$1,000 per month
600 Whitehead St Unit C-4, Key West, FL 33040
600 Whitehead St Unit C-4, Key West, FL 33040
$2,500 per month
2001 Flagler Ave, Key West, FL 33040
2001 Flagler Ave, Key West, FL 33040
$6,000 per month
59 Palm Dr, Key West, FL 33040
59 Palm Dr, Key West, FL 33040
$3,050 - $3,904 per month
Arrive Key West
1-2 Beds
3333 Duck Ave, Key West, FL 33040
$4,800 per month
844 Olivia St, Key West, FL 33040
AVAILABLE SEPTEMBER 1,2025 3 bedroom 2 bathroom in Old Town Key West with off street parking. Make an appointment to view this home and see all the possibilities this home has to offer. First room can be a bedroom or living area. Back room is a washer dryer room, it also has a small bathroom and shower. Upstairs loft is a great room for a bedroom along with seating area or bedroom and office, one
Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty
$2,735 - $3,969 per month
The Quarry
1-3 Beds
10 Betty Rose Dr, Key West, FL 33040
$2,975 per month
2929 Patterson Ave, Key West, FL 33040
DUPLEX-BOTH UNITS ARE AVAILABLE NOW!12-Month Lease | \$2,000 Security Deposit | BOTH UNITS ARE AVAILABLE in this freshly updated duplex! Each unit features 2 bedrooms and 1 bathroom and is offered unfurnished. Recent improvements include fresh paint and maintenance repairs by the new owner, giving the units a clean and inviting feel without a full remodel.**Features include:** 2 Bedrooms / 1
Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty
$2,660 - $4,666 per month
Ocean Walk
Studio-3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$4,700 per month
1324 Seminary St Unit B, 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
Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty
$3,600 per month
Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
$5,000 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
$5,000 per month
1022 Fleming St Unit Lower, Key West, FL 33040
Property Id: 1249660Fully Furnished, amazing 2 bedroom, 1 bathroom (upper level) newly furnished, gorgeous home in Key West on spectacular Fleming street in the old town, historic district, just a few blocks from famous Duval street. Amenities included: central air, central heat, deck, dishwasher, hardwood floors, stainless steel appliances, washer and dryer and pool. Small dog or two
$5,500 per month
1608 Venetian Dr, Key West, FL 33040
Ground level single family home with living room, dining area, new kitchen and appliances, four bedrooms, two new baths, laundry room, central AC, tile floors, in Key West's New Town. Available for a yearly lease. Would consider rent-to-own offers at sales price of $995,000.
Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)
$3,200 per month
201 Coppitt Rd Unit 102B, Key West, FL 33040
Property Id: 1764681Available August 1, 2025 - Enjoy peaceful waterfront living in this beautifully updated, unfurnished ground-floor 1BR/1BA condo located in a quiet community on Big Coppitt Key, just minutes from Key West. This charming home features a remodeled bathroom, in-unit washer and dryer, and designated parking. All utilities—water, electric, trash, and lawn care—are included
$5,500 per month
12 Kingfisher Ln, Key West, FL 33040
Fully furnished, detached 3-bedroom, 2.5-bathroom home in the idyllic Key West Golf Club gated community. Boasting an open floor plan ideal for hosting, the living, dining, and kitchen areas flow gracefully into a screened porch, perfect for relaxation. Upstairs, find all bedrooms, including a master with an ensuite bathroom, while the two guest bedrooms share a full bath. A convenient powder
Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty
$4,000 per month
6800 Maloney Ave, Key West, FL 33040
Property Id: 1805361Rare opportunity to rent an oceanfront house for long term rental w/in the 1st 5 miles of Key West w/ seawall for boat or just enjoy the view! 2 & 2. $4,000/ month for 12 month lease + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit. Available Aug. 1. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view
$7,000 per month
417 Southard St Unit A, Key West, FL 33040
Long term rental, 4 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
Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty
$1,500 per month
2102 Staples Ave, Key West, FL 33040
Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including tv, microwave, refrigerator and window AC. Walking distance to the beach. Ready to move in.$1500 per month - utilities and wi-fi included. 6-month lease. First month's rent ($1500),
$2,800 per month
6440 2nd St Unit 9, Key West, FL 33040
Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a
Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)
$4,990 per month
56 Golf Club Dr, Key West, FL 33040
Property Id: 18076993 bedroom, 2.5 bath home for rent starting August 1. Will consider a lease for 5 months ranging to to 17 months. Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may consider a small dog.
