Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

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

$195 - $384
Per Night

$1100 - $2429
Per Week

Duval Sea Turtle

Key West
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
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

$220 - $442
Per Night

$1365 - $2849
Per Week

Key Lime Pie

Key West
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Your Own Private Island

Marathon
Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21-ft Carolina skiff. Entire island t...
Home 3 / 2 / 8

$1200 - $1200
Per Night

$6500 - $8000
Per Week

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...
Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

Apr 30 - Jun 30   *** ALL YOU NEED is A LITTLE SLICE of PARADISE ** ...

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minute...
Home 2 / 1.5 / 6

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Owner
Directly
For Rates

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

$220 - $400
Per Night

$1325 - $2594
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

Sunset Lake

Key West
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...
Home 3 / 3 / 6

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Owner
Directly
For Rates

Apr 2 - May 29   *** MAKE "A PLACE IN PARADISE" YOUR PLACE IN PARAD ...

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

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

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Owner
Directly
For Rates

Cayo Hueso Sunshine

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

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Owner
Directly
For Rates

Bahama House

Key West
BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and ...
Home 3 / 3.5 / 8

$625 - $1298
Per Night

$4165 - $8374
Per Week

Sombrero Rock House

Marathon
Beautiful 10,000 sq.ft. home on a deep water canal with access to the ocean, 1 block from the beach....
Home 4 / 5 / 10

$1200 - $1200
Per Night

$6500 - $8000
Per Week

Beach House Condo

Key West
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Tru...
Condo 2 / 2 / 4

$1450 - $3118
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

$1235 - $2828
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and surroun...
Home 3 / 2.5 / 6

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Owner
Directly
For Rates

Bloom'n Paradise

Key West
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...
Home 4 / 4 / 8

$5500 - $11375
Per Week

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...
Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
Per Week

Sunny View

Key West
SUNNY VIEW: Adorable, affordable, and a great location! Located in Old Town Key West, this 1 bedroo...
Home 1 / 2 / 2

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Owner
Directly
For Rates

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...
Condo 2 / 2 / 4

$1425 - $3241
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...
Condo 2 / 2.5 / 6

$1650 - $3806
Per Week

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...
Home 2 / 1.5 / 4

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Owner
Directly
For Rates

 

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