$4,000
Total Monthly Price
710 Whitmarsh Ln Unit 2, Key West, FL 33040
Old town Key West second floor apartment. Only a block and a half from Duval and six blocks to the Gulf, to the West or the Atlantic, to the East . Properly is on Solaris Hill, the highest point on the island. Parking for one car, balcony and a private side deck. Updated kitchen and bathrooms. Central A/C & Heat.
(401) 340-2340
Starting at $2,393 Per Month
3900 S Roosevelt Blvd, Key West, FL 33040
Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently
Ocean Walk
(786) 971-2112
Starting at $3,300 Per Month
5555 College Rd, Key West, FL 33040
Sunset Marina Apts
(786) 751-3820
Starting at $3,145 Per Month
750 Fort St, Key West, FL 33040
Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a
Lofts at Bahama Village
(786) 706-4309
$3,700 Per Month
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless
(656) 232-1043
$1,400 Per Month
2102 Staples Ave, Key West, FL 33040
Property Id: 1785777Key West, FL (Midtown) - available June 20Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach. Ready to move in.$1400 per month - utilities and wi-fi included. Month to month lease… First plus $1400
(850) 999-5738
$4,850 Per Month
3321 Harriet Ave, Key West, FL 33040
Property Id: 2589714Available July 1, 2026 | $4,850 per MonthWelcome to 3321 Harriet Avenue! A rare opportunity to lease a private pool home in Key West with no HOA restrictions and all the comforts of island living!This charming 3-bedroom, 2-bath home offers approximately 1,280 square feet of thoughtfully designed living space. The flexible floor plan features one bedroom
(786) 705-8334
$3,800 Per Month
2601 S Roosevelt Blvd, Key West, FL 33040
Property Id: 2585627THIS IS A MONTHLY OFF SEASON VACATION RENTAL, DISCOUNT FOR 6 MO. RENTAL FULLY FURNISHED. Rent for one month or six. Subject to 12.5 tourist tax. All utilities includedAll new stainless appliances. Two mini-split AC units, tankless hot water heater, new countertops. New hurricane-soundproof doors and windows. Open the large slider and enjoy listening to the ocean
(656) 208-3517
$2,500 Per Month
34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040
Property Id: 2604250Location : 34 Miriam st Stock Island10 minutes to downtown Key West$2500 per month rent. Require security deposit and first month rent to move in.Total $5,000 to move in.All utilities are included.Furnished.Only good for 1 person and good background. Short or long term is ok.Contact # Grace thnaks.
(786) 822-7042
$5,100 Per Month
1800 Atlantic Blvd Unit C127, Key West, FL 33040
Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3
(855) 259-3944
$3,200 Per Month
3625 Seaside Dr Unit 25110, Key West, FL 33040
Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the
(645) 300-4830
$19,655
Total Monthly Price
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
The advertised rate of $19,655/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
(305) 419-2644
$3,500
Total Monthly Price
1209 Pearl St Unit 1209 Pearl Downstairs, Key West, FL 33040
Well maintained, clean and private apartment in quiet neiborhood
$2,200
Total Monthly Price
1505 White St Unit Efficiency, Key West, FL 33040
This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean 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
$5,900
Total Monthly Price
634 Louisa St, Key West, FL 33040
Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a
$2,950
Total Monthly Price
400 Simonton St, Key West, FL 33040
$2,950 per month rent. Fully renovated, fully furnished One Bedroom/One Bathroom in the heart of Old Town Key West. This jewel of an apartment is fully furnished with high end furniture, a perfect space for a single occupant, and located one block from Duval Street and across the Street from The Studios of Key West and Books & Books. Water and Sewage included. Tenant pays electric and cable.
