Homes for Rent near Key West High School

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  /19

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Property for Rent

  3314 Northside Dr Unit 145, Key West, FL 33040

  Welcome to this charming and updated 2-bedroom, 1.5-bathroom townhome located in the desirable Solana Village community. This residence offers a spacious 1,046 sq ft layout with modern finishes, including tile flooring on the lower level and wood flooring upstairs. The open-concept living and dining area is perfect for entertaining, and the well-appointed kitchen features ample cabinet space.

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (305) 570-4947

  3314 Northside Dr Unit 145, Key West, FL 33040
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  /15

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Property for Rent

  3301 Duck Ave Unit K, Key West, FL 33040

  Available July 1st, 2025! Welcome to your ideal long-term rental in the heart of Key West! This spacious 2-bedroom, 2-bathroom townhouse at 3301 Duck Avenue, Unit K, offers the perfect blend of comfort, convenience, and modern amenities. With 1,200 sq. ft. of living space, this townhouse features an open-concept kitchen that flows into the living area, perfect for entertaining or relaxing.Both

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (866) 992-4297

  3301 Duck Ave Unit K, Key West, FL 33040
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  /15

  $4,500 per month

  • 2 Beds
  • 1 Bath
  • Property for Rent

  614 Whitehead St, Key West, FL 33040

  Available Immediately! Reach out with any questions! Fully Renovated 2-Bedroom in Prime Old Town Key WestLive the Key West dream in this beautifully renovated two-bedroom, one-bathroom apartment located in the heart of Old Town--right across from the iconic Green Parrot. This furnished rental is move-in ready--just bring your toothbrush! Worried about parking? Don't be. You'll have space for two

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (786) 627-6960

  614 Whitehead St, Key West, FL 33040
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  /35

  $2,678 - $4,526 per month

  Ocean Walk

  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

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /15

  $4,400 per month

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft
  • Property for Rent

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040

  ANNUAL RENTAL- AVAILABLE JUNE 1STLocated just a couple of blocks from the beach, this newly renovated midcentury modern home offers the perfect blend of comfort, style, and convenience. With 2 spacious bedrooms, 2 full bathrooms, a large private fenced in yard and a luxurious shared pool, it is ideal for anyone looking to enjoy beachside living with all the modern amenities.Key

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040
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  /20

  $3,850 - $4,200 per month

  Little Torch Cottages

  2 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

  28501 Channel View Dr, Little Torch Key, FL 33042
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  /80

  $16,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  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

  1623 Venetian Dr, Key West, FL 33040
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  /18

  $3,600 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
• 

  

  /21

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 741 Sq Ft
  • Property for Rent

  30925 Mercedes Rd, Big Pine Key, FL 33043

  June Move-in rental ready manufactured home with new flooring, kitchen appliances, AC units, and tankless water heater. The lot has storage units and space to store your boat or trailer. Unit is spacious with 3 bedrooms and 2 bathrooms to accommodate a group or family. Close vicinity to local parks and boat ramps at Bahia Honda. F/L/S Application & Background Check Required.

  Paulette Thompson PA Ocean Sotheby's International

  30925 Mercedes Rd, Big Pine Key, FL 33043
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  /9

  $3,300 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  25054 5th St, Summerland Key, FL 33042

  Property Id: 1790118Fenced Yard. No neighbor across street, just trees for some privacy. Covered front porch and covered parking and street parking. Patio area in back yard. Laminate flooring, except bathrooms are tile. Granite kitchen countertops. Flat stove top, separate oven, microwave, dishwasher fridge, freezer, washer and dryer front loader. Monthly yard care provided. Utilities

  25054 5th St, Summerland Key, FL 33042
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  /14

  $3,750 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Property for Rent

  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

  623 Whitehead St, Key West, FL 33040
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  /13

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • House for Rent

  133 W Cahill Ct, Big Pine Key, FL 33043

  Property Id: 1919345Stilt Custom home with covered screen porch and covered patio or parking. Tile floors throughout. Central air & heat Stove, Fridge, Microwave, Dishwasher, Stackable washer dryer. Open floor plan. Storage downstairs.  Fenced, pearock yard. Wood dock, beautiful canal and boating access to Pine Channel. First, last & security. $10,200. a pet by approval $300 pet

  133 W Cahill Ct, Big Pine Key, FL 33043
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  /21

  $2,775 per month

  • 1 Bed
  • 1 Bath
  • 365 Sq Ft
  • Property for Rent

  904 Terry Ln Unit 4, Key West, FL 33040

  Ideal Island Retreat, this adorable, furnished 2nd floor condo with central AC has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe.

