Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Located ...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

2 Bedroom / 2 Bathroom Condo 101

Key West
2 Bedroom / 2 Bathroom Condo 101 Unit Description: Coconut Mallory in Key West, just minutes from t...
Condo 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

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

Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$290 - $370
Per Night

$1890 - $3290
Per Week

Pete's West Cottage 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...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $330
Per Night

$1750 - $3150
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...
Cottage 1 / 2 / 2

Contact
Owner
Directly
For Rates

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Tranquility

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

$215 - $413
Per Night

$1225 - $2574
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

$290 - $470
Per Night

$1890 - $3290
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

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...
Cottage 1 / 1.5 / 2

*
Online booking available

$240 - $270
Per Night

$1470 - $2660
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...
Home 2 / 2.5 / 6

$270 - $536
Per Night

$1650 - $3806
Per Week

The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Nestled in a quaint, old town ...
Condo 3 / 3.5 / 6

*
Online booking available

$600 - $895
Per Night

$3990 - $7000
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

$205 - $378
Per Night

$1235 - $2828
Per Week

Key Lime Calypso: A cottage in the heart of Bahama Village

Key West
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the ...
Home 2 / 1 / 4

*
Online booking available

$270 - $300
Per Night

$1820 - $3500
Per Week

1 bedroom/1 bathroom premium condo

Key West
1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features...
Condo 1 / 1 / 4

*
Online booking available

$175 - $369
Per Night

$1225 - $2583
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 - $428
Per Night

$1425 - $3241
Per Week

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

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

$240 - $471
Per Night

$1400 - $2849
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

$225 - $441
Per Night

$1450 - $3118
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

$320 - $380
Per Night

$2100 - $4200
Per Week

Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...
Condo 4 / 4.5 / 10

*
Online booking available

$490 - $580
Per Night

$3290 - $5670
Per Week

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...
Condo 2 / 2 / 4

*
Online booking available

$230 - $370
Per Night

$1470 - $2450
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

$230 - $428
Per Night

$1425 - $3241
Per Week

 

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