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Monthly

Age 12 and under.

List View

Canalfront Cottage

House
Bedrooms 2
One Bathroom

28 Day Minimum Rental:  Away from the hustle and bustle of Old Town, behind the coral-topped privacy fence, lies this stunning, secluded apartment overlooking the Riviera canal.

Newton Street Hideaway

House
One Bedroom
2 Bathrooms

28 Day Minimum Rental:  Newton Street Hideaway is located in The Meadows of Key West, a lovely, quiet and historic neighborhood known for it's tranquil tree-lined streets and classic architecture.

Albury Bungalow

House
Bedrooms 2
2 Bathrooms

28 Day Minimum Rental:  A perfect spot for two couples, two singles or others wanting privacy as well as togetherness. This one bedroom, one bathroom house also boasts a separate cottage bedroom with its own bathroom.

Angela Cottage

House
Bedrooms 2
2 Bathrooms

28 Day Minimum Rental:  This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a great central location to get to the Historic seaport or new town.

Colorscape

Condo
One Bedroom
One Bathroom

28 Day Minimum Rental: Colorscape is a spacious one bedroom condo in a four apartment complex in the Casa Marina District of Key West, close to the Atlantic Ocean, but still just a few blocks from Duval Street.

Duval Square Delight

Condo
Bedrooms 2
2.5 Bathrooms

28 Day Minimum Rental:  Duval Square Delight is located in a quaint town home community just steps from Duval Street. Upstairs there are residential units and a rooftop pool, while downstairs there are shops and restaurants surrounded by cobblestones and mature, tropical landscaping.

Escape on Fleming

House
Bedrooms 2
One Bathroom

28 Day Minimum Rental:  This comfortable and fresh two bedroom, one bathroom apartment is located in the heart of Old Town Key West.

La Brisa #303W

Condo
Bedrooms 2
2 Bathrooms

28 Day Minimum rental:  Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium is situated opposite the largest beach on the island, while offering the amenities of a resort hotel.

Sanctuary on Simonton

Condo
Bedrooms 2.5
3 Bathrooms

28 DAY MINIMUM- Dogs allowed, with restrictions

Open the door to this brand new home in the very center of Old Town Key West, and begin your perfect extended-stay getaway.

South St. Cottage

House
Bedrooms 2
2 Bathrooms

28 Day Minimum rental:  South Street Cottage is a bright and sunny "pool home" situated on a quiet street in the coveted and quiet Casa Marina district of Key West.

Map View