  Jimmy Lane Island Life Realty Experts

  904 Terry Ln Unit 4, Key West, FL 33040
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  /11

  $3,700 per month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • House for Rent

  6800 Maloney Ave, Stock Island, FL 33040

  Property Id: 1923697In Harbor Shores. A mobile home community. A nice park with close access to Key West. A cute, quaint, comfortable place to escape the busy life and come sit and enjoy. Water views from back patio deck or relax in front. Surrounded by tropical plants. 2Bd/2bth approx. 700 sq. ft. Furnished. Propane stove, Stackable washer/dryer. Fridge, Microwave, dishwasher. Tile &

  6800 Maloney Ave, Stock Island, FL 33040
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  /22

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Property for Rent

  804 South St Unit 1, Key West, FL 33040

  Casa Marina Key West!!! Wonderful Old Town/ Casa Marina location- This location is hard to beat- just a couple of blocks to Duval street, beaches, restaurants, and more. This condo has a wonderful pool, large outside covered space, renovated kitchen, bath, wood floors, and deeded parking space is close to the unit. No pets per condo rules. Tenant responsible for electric, cable, water, etc

  Elaine Coyle Keller Williams Key West Compass Realty

  804 South St Unit 1, Key West, FL 33040
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  /10

  $3,600 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  31232 Ave d, Big Pine Key, FL 33043

  Property Id: 1827042Welcome to this cute cottage with an open floor plan. Impact windows, laminate flooring, ductless ac, mini splits. New appliances. Monthly yard maintenance. Close to park and shopping center in Big Pine Key. Storage shed. Fenced yard. Covered front porch. Open patio deck in back yard. Unfurnished. Rent times 3 to move in. Utilities NOT included. 30-45 min. to Key West.

  31232 Ave d, Big Pine Key, FL 33043
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  /20

  $5,400 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Property for Rent

  1519 Florida St Unit 1515 Florida street, Key West, FL 33040

  Welcome to your dream rental just a couple of blocks from the beach! This beautifully designed midcentury modern home offers the perfect blend of comfort and style. With 3 bedrooms, 2 full bathrooms, an outdoor shower and a luxurious shared pool, this property is ideal for anyone looking to enjoy beachside living with all the modern amenities.Key Features:Location: Nestled just a few blocks from

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1519 Florida St Unit 1515 Florida street, Key West, FL 33040
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  /12

  $5,000 per month

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Condo for Rent

  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

  1022 Fleming St Unit Lower, Key West, FL 33040
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  /28

  $7,000 per month

  • 4 Beds
  • 3 Baths
  • 1,633 Sq Ft
  • Property for Rent

  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

  34 Bay Dr, Key West, FL 33040
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  /18

  $3,900 per month

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • House for Rent

  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

  6800 Maloney Ave, Key West, FL 33040
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  /14

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Property for Rent

  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

  4 Kingfisher Ln, Key West, FL 33040
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  /13

  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • House for Rent

  31167 Ave G, Big Pine Key, FL 33043

  Property Id: 1827061Available until Dec 31,2025 6mos + rental. Nice spacious, furnished home on a double lot, with fenced back yard. Utilities not included. Above ground pool. Close to local amenities. 3bd/2bth 1528 sq. ft. home with laundry room. Central AC & Heat. Monthly yard care included, pool service. Park nearby, state park beach, shopping center. Key West 30-45 min. Marathon 20

  31167 Ave G, Big Pine Key, FL 33043
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  /20

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 859 Sq Ft
  • Property for Rent

