Homes for Rent near Monroe County School District Virtual Instruction Program

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  $3,400 - $3,500

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft
  • Condo for Rent

  901 White St, 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

  901 White St, Key West, FL 33040
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  /35

  Starting at $2,476 Per Month

  • Studio - 3 Beds

  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

  

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /18

  Starting at $3,200 Per Month

  • 2 Beds

  5555 College Rd, Key West, FL 33040

  Sunset Marina Apts

  

  5555 College Rd, Key West, FL 33040
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  /20

  Starting at $3,145 Per Month

  • 1 - 3 Beds

  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

  750 Fort St, Key West, FL 33040
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  /20

  $6,820

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft
  • Condo for Rent

  28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040

  The advertised rate of $6,821/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 22, 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

  28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
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  /20

  $6,690

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

  The advertised rate of $6,690/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

  1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
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  /20

  $11,220

  Total Monthly Price

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

  The advertised rate of $11,220/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 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

  629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
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  /20

  $19,161

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Condo for Rent

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

  The advertised rate of $19,161/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 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

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
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  /16

  $9,148

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft
  • Condo for Rent

  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

  169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040
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  /13

  $3,300

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft
  • Condo for Rent

  3312 Northside Dr Unit 111, Key West, FL 33040

  Available NOW !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, shopping, dining, downtown

  3312 Northside Dr Unit 111, Key West, FL 33040
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  /18

  $5,900

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft
  • Townhouse for Rent

  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

  634 Louisa St, Key West, FL 33040
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  $2,950

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  1208 Pearl St Unit 1209 Pearl St upstairs, Key West, FL 33040

  Lovely furnished upstairs loft style apartment near Bayview Park in Key West! NO PETS or smoking! Private full size W/D, large walk in tiled shower, covered decks for tree top living! This is a very clean and well appointed apartment available for professional or military personal! Fenced, landscaped, and private! First, last, and security to move in. Rent includes ALL utilities! Please contact

  1208 Pearl St Unit 1209 Pearl St upstairs, Key West, FL 33040
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  $2,675

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft
  • Condo for Rent

  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

  1318 Duncan St Unit 3, Key West, FL 33040
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  /26

  $4,900 Per Month

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Townhouse for Rent

  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

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2401 Patterson Ave Unit 101, Key West, FL 33040
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  $5,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • House for Rent

  56 Golf Club Dr, Key West, FL 33040

  Property Id: 1807699 3 bedroom, 2.5 bath home for rent starting November 1, 2026. 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. The home has a beautiful setting. There is a hot tub in the backyard that we provide weekly maintenance on.

  56 Golf Club Dr, Key West, FL 33040
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  /15

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • Apartment for Rent

  218 Whitehead St Unit Apartment, Key West, FL 33040

  Rare opportunity to lease a spacious 1,407-square-foot second-floor apartment in the heart of Old Town Key West. This 3-bedroom, 2-bath residence features an expansive open-concept floor plan, generous living and dining areas, and two private balconies overlooking one of the city's most iconic intersections. Filled with natural light and offering ample space for comfortable living, the apartment

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  218 Whitehead St Unit Apartment, Key West, FL 33040
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  /22

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  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

  918 Southard St Unit 205, Unit 205, Key West, FL 33040
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  $2,500 Per Month

  • 1 Bed
  • 1 Bath
  • 330 Sq Ft
  • Townhouse for Rent

  800 Elizabeth St Unit 624, Key West, FL 33040

  Available now through March 31, 2027Enjoy Old Town Key West living in this charming 1 bedroom, 1 bathroom apartment at 624 Elizabeth Street. This bright and airy home features an open concept living room and kitchen with soaring high ceilings, creating a spacious and inviting atmosphere. A washer and dryer are conveniently located inside the unit for your everyday comfort.Rent is

  Jenny Perry Preferred Properties (KW)

  800 Elizabeth St Unit 624, Key West, FL 33040
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  /16

  $2,650 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  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

  725 Southard St, Key West, FL 33040
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  $5,800 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  14 Aster Terrace, Key West, FL 33040

