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
Casa Grande
5 bedroom Key West Home Vacation Rental Home
5 BR/ 5.50 BA Sleeps 12
More Info
A Zen Ocean Garden
2 bedroom Key West Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

$1625 - $3618
Per Week

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

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

 
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

 
 

Brisa del Mar

Key West
Golf nearby, Ocean View
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. F...

View Details    Send Inquiry
Condo 2 / 2 / 6

$225 - $388
Per Night

$1325 - $2444
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

 
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

 
 

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

 
 

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

 
 

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

 
 

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

 
 

Bloom'n Paradise

Key West
Golf nearby, Ocean nearby
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...

View Details    Send Inquiry
Home 4 / 4 / 8

$5500 - $11375
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

 
 

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

 
 

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duva...

View Details    Send Inquiry
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

 
           
More Beach and Coastal Locations and Properties