Key West Beach Vacation Rentals
 
 
Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
La Dolce Vita, Steps to Du ...
1 bedroom Key West Condo Vacation Rental Condo
1 BR/ 1.00 BA Sleeps 4
More Info
Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
Fan-tastic Getaway
3 bedroom Key West Home Vacation Rental Home
3 BR/ 2.50 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

La Dolce Vita, Steps to Duval! 3 blks to South Beach!

Key West
Beach Access, Golf nearby, Ocean nearby
La Dolce Vita is a one bedroom, one bath condo located in Old Town. Located just steps to Duval! Wal...

View Details    Send Inquiry
Condo 1 / 1 / 4

$188 - $288
Per Night

$1200 - $1800
Per Week

 
 

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, turquoise waters and Key West Sunshin...

View Details    Send Inquiry
Home 2 / 3 / 6

Contact
Owner
Directly
For Rates

 
 

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

$230 - $413
Per Night

$1390 - $2725
Per Week

 
 

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...

View Details and Book Online    Send Inquiry
Condo 2 / 2.5 / 6

Online Booking

$271 - $550
Per Night

$1895 - $3850
Per Week

 
 

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

$250 - $508
Per Night

$1465 - $3154
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
Home 2 / 2.5 / 6

$240 - $508
Per Night

$1385 - $3154
Per Week

 
 

Pete's West Cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...

View Details and Book Online    Send Inquiry
Cottage 2 / 1 / 4

Online Booking

$270 - $450
Per Night

$1750 - $3150
Per Week

 
 

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...

View Details and Book Online    Send Inquiry
Cottage 1 / 1.5 / 2

Online Booking

$250 - $381
Per Night

$1540 - $2730
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

$345 - $732
Per Night

$2275 - $4937
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
Home 2 / 2.5 / 6

$280 - $616
Per Night

$1675 - $3901
Per Week

 
 

Papaya Place

Key West
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...

View Details    Send Inquiry
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

 
 

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

$230 - $493
Per Night

$1425 - $3241
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

$205 - $435
Per Night

$1235 - $2828
Per Week

 
 

Beach Club #112 - Unique Oceanfront living

Key West
Ocean Front, Ocean View
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 5

Online Booking

$290 - $480
Per Night

$1890 - $3640
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

$245 - $450
Per Night

$1380 - $2781
Per Week

 
 

Island Wind

Key West
ISLAND WIND : Welcome to a tropical sun drenched oasis in the heart of Old Town Key West. This char...

View Details    Send Inquiry
Home 2 / 2 / 4

$275 - $573
Per Night

$1725 - $3516
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
Home 2 / 2.5 / 6

$240 - $508
Per Night

$1385 - $3154
Per Week

 
 

Paradise Place

Key West
Golf nearby, Ocean nearby
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...

View Details    Send Inquiry
Condo 1 / 1 / 4

$165 - $363
Per Night

$945 - $2313
Per Week

 
 

Key Lime Pie

Key West
Golf nearby, Ocean nearby
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...

View Details    Send Inquiry
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this Ke...

View Details    Send Inquiry
Home 2 / 2.5 / 6

$195 - $375
Per Night

$1065 - $2281
Per Week

 
 

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...

View Details and Book Online    Send Inquiry
Home 3 / 2 / 6

Online Booking

$370 - $700
Per Night

$2380 - $4900
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

$345 - $732
Per Night

$2275 - $4937
Per Week

 
 

A Little Slice Of Paradise

Key West
A LITLE SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf cours...

View Details    Send Inquiry
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

Wind Swept

Key West
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with w...

View Details    Send Inquiry
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

 
 

Vista Fresco : Oceanside condominiums with resort-style a...

Key West
Ocean View
Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities ...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$270 - $413
Per Night

$1680 - $3080
Per Week

 
           
More Beach and Coastal Locations and Properties