Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Duval Square Penthouse

Key West
Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four ...
Condo 4 / 5 / 8

$410 - $590
Per Night

$2730 - $3990
Per Week

Key West Ginger House

Key West
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ...
Home 2 / 2 / 6

$210 - $413
Per Night

$1200 - $2465
Per Week

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...
Home 3 / 2 / 6

$370 - $500
Per Night

$2380 - $3290
Per Week

Beach Club #213

Key West
30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ...
Condo 2 / 2 / 4

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Owner
Directly
For Rates

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...
Home 2 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: A truly unique Key West vacation location. Located midtown on Florida Bay, ...
Condo 2 / 2 / 6

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Owner
Directly
For Rates

A Suite Paradise

Key West
A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West ...
Home 2 / 2 / 6

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Owner
Directly
For Rates

Papaya Place

Key West
PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominium...
Condo 2 / 2 / 6

$220 - $381
Per Night

$1250 - $2206
Per Week

Paradise Harbor Retreat

Key West
Island elegance and a blend of modern sophistication marks this distinctive four level waterfront lu...
Home 3 / 4 / 6

$458 - $658
Per Night

$3206 - $4606
Per Week

Dreaming On Duval

Key West
There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premie...
Home 5 / 4 / 10

$870 - $2000
Per Night

$5950 - $14000
Per Week

Bloom'n Paradise

Key West
Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms a...
Home 4 / 4 / 8

$5500 - $7500
Per Week

Elizabeth Retreat

Key West
30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident...
Home 3 / 2 / 6

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Owner
Directly
For Rates

Louisa House

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

$470 - $660
Per Night

$3150 - $4480
Per Week

Coral Caribe

Key West
CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome wit...
Condo 2 / 3 / 6

$150 - $306
Per Night

$900 - $1906
Per Week

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...
Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2248
Per Week

Pete's East Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...
Home 2 / 1 / 4

$280 - $330
Per Night

$1820 - $2170
Per Week

Villa Soleil

Key West
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit...
Condo 2 / 3 / 6

$1600 - $3408
Per Week

Admiral's Treasure

Key West
Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane ...
Home 4 / 4 / 8

$5500 - $7500
Per Week

A Little Slice of Paradise

Key West
A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, mi...
Home 2 / 2 / 6

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Owner
Directly
For Rates

Beach Club #303

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

Townhomes on Windsor #4

Key West
Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow...
Home 3 / 3.5 / 6

$558 - $658
Per Night

$3906 - $4606
Per Week

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home. This property featur...
Home 4 / 4 / 8

$5500 - $11375
Per Week

Bali Hideaway

Key West
Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an A...
Cottage 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Beach Club #103

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes co...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
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...
Condo 3 / 2 / 6

Contact
Owner
Directly
For Rates

 

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