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Homes for Rent near Horace O'Bryant School

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  • /5

    $2,500 per month

    • 2,244 Sq Ft
    • Property for Rent

    2001 Flagler Ave, Key West, FL 33040

    Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

    Agent Photo

    Everett Watkins

    Keller Williams Key West Compass Realty

    (786) 244-5194

    2001 Flagler Ave, Key West, FL 33040
  • /5

    $3,900 - $4,650 per month

    NAS Key West Homes

    3 Beds

    800 Sigsbee Rd, Key West, FL 33040

    NAS Key West Homes is located in Key West, Florida. In addition to the prime location, we offer a variety of floor plans and neighborhoods to fit your needs. Our community is all-inclusive, with baseline utilities, exclusive recreational and fitness amenities, lawn care and an award-winning resident events program included in your monthly rent. Our community professional on-site property name

    800 Sigsbee Rd, Key West, FL 33040
  • /16

    $4,100 per month

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

    1116 Truman Ave Unit 1, Key West, FL 33040

    Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

    Elaine Coyle Keller Williams Key West Compass Realty

    1116 Truman Ave Unit 1, Key West, FL 33040
  • /35

    $2,357 - $4,363 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
  • /19

    $10,000 per month

    • 4 Beds
    • 4.5 Baths
    • 2,376 Sq Ft
    • House for Rent

    1730 United St, Key West, FL 33040

    Available April 2026 for long term annual lease4 bedrooms, each with a private ensuite bathHeated saltwater pool and hot tubModern kitchen with stainless appliances and large islandCovered outdoor deck with ceiling fansCorner lot, fully fenced yard, and multiple parking spaces. Super private feel with lush landscapingWasher/dryer upstairs with ample storageBuilt to current flood and wind-load

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    1730 United St, Key West, FL 33040
  • /14

    $3,300 per month

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

    1505 White St Unit One bedroom, Key West, FL 33040

    This property at 1505 White large one bedrooms and one bathroom, 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. The living area is designed for efficiency, while the bathroom

    1505 White St Unit One bedroom, Key West, FL 33040
  • /20

    $5,000 per month

    • 3 Beds
    • 3 Baths
    • 1,216 Sq Ft
    • Property for Rent

    1207 William St Unit 3, Key West, FL 33040

    Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access. There is a door in the hallway that can be closed to separate the front and back of the house

    Sarah Bixby eXp Realty LLC

    1207 William St Unit 3, Key West, FL 33040
  • /20

    $17,010 per month

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

    629 Elizabeth St Unit ID1297833P, Key West, FL 33040

