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
Villa Tropicale: A lush, s ...
4 bedroom Key West Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
Paradise Place
1 bedroom Key West Condo Vacation Rental Condo
1 BR/ 1.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

4 Palms

Key West
Golf nearby, Ocean View
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...

View Details    Send Inquiry
Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

 
 

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

 
 

Lavender Jungle

Key West
Golf nearby, Ocean nearby
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...

View Details    Send Inquiry
Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

Leeward Isle Key West Retreat

Key West
Golf nearby, Ocean nearby
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...

View Details    Send Inquiry
Condo 2 / 2 / 4

$265 - $486
Per Night

$1418 - $3118
Per Week

 
 

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitc...

View Details    Send Inquiry
Home 2 / 3 / 6

Contact
Owner
Directly
For Rates

 
Jul 16 - Sep 25   *** WIND SWEPT WILL SWEEP YOU OFF YOUR FEET IN AUGU ...
 

Wind Swept

Key West
WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and scre...

View Details    Send Inquiry
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

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

 
 

Island Pearl

Key West
Golf nearby, Ocean nearby
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open...

View Details    Send Inquiry
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
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

 
 

Bahama Dreaming

Key West
Golf nearby, Ocean nearby
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...

View Details    Send Inquiry
Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
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

 
 

Coral Villa

Key West
Golf nearby, Ocean nearby
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....

View Details    Send Inquiry
Condo 3 / 3 / 8

$220 - $413
Per Night

$1365 - $2694
Per Week

 
 

Duval Breeze

Key West
Golf nearby, Ocean nearby
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

Boater's Beach Haven

Key West
Golf nearby, Ocean View
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...

View Details    Send Inquiry
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

A Place in Paradise

Key West
Golf nearby, Ocean nearby
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...

View Details    Send Inquiry
Condo 2 / 2.5 / 6

$1381 - $3618
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

 
 

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

 
 

Artist Garden

Key West
Golf nearby, Ocean nearby
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman...

View Details    Send Inquiry
Home 2 / 2.5 / 6

$1890 - $4002
Per Week

 
 

Tropical Dreaming

Key West
Golf nearby, Ocean nearby
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...

View Details    Send Inquiry
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
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

$1418 - $3118
Per Week

 
Jun 14 - Oct 23   *** SUNSET LAKE IS CALLING TO YOU WITH A GREAT DEAL ...
 

Sunset Lake

Key West
Lake View
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...

View Details    Send Inquiry
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

 
 

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...

View Details    Send Inquiry
Home 2 / 1.5 / 4

Contact
Owner
Directly
For Rates

 
 

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ...

View Details    Send Inquiry
Home 1 / 2 / 2

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

 
 

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

 
           
More Beach and Coastal Locations and Properties