Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Coconut Cabana

Key West
An Old town Key West home, located in the Historic District and just one half a block off Duval Stre...
Home 3 / 2 / 6

$380 - $540
Per Night

$2450 - $3570
Per Week

La Brisa #304W Egrets Landing

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...
Condo 2 / 2 / 6

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Owner
Directly
For Rates

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

Villa Paradiso

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

$380 - $540
Per Night

$2450 - $3570
Per Week

Vista Verde

Key West
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setti...
Condo 2 / 2 / 4

$230 - $290
Per Night

$1540 - $1960
Per Week

Southernmost Dacha

Key West
30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

La Brisa #403E Ocean Vista

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 2 / 2 / 4

$180 - $280
Per Night

$1190 - $1820
Per Week

Tropical Serenity

Key West
30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street add...
Home 1 / 1.5 / 2

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Owner
Directly
For Rates

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

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

Beach Club #201

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

Newton Street Hideaway

Key West
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located j...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Beach Club #204

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

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

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...
Condo 2 / 2 / 5

$1175 - $2719
Per Week

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...
Home 4 / 4 / 8

$5500 - $11375
Per Week

La Brisa #408E Artists Haven

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a...
Condo 3 / 2 / 6

Contact
Owner
Directly
For Rates

Linger Longer

Key West
LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho...
Condo 2 / 2 / 5

$1350 - $3045
Per Week

Packer Retreat

Key West
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur...
Home 3 / 3.5 / 6

Contact
Owner
Directly
For Rates

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

Catherine House

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...
Home 2 / 2 / 4

$290 - $370
Per Night

$1890 - $2380
Per Week

Casa Atlantica Studio

Key West
A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes o...
Home 1 / 1 / 2

$160 - $200
Per Night

$1050 - $1330
Per Week

La Brisa #302E Tropical Tranquility

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 1 / 1 / 2

$170 - $240
Per Night

$1120 - $1610
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is th...
Home 1 / 2 / 2

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Owner
Directly
For Rates

 

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