Starting at $2,850 Per Month
10 Betty Rose Dr, Key West, FL 33040
Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.
The Quarry
Starting at $2,440 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
Starting at $3,200 Per Month
5555 College Rd, Key West, FL 33040
Sunset Marina Apts
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
$9,148
Total Monthly Price
169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040
The advertised rate of $9,149/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 23, 2027.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
$6,617
Total Monthly Price
28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 3, 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
$5,100 Per Month
1800 Atlantic Blvd Unit C127, Key West, FL 33040
Property Id: 2599443 As 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 tennis
$5,715
Total Monthly Price
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
The advertised rate of $5,715/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 2027.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 be
$18,964
Total Monthly Price
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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 be
$7,920
Total Monthly Price
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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 be
$2,875
Total Monthly Price
825 Eaton St Unit C, Key West, FL 33040
OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year. Just professionally
$2,875
Total Monthly Price
2406 Harris Ave Unit 2406, Key West, FL 33040
AVAILABLE NOW, Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age and older
$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.
$6,000
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 5-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
$4,495
Total Monthly Price
113 Golf Club Dr, Key West, FL 33040
Pet-friendly! Available starting October 1, 2026 for an annual lease at $4,495/month. A 6-month lease option is also available call to discuss 6-month pricing.Located in the Key West Golf Club, just minutes from the restaurants, bars, and attractions of downtown Key West. Less than a mile from boat rental marinas, fishing charters, sandbar excursions, and snorkeling tours.This
$3,250
Total Monthly Price
1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent August 2, 2026 through September 30. 2026. Rent is $3,250 per month and includes $250 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa offers a
$2,800
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,
$3,500
Total Monthly Price
901 White St Unit 2, Key West, FL 33040
Available October 1. YEAR LEASE 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
$3,595
Total Monthly Price
818 White St Unit 5, Key West, FL 33040
Rate: $3,595/mo. Plus utilities (for a 3–6 month lease)Refundable Security Deposit: $1,500.00(Note: First month's rent, last month's rent, and security deposit are due upfront for long-term rentals).
$2,675
Total Monthly Price
1318 Duncan St Unit 3, Key West, FL 33040
AVAILABLE JULY. Lease at $2675 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
$2,900
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 1,200 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
$5,000
Total Monthly Price
1102 Pearl St, Key West, FL 33040
Totally restored historic conch furnished pool home. On site parking, one bedroom, den, one interior bath, one pool side bath, IPE deck, central AC, Exposed beam ceilings, 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
$3,800
Total Monthly Price
1505 White St Unit Large Two bedroom, Key West, FL 33040
This unit is unique at 1505 White large two bedroom and one bathroom, with private large deck & grill washer dryer Located 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
$2,300
Total Monthly Price
3314 Northside Dr Unit 21A, Key West, FL 33040
1 bedroom condo available in Solano Village. W/D in unit, $2300+utilities. No pets or smoking.1st month+equal deposit to move in. Please message me for more info and pictures/video tour.
$2,675
Total Monthly Price
1315 Laird St Unit C, Key West, FL 33040
One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.
$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
$4,500 Per Month
3318 Harriet Ave, Key West, FL 33040
PRIVATE, LUSH TOWNHOUSE in New Town with 2 bedrooms and 2 baths available this month! Offers new hardwood floors, new appliance package, new ductless AC units, bright, spacious bedrooms w/ built-in closet systems, beautiful fixtures, ample storage inside and out and washer/ dryer. Close to dining, shopping, and great schools. Available for long term lease with F & S, credit and background check.
Regan Butler Truman & Co. (KW)
$2,795 Per Month
307 Elizabeth St, Key West, FL 33040
Property Id: 2536515 Experience the very best of Old Town Key West from one of the island's most desirable locations. Just a short stroll from Lazy Way Lane, the Historic Seaport, Schooner Wharf Bar, and only a few blocks from Duval Street, this charming, fully furnished detached studio cottage lets you enjoy the true Key West lifestyle. Walk or bike to waterfront restaurants, coffee
$2,000 Per Month
3930 S Roosevelt Blvd, Key West, FL 33040
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 surrounded by lush tropical landscaping, this community is perfectly positioned right across from the peaceful Salt Ponds.
Maria Ottinger Maria Ottinger R.E Broker
$6,838
Total Monthly Price
31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 be
$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
Maria Ottinger Maria Ottinger R.E Broker
$4,200 Per Month
15 Whistling Duck Ln, Key West, FL 33040
Property Id: 2732485 This is a beautiful furnished three bedroom two bath townhome, 1320 sq. ft. Located on a cul-de-sac in the golf course community. Internet and cable tv is provided. Updated kitchen and bathrooms! The community offers a fitness center, butterfly garden and two pools.