$5,500
Total Monthly Price
3535 17th Terrace, Key West, FL 33040
Private Oasis with Pool & 9,000 Sq. Ft. Yard! 4BR/2BA Furnished or Unfurnished. TESLA Charging Station ready for use!Live like a local in this spacious 4-bedroom, 2-bathroom home located on a quiet, residential terrace in Key West’s desirable New Town. Situated on a rare, oversized lot, this property offers the ultimate indoor-outdoor lifestyle for families and nature lovers.The Ultimate
$3,550
Total Monthly Price
3312 Northside Dr Unit 111, Key West, FL 33040
Available NOW through January 30,2027!Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches,
$2,950
Total Monthly Price
818 White St Unit 5, Key West, FL 33040
Specials: Get 5% off for a month stay or a deep discount for 6-month bookings in 2026! Available May till October 2026Refundable Security Deposit: $1200.00 (Note: First month's rent, security deposit, and last month's rent are due upfront for long-term rentals.)Additional Features: pool access, porches, private entrance Rebuilt in 2005, this unique home offers modern
$2,500
Total Monthly Price
2120 Harris Ave, Key West, FL 33040
Detached one bedroom, one bath cottage, ductless AC, cathedral ceilings, tile floors, small fenced yard, new bathroom, new AC. This is the rear cottage, access by way of fourth street or alley.
$2,775
Total Monthly Price
1318 Duncan St Unit 3, Key West, FL 33040
AVAILABLE JULY. Lease at $2775 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with
$3,000
Total Monthly Price
8 Hilton Haven Rd, Key West, FL 33040
This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on Hilton Haven Rd offers 1,000 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer and
$1,650 Per Month
1411 Truman Ave, Key West, FL 33040
WE ENCOURAGE ALL INTERESTED PARTIES TO CALL OUR OFFICE PHONE DIRECTLY FOR THE FASTEST ANSWER AND ASSISTANCE WITH THIS LISTING.Application required prior to scheduling a showing. Available September 10th.Steeped in rich island history and radiating classic Conch charm offers a rare opportunity to own a piece of Old Town Key West paradise. Nestled in the highly coveted and peaceful neighborhood of
Maria Ottinger Maria Ottinger R.E Broker
$1,650 Per Month
3430 Eagle Ave, Key West, FL 33040
We are offering one bedroom with a private bathroom in this 4 bedroom duplex. This duplex has a shared kitchen for the 4 bedrooms. This bedroom includes dorm size fridge. Partially furnished a dresser, armoire, TV, Daybed without mattress. The shared kitchen has a stove, assign cabinet space, and kitchen sink. There is a coin operated laundry on site.
$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.
$2,600 Per Month
2601 S Roosevelt Blvd, Key West, FL 33040
Key West by the Sea Rentals & Sales, Inc. presents this ground floor unit is beach front with a patio in the "B" building. This 1 bedroom 1 bathroom has an open floor plan. hurricane proof windows in doors. Ductless AC units. Smathers Beach is located across the street. Popular with sunbathers and watersports enthusiasts. This is a main promenade with a wide paved sidewalk
$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)
$2,800 Per Month
1306 Eliza St, Key West, FL 33040
Located few blocks off White Street by Bayview Park this 1 bedroom 1 bath is a must see . The left side of duplex with 1 designated graveled off street parking. Completely renovated concrete polished floors, new kitchen cabinets, quartz countertop, breakfast bar and stainless steel appliances. All new windows, doors, central air conditioning unit with heat, and insta hot tankless water heater.
$2,500 Per Month
3930 S Roosevelt Blvd, Key West, FL 33040
WE ENCOURAGE ALL INTERESTED PARTIES TO CALL OUR OFFICE PHONE DIRECTLY FOR THE FASTEST ANSWER AND ASSISTANCE WITH THIS LISTING.Application required prior to scheduling a showing. Available September 13th.Prime Key West investment or vacation gateway at Las Salinas Condominiums! Enjoy the massive heated swimming pool, jacuzzi, tennis courts, and a fully equipped fitness center. Securely gated and
Maria Ottinger Maria Ottinger R.E Broker
$3,200 Per Month
717 Emma St Unit 717-B Emma, Key West, FL 33040
Super cute 2 bed, 1 bath available soon.