  This beautiful Key Haven home is situated on one of the area's most desirable boating and swimming canals, offering a peaceful setting on a quiet residential street just a few homes from open water and less than a mile from Key West.The seawall is in excellent condition, making this an ideal property for boating and enjoying the surrounding waterways. Inside, the home features a formal dining

  Daniel Coll Coll & Coll Inc

  14 Aster Terrace, Key West, FL 33040
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  /2

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Condo for Rent

  717 Emma St Unit 717-B Emma, Key West, FL 33040

  Super Cute 2 bed 1 bath downstairs apartment In Old Town Key West.At Historic Key West Annual Rentals, we strive to provide an experience that is cost-effective and convenient. That’s why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our program handles pest control, air filter changes, utility set up, credit building and more at a rate of

  717 Emma St Unit 717-B Emma, Key West, FL 33040
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  /22

  $4,100 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  208 Olivia St, Key West, FL 33040

  Offered for yearly rental in one of Key West's most iconic and desirable neighborhoods. This charming two-story townhouse features 2 bedrooms and 2½ bathrooms, storage attic, along with a welcoming front porch perfect for enjoying the relaxed island lifestyle. Located in a quiet Old Town residential neighborhood, the property is surrounded by Key West's history, character, and timeless charm.

  Maria Sanchez LoKation Real Estate

  208 Olivia St, Key West, FL 33040
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  /17

  $3,250 Per Month

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft
  • Condo for Rent

  3655 Seaside Dr Unit 423, Key West, FL 33040

  Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split floor plan, with each bedroom featuring its own ensuite bathroom, making it ideal for privacy and convenience. The primary bedroom also includes a walk-in closet. Enjoy a peaceful view from the

  3655 Seaside Dr Unit 423, Key West, FL 33040
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  /11

  $3,400 Per Month

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft
  • Condo for Rent

  3312 Northside Dr Unit 107, Key West, FL 33040

  Annual rental available for immediate occupancy. Ground floor 2 bedroom and 2 bath unfurnished apartment in the recently updated Santa Clara Condominium community. Onsite coin operated laundry facilities, pool and tennis courts with gated keyed access parking. First, last and security deposit. Tenant pays utilities. Sorry, NO pets and NO smoking.

  Tonya Cabanas Truman & Co. (KW)

  3312 Northside Dr Unit 107, Key West, FL 33040
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  /11

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  3430 Eagle Ave, Key West, FL 33040

  We are offering one bedroom with a shared bathroom in this 4 bedroom duplex. This duplex has a shared kitchen for the 4 bedrooms. This bedroom shares fridge and bathroom with unit 7. This furnished unit includes tv, 2 dressers, and bed The shared kitchen has a stove, assign cabinet space, and kitchen sink. There is a coin operated laundry on site. THIS IS ONLY FOR ONE PERSON

  3430 Eagle Ave, Key West, FL 33040
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  /13

  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Townhouse for Rent

  6440 2nd St Unit 8, Key West, FL 33040

  $2800/month available now. Park Place Townhomes, 6440 2nd Street, unit #8, Stock Island, near the intersection of 3rd Ave., has 2 bedrooms, 1 bath, 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,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  6440 2nd St Unit 8, Key West, FL 33040
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  /15

  $3,250 Per Month

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft
  • Condo for Rent

  3635 Seaside Dr Unit 406, Key West, FL 33040

  Two bedroom, two bathroom fourth floor condo in SaltPonds with a peaceful view from the balcony. Available on September 1st on an annual lease. Split floorplan, each bedroom has bathroom ensuite, primary bedroom has a walk-in closet. Tile in living areas, recently replaced carpet in the bedrooms. Washer/dryer in unit. Storage area and covered parking space for one vehicle.

  3635 Seaside Dr Unit 406, Key West, FL 33040
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  /19

  $5,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • 728 Sq Ft
  • House for Rent

  1002 Thomas St, Key West, FL 33040

  Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS trash. One small dog is allowed upon approval by the owner and for a non-refundable pet fee. This is a

  Jessica Prescott Coastal Collection Real Estate Inc.

