Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$290 - $470
Per Night

$1890 - $3290
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

Duval Square Courtyard Condo is just steps from the action

Key West
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined c...
Condo 3 / 2 / 8

*
Online booking available

$330 - $460
Per Night

$2100 - $4340
Per Week

Heliconia House

Key West
Additional Features: Monthly Rental: Yes, Pool: Private, Pool/Beach Towels: Yes, WiFi: Yes, Grill: Y...
Home 3 / 2.5 / 6

$625 - $1119
Per Night

$4165 - $7219
Per Week

Casa Grande

Key West
CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-stre...
Home 5 / 5.5 / 12

$785 - $1653
Per Night

$5300 - $11310
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...
Condo 2 / 2.5 / 6

$1625 - $3618
Per Week

Enjoy soothing ocean breezes at Tropical Tranquility (La ...

Key West
Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums o...
Condo 1 / 1 / 4

*
Online booking available

$170 - $270
Per Night

$1120 - $2030
Per Week

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...
Condo 2 / 2 / 6

$300 - $498
Per Night

$1800 - $3413
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...
Condo 2 / 2.5 / 6

*
Online booking available

$250 - $380
Per Night

$1680 - $3080
Per Week

Pete's Cottages: Twin Cypress cottages 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...
Home 4 / 2 / 8

*
Online booking available

$470 - $690
Per Night

$3150 - $6300
Per Week

Paradise Place

Key West
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...
Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
Per Week

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2861
Per Week

Key West Ginger House

Key West
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes adv...
Home 2 / 2 / 6

$240 - $442
Per Night

$1400 - $2849
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...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $400
Per Night

$1750 - $3150
Per Week

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$205 - $375
Per Night

$1235 - $2828
Per Week

Havana Lane: A classic conch cottage with rustic charm

Key West
Thoughtfully restored, Havana Lane hearkens back to a time when cigar makers lived in the neighborho...
Home 2 / 2 / 4

*
Online booking available

$320 - $480
Per Night

$2030 - $3850
Per Week

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...
Home 4 / 3.5 / 8

*
Online booking available

$490 - $740
Per Night

$3290 - $6300
Per Week

Bahama Dreaming

Key West
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscap...
Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
Per Week

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...
Home 2 / 2.5 / 6

$1650 - $3806
Per Week

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitchen is...
Home 2 / 3 / 6

Contact
Owner
Directly
For Rates

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$580 - $800
Per Night

$3710 - $6300
Per Week

Atlantic Blues

Key West
ATLANTIC BLUES - Is a stylish example of a Conch cottage in Key West, totally renovated with gorgeou...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

 

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