$2,500 Per Month
327 Margaret St, Key West, FL 33040
This second floor one bedroom apartment has one of the most desirable walking locations in Historic Old Town. Located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. One bedroom one bath floor plan maximizes the space in this sunny and airy tree top apartment. Comfortable Queen size bed will inspire sweet dreams. Beautiful new furnishings throughout include the
$3,500 Per Month
3389 Northside Dr, Key West, FL 33040
This home is in good condition and has been freshly painted throughout. The main level features a comfortable living area, dining space, full bathroom, and kitchen with freshly painted cabinets. The downstairs has almost new vinyl plank flooring, providing a clean, modern feel.Upstairs, you’ll find two bedrooms with plush newer carpeting and another full bath. Sliding glass doors off the
$3,200 Per Month
6620 Maloney Ave, Key West, FL 33040
Welcome to 6620 Maloney Ave #14 — a versatile and comfortable rental designed for easy island living. This unfurnished home features updated flooring throughout and is perfect for bringing in your own furniture and creating a space that fits your personal style. Enjoy the convenience of an in-unit washer and dryer, wall A/C units in each bedroom for personalized comfort, and parking for two
$2,625 Per Month
725 Southard St, Key West, FL 33040
Welcome to this great Old Town Location, a charming 1 bed / 1 bath apartment nestled in the heart of Key West. This cozy and well-maintained home offers a convenient and desirable location. Step inside and discover a thoughtfully designed living space that includes a stove, refrigerator, AC Mini Splits, washer/dryer, microwave, and a private deck. With its prime location, you'll have easy access
$5,200 Per Month
H16 Miriam St, Key West, FL 33040
Great Family Home Located on Stock Island with water view. This unfurnished single-family 4 bed / 2 - half baths plus adjoining tub/shower stilt home offers central AC, washer/dryer, ample off street parking and fully fenced yard. All pets welcome! $5,200.00/mo plus utilities. Available mid-June for a 12 month rental. First/Last/Security. At Historic Key West Annual Rentals, we strive to
$3,100 Per Month
2601 S Roosevelt Blvd, Key West, FL 33040
Attractive one bedroom, one bath oceanfront unit featuring breaktaking views of Smather's Beach and the turquoise water that surrounds Key West. Located at Key West By The Sea with gated access, one parking spot, 2 pools, and 2 tennis courts. Interior features include: Kitchen with dishwasher, ice maker, full bath with shower, 2 ductless AC units, hurricane windows, balcony facing the ocean, and
$3,100 Per Month
3930 S Roosevelt Blvd, Key West, FL 33040
Step into effortless island living with this beautifully appointed 2-bedroom, 2-bathroom residence at Las Salinas. Fully furnished and thoughtfully designed, this home offers the perfect blend of comfort and style, ideal for those looking to move right in without the hassle.Enjoy a bright, open living space, a well-equipped kitchen, and spacious bedrooms that provide a relaxing retreat at
$14,000 Per Month
918 Southard St Unit 205, Unit 205, Key West, FL 33040
Art-Filled 1,700SF 3BR/2BA Old Town Key West Home with 2 Decks, Pool, ParkingLarge art-filled, two story Key West condo boasts 2 large inviting bedrooms, including a king bed, queen bed, and large office or third bedroom for extra flexibility. Guests enjoy living and dining rooms, 2 full bathrooms, one with a large shower and one with bathtub, high ceilings throughout, wrap around porch in lush
$3,400 Per Month
67 Spoonbill Way, Key West, FL 33040
It doesn't get better than this! This stylishly decorated, fully furnished 2 bedroom 1.5 bath townhome is located in the Key West Golf Community and features Central AC, a flat screen TV, and a full size washer & dryer. This home boasts upper and lower, front and back porches. Enjoy the lush view of the beautiful golf course from both your large master bedroom and living room porches. This
$2,700 Per Month
3312 Northside Dr, Key West, FL 33040
2 bedroom 2 bathroom unfurnished unit at Santa Clara Condominium has a 3rd floor Enjoy stunning sunsets off the living area balcony. This home has Luxury Vinyl Plank Flooring throughout with the spacious bedrooms This unit has central air conditioningThis modern 2-bedroom condo includes private gated parking, guest parking, heated swimming pool, tennis courts, grill area for
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