$2,678 - $4,561 per month
Ocean Walk
Studio-3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$2,678 - $4,561 per month
Ocean Walk
Studio-3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$3,500 per month
3635 Seaside Dr Unit 206, Key West, FL 33040
Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is
Terrance Sullivan Saltwater Real Estate Florida Keys, Inc
$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
$3,800 per month
311 Amelia St Unit 1, Key West, FL 33040
Available May 10, 2025. Fully furnished 1 bedroom, 1 bathroom townhome in Bahama Village. Close to beaches and park. Walking distance to Duval Street. Fully fenced and private entrance. Monthly rent includes utilities. One small pet allowed.
Joyce Craul Expert Realty LLC (HQ)
$2,600 per month
1505 White St Unit Studio Apt B, Key West, FL 33040
This property at 1505 White St features a studio layout with 0 bedrooms and 1 bathroom, encompassing a total of 400 square feet. 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 relaxation or entertaining.
$2,500 per month
742 Windsor Ln, Key West, FL 33040
Wonderful 1 bedroom / 1 bathroom unit in the heart of Old Town! Unit has hardwood flooring and ceiling fans throughout, and features custom cabinets and lighting, and large windows. Open living and kitchen area and private bedroom. Bathroom is custom-tiled. Spacious front porch faces out to a tranquil fenced front yard surrounded by trees. A true Old Town gem!
Jimmy Lane Island Life Realty Experts
$2,280 per month
626 Josephine Parker Rd Unit 1, Key West, FL 33040
Affordable 1-Bedroom Efficiency – Income-Qualified Housing in the Heart of Key WestThis clean, bright 1-bedroom efficiency is centrally located and ideal for a full-time Key West local. The open-concept living space features tiled floors throughout, neutral tones, and plenty of natural light. The unit includes a compact but functional kitchen with a full-size refrigerator, electric
$2,600 per month
Unlisted Address
One bedroom apartment located in the heart of Key West is available for annual lease starting May 1, 2025. This unit is on a third floor. Las Salinas offers pool, fitness center and clubhouse. Ideal location for biking, walking, jogging or running around the island.
Miriam Novotny Compass Florida, LLC
$2,600 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
$4,500 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)
$4,800 per month
1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040
This tastefully updated two-bedroom, one-bath condo in Midtown Key West is available for a yearly rental! Offering a cozy and inviting living space this property features a private pool, spacious outdoor living areas, and beautiful professional landscaping. Enjoy the convenience of two assigned parking spaces, plus additional room for scooters — a rare find in this area. Ideally located less than
$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
$5,000 per month
3675 Seaside Dr Unit 434, Key West, FL 33040
This newly-renovated, bright and airy 4th-floor unit boasts poolside views from the private balcony. The open living area flows seamlessly into the kitchen which includes granite countertops, stainless steel appliances, and custom wood cabinetry. Both bedrooms feature spacious en-suite bathrooms, and the large primary suite has a walk-in closet. This condo includes a covered parking space
$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
$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
$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
$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
$3,100 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
$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.
$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.