Your Breezy Old Town Retreat Awaits

Outdoor rectangular swimming pool surrounded by a concrete patio, lounge chairs, tropical palm trees, and a two-story home in the background under a blue sky.

Kitchen with gray cabinetry, speckled countertops, stainless steel appliances, and a breakfast bar with colorful painted stools.

Living room with a sofa, colorful yellow armchair, television, ceiling fan, and louvered patio doors.

Bedroom with a bed made in a tropical leaf patterned comforter, a white sliding-door headboard, and a ceiling fan.

Covered outdoor porch with a wooden dining table, woven chairs, mint green ceiling, and white railings overlooking palm trees.

Kitchen island featuring an apron-front sink, granite countertop, and pendant lighting, looking into the adjacent living room.

Cozy living room area with a light grey couch, coffee table, wall-mounted television, and shuttered window.

Open concept living room and kitchen featuring a yellow armchair with patterned ottoman, an island with whimsical barstools, and gray cabinets.

Kitchen featuring a granite-topped breakfast bar, modern pendant lights, blue-gray cabinets, and stainless steel appliances.

Kitchen island with an undermount farmhouse sink and granite countertop, looking into an adjacent living area.

Bedroom featuring a made bed with tropical leaf bedding, a wall-mounted TV, and doorways leading to a laundry closet and bathroom.

Bathroom showing a glass-enclosed subway tile shower alongside a turquoise corner vanity and towel bars.

Bathroom showing a walk-in shower with patterned floor tile, subway wall tiles, black fixtures, and a glass partition next to a toilet.

Bedroom featuring a bed with a leaf-patterned quilt, windows and French doors with white plantation shutters leading to a balcony.

Bathroom with a tiled walk-in shower, patterned floor tile, white vanity with backlit LED mirror, and a toilet.

A brick-paved walkway leads to a covered pedestrian gate between two parked cars with tropical palm trees in the background.

A paved brick outdoor pathway bordered by dense tropical foliage, palm trees, and home siding.

Outdoor swimming pool surrounded by a paved patio, lounge chairs, tropical palm trees, and adjacent white buildings.

Outdoor swimming pool surrounded by a concrete patio with lounge chairs, palm trees, and white pool house structures under a clear blue sky.

A covered outdoor porch with light blue decking, white siding, and two woven chairs along the wall next to an exterior staircase.

A long covered porch with painted decking, light siding, a mint green ceiling, and wicker chairs at the far end.

Covered porch with white railings, a light blue ceiling, woven wicker armchairs, and tropical palm trees beyond.

Covered outdoor porch with dining table, woven chairs, mint green ceiling, and view of palm trees.

Exterior side yard showing air conditioning units between siding and a wooden fence.

Bathroom showing a turquoise vanity, towel bars with folded towels, and a walk-in shower with white subway tile and dark fixtures.

Bedroom featuring a bed with a light-colored headboard, a matching nightstand with a lamp, and a glass door with blinds.

Bedroom with a patterned bedspread, large white armoire with mirror panels, wall-mounted TV, window with plantation shutters, and an ensuite bathroom with a glass-enclosed shower.

Bedroom with a bed dressed in botanical-print bedding, a ceiling fan, a wall-mounted TV, and doorways to a laundry area and bathroom.

Bedroom featuring a made bed with a botanical quilt, a tall white armoire, and an exterior door with louvered blinds.

Bedroom with a bed made with tropical print bedding, a ceiling fan with light, an armoire, and a glass door with shutter blinds.

Bedroom featuring a bed with a green leaf-patterned quilt, barn-door style headboard, ceiling fan, and open door showing a laundry closet.

Bedroom with a patterned quilt on the bed, open closet, ceiling fan, and door leading to a balcony.

Bedroom featuring a made bed with palm leaf patterned bedding, a ceiling fan, and two windows with white plantation shutters.

Bedroom with windows and french doors fitted with plantation shutters leading out to a balcony.

Bathroom with a subway-tiled shower, patterned floor tile, vanity with backlit mirror, and toilet.

Open-concept living room with a bright yellow armchair and colorful bar stools leading to a kitchen with gray cabinets.

A cozy sitting room featuring a gray couch, a decorative coffee table, plantation shutters on the window, and a mounted flat-screen TV.

Kitchen island with an undermount stainless steel farmhouse sink looking into an adjacent living room area with a couch and television.

Kitchen with gray cabinetry, granite countertops, breakfast bar with colorful painted stools, and stainless steel appliances.

