$4,200 per month
1125 Margaret St Unit 2, Key West, FL 33040
1125 Margaret St Unit 2, Key West, FL 33040
$2,850 per month
1209 Pearl St Unit upstairs, Key West, FL 33040
Lovely upstairs loft style apartment available June 1, 2025. Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private w/d on site, gas range, large tiled shower, and covered deck for outside living! All utilities are included! First and last mo rent required to move in. Property is very well maintained, and suitable for a clean and quiet single
$4,750 per month
7 Thompson Ln, Key West, FL 33040
Flexible lease terms. Fully furnished, includes all utilities, wifi and yard maintenance! Available now. Conch house just off Duval Street, near the Southernmost Point and Lighthouse. Fully furnished home with off street parking. One bedroom on main level plus a large loft space for additional bedroom space or home office. Private fenced yard with spacious deck. Updated kitchen and table space
Bascom Grooms Bascom Grooms Real Estate (KW)
$4,000 per month
1301 United St Unit Palm Cottage, Key West, FL 33040
Bright and airy, centrally located in old town Key West. Second floor, fully furnished, high-ceiling apartment with lots of windows. Living room, bedroom, kitchen including granite counter tops, stainless steel appliances, refrigerator, oven, dishwasher and garbage disposal. Stackable W/D. Bathroom with Travertine tile. A/C and ceiling fans. Porch overlooking the garden. Rent includes all
$6,500 per month
901 Packer St, Key West, FL 33040
*LONG TERM RENTAL* FULLY FURNISHED*Masterfully renovated in 2022, owner builders have reimagined this classic 1950's mid century--into the next century. Located on the corner point of Olivia & Packer streets in Old Town, this concrete home has been transformed into a sharply modern, custom designed 2 Bedroom, 2 Full Bath showpiece. Enjoy a rare covered carport for off-street parking, as well as a
Bobby Coe RE/MAX Keys Connection (KW)
$4,380 per month
918 James St, Key West, FL 33040
Charming town home ,one block walk to historic harbor front, newly renovated $4,380 per month .With a six month renewable lease
$3,750 per month
623 Whitehead St, Key West, FL 33040
Charming 1-Bedroom Home in Old Town Key West with Bonus Loft Space!Discover this inviting 1-bedroom, 1-bathroom rental home in the heart of Old Town Key West, featuring an additional finished loft (not included in the square footage, providing extra usable space). Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, and the convenience of an in-house washer and
Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty
$6,500 per month
816 Center St, Key West, FL 33040
Historic Bahama Conch Home for rent during the off season. It's in the center of Old Town , walking distance to everything and I provide 4 bikes to use included in the rent. Two bedrooms, 1 with a king size bed , 1 with a queen size bed. Full Kitchen, and large bathroom with the original claw foot tub and shower and 1 outdoor private shower. Large backyard for eating or relaxing. A Hammock
$2,500 per month
909 Pohalski St Unit F, Key West, FL 33040
Live in the heart of Old Town Key West in this beautifully furnished studio, ideal for monthly or long-term stays. This cozy and charming space offers a private entrance and bath, fully furnished interior, and your own private outdoor patio -- a peaceful retreat tucked away in paradise. The unit includes high-speed internet and all utilities, making it easy and convenient to settle
Matthew Carlson Realty ONE Group Destination
$3,750 per month
621 Whitehead St, Key West, FL 33040
Charming 1-Bedroom Home in Old Town Key West with Bonus Loft Space!Discover this inviting 1-bedroom, 1-bathroom rental home in the heart of Old Town Key West, featuring an additional finished loft (not included in the square footage, providing extra usable space). A charming fully furnished duplex, the property includes a cozy sitting room, a well-equipped kitchen, and the convenience of an
Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty
$6,000 per month
417 Southard St Unit B, Key West, FL 33040
This 2-bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter with seating,
Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty
$3,500 per month
702 Whitehead St, Key West, FL 33040
Two Story Single Family 2 bedroom and 2 full baths with Parking in Old Town. Applicants must complete a background and credit check. F/L/S No smoking. No Pets
Jenny Perry Preferred Properties (KW)
$12,500 per month
400 Aronovitz Ln, Key West, FL 33040
Zen Villa - A Luxe Retreat in the Heart of Old Key West! A tranquil reprieve amidst the city's energy, waiting to welcome you in. Just steps from the vibrant heartbeat of Old Town, Zen Villa is where modern luxury meets island tranquility. Designed for those who crave both exhilaration and escape, this stunning contemporary retreat offers an effortless blend of indoor-outdoor living, lush
Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty
$5,800 per month
1215 Grinnell St Unit D, Key West, FL 33040
Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three
Justyn Ewald Expert Realty LLC (HQ)
$19,500 per month
710 Caroline St, Key West, FL 33040
This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning
jesse friedman Real Broker, LLC
Old Town in Key West is a historic neighborhood known for its distinctive conch-style homes, characterized by cozy front porches, wooden shutters, and intricate trim. Many of these homes, particularly in Bahama Village, date back to the 1800s and are built on raised platforms to improve air circulation and reduce mold and water damage. The area is in the X-flood zone, making it less flood-prone than other parts of Key West, though flood insurance and hurricane preparedness are recommended. Homeowners must maintain the original exterior of their properties, with renovations reviewed by the Historic Architectural Review Commission. Interiors, however, are often modernized with open floor plans and updated kitchens. The neighborhood is rich in cultural and culinary attractions, with numerous restaurants offering local specialties like conch fritters and Key lime pie. Notable dining spots include Old Town Tavern & Beer Garden, Blue Heaven, and Santiago’s Bodega. For things to do, residents can explore the Red Barn Theatre, Key West Theater, and Tropic Cinema, or visit the Key West Museum of Art & History. Fort Zachary Taylor Historic State Park and Truman Waterfront Park provide outdoor recreation options, including snorkeling, picnicking, and a weekly farmers market. Key West High School, which has a high rating, serves the area, and there are several private school options as well. The crime rate in Old Town is lower than the national average, contributing to its appeal for residents.
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