$4,000 per month
614 Whitehead St, Key West, FL 33040
614 Whitehead St, Key West, FL 33040
$3,500 per month
3314 Northside Dr Unit 145, Key West, FL 33040
3314 Northside Dr Unit 145, Key West, FL 33040
$1,000 per month
600 Whitehead St Unit C-4, Key West, FL 33040
600 Whitehead St Unit C-4, Key West, FL 33040
$3,200 per month
614 Whitehead St Unit R-5, Key West, FL 33040
614 Whitehead St Unit R-5, Key West, FL 33040
$4,000 per month
3301 Duck Ave Unit K, Key West, FL 33040
3301 Duck Ave Unit K, Key West, FL 33040
$2,678 - $4,343 per month
Ocean Walk
Studio-3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$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)
$3,600 per month
Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
$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
$3,900 per month
6800 Maloney Ave, Key West, FL 33040
Property Id: 18053612 & 2 oceanfront house. Seawall for boat. $3,900/ month 6 month lease. + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit + background & credit check req'd at signing. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view & built in closets. Renting an oceanfront house within the 1st 5 miles of
$8,000 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
$3,900 per month
700 Amelia St Unit Tropical Garden Oasis, Key West, FL 33040
$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)
$3,500 per month
14 Hilton Haven Rd, Key West, FL 33040
Quiet street, completely furnished two bedroom one bath available May 1st
$2,800 per month
2 Nassau Ln Unit 1, Key West, FL 33040
Beautifully updated and perfectly situated in the heart of Old Town, This unit blends modern comfort with classic Key West charm. This private retreat features tasteful renovations throughout, including updated finishes, fixtures, and living spaces. Surrounded by lush tropical landscaping and located just steps from Duval Street, fine dining, and galleries, the home offers both tranquility and
Kevin Gonzalez Floridian First Realty Corp
$4,950 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.
$5,500 per month
1212 Varela St, Key West, FL 33040
Welcome home to your spacious two-bedroom, detached residence, complete with a charming sleeping loft nestled within an inviting HOA community. Step outside to enjoy the expansive, shared pool area conveniently located right at your doorstep.This beautiful home offers comfortable single-level living and multiple outdoor spaces accessible directly from both bedrooms and the living room--perfect
Matthew Carlson Realty ONE Group Destination
$3,400 per month
901 White St Unit 2, Key West, FL 33040
Available July 1, 2025 Beautiful Large one bedroom located in old town. COMPLETELY UPDATED THROUGHOUT. New custom bath, updated kitchen, new appliances, fixtures, fans, fresh paint throughout, hardwood floors. Open spacious unit meticulously upkept. Large private shaded front porch off second floor unit with furniture. Quiet building exceptionally maintained. Storage for bike in gated area. SMOKE
$5,495 per month
1212 Varela St, Key West, FL 33040
Welcome home to your spacious two-bedroom, detached residence, complete with a charming sleeping loft nestled within an inviting HOA community. Step outside to enjoy the expansive, shared pool area conveniently located right at your doorstep.This beautiful home offers comfortable single-level living and multiple outdoor spaces accessible directly from both bedrooms and the living room--perfect
Matthew Carlson Realty ONE Group Destination
$3,950 per month
1209 Pearl St Unit Downstairs, Key West, FL 33040
Clean furnished downstairs apt near Bayview Park in Key West. One BR is furnished, 2nd room can be used as an office or as 2nd BR. Additional outdoor shower, fenced, landscaped, and very private. Rent includes All utilities! NO Pets or animals and NO Smoking! Private laundry and off street parking! Perfect for single professional or couple. Available for 3-6 months. Call Mark for more details
$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, LLC
$5,500 per month
24 Cactus Dr, Key West, FL 33040
Tropical Waterfront Paradise - Just Minutes from Key West! This beautifully maintained 2-bedroom, 2-bathroom CBS home sits on a crystal-clear, deepwater canal with 80 feet of concrete seawall and oversized dockage, making it perfect for boating, swimming, and soaking up the Florida Keys lifestyle. Located just 10 minutes by boat from Mallory Square, you can enjoy all the island excitement while
$3,750 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
$5,000 per month
1102 Pearl St, Key West, FL 33040
Totally restored historic conch pool home. On site parking, one bedroom, den, two baths, deck, loft and pool. Very High quality renovation. Available monthly or annually. Pool heater, central AC, Viking & Wolf appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch, you could also sleep two in the loft, but low ceilings. Unit is available June 23,
$7,000 per month
34 Bay Dr, Key West, FL 33040
Live the ultimate Florida Keys lifestyle in this beautifully renovated canalfront retreat available for long-term lease. This ground-level home blends luxury and laid-back comfort just 15 minutes from downtown Key West.Set on a sprawling 15,047 sq. ft. lot, the property features a fenced yard for privacy and serenity. Enjoy direct canal access with your own private boat dock--perfect for fishing,
Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
$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.
$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
$3,300 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
$2,900 per month
2523 Seidenberg Ave, Key West, FL 33040
SUMMER RENTAL ONLY*Available starting June 15th.Nestled 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 creative
Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty
$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
$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
$2,800 per month
1026 White St Unit 4, Key West, FL 33040
Large, newly renovated, second-floor one bedroom, one bath unit with tile floors, high ceilings and lots of natural light. Large living room and bedroom with AC/ceiling fans. Kitchen has ample counters/cabinet space and includes a separate pantry. Large bathroom with tub/shower and Travertine tile. Centrally located with exterior porch and a grocery store across the street. Ample washers and
$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
$3,300 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**
$3,800 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)
$3,300 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**
$3,995 per month
7 Thompson Ln, Key West, FL 33040
Long Term- 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
Bascom Grooms Bascom Grooms Real Estate (KW)
$5,750 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)
$5,500 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
$5,500 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
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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 small island community may feel tightly packed with crowds on sunny summer evenings, but longtime residents appreciate the community’s know-your-neighbor attitude all year round. Compared to mainland cities, Key West is relatively isolated, so something as simple as a trip to Walmart may involve a ferry r ...
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