Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

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

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

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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 - $2406
Per Week

Duval Roost

Key West
This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a...
Home 3 / 3.5 / 6

$410 - $570
Per Night

$2730 - $3780
Per Week

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1173
Per Night

$4165 - $7639
Per Week

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

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Owner
Directly
For Rates

Olivia Cottage

Key West
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, th...
Home 2 / 2.5 / 4

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Owner
Directly
For Rates

South St. Cottage

Key West
A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Gue...
Home 2 / 2 / 4

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Owner
Directly
For Rates

Duval Square Courtyard Condo

Key West
In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined court...
Condo 3 / 2 / 6

$310 - $410
Per Night

$2030 - $2730
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 ...
Home 2 / 1 / 4

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Owner
Directly
For Rates

Ann Street Cottage

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...
Condo 1 / 2 / 2

$190 - $250
Per Night

$1260 - $1680
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 Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is i...
Condo 2 / 2 / 6

$300 - $488
Per Night

$1800 - $3250
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

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

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...
Home 2 / 3 / 6

$1800 - $3698
Per Week

Shipyard Palms

Key West
In the heart of Old Town, with the beautiful community of private homes and condominium of Truman An...
Condo 2 / 1.5 / 4

$1190 - $1820
Per Week

Casa Atlantica One Bedroom

Key West
Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding pro...
Condo 1 / 1 / 2

$170 - $220
Per Night

$1120 - $1470
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...
Home 2 / 2 / 4

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Owner
Directly
For Rates

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...
Condo 2 / 2 / 5

$1900 - $3770
Per Week

Duval Breeze

Key West
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
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

Angela Cottage

Key West
30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid...
Home 2 / 2 / 4

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Owner
Directly
For Rates

Paradise Place

Key West
PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens comm...
Condo 1 / 1 / 4

$155 - $355
Per Night

$900 - $2175
Per Week

 

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