Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

Quick Ocean access in Key Colony Beach

Key Colony Beach
This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance ...
Condo 3 / 2.5 / 8

*
Online booking available

$1300 - $1500
Per Week

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, turquoise waters and Key West Sunshin...
Home 2 / 3 / 6

$286 - $286
Per Night

$2000 - $2000
Per Week

Tropical condo with spectacular ocean view

Key Colony Beach
14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area,...
Condo 2 / 2 / 4

*
Online booking available

$1200 - $1400
Per Week

Waterfront 3Br w/ Private Pool, Boat Slip, Tiki Hut & Kayaks

Marathon
Escape to the Florida Keys at this newly remodeled 3BR/2BA vacation home, set along the canal in the...
Home 3 / 2 / 6

*
Online booking available

$251 - $601
Per Night

$1758 - $4207
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...
Home 2 / 2.5 / 6

$210 - $550
Per Night

$1470 - $3850
Per Week

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...
Home 3 / 2 / 6

*
Online booking available

$400 - $464
Per Night

$2660 - $4900
Per Week

Casa Atlantica: A studio condo on the Atlantic shore of K...

Key West
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 0 / 1 / 2

*
Online booking available

$209 - $300
Per Night

$1260 - $2240
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

$225 - $605
Per Night

$1575 - $4235
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

$210 - $550
Per Night

$1470 - $3850
Per Week

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$180 - $462
Per Night

$1260 - $3234
Per Week

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

$225 - $605
Per Night

$1575 - $4235
Per Week

1 bedroom condo at resort, near Sombrero Beach

Marathon
Newly Renovated Condo, Canal Front. Walk To Shopping, Restaurants & Golf. 1 Bedroom, 1 Bath, Sleeps...
Condo 1 / 1 / 4

*
Online booking available

$125 - $150
Per Night

$800 - $1000
Per Week

2Br w/ Canal Dock & Backyard Oasis ? Outdoor Tiki Hut, Ba...

Key Largo
2Br w/ Canal Dock & Backyard Oasis ? Outdoor Tiki Hut, Bar & Hot Tub Make the most of the Key Largo...
Home 2 / 2 / 8

*
Online booking available

$185 - $217
Per Night

$1298 - $1522
Per Week

Sundown Refuge

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

$300 - $748
Per Night

$2100 - $5236
Per Week

Casa Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 1 / 1 / 2

*
Online booking available

$230 - $322
Per Night

$1470 - $2450
Per Week

Shrimp Party

Key West
Shrimp Party (MONTHLY RENTAL): Key West Pinks, parties and drinks, that is the theme for this island...
Home 2 / 2 / 4

$238 - $238
Per Night

$1663 - $1663
Per Week

1Br Restored Conch House w/ Pool & Deck

Key West
Enjoy a classic Key West vacation at this charming 1BR apartment in a restored 1920's conch house. T...
Condo 1 / 1 / 3

*
Online booking available

$88 - $146
Per Night

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

$210 - $210
Per Night

$1473 - $1473
Per Week

Pete's Cottages: Twin Cypress cottages steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Home 4 / 2 / 8

*
Online booking available

$500 - $688
Per Night

$3360 - $6300
Per Week

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$340 - $550
Per Night

$2240 - $3850
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

$225 - $660
Per Night

$1575 - $4620
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

$200 - $550
Per Night

$1400 - $3850
Per Week

Linger Longer

Key West
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...
Condo 2 / 1.5 / 5

$195 - $545
Per Night

$1365 - $3815
Per Week

Coral Villa

Key West
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....
Condo 3 / 3 / 8

$245 - $629
Per Night

$1715 - $4403
Per Week

Catherine House: A charming Old Town Key West cottage

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

*
Online booking available

$360 - $450
Per Night

$2450 - $4200
Per Week

 

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