Kitchen featuring a granite breakfast bar island with painted stools, slate-blue cabinets, and stainless steel appliances.

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Condo in Key West, Florida

4 guests • 2 bedrooms • 3 beds • 2 full baths

2BR/2BA Pet-Friendly Old Town Condo | Shared Pool & Free Parking | Walk to Mallory Square | Monthly Stays This 2-bedroom, 2-bath condo in the heart of Old Town Key West is set up for month-long stays, with a shared outdoor pool, a covered porch, in-unit laundry, and free designated parking. It's pet-friendly and within walking distance of the Hemingway Home, Mallory Square, and the Southernmost Point. Prime location - Short stroll to Key West Bight Marina, the Studios of Key West, and the San Carlos Institute - 0.4 miles to the Key West Express ferry - Walk to the Hemingway Home (0.7 mi), Key West Lighthouse (0.8 mi), and Mallory Square (1 mi) - About 1 mile to the Southernmost Point, Butterfly and Nature Conservatory, Fort Zachary Taylor, and Higgs Beach - 3 miles to Smathers Beach - 4 miles to Key West International Airport Top amenities - 2 bedrooms, each with a queen bed and smart TV - 2 full bathrooms - Fully equipped kitchen with dishwasher, blender, ice maker, and coffee maker - Shared outdoor pool with sun loungers and shaded dining area - Covered porch with outdoor seating - Free in-unit washer and dryer - Central A/C and fast Wi-Fi - Free designated parking for 1 vehicle (rare in Old Town) - Pet-friendly (1 pet) The space This 697 sq ft condo has two queen bedrooms, each with its own smart TV and full bathroom, so it works well for two couples or a small family. The fully equipped kitchen and dining table make it easy to cook at home during a longer stay, and in-unit laundry means you can pack light. Start the day with coffee on the covered porch, then spend the afternoon by the pool just steps from your door. Good for - Monthly and snowbird stays - Couples or two couples traveling together - Small families - Travelers bringing a pet Good to know - 28-night minimum stay - Stairs required to access the unit - Parking for 1 vehicle only - No events

What this place offers

Cooking basics
Coffee maker
Blender
Shower
Outdoor dining area
Hair dryer
Outdoor furniture
TV
Fire extinguisher
Air conditioning

Where you'll sleep

1/2

Bedroom 1

1 queen

Bedroom 2

1 queen

Living room

1 sofa bed (1 full)

Key West, FL, USA

About the neighborhood

Discover the Best of Key West Stay in the heart of paradise with easy access to Key West’s top attractions. Soak up the sun at nearby beaches like Fort Zachary Taylor and Higgs Beach, all just minutes away. Iconic landmarks such as the Hemingway Home, Southernmost Point, and Mallory Square are within a scenic 1-mile walk. For adventure seekers, local charters and watersports offer unforgettable excursions on the turquoise sea. With the airport just 4 miles away, you're perfectly positioned for both relaxation and exploration.

Getting around

Located in the heart of Old Town Key West, this condo puts you close to everything while offering the convenience of onsite designated parking—an unbeatable perk in this walkable island town. Spend your days soaking up the sun at Fort Zachary Taylor Historic State Park or Higgs Beach, both just a mile away, or venture a little further to Smathers Beach (3 miles) or the stunning shores of Calusa and Loggerhead Beaches in Bahia Honda State Park (37 miles). Stroll to iconic attractions like The Hemingway Home and Museum (0.7 miles), the Key West Lighthouse (0.8 miles), and Mallory Square (1 mile), or enjoy the charm of the Southernmost Point and the Butterfly and Nature Conservatory, each just a mile away. For those looking to explore the water, you’ll find everything from the Key West Express ferry (0.4 miles) to top-rated charters and rentals like Lazy Dog Adventures (4 miles), Dream Catcher Charters (5 miles), and Fun in the Sun Boat Rentals (6 miles). And when it’s time to head out or fly in, Key West International Airport is just 4 miles from your door. Whether you're here to relax or explore, this location makes it all easy.

Things to know

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
4 guests maximum

Safety & property

Fire extinguisher
First aid kit
Smoke alarm installed

Cancellation policy

Add your trip dates to get the cancellation details for your stay.

This property is managed through Fairly. It is also available on sites like Airbnb and Vrbo, but the lowest price is always at Fairly.com. Avoid service fees by booking direct.

For homeowners

Company

Connect