Florida - Florida Keys Vacation Rental Getaways

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  • Private Pool
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Island Pearl

Key West
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
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

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

$175 - $400
Per Night

$1100 - $2594
Per Week

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

Wind Swept

Key West
WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and scre...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Apr 25 - Jun 30   $$$ Great Offering for Green Orchid $$$ Take advant ...

Green Orchid

Key West
GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-b...
Home 2 / 2.5 / 4

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Owner
Directly
For Rates

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$1067 - $2828
Per Week

Conch Wind

Key West
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Ope...
Condo 2 / 2 / 4

$265 - $486
Per Night

$1418 - $3118
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

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

Duval Breeze

Key West
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

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

Crowner's Jewel

Key West
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...
Condo 2 / 2.5 / 6

$1318 - $3278
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

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

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

Lavender Jungle

Key West
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...
Condo 2 / 1 / 4

$1235 - $2828
Per Week

May 12 - 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

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

Easy Livin'

Key West
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...
Home 3 / 4 / 8

$4000 - $9200
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

Contact
Owner
Directly
For Rates

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

Brisa del Mar

Key West
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. F...
Condo 2 / 2 / 6

$225 - $388
Per Night

$1325 - $2444
Per Week

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

May 30 - Jun 22   *** CASA GRANDE OFFERING GRAND RATES FOR JUNE 2015 ...

Casa Grande

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

$650 - $1658
Per Night

$5300 - $11310
Per Week

 

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