
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

Casa Grande

Key West
CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-str...

View Details    Send Inquiry
Home 5 / 5.5 / 12

$785 - $1658
Per Night

$5300 - $11310
Per Week

 
 

Perfect Pineapple

Key West
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as...

View Details    Send Inquiry
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

 
 

The Hemingway

Key West
Golf nearby, Ocean nearby
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...

View Details    Send Inquiry
Condo 2 / 2 / 4

$1425 - $3241
Per Week

 
 

A Zen Ocean Garden

Key West
Ocean View
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...

View Details    Send Inquiry
Condo 2 / 2 / 6

$300 - $494
Per Night

$1800 - $3250
Per Week

 
 

Easy Livin'

Key West
Golf nearby, Ocean nearby
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...

View Details    Send Inquiry
Home 3 / 4 / 8

$4000 - $9200
Per Week

 
 

Coral Garden

Key West
CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-eq...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
Per Week

 
 

Crowner's Jewel

Key West
Golf nearby, Ocean nearby
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$1550 - $3278
Per Week

 
 

Key West Ginger House

Key West
Golf nearby, Ocean nearby
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes adv...

View Details    Send Inquiry
Home 2 / 2 / 6

$220 - $442
Per Night

$1365 - $2849
Per Week

 
Aug 6 - Sep 15   *** SUMMER RATE IS QUITE CHARMING THRU SEPTEMBER 20 ...
 

Key West Charming

Key West
Golf nearby, Ocean nearby
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...

View Details    Send Inquiry
Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

Parrot Perch

Key West
Golf nearby, Ocean nearby
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...

View Details    Send Inquiry
Condo 2 / 2 / 5

$1255 - $2828
Per Week

 
 

Duval Sea Turtle

Key West
Golf nearby, Ocean nearby
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Locate...

View Details    Send Inquiry
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

 
 

Key West Found

Key West
Golf nearby, Ocean nearby
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$1650 - $3806
Per Week

 
 

Key West Crown Jewel

Key West
Ocean View
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...

View Details    Send Inquiry
Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
Per Week

 
 

Linger Longer

Key West
Golf nearby, Ocean nearby
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...

View Details    Send Inquiry
Condo 2 / 1.5 / 5

$1425 - $3241
Per Week

 
 

Conch Wind

Key West
Golf nearby, Ocean nearby
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Ope...

View Details    Send Inquiry
Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

 
           
More Beach and Coastal Locations and Properties