  1002 Thomas St, Key West, FL 33040
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  /27

  $3,100 Per Month

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • House for Rent

  2421 Patterson Ave, Key West, FL 33040

  Welcome home to this charming 2-bedroom, 1-bathroom unfurnished rental located at 2421 Patterson Ave #1. Offering approximately 825 square feet of comfortable living space, this home is available now for a one-year lease.The unit features tile flooring throughout, a newer kitchen with updated appliances and a built-in microwave, and the convenience of an in-unit washer and dryer. Step

  2421 Patterson Ave, Key West, FL 33040
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  /23

  $4,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Townhouse for Rent

  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 preferredFor additional information or to arrange a private tour, please contact me

  Yulia Vakhtenko Keys Top Realty LLC

  3314 Northside Dr Unit 55, Key West, FL 33040
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  /17

  $3,250 Per Month

  • 2 Beds
  • 2 Baths
  • 770 Sq Ft
  • Condo for Rent

  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

  3675 Seaside Dr Unit 337, Key West, FL 33040
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  $6,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • House for Rent

  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

  2309 Patterson Ave, Key West, FL 33040
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  /18

  $3,975 Per Month

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft
  • House for Rent

  914 Packer St, Key West, FL 33040

  Welcome to the Old Town Cottage, a charming 2-bedroom, 1-bath furnished home in the heart of Key West. Featuring high ceilings, hardwood floors, and abundant natural light, this move-in-ready residence offers effortless island living. Enjoy a private enclosed outdoor seating area with exclusive community pool access, creating a peaceful personal retreat. The unit also includes an in-unit washer

  914 Packer St, Key West, FL 33040
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  /16

  $2,500 Per Month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  1200 Duval St Unit 1, Key West, FL 33040

  Newly renovated, this one bedroom one bath is fully furnished, and is available for immediate occupancy, one month or more. Amenities include washer dryer and kitchenette. Off-street parking is negotiable. 1200 block of Duval is in the quiet end of a busy street. Upscale shops, restaurants and wine bars are within a few steps. Call for an appointment today.

  Everett Watkins Keller Williams Key West Compass Realty

  1200 Duval St Unit 1, Key West, FL 33040
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  $4,500 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • House for Rent

  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

  H16 Miriam St, Key West, FL 33040
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  /13

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • Townhouse for Rent

  1425 2nd St, Key West, FL 33040

  Ready for immediate occupancy, grab this 2/1 unfurnished apartment while it's still available. New kitchen, new flooring, central air, impact windows for safety. Washer/dryer hookups. Potential for a nice garden courtyard in front. No pets, please.

  Everett Watkins Keller Williams Key West Compass Realty

  1425 2nd St, Key West, FL 33040
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  /23

  $4,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • House for Rent

  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

  1211 Varela St, Key West, FL 33040
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  $4,999 Per Month

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • House for Rent

  26D 11th Ave, Key West, FL 33040

  This is a great rental, perfect location. Sits perfectly on a corner lot with ample outdoor space & private driveway parking, welcome to D26 11th Avenue in Stock Island. This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home

  Bobby Coe RE/MAX Keys Connection (KW)

  26D 11th Ave, Key West, FL 33040
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  /8

  $4,500 Per Month

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Condo for Rent

  2627 Staples Ave Unit A, Key West, FL 33040

  Welcome to Slow Water at Staples, a furnished two-bedroom, one-bath residence in a peaceful canal-front duplex on the island of Key West-residential, welcoming, and hidden in plain sight.RATE INFORMATIONThe displayed $4,500 monthly rent is a general starting rate and does not apply to every date or term. Limited discounted summer opportunities may begin at $3,300 per month.

  2627 Staples Ave Unit A, Key West, FL 33040
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  $8,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • House for Rent

  1315 William St, Key West, FL 33040

  BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Town's vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool. With these amenities, location and BRAND NEW construction, this house should not be missed!

  Danny Sanchez Century 21 All Keys Inc (KW)

  1315 William St, Key West, FL 33040

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