Key West Beach Vacation Rentals
 
 
Refine Your Search:
Destination
Check-In Check-Out
Amenities
Enter Keywords:
 
 
 
 
Featured Listings
 
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
Duval Square Retreat: A be ...
2 bedroom Key West Condo Vacation Rental Condo
2 BR/ 3.00 BA Sleeps 4
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is th...

View Details    Send Inquiry
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
 

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

$1255 - $2828
Per Week

 
 

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f...

View Details    Send Inquiry
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

 
 

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned ...

View Details    Send Inquiry
Home 3 / 3 / 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 - $1298
Per Night

$4165 - $8374
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

$1235 - $2828
Per Week

 
 

A Place in Paradise

Key West
A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 ...

View Details    Send Inquiry
Condo 2 / 3 / 6

$1625 - $3989
Per Week

 
 

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...

View Details    Send Inquiry
Home 2 / 3 / 6

$1890 - $4002
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 - $486
Per Night

$1575 - $3118
Per Week

 
 

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...

View Details    Send Inquiry
Condo 2 / 2 / 4

$1450 - $3118
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

$195 - $384
Per Night

$1100 - $2429
Per Week

 
 

Lavender Jungle

Key West
LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi...

View Details    Send Inquiry
Condo 2 / 1 / 4

$1235 - $2828
Per Week

 
 

Key Lime Pie

Key West
KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and clos...

View Details    Send Inquiry
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

 
 

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...

View Details    Send Inquiry
Home 4 / 4 / 8

$5500 - $11375
Per Week

 
 

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps ...

View Details    Send Inquiry
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

 
 

Key West Ginger House

Key West
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ...

View Details    Send Inquiry
Home 2 / 2 / 6

$220 - $442
Per Night

$1365 - $2849
Per Week

 
 

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...

View Details    Send Inquiry
Condo 2 / 3 / 6

$1550 - $3278
Per Week

 
 

4 Palms

Key West
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

 
 

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...

View Details    Send Inquiry
Home 2 / 3 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

 
 

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...

View Details    Send Inquiry
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

 
 

Duval Breeze

Key West
Golf nearby, Ocean nearby
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...

View Details    Send Inquiry
Condo 2 / 3 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

 
 

Green Orchid

Key West
GREEN ORCHID: Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a t...

View Details    Send Inquiry
Home 2 / 3 / 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 - $943
Per Night

$3100 - $6344
Per Week

 
 

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...

View Details    Send Inquiry
Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

 
 

Paradise Place

Key West
PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens comm...

View Details    Send Inquiry
Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
Per Week

 
           
More Beach and Coastal Locations and Properties