$14,000 per month
1623 Venetian Dr, Key West, FL 33040
WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with
Esney Diaz Premier Real Estate Associates
$5,500 per month
1800 Atlantic Blvd Unit 302A, Key West, FL 33040
1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.
$3,450 per month
623 Whitehead St, Key West, FL 33040
Charming 1-Bedroom Home in Old Town with Bonus Loft Space! Fully renovated 1-bedroom, 1-bathroom rental home in the heart of Old Key West, featuring a bonus loft, one off-street parking space and a washer/dryer inside. Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, large bedroom, and updated bathroom with new shower. Relax on the porch, surrounded by lush
Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty
$3,200 per month
3655 Seaside Dr Unit 128, Key West, FL 33040
2 bed 2 bath condo located at the "Salt Ponds" condo complex. Convenient to everything Key West has to offer. Enjoy relaxing by the pool, playing tennis, and walking/jogging along the grounds. Restaurants, beaches and down town are easily accessible by bicycle or scooter. Amenities include pool, tennis court, 2 parking spaces -(including 1 covered space). Appliances: Dishwasher, Air Conditioning,
$4,500 per month
4 Kingfisher Ln, Key West, FL 33040
Experience the best of Key West living in this detached, unfurnished 3-bedroom, 2 -bathroom home located in the exclusive Key West Golf Club gated community. The open-concept design seamlessly connects the living, dining, and kitchen areas, extending to a porch perfect for relaxation.Upstairs, the master bedroom features a private ensuite bathroom, while two additional bedrooms share a full bath.
Irina Pytlik Keys Top Realty LLC
$2,975 per month
2929 Patterson Ave, Key West, FL 33040
For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**
$2,900 per month
2523 Seidenberg Ave, Key West, FL 33040
SEASONAL RENTAL ONLY*Available Sept 15th-January 1stNestled in a private, fenced-in yard, this thoughtfully designed 2-bedroom 1-bath home offers modern comforts with timeless charm.Features Include:Dipping Pool: Refresh and unwind in your private pool.Spacious Porch: Enjoy morning coffee or evening cocktails in the breezy outdoor space.Dedicated Workspace: A stylish desk area for work or
Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty
$2,975 per month
2929 Patterson Ave, Key West, FL 33040
For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**
$3,600 per month
709 Emma St Unit 1, Key West, FL 33040
Tropical and Islandy Bungalow Style Home In KEY WEST!! Cute As A Button! 1 Bedroom 1 Full Bath, Furnished, Very Modern, Remodeled, Single Family Home. Located In Old Town/Downtown Area. 3 Blocks From Duval St., Yet Far Enough Away To Enjoy Your Private, Quiet Lifestyle. Property Is Fenced. Large Front Porch, Spacious Side Yard For Entertaining. Assigned Off Street Parking. Central Air. Electric,
Sabrina Liguori Premium Properties Real Estate
$4,900 per month
113 Golf Club Dr, Key West, FL 33040
Pet friendly! Available Oct 1, 2025 for an annual lease at $4,900 a month. 6 month lease option available. Call to discuss 6 month pricing. Located in the Key West Golf Club. Just a few minutes from downtown Key West restaurants and bars. Less than a mile away from boat rental marinas, fishing charters, sand bar and snorkeling tours. Fully furnished rental. Recently painted, new floors, new full
$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 Ocean Sotheby's International Realty
$4,700 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
$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
$2,200 per month
908 Elizabeth St Unit 4, Key West, FL 33040
Very cute little garden studio available Early August. Small but in the very HEART of it all! Walk to everything Old Town has to offer! Tenant pays electric and cable/internet. F/S/S. Sorry No Pets!
$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
$4,631 per month
2408 Flagler Ave, Key West, FL 33040
The spacious master suite features an en suite bathroom and direct access to the private backyard. One of the bedrooms makes an ideal office or guest room. The back patio was recently updated with elegant travertine pavers, and custom built-ins provide additional storage space, This charming 3-bedroom, 2-bath CBS home sits on a generous lot, complete with lush tropical landscaping and a stunning
$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.
$3,300 per month
1504 Flagler Ave, Key West, FL 33040
We are family oriented here at this property, we make our tenants feel at home like family.
$14,000 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
$3,000 per month
1504 Flagler Ave, Key West, FL 33040
We are family oriented here at this property, we make our tenants feel at home like family.
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