Homes for Rent near Monroe County School District Virtual Instruction Program

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  /23

  $4,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • Newly Renovated 2 bed with 2.5 bath!

  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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  /47

  $5,300 Per Month

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd, Key West, FL 33040

  Isabella Braswell Key West Luxury Real Estate Inc (KW)

  1800 Atlantic Blvd, Key West, FL 33040
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  /17

  $3,350 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 property in person before applying,

  3675 Seaside Dr Unit 337, Key West, FL 33040
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  $4,900 Per Month

  • 3 Beds
  • 1 Bath
  • 1,095 Sq Ft
  • House for Rent

  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 and last months rent and

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  3817 Flagler Ave, Key West, FL 33040
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  /31

  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • Old Town Apt Steps From Duval

  415 Julia St, Key West, FL 33040

  Welcome to your Old Town Key West escape, located just one block from the legendary Duval Street. This charming two-level front unit at 415 Julia Street offers the perfect blend of historic character, tropical outdoor living, and unbeatable walkability—ideal for a monthly stay in paradise. Please note rental costs and availability below. Start your mornings on the inviting front porch, a

  415 Julia St, Key West, FL 33040
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  /16

  $2,900 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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  /18

  $3,975 Per Month

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft
  • Old Town Cottage Ready for Move In!

  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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  /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 Midtown This 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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  /9

  $2,600 Per Month

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • 1 Bedroom 1 Bathroom Furnished Beach Front Condo

  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

  2601 S Roosevelt Blvd, Key West, FL 33040
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  $13,000 Per Month

  • 4 Beds
  • 4 Baths
  • House for Rent

  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.

  2214 Seidenberg Ave, Key West, FL 33040
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  /14

  $2,600 Per Month

  • 1 Bed
  • 1 Bath
  • 459 Sq Ft
  • 1 Bedroom 1 Bathroom Apartment No Pets

  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.

  1306 Eliza St, Key West, FL 33040
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  /8

  $2,900 Per Month

  • 2 Beds
  • 1 Bath
  • 504 Sq Ft
  • Apartment for Rent

  614 Whitehead St Unit R-5, Key West, FL 33040

  Available Immediately - Live in the heart of Old Town, directly across from the iconic Green Parrot! This upstairs one-bedroom one-bath unit offers unbeatable location and Key West character. Walk to Duval Street, shops, restaurants, and beaches. Amenities include off-street parking, central air, fridge with ice maker and coin laundry facilities onsite. Available immediately. Sorry, no dogs.

  Everett Watkins Keller Williams Key West Compass Realty

  614 Whitehead St Unit R-5, Key West, FL 33040
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  /2

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • 717 Emma - B

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

  Super cute 2 bed, 1 bath available soon.

  717 Emma St Unit 717-B Emma, Key West, FL 33040
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  /16

  $3,600 Per Month

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • House for Rent

  3220 Eagle Ave, Key West, FL 33040

  New Town 2/2 town home. $3,800 per month (F/L/S) plus utilities. Pets okay. New kitchen appliances. Ready for immediate occupancy!

  Roger Cousineau Keller Williams Key West Compass Realty

  3220 Eagle Ave, Key West, FL 33040
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  /11

  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Townhouse for Rent

  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 dining

  3389 Northside Dr, Key West, FL 33040
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  /19

  $2,500 Per Month

  • Studio
  • 1 Bath
  • 587 Sq Ft
  • Furnished Studio Apartment in Old Town

  327 Margaret St, Key West, FL 33040

  Beautiful second floor studio for two on the second floor of the historic Sailmaker's House. - Incredible location in Historic Old Town!This property is located 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street.The open floor plan maximizes the space in this airy tree top studio. Comfortable Queen size bed will inspire sweet dreams and the large built

  327 Margaret St, Key West, FL 33040
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  /16

  $2,625 Per Month

  • 1 Bed
  • 1 Bath
  • Old Town Location - 1 bed / 1 bath Apartment

  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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  /26

  $4,500 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • NEW PRICE!! Move in Ready Single Family Home - 4 bedroom - 1.5 Bathroom on Stock Island

  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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  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • Fully Furnished 2BR/2BA at Las Salinas with Pool, Gym & Parking for Two

  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

  3930 S Roosevelt Blvd, Key West, FL 33040
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  /10

  $2,700 Per Month

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft
  • 2 Bedroom 2 Bathroom in Santa Clara Condo

  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

  3312 Northside Dr, Key West, FL 33040
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  /14

  $3,450 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 private

  3655 Seaside Dr Unit 423, Key West, FL 33040
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  /10

  $3,300 Per Month

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft
  • Ocean View 2 bedroom 2 bathroom Las Salinas Condo

  3930 S Roosevelt Blvd, Key West, FL 33040

  Wake up to stunning ocean views every day in this spacious 2-bedroom, 2-bathroom unfurnished condo at Las Salinas. Designed for both style and convenience, the home features sleek, easy-to-clean tile flooring throughout. A brand-new stackable washer and dryer add modern efficiency to your daily routine.This coastal retreat offers a 1-year lease with the option to renew, making it perfect

  3930 S Roosevelt Blvd, Key West, FL 33040
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  /11

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • Private 1 bedroom with Bathroom and a Shared kitchen with other 3 bedrooms

  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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  /17

  $4,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • AVAILABLE NOW!! Furnished 2 bed/2 bath Home with Pool and on Canal

  3017 Airport Blvd, Key West, FL 33040

  Furnished 2 bed/2 bath private home. This charming residence offers a private pool, perfect for enjoying the warm Florida weather. With two off-street parking spaces. The central AC ensures a comfortable living environment year-round. Situated on a canal, this home provides a tranquil atmosphere and stunning water views. The kitchen is equipped with a stove, refrigerator, microwave, and

  3017 Airport Blvd, Key West, FL 33040
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  /6

  $3,300 Per Month

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Waterfront Island Living at Staples Duplex

  2627 Staples Ave Unit B, Key West, FL 33040

  Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while

  2627 Staples Ave Unit B, Key West, FL 33040

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