Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

2/2 corner unit condo just a mile from Sombrero Beach

Marathon
2/2 second floor corner condo completely renovated with canal view! This cute condo has a serene be...
Condo 2 / 2 / 4

*
Online booking available

$1500 - $2000
Per Week

Gulfview escape with dockage, hot tub and plenty of parking

Marathon
Enjoy all the Keys have to offer in this quiet neighborhood location, 3 BR/2BA gulf front home! This...
Home 3 / 2 / 8

*
Online booking available

$2500 - $3000
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

Duval Sea Turtle

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

$240 - $508
Per Night

$1385 - $3154
Per Week

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

*
Online booking available

$406 - $720
Per Night

$2653 - $5320
Per Week

Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$262 - $480
Per Night

$1706 - $3640
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$523 - $900
Per Night

$3349 - $6300
Per Week

Sundown Refuge

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

$330 - $711
Per Night

$2025 - $4060
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the...
Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
Per Week

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the monthly rental K...
Cottage 1 / 2 / 2

$179 - $179
Per Night

$1250 - $1250
Per Week

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...
Condo 2 / 2.5 / 4

*
Online booking available

$271 - $550
Per Night

$1769 - $3850
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
Per Week

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...
Condo 2 / 1 / 4

$162 - $162
Per Night

$1131 - $1131
Per Week

Conch Condo

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

$235 - $486
Per Night

$1365 - $3009
Per Week

Bowe Conch House

Key West
BOWE CONCH HOUSE (monthly rental): The Bowe Conch House has evolved within the Thomas family, Conchs...
Cottage 3 / 2 / 6

$179 - $179
Per Night

$1250 - $1250
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

$424 - $900
Per Night

$2843 - $6300
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. ...
Home 3 / 2.5 / 6

$386 - $386
Per Night

$2700 - $2700
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

$823 - $2010
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

$230 - $493
Per Night

$1425 - $3241
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

$345 - $732
Per Night

$2275 - $4937
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

A Little Slice Of Paradise

Key West
A LITLE SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf cours...
Home 2 / 1.5 / 6

$154 - $154
Per Night

$1075 - $1075
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 - $450
Per Night

$1380 - $2781
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

$230 - $413
Per Night

$1390 - $2725
Per Week

Osprey

Key West
OSPREY - This bright and colorful studio Key West rental cottage is located in the same small commun...
Cottage 0 / 1 / 2

$155 - $363
Per Night

$835 - $2240
Per Week

 

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