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
Key West Found
2 bedroom Key West Home Vacation Rental Home
2 BR/ 2.50 BA Sleeps 6
More Info
Beach Club #104 - Unique o ...
2 bedroom Key West Condo Vacation Rental - Ocean Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

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

 
 

Villa Tropicale: A lush, secluded estate in the Casa Mari...

Key West
Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best descri...

View Details and Book Online    Send Inquiry
Home 4 / 4 / 8

Online Booking

$850 - $1180
Per Night

$5740 - $8400
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 - $400
Per Night

$1750 - $3150
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

$1450 - $3118
Per Week

 
 

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...

View Details    Send Inquiry
Cottage 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

 
 

1 bedroom/1 bathroom premium condo

Key West
1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features...

View Details and Book Online    Send Inquiry
Condo 1 / 1 / 4

Online Booking

$175 - $503
Per Night

$1225 - $3521
Per Week

 
 

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bed! Sunny View is the monthly rental K...

View Details    Send Inquiry
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
 

Casa Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Ocean Front, Ocean View
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...

View Details and Book Online    Send Inquiry
Condo 1 / 1 / 2

Online Booking

$200 - $290
Per Night

$1190 - $2240
Per Week

 
 

Heliconia House

Key West
Additional Features: Monthly Rental: Yes, Pool: Private, Pool/Beach Towels: Yes, WiFi: Yes, Grill: Y...

View Details    Send Inquiry
Home 3 / 2.5 / 6

$625 - $1119
Per Night

$4165 - $7219
Per Week

 
 

Coral Garden

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

View Details    Send Inquiry
Home 2 / 2.5 / 6

$180 - $360
Per Night

$1050 - $2343
Per Week

 
 

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...

View Details and Book Online    Send Inquiry
Condo 2 / 2.5 / 4

Online Booking

$250 - $380
Per Night

$1680 - $3500
Per Week

 
 

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

$205 - $375
Per Night

$1235 - $2828
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 - $8700
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 - $540
Per Night

$2380 - $4900
Per Week

 
 

Pete's East Cottage: Cypress east 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 - $400
Per Night

$1750 - $3150
Per Week

 
 

President's Walk is perfectly located in the Truman Annex

Key West
President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minute...

View Details and Book Online    Send Inquiry
Condo 2 / 1.5 / 4

Online Booking

$1890 - $3150
Per Week

 
 

A Suite Paradise

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

View Details    Send Inquiry
Home 3 / 2 / 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-stre...

View Details    Send Inquiry
Home 5 / 5.5 / 12

$785 - $1653
Per Night

$5300 - $11310
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 - $498
Per Night

$1800 - $3413
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

$230 - $413
Per Night

$1390 - $2861
Per Week

 
 

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...

View Details and Book Online    Send Inquiry
Home 4 / 4 / 8

Online Booking

$750 - $1120
Per Night

$5040 - $8400
Per Week

 
 

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Ocean View
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$230 - $370
Per Night

$1470 - $2450
Per Week

 
 

Fan-tastic Getaway

Key West
Additional Features: Monthly Rental: Yes, Pool: Private, Pool/Beach Towels: Yes, WiFi: Yes, Grill: Y...

View Details    Send Inquiry
Home 3 / 2.5 / 6

$625 - $1119
Per Night

$4165 - $7219
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

 
 

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

$375 - $594
Per Night

$2250 - $3872
Per Week

 
           
More Beach and Coastal Locations and Properties