Homes for Rent near Key West High School

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  $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
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  $2,500 per month

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

  1830 Fogarty Ave Unit 4, Key West, FL 33040

  Discover the perfect blend of comfort and convenience in our furnished 1 bedroom, 1 bathroom condo. Located in the heart of New Town, this cozy abode offers easy access to all the excitement the area has to offer.Features include:Fully furnished 1 bedroom, 1 bathroom condoConvenient coined laundry facility on-siteOn-street parking readily available

  1830 Fogarty Ave Unit 4, Key West, FL 33040
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  $3,650 per month

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

  Unlisted Address

  Wonderful renovated waterfront 1/2 Duplex for rent! This one is the left 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

  Unlisted Address
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  $5,200 per month

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft
  • Condo for Rent

  24 Jade Dr Unit 14, Key West, FL 33040

  **Waterfront Living at Its Best – 6 Month Rental at Porpoise Point**Enjoy stunning open water views from nearly every room in this beautifully furnished 2-bedroom, 2-bath bayfront townhome with a spacious loft. Located in the exclusive Porpoise Point community—just 16 homes in a secure, gated setting—this end-unit rental offers both privacy and resort-style amenities.Just steps

  24 Jade Dr Unit 14, Key West, FL 33040
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  $5,900 per month

  • 4 Beds
  • 2 Baths
  • 884 Sq Ft
  • House for Rent

  27346 Martinique Ln, Summerland Key, FL 33042

  Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 4-bedroom, 2-bathroom waterfront home is a true island escape — where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

  Alicia Rufino Island Living Realty, LLC

  27346 Martinique Ln, Summerland Key, FL 33042
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  $2,900 per month

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

  1026 White St Unit 4, Key West, FL 33040

  Large, newly renovated, second-floor one bedroom, one bath unit with tile floors, high ceilings and lots of natural light. Large living room and bedroom with AC/ceiling fans. Kitchen has ample counters/cabinet space and includes a separate pantry. Large bathroom with tub/shower and Travertine tile. Centrally located with exterior porch and a grocery store across the street. Ample washers and

  1026 White St Unit 4, Key West, FL 33040
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  $5,500 per month

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

  417 Southard St Unit B, Key West, FL 33040

  This 2-bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter with seating,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit B, Key West, FL 33040
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  $2,600 per month

  • Studio
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  1505 White St Unit Studio Apt B, Key West, FL 33040

  This property at 1505 White St features a studio layout with 0 bedrooms and 1 bathroom, encompassing a total of 400 square feet. 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 relaxation or entertaining.

  1505 White St Unit Studio Apt B, Key West, FL 33040
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • House for Rent

  Unlisted Address

  A light and bright stilted home in a wooded subdivision on Big Pine. Never rented before. Large, screened walk-around patio, chair lift, impact windows, updated granite kitchen, SS appliances, upgraded baths, washer/dryer, outdoor shower, carport parking w/motion lights, large, landscaped yard, paver drive, ceiling fans, central AC/heat, water/lawn care included. Tenant pays electric and

  Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

  Unlisted Address
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  $3,995 per month

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

  918 James St, Key West, FL 33040

  Charming old town 2 bed 2 bath, off street parking , recently renovated , furnished home for rent. One block off the harbor front, available now. $3,995.00 per month. Washer and dryer included. 6 month rental lease renewable.

  918 James St, Key West, FL 33040
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040

  This tastefully decorated 2 bedroom 2 bath is being offered furnished annually but will consider seasonal occupancy with 6 months or longer. Some of the building amenities include the Oceanfront heated pool, hot tub, BBQ areas, Gym, tennis courts and assigned covered parking with guest parking. The building has controlled access and is conveniently located next to Smathers Beach.

  Kenneth Herzbrun Lokation Real Estate

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040
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  $2,280 per month

  • Studio
  • 1 Bath
  • 350 Sq Ft
  • Condo for Rent

  626 Josephine Parker Rd Unit 1, Key West, FL 33040

  Affordable 1-Bedroom Efficiency – Income-Qualified Housing in the Heart of Key WestThis clean, bright 1-bedroom efficiency is centrally located and ideal for a full-time Key West local. The open-concept living space features tiled floors throughout, neutral tones, and plenty of natural light. The unit includes a compact but functional kitchen with a full-size refrigerator, electric

  626 Josephine Parker Rd Unit 1, Key West, FL 33040
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  $12,500 per month

  • 3 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • Property for Rent

  400 Aronovitz Ln, Key West, FL 33040

  Zen Villa - A Luxe Retreat in the Heart of Old Key West! A tranquil reprieve amidst the city's energy, waiting to welcome you in. Just steps from the vibrant heartbeat of Old Town, Zen Villa is where modern luxury meets island tranquility. Designed for those who crave both exhilaration and escape, this stunning contemporary retreat offers an effortless blend of indoor-outdoor living, lush

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  400 Aronovitz Ln, Key West, FL 33040
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • Condo for Rent

  7 Jade Dr Unit 7 Jade Dr, Key West, FL 33040

  **Available Now – 6–7 Month Rental Through December 31st**Welcome home to this inviting canal-front property on Big Coppitt Key. This two-story condo offers direct access to the Gulf of Mexico with its private dock and boat ramp, ideal for those who enjoy time on the water. The large canal-view deck is perfect for morning coffee, evening dinners, or simply relaxing outdoors.Inside, the

  7 Jade Dr Unit 7 Jade Dr, Key West, FL 33040
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  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • House for Rent

