39

Homes for Rent near May Sands Montessori School

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  • /25

    $3,900 per month

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

    815 Eaton St, Key West, FL 33040

    Nestled within the charming heart of Old Town Key West, this adorable conch house exudes both cuteness and chick style and it's a picture perfect slice of this town's historic charm.The house has two small bedrooms and a full bathroom, a large deck and a quaint backyard with a shed for extra storage, also all appliances are new.Available for rent at just 3,900.00 this unfurnished conch cottage

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (786) 952-6970

    815 Eaton St, Key West, FL 33040
  • /6

    $1,000 per month

    • 1 Bed
    • 367 Sq Ft
    • Property for Rent

    600 Whitehead St Unit C-4, Key West, FL 33040

    Commercial office space in Old Town available for immediate use. Office is offered non-furnished, internet not included.

    Agent Photo

    Everett Watkins

    Keller Williams Key West Compass Realty

    (866) 823-0723

    600 Whitehead St Unit C-4, Key West, FL 33040
  • /21

    $2,750 - $4,329 per month

    Arrive Key West

    1-3 Beds

    3333 Duck Ave, Key West, FL 33040

    Achieve a true, glamorous beach lifestyle at?Arrive Key West, the area's only luxury apartment community featuring spacious one-, two-, and three-bedroom apartment homes. Opulent home features include: Charming Outdoor Terraces Chef-Inspired Kitchens with Stone Countertops and Stainless-Steel Appliances Wood-Style Flooring Spa-Like Bathrooms Take a dip in our resort-style

    3333 Duck Ave, Key West, FL 33040
  • /12

    $5,000 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
  • /35

    $2,678 - $4,680 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
  • /17

    $5,000 per month

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

    1102 Pearl St, Key West, FL 33040

    Total renovation, 2/2 Furnished Pool home, everything but outside walls were replaced, entire ceiling and walls have spray foam insulation, concrete slab floor, open beam ceilings, high quality appliances including the Wolf range, quartz counters, one bedroom, one den that can function as second bedroom, loft has a queen bed, one interior bathroom, one exterior full bathroom, heated pool, IPE

    Yvette Talbott Appraisers of the Keys Inc (KW)

    1102 Pearl St, Key West, FL 33040
  • /20

    $3,500 per month

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

    901 White St Unit 2, Key West, FL 33040

    Available July 15 1, 2025 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 area.

    901 White St Unit 2, Key West, FL 33040
  • /38

    $5,500 per month

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Property for Rent

    1608 Venetian Dr, Key West, FL 33040

    Ground level single family home with living room, dining area, new kitchen and appliances, four bedrooms, two new baths, laundry room, central AC, tile floors, in Key West's New Town. Available for a yearly lease. Would consider rent-to-own offers at sales price of $995,000.

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

    1608 Venetian Dr, Key West, FL 33040
  • /18

    $3,600 per month

    Sunset Marina Apts

    2 Beds

    5555 College Rd, Key West, FL 33040

    5555 College Rd, Key West, FL 33040
  • /15

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 1,240 Sq Ft
    • Property for Rent

    12 Kingfisher Ln, Key West, FL 33040

    Fully furnished, detached 3-bedroom, 2.5-bathroom home in the idyllic Key West Golf Club gated community. Boasting an open floor plan ideal for hosting, the living, dining, and kitchen areas flow gracefully into a screened porch, perfect for relaxation. Upstairs, find all bedrooms, including a master with an ensuite bathroom, while the two guest bedrooms share a full bath. A convenient powder

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    12 Kingfisher Ln, Key West, FL 33040
  • /18

    $4,000 per month

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

    6800 Maloney Ave, Key West, FL 33040

    Property Id: 1805361Rare opportunity to rent an oceanfront house for long term rental w/in the 1st 5 miles of Key West w/ seawall for boat or just enjoy the view! 2 & 2. $4,000/ month for 12 month lease + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit. Available Aug. 1. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view

    6800 Maloney Ave, Key West, FL 33040
  • /8

    $7,000 per month

    • 4 Beds
    • 2 Baths
    • Property for Rent

    417 Southard St Unit A, Key West, FL 33040

    Long term rental, 4 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

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    417 Southard St Unit A, Key West, FL 33040
  • /5

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777Key West, FL (Midtown) - available July 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including tv, microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in.$1500 per month - utilities and wi-fi included. 6-month lease. First month's rent ($1500),

    2102 Staples Ave, Key West, FL 33040
  • /14

    $2,800 per month

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

    6440 2nd St Unit 9, Key West, FL 33040

    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, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

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

    6440 2nd St Unit 9, Key West, FL 33040
  • /12

    $4,990 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 lease for 5 months ranging to to 17 months. 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
  • /80

    $14,000 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

    1623 Venetian Dr, Key West, FL 33040
  • /11

    $3,500 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
  • /14

    $3,500 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
  • /12

    $3,450 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    1303-1308 8th St Unit 1303, Key West, FL 33040

    Property Id: 1960808Completely remodeled. Very comfortable and open 2 bedrooms 1 bath duplex. ready for occupancy. A must see. Please call for more information and appointments: Lucy at or Aleida at: .

