$1,000 per month
600 Whitehead St Unit C-4, Key West, FL 33040
600 Whitehead St Unit C-4, Key West, FL 33040Explore Key West
$7,500 per month
6 Calle Dos, Key West, FL 33040
6 Calle Dos, 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
$3,600 per month
Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
$2,250 per month
5555 College Rd Unit 10, Key West, FL 33040
Lived Aboard Slip For Rent!!!! The Total Keys Living!!****SeaPen Included in Price!!!***This 40' slip on Conch Pier can accommodate a total vessel length of 45'' and offers state-of-the-art floating docks. This slip is equipped with a brand new SeaPen boat lift. This lift will keep your boat out of the water when you are not using it. Sunset Marina has every amenity imaginal and is located on
Bobby Coe RE/MAX Keys Connection (KW)
$2,645 - $4,679 per month
Ocean Walk
Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$4,200 per month
1114 White St Unit 2, Key West, FL 33040
Old Town Key West- Large 2 bedroom, 2 bath , 12 foot ceilings. Spacious feeling throughout, large bedrooms, freshly painted, large bedrooms. The second bedroom is a large suite with private bathroom and additional storage. Upon entering , the open kitchen / living room is 40 feet long. No smoking on the property, no pets.
Elaine Coyle Keller Williams Key West Compass Realty
$2,735 - $3,969 per month
The Quarry
1 - 3 Beds
10 Betty Rose Dr, Key West, FL 33040
$3,800 per month
2401 Patterson Ave Unit 102, Key West, FL 33040
Spacious 2BD/1BA - Renovated Second-Floor Duplex in MidtownBe the first to enjoy this beautifully renovated 2-bedroom, 1-bath upstairs apartment in the heart of Key West's desirable Midtown neighborhood. This bright and airy home features a large open-concept living room and kitchen, complete with brand-new stainless steel appliances, modern finishes, and sleek countertops. Enjoy the convenience
Jody Clark Key West Luxury Real Estate Inc (KW)
$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
$5,000 per month
2401 Patterson Ave Unit 101, Key West, FL 33040
Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new
Jody Clark Key West Luxury Real Estate Inc (KW)
$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
$3,200 per month
201 Coppitt Rd Unit 102, Key West, FL 33040
Waterfront ground-floor one-bedroom, one-bath condominium available for immediate 12-month lease. This well-maintained unit features central A/C, ceramic tile flooring, an in-unit washer and dryer, and a spacious bedroom with a large closet. Enjoy a private balcony with water views and easy access for kayaking. One assigned parking space included. Located just minutes from Key West and NAS.Rent
Megan Mcdowell eXp Realty LLC
$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,
$4,800 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
$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.
$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
$2,975 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**
$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
$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**
$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
$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
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)
$4,750 per month
113 Golf Club Dr, Key West, FL 33040
Pet friendly! Available starting Aug 1, 2025 for an annual lease at $4,750 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,
$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
$3,600 per month
2120 Patterson Ave, Key West, FL 33040
This property located at 2120 Patterson Ave features 2 bedrooms and 1 bathroom within a total living space of 1,030 square feet. The living room offers ample space for relaxation and is equipped with ceiling fans in every room for comfort. The bathroom includes a walk in shower. The bedrooms have a King Bed in one room and 2 single bed in second bedroom. The kitchen is furnished with a
$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
$2,800 per month
1209 William St Unit 1, Key West, FL 33040
This 2/1 Old Town apartment is in good condition with a new shower and combination window and ductless a/c units. Stack laundry in the unit and 1 off street parking spot included. Available August 1st. F/L/S to move in. Please contact David Austin, Anchor Line Realty, Licensed Real Estate Broker for showings.
$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)
$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!
$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
$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.
$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
$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.
$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
$5,500 per month
5413 3rd Ave, Key West, FL 33040
This is a brand new furnished four bedroom, two bath high quality home with two sections that could be perfect for extended family. Use one side as a two bedroom one bath and the other for family or in laws with two bedrooms, one bath. Impact glass, metal roof wind rated over 180MPH, covered parking spaces. 9 foot ceilings, central AC.
$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
$3,100 per month
3312 Northside Dr Unit 208, Key West, FL 33040
Santa Clara is a secure, gated condominium with on-site management and staff. Amenities include a heated pool, barbecues, tennis/basketball court, bicycle parking, car washing area, ample off street parking. This apartment has all new appliances and is freshly painted. Santa Clara is in a great location convenient to grocery stores, restaurants, movie theater and more. Available now for a 1 year
$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
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Key West is the southernmost city in the continental United States. Sitting at mile 0 of historic U.S. Route 1, this iconic Florida locale is often referred to as “The end of the road.” With a booming tourism industry and nightlife scene, this ...
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