Explore Similar Homes Within 2 Miles of Truman Annex, FL
$4,200 per month
1125 Margaret St Unit 2, Key West, FL 33040
1125 Margaret St Unit 2, Key West, FL 33040
$3,750 per month
901 White St Unit 4, Key West, FL 33040
Furnished 1br/1ba with AC FULLY FURNISHED in the meadows. Very quiet residential building. 6-12 month lease. . Completely remodeled throughout. Gorgeous kitchen with, stainless steel appliances. 2nd floor unit with PRIVATE 500 sq ft deck with built in kitchen. Gas grill, sink ,refrigerator. Spacious bedroom with Queen bed. Large bath with glass tile accents. All kitchen utensils and linens
$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)
$3,500 per month
14 Hilton Haven Rd, Key West, FL 33040
Quiet street, completely furnished two bedroom one bath available May 1st
$3,200 per month
1901 S Roosevelt Blvd Unit 404, Key West, FL 33040
This 4th floor La Brisa furnished condo is available at a significantly reduced rent of $3,200 per month through November 28, 2025 as the elevator is out of service and not expected to be repaired until August at the earliest. Tenants need nothing other than their personal belongings. AND $200 per month is included for electric, water and sewer. Wi-Fi is also provided.La Brisa has a heated
Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)
$2,800 per month
1505 White St Unit Studio Apt B, Key West, FL 33040
This is a spacious efficiency suited for be person only Private with a outdoor deck grill and bar sink Ideal for a single living
$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)
$2,300 per month
1005 Flagler Ave Unit 2, Key West, FL 33040
BUILDINGS ARE CURRENTLY FOR SALE; Occasional showings may be required; Proper notice will be given. Lease will NOT have a ‘kick out clause’ in it so once under lease any potential new owner would be required to honor it.AVAILABLE NOW!! 1/1 First floor apartment located in the heart of the Casa Marina district. Features a covered front porch and on-site coin operated laundry. Lawn
$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
$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
$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
$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
$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
$2,800 per month
1830 Fogarty Ave Unit 4, Key West, FL 33040
Discover the perfect blend of comfort and convenience in our furnished 1 bedroom, 1 bathroom condo. Located in the heart of New Town, this cozy abode offers easy access to all the excitement the area has to offer.Features include:Fully furnished 1 bedroom, 1 bathroom condoConvenient coined laundry facility on-siteOn-street parking readily available
$3,100 per month
810 Pearl St Unit B, Key West, FL 33040
Old Town Meadows cottage , furnished 2 bedrooms, 2 baths. Great front porch, back yard. Utilities , cable, wifi included. Available now through October 31, 2025. Owner is a Florida licensed realtor
Elaine Coyle Keller Williams Key West Compass Realty
$3,300 per month
1320 7th St, Key West, FL 33040
For Rent: 2 Bedroom, 1 Bathroom Home in Highly Desired NeighborhoodAvailable Immediately!Located in one of Key West’s most sought-after neighborhoods, this charming 2-bedroom, 1-bathroom home features beautiful terrazzo flooring, a nice yard, and an unbeatable location just steps from shopping, dining, and local hotspots.Unfurnished and ready for your personal touch.Don’t
$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
$2,600 per month
1509 Josephine St Unit 2, Key West, FL 33040
Available now. 3 blocks from Smathers Beach an easy bike ride to Old Town. Completely furnished one bedroom with a bonus room and a private fenced yard, off street parking. Granite kitchen, ceiling fans, hardwood floors, lots of storage, deck. Call for showings.
$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)
$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
$6,000 per month
2510 Fogarty Ave, Key West, FL 33040
Come stay/live in Key West and enjoy this fenced Tropical Oasis & walk/bike to all Key West has to offer. A warm, welcoming, spacious and fully furnished 2 bedroom home with fabulous outdoor and indoor living space and wrap-around porch. A stunning resort-style, saltwater pool (with chiller/heater), surrounded by lush tropical landscaping, luxury loungers on the expansive stone deck, multiple
Stephanie Wise Keller Williams Key West Compass 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
$5,500 per month
1800 Atlantic Blvd Unit 122C, Key West, FL 33040
This tastefully decorated 2 bedroom 2 bath is being offered furnished annually but will consider seasonal occupancy with 6 months or longer. Some of the building amenities include the Oceanfront heated pool, hot tub, BBQ areas, Gym, tennis courts and assigned covered parking with guest parking. The building has controlled access and is conveniently located next to Smathers Beach.
Kenneth Herzbrun Lokation Real Estate
$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)
$13,000 per month
2214 Seidenberg Ave, Key West, FL 33040
Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated
Paige Bethel Island Home Realty Inc.
$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
Truman Annex in Key West offers a diverse range of housing options, from classic Southern Cottage-style row homes to grand Italian Revival residences, all unified by their white exteriors. The neighborhood includes multi-unit properties like The Foundry’s townhouses and Harbour Place condos, which repurposed former military buildings. Amenities such as a large community pool at Shipyard Condos and private courtyards at President’s Walk townhouses enhance the living experience. Many properties allow for weekly and monthly rentals, appealing to seasonal residents. The area is safer than the national average, providing a secure environment for families and individuals alike. Truman Annex is within walking distance of Duval Street, known for its vibrant bars, restaurants, and shops. Popular spots include Hog’s Breath Saloon, Sloppy Joe’s, and the Green Parrot, which hosts live music regularly. Dining options extend beyond Duval Street with establishments like Blue Heaven and El Meson de Pepe. For groceries, Fausto’s Food Palace and national chains like Publix and Winn-Dixie are about 3 miles away in New Town. Cultural attractions near Truman Annex include the Custom House Museum, the Waterfront Playhouse, and the Key West Aquarium. The neighborhood also hosts various events throughout the year, such as Hemingway Days and the Key West Songwriters Festival. Educational options are strong, with highly rated schools like Sigsbee Charter School and Key West High School serving the area. Truman Waterfront Park and Fort Zachary Taylor Historic State Park offer recreational opportunities, including playgrounds, trails, and popular beaches for swimming and snorkeling.
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