Key West Beach Vacation Rentals
 
 
Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
Sunrise Suites
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
The Victoria House
5 bedroom Key West Home Vacation Rental Home
5 BR/ 6.00 BA Sleeps 12
More Info
Tropical Dreaming
2 bedroom Key West Home Vacation Rental Home
2 BR/ 3.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

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

$1900 - $3770
Per Week

 
 

Angela Cottage

Key West
30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid...

View Details    Send Inquiry
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...

View Details    Send Inquiry
Home 3 / 2 / 8

$465 - $906
Per Night

$2925 - $6018
Per Week

 
 

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of...

View Details    Send Inquiry
Condo 2 / 1 / 4

$1175 - $2683
Per Week

 
 

Ann Street Cottage

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...

View Details    Send Inquiry
Condo 1 / 2 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

 
 

Boater's Beach Haven

Key West
Ocean View
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...

View Details    Send Inquiry
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

The Hemingway

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

View Details    Send Inquiry
Condo 2 / 2 / 6

$1350 - $3045
Per Week

 
 

Beach Club #303

Key West
Ocean View
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...

View Details    Send Inquiry
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

 
 

Parrot Perch

Key West
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in...

View Details    Send Inquiry
Condo 2 / 2 / 5

$1175 - $2719
Per Week

 
 

La Brisa #403E Ocean Vista

Key West
Ocean View
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...

View Details    Send Inquiry
Condo 2 / 2 / 4

$180 - $280
Per Night

$1190 - $1820
Per Week

 
 

Newton Street Hideaway

Key West
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located j...

View Details    Send Inquiry
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
Apr 8 - Apr 30   *** SOUTHARD CHARM FOR A GREAT RATE! *** April spr ...
 

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...

View Details    Send Inquiry
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
Per Week

 
 

Key West Charming

Key West
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners....

View Details    Send Inquiry
Condo 2 / 1 / 4

$1175 - $2683
Per Week

 
 

La Brisa #405E Sea Orchid

Key West
Ocean View
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for...

View Details    Send Inquiry
Condo 2 / 2 / 4

$200 - $290
Per Night

$1330 - $1960
Per Week

 
 

Packer Retreat

Key West
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur...

View Details    Send Inquiry
Home 3 / 3.5 / 6

Contact
Owner
Directly
For Rates

 
 

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...

View Details    Send Inquiry
Home 3 / 4 / 8

$4000 - $9200
Per Week

 
 

Key West Crown Jewel

Key West
Ocean View
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...

View Details    Send Inquiry
Condo 2 / 2 / 6

$345 - $616
Per Night

$2145 - $5390
Per Week

 
 

Dreaming On Duval

Key West
Ocean View
There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premie...

View Details    Send Inquiry
Home 5 / 4 / 10

$870 - $2000
Per Night

$5950 - $14000
Per Week

 
 

Pete's West Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...

View Details    Send Inquiry
Home 2 / 1 / 4

$260 - $330
Per Night

$1680 - $2170
Per Week

 
 

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...

View Details    Send Inquiry
Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2320
Per Week

 
 

Tres Gatos

Key West
TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a ...

View Details    Send Inquiry
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

 
 

Casa Atlantica Studio

Key West
Ocean View
A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes o...

View Details    Send Inquiry
Home 1 / 1 / 2

$160 - $200
Per Night

$1050 - $1330
Per Week

 
 

Conch Wind

Key West
CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co...

View Details    Send Inquiry
Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

 
 

La Brisa #401N Blue Heron Hideaway

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy an...

View Details    Send Inquiry
Condo 3 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...

View Details    Send Inquiry
Home 3 / 4 / 8

$625 - $1173
Per Night

$4165 - $7639
Per Week

 
           
More Beach and Coastal Locations and Properties