$4,550 Per Month
2515 Staples Ave Unit A, Key West, FL 33040
Long Term Rental (1 year lease) Fully renovated and offered furnished (if desired), this villa-style half-duplex offers a spacious 3-bedroom, 2-bath layout with two entrances, W/D, a private Porch and Patio with lawn. The property is fully enclosed with high-quality fencing, creating privacy, lovely tropical landscaping and a clean, finished look throughout the property.Positioned along Key
Michelle Blades Realty Executives Florida Keys Old Town
$1,400 Per Month
2102 Staples Ave, Key West, FL 33040
Property Id: 1785777 Key West, FL (Midtown) - available August 10 Private 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/month for month-to-month. Month to month lease… First plus $1400 security deposit.
$4,000 Per Month
3314 Northside Dr Unit 55, Key West, FL 33040
Rent - $4,000/Month3BR/2BA Townhome in Solana Village, Key WestRent: $4,000 per monthLease: Long-term preferredPlease note: This townhouse is currently listed for sale. The future tenant must be willing to accommodate reasonable showing requests with advance notice. Every effort will be made to schedule showings at convenient times and to minimize any disruption.For additional
Yulia Vakhtenko Keys Top Realty LLC
$2,650 Per Month
210 Angela St, Key West, FL 33040
Located in Old Town Key West, this unfurnished 2-bedroom + den 1-bath single-family home offers central AC, washer/dryer hook up, off-street parking, fenced yard. Walk to Duval and Ft. Zachary beach. Pets considered. $2650/month plus water & electric. Available early October for 12 month lease. F/L/SAt Historic Key West Annual Rentals, we strive to provide an experience that is
$6,000 Per Month
2309 Patterson Ave, Key West, FL 33040
Available immediately- Three bedroom three baths. One bedroom is a lockout, providing a complete and separate unit. Fantastic mid-town property with room to spread out. Other features include central air, washer/dryer, storage and off-street parking.
Everett Watkins Keller Williams Key West Compass Realty
$4,500 Per Month
1211 Varela St, Key West, FL 33040
Newly Renovated 2 bed with 2.5 bath! Located in Key West, this furnished two-bedroom, two-and-a-half-bath home offers a renovated kitchen with new appliances and included cable. A full-size washer and dryer are provided for convenience. Please note there is no off-street parking. Ideal for those seeking an updated, move-in-ready residence in a central location. This is a 6 to 9 month rental with
$4,500 Per Month
3817 Flagler Ave, Key West, FL 33040
Adorable renovated home with beautiful tropical oasis perfect for entertaining! This charming home is perfect for a family or couple wanting to be near the beaches, shopping, and schools, and not too far from Old Town. 3 beds, 1 bath, hurricane impact windows and doors, top of line stainless appliances, washer and dryer, mature fruit trees with wonderful yard! 1st months rent and discounted
Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty
$3,350 Per Month
3675 Seaside Dr Unit 337, Key West, FL 33040
Two bedroom, two bathroom third floor condo in SaltPonds with view of the saltponds.Split floorplan, each bedroom has bathroom ensuite. Washer/dryer in unit. Pool and tennis courts on site. No pets allowed. No last month required with decent credit and back ground check ($50 per applicant, all adults living in the condo must be on the lease). You must view the property in person before applying,
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Key West, located at the southernmost tip of Florida, is a small island community known for its vibrant nightlife and bustling tourism industry. Positioned at mile 0 of U.S. Route 1, it offers a unique blend of historic charm and modern attractions. The island's economy thrives on tourism, food services, and a notable presence of military and marine science sectors. The College of the Florida Keys is a key educational institution, attracting students interested in marine biology and renewable energy. Local businesses, such as the family-owned Fausto's Food Palace, add to the community's close-knit feel. Key West's historic Old Town district, centered around Duval Street and Mallory Square, is famous for its eclectic bars, Cuban eateries, and seafood restaurants. The nightly Sunset Celebration at Mallory Square features live performances and local vendors. Outdoor activities abound, with Fort Zachary Taylor Historic State Park offering biking, hiking, and snorkeling. The Key West Butterfly & Nature Conservatory showcases native species and tropical plants. Housing options range from small beach cottages to multimillion-dollar estates, with many homes dating from 1920 to 1980. The Monroe County School District serves local students, with highly rated schools like Sigsbee Charter School providing specialized marine sciences education. While the island's remoteness can be challenging, it fosters a strong sense of community among residents.
There are currently 63 homes available for rent in Key West, FL. The median rent is $3,350 per month, with single-family homes renting at $3,450, townhouses at $4,000 and condos at $3,300.
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Number of Homes for Rent
63
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Median Rent
$3,350
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Median Single Family Home Rent
$3,450
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Median Townhouse Rent
$4,000
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Median Condo Rent
$3,300
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