Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a

Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort

Property Id: 1836419This is the rear unit in a super cute ground level duplex in midtown. 2 bed/1 bath. One off-street parking spot. Shared yard. In unit laundry. Updated appliances. Clean and easy to maintain. Utilities and exterior maintenance included. Great for roommates or small families. Current renters are active military and are being redeployed elsewhere.

Feel at home in this bright, modern 2-bedroom, 2-bath second-floor condo, ideal for comfortable long-term stays in Key West.Fully renovated in Summer 2024, the condo features an open-concept living area and a modern kitchen with new countertops, stainless steel appliances, and all home cooking essentials. Outside, relax by the shared heated pool or unwind in the grill and lounge area

"Lil Bit" is a rare find in the historic Bahama Village neighborhood. This classic "conch" home is modern and renovated to have an elevated feel but retains the charm and character of old Key West. Perfect for a couple or visitors looking for a monthly stay, this home is equipped with everything you need. While it is a "Lil Bit," the space feels large, open, and fresh, and is a short walk to Fort

Southernmost View is a modern and luxurious waterfront home located in a private seven-home gated community, just steps from the beach and the Southernmost Point of the continental USA. Enjoy turquoise blue waters from the rooftop sundeck, perfect for tanning, reading, and sipping your morning coffee. Relax under the southernmost stars or watch the sunset over the horizon.This upscale beach

Property Id: 2292938Move-in ready Key West living! Close to shopping, schools, beaches and Old Town.Property Highlights•Spacious 4 bedrooms / 2 bathrooms•~1,900 sq ft•Fenced yard with covered porch•Pet-friendly with deposit•Annual lease - $7,000 per month•Utilities not included•Credit/Background Check This home combines comfort, space, and

Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

Quiet street, completely furnished two bedroom one bath available May 1st.Located in New Town, near Key West Yacht ClubCan be rented for 1 year or 9 months

AVAILABLE MARCH 1. MONTH TO MONTH OR LONGER TERM. NO PETS. NO SMOKING. TENANT CANNOT BRING FURNITURE (FULLY FURNISHED). Smartly updated, fully furnished. Meadows neighborhood of Key West. REQUIRES APPLICATION AND SCREENING. TENANT CANNOT BRING FURNITURE.

Lovely upstairs loft style apartment available now.Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private full size W/D, gas range, large tiled shower, and covered deck for tropical outside living! All utilities and internet are included in rent! First and last mo rent required to move in. Property is very well maintained, and suitable for a clean,

This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

Newly Renovated Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a handcrafted

Discover your perfect living space in the heart of new-town Key West. This charming 2-bedroom, 1-bathroom apartment in a quaint 4-plex offers both comfort and convenience. Situated on the upper level, this unit boasts a brand-new deck, perfect for enjoying warm island breezes and outdoor relaxation.Step inside to a spacious living room adorned with high ceilings that create an open and