Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

Walk to Sombrero Beach

Marathon
Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For famili...
Home 3 / 2 / 8

*
Online booking available

$1360 - $1700
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

Contact
Owner
Directly
For Rates

Conch Condo

Key West
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, ...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

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

Contact
Owner
Directly
For Rates

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

Sundown Refuge

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

$1700 - $3915
Per Week

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
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

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...
Condo 2 / 2 / 6

$300 - $494
Per Night

$1800 - $3250
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

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

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 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

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

Contact
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

Contact
Owner
Directly
For Rates

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

$1381 - $3618
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

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

Perfect Pineapple

Key West
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

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

$1418 - $3118
Per Week

Papaya Place

Key West
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...
Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

 

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