  2523 Seidenberg Ave, Key West, FL 33040

  Available as a furnished monthly rental for up to 6 mos. starting June 1st.Escape to this serene, Hemingway-inspired cottage, perfect for a relaxing getaway or extended stay. Nestled in a private, fenced-in yard, this thoughtfully designed retreat offers modern comforts with timeless charm.Features Include:Dipping Pool: Refresh and unwind in your private pool.Spacious Porch: Enjoy morning coffee

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  2523 Seidenberg Ave, Key West, FL 33040
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  /7

  $3,700 per month

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

  1916 Roosevelt Dr, Key West, FL 33040

  1916 Roosevelt Dr, Key West, FL 33040
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  /34

  $3,800 per month

  • 1 Bed
  • 1 Bath
  • 416 Sq Ft
  • House for Rent

  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

  709 Emma St Unit 1, Key West, FL 33040
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  /7

  $3,400 per month

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

  1916 Roosevelt Dr, Key West, FL 33040

  1916 Roosevelt Dr, Key West, FL 33040
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  /23

  $3,500 per month

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

  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 Saltwater Real Estate Florida Keys, Inc

  3635 Seaside Dr Unit 206, Key West, FL 33040
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  /46

  $3,900 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  700 Amelia St Unit Tropical Garden Oasis, Key West, FL 33040

  700 Amelia St Unit Tropical Garden Oasis, Key West, FL 33040
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  /7

  $3,800 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Property for Rent

  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)

  311 Amelia St Unit 1, Key West, FL 33040
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  /24

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • House for Rent

  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

  24 Cactus Dr, Key West, FL 33040
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  /14

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • House for Rent

  335 Pirates Rd, Summerland Key, FL 33042

  Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  335 Pirates Rd, Summerland Key, FL 33042
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  /10

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  14 Hilton Haven Rd, Key West, FL 33040

  Quiet street, completely furnished two bedroom one bath available May 1st

  14 Hilton Haven Rd, Key West, FL 33040
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  /20

  $4,200 per month

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Property for Rent

  7 Thompson Ln, Key West, FL 33040

  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 table space

  Bascom Grooms Bascom Grooms Real Estate (KW)

  7 Thompson Ln, Key West, FL 33040
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  /12

  $4,950 per month

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

  56 Golf Club Dr, Key West, FL 33040

  Property Id: 18076993 bedroom, 2.5 bath home for rent starting August 1. Will consider a one year lease or a lease between 5-9 months. Or possible 18 month lease. 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.

  56 Golf Club Dr, Key West, FL 33040
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  /37

  $5,750 per month

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft
  • Property for Rent

  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)

  901 Packer St, Key West, FL 33040
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  /20

  $3,500 per month

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

  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

  1301 United St Unit Palm Cottage, Key West, FL 33040
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  /12

  $2,600 per month

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

  201 Coppitt Rd Unit 104, Key West, FL 33040

  1-bedroom / 1-bath Big Coppitt waterfront condo available immediately for annual rental. Well-maintained ground-floor unit. Furnished, stainless steel appliances, in-unit washer and dryer. Conveniently located just a short drive from downtown Key West. $2,600 per month, includes water. Electric & Wi-Fi are additional. 2 person max, 1 assigned parking spot. No pets/smoking. First, last & security

  Natalie Bevis Coastal Realty of the Florida Keys

  201 Coppitt Rd Unit 104, Key West, FL 33040
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  /7

  $3,950 per month

  • Studio-2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  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

  1209 Pearl St Unit Downstairs, Key West, FL 33040
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  /15

  $3,650 per month

  • 2 Beds
  • 1 Bath
  • 774 Sq Ft
  • Property for Rent

  29656 Constitution Ave, Big Pine Key, FL 33043

  Wonderful renovated waterfront 1/2 Duplex for rent! This one is the right side of duplex and has spacious 2 bedrooms and 1 full bath with open floor plan for living. Completely renovated and gorgeous inside! Beautiful Quartz countertops and stainless appliances in kitchen, all new fixtures and flooring thru-out. Stylish barn doors in both bedrooms with ample closet space. Screened in back porch

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  29656 Constitution Ave, Big Pine Key, FL 33043
• 

  

  /23

  $4,800 per month

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

  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

  1324 Seminary St Unit 1324 Seminary St, Key West, FL 33040

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