  1540 Lantana Ln, Big Pine Key, FL 33043

  FISHERMANS DREAM HOUSEBRING YOUR BOATS TO THIS AMAZING 3/2 HOUSE SECLUDED ON A CORNER LOT WITH 190FT. SEAWALL .BOAT RAMP BLOCKS AWAY.ENJOY THE POOL, COCKTAILS AT THE OUTSIDE BAR AND THE ADORABLE KEY DEER ROAMING THE NEIGHBORHOOD.ICE MAKER AT BAR. SLEEPS 8.MULTIPLE MONTHS AND OFF SEASON MONTHS OFFERED AT DISCOUNT RATES.$7500/mo for April-June

  Andrea Lennon Vylla Home

  1540 Lantana Ln, Big Pine Key, FL 33043
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  $4,890 per month

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • House for Rent

  19453 Seminole St, Summerland Key, FL 33042

  UNFURNISHED! LONG-TERM RENTAL AVAILABLE ON SUGARLOAF KEY - 1 YEAR LEASE. Tenant will pay only $310 for utilities, pool maintenance and landscaping. Only 15-20 minutes from all that Key West has to offer, yet in a very serene island setting in an awesome neighborhood! You get the best of both worlds living in this home! A beautiful island home on a huge double lot only a block (and a quarter, or

  19453 Seminole St, Summerland Key, FL 33042
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  $4,800 per month

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft
  • House for Rent

  27316 Cayman Ln, Summerland Key, FL 33042

  Welcome to **Villa Marquesa**, a breathtaking 3-bedroom waterfront property in the heart of Ramrod Key. This luxurious home offers serene ocean views, spacious living areas, and modern amenities perfect for your tropical getaway or long-term rental. Enjoy the **open-concept layout** with a fully equipped kitchen, comfortable bedrooms, and stylish decor throughout. Step outside to your

  Hamlet Garcia Urbana Realty Advisors LLC

  27316 Cayman Ln, Summerland Key, FL 33042
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  $3,300 per month

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

  2929 Patterson Ave, Key West, FL 33040

  For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**

  2929 Patterson Ave, Key West, FL 33040
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  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3770 Park Ave, Big Pine Key, FL 33043

  Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

  Mary Jo Selden DomainRealty.com LLC

  3770 Park Ave, Big Pine Key, FL 33043
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  $3,300 per month

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

  2929 Patterson Ave, Key West, FL 33040

  For Rent – Updated 2BR/1BA Duplex in Prime Location!BOTH UNITS ARE AVAILABLE These unfurnished 2-bedroom, 1-bathroom duplex apartment offer a fresh feel thanks to the new owner's thoughtful updates—fresh paint and repairs that make it move-in ready without a full remodel. **2 Bedrooms / 1 Bathroom** **Off-Street Parking** **Freshly Painted & Nicely Maintained**

  2929 Patterson Ave, Key West, FL 33040
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  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3770 Park Ave, Big Pine Key, FL 33043

  Welcome to Caribbean Cove in Big Pine Key! This waterfront getaway is located in the National Key Deer Refuge, just 30 minutes away from Key West. This three-bedroom/two-bath home features an open floor plan, a fully furnished living area, and a modern, fully equipped kitchen. The kitchen is a culinary dream, featuring stainless steel appliances and an oversized quartz island, surrounded by eight

  Mary Jo Selden DomainRealty.com LLC

  3770 Park Ave, Big Pine Key, FL 33043
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  /23

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • House for Rent

  74 Pelican Ln Unit 1, Big Pine Key, FL 33043

  Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all nearby

  Yunior Molina My Realty Group, LLC.

  74 Pelican Ln Unit 1, Big Pine Key, FL 33043
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  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property 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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  $17,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  710 Caroline St, Key West, FL 33040

  This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  $3,900 per month

  • 2 Beds
  • 2.5 Baths
  • 1,080 Sq Ft
  • Townhouse for Rent

  28507 Channel View Dr, Little Torch Key, FL 33042

  Current resident moving out on 5/31/25.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina

  Joseph Danieli AKT Realty LLC

  28507 Channel View Dr, Little Torch Key, FL 33042
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  $13,900 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  28502 Channel View Dr, Little Torch Key, FL 33042

  This is a 3 story furnished 4 bedroom 3 bathroom home with a water view of the gulf in the Little Torch Cottages community of townhomes. There are 2 heated and chilled community pools, a gym, a sauna, a marina with boat ramp, bbq, exterior yard games and boat slip available for an extra charge. Kayaks and paddle boards are available for community usage.

  Joseph Danieli AKT Realty LLC

  28502 Channel View Dr, Little Torch Key, FL 33042
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • House for Rent

  441 La Fitte Rd, Summerland Key, FL 33042

  ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

  Carolina Gil Caralex Intl Realty Group Corp

  441 La Fitte Rd, Summerland Key, FL 33042
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  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  29050 Rose Dr, Big Pine Key, FL 33043

  This spectacular FL Keys home is available for rent with direct access to a canal that goes to the ocean.

  Evelyn Brito Lifestyle International Realty

  29050 Rose Dr, Big Pine Key, FL 33043
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  $5,495 per month

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Property for Rent

  1212 Varela St, Key West, FL 33040

  Matthew Carlson Realty ONE Group Destination

  1212 Varela St, Key West, FL 33040
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  $20,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  1851 Long Beach Dr, Big Pine Key, FL 33043

  Petra Pataki Ether Real Estate, LLC

  1851 Long Beach Dr, Big Pine Key, FL 33043

Showing Results 41 - 73, Page 2 of 2