    1303-1308 8th St Unit 1303, Key West, FL 33040
  • /14

    $4,500 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
  • /17

    $3,500 per month

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

    3655 Seaside Dr Unit 128, Key West, FL 33040

    Great community and amenities. Pool, tennis court, covered parking.wi-fi and cable TV. Apartment has most of the basics you'll need. Just pack your clothes, & toothbrush. First, last and security required. Sorry No pets.

    3655 Seaside Dr Unit 128, Key West, FL 33040
  • /20

    $2,900 per month

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

    2523 Seidenberg Ave, Key West, FL 33040

    SEASONAL RENTAL ONLY*Available Sept 15th-January 1stNestled in a private, fenced-in yard, this thoughtfully designed 2-bedroom 1-bath home offers modern comforts with timeless charm.Features Include:Dipping Pool: Refresh and unwind in your private pool.Spacious Porch: Enjoy morning coffee or evening cocktails in the breezy outdoor space.Dedicated Workspace: A stylish desk area for work or

    Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

    2523 Seidenberg Ave, Key West, FL 33040
  • /50

    $4,200 per month

    • 3 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • House for Rent

    1709 Rose St, Key West, FL 33040

    This quality-built home features solid concrete construction with a durable metal roof. Inside, you'll find a blend of wood and tile flooring, elegant oak doors, granite countertops, and stainless steel appliances including a gas stove perfect for the home chef.The raised ceiling and open-concept design create an ideal space for entertaining, with a stunning dual wall of glass that

    1709 Rose St, Key West, FL 33040
  • /34

    $3,600 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
  • /25

    $4,700 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
  • /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 Ocean Sotheby's International Realty

    3635 Seaside Dr Unit 206, Key West, FL 33040
  • /14

    $3,200 per month

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

    1315 Laird St Unit B, Key West, FL 33040

    2 Bedroom/1 bath first floor apartment, with living room and eat in kitchen, available near Casa Marina neighborhood. 5 min walk from White Street Pier. Rent is $3,200 and includes water/sewer, a parking space, hookup for washer/dryer, and a shared lot. Pets allowed with a non-refundable $150 fee. Available now

    1315 Laird St Unit B, Key West, FL 33040
  • /16

    $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
  • /6

    $3,500 per month

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

    6400 2nd St, Key West, FL 33040

    Corner lot property, AC, fans, yard, car port, wall, gate.

    6400 2nd St, Key West, FL 33040
  • /58

    $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
  • /11

    $4,800 per month

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

    844 Olivia St, Key West, FL 33040

    AVAILABLE SEPTEMBER 1,2025 3 bedroom 2 bathroom in Old Town Key West with off street parking. Make an appointment to view this home and see all the possibilities this home has to offer. First room can be a bedroom or living area. Back room is a washer dryer room, it also has a

    844 Olivia St, Key West, FL 33040
  • /37

    $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
  • /25

    $3,550 per month

    • 1-2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Condo for Rent

    1113 Grinnell St Unit One, Key West, FL 33040

    Fully furnished, beautifully painted in Keyzie colors, 1br/1ba rear cottage in the historic district of Old Town, Key West... 5 blocks to the beach and 4 blocks to the world famous Duval Street with shops, art galleries, restaurants, bars and night clubs.FEATURESOne off street parking spot is included on sitePrivate porch, as well as the use of the fully fenced

    1113 Grinnell St Unit One, Key West, FL 33040
  • /33

    $14,000 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
  • /22

    $2,975 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
  • /22

    $2,975 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
  • /12

    $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
  • /21

    $3,500 per month

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

    508 Louisa St Unit 2, Key West, FL 33040

    Casa Louisa is a Charming Fully Furnished 2 Bedroom, 1 Bath condo in Old Town - Right off Duval with a Great Front Porch on the first floor. Casa Louisa is a tropical paradise steps off the corner overlooking Duval on Louisa Street. Walk to all of your favorite places/beaches in minutes or relax on your private front porch with coffee/cocktail and enjoy the feel of your own home. This Great

    508 Louisa St Unit 2, Key West, FL 33040
  • /19

    $5,500 per month

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    5413 3rd Ave, Key West, FL 33040

    This is a brand new furnished four bedroom, two bath high quality home with two sections that could be perfect for extended family. Use one side as a two bedroom one bath and the other for family or in laws with two bedrooms, one bath. Impact glass, metal roof wind rated over 180MPH, covered parking spaces. 9 foot ceilings, central AC.

    5413 3rd Ave, Key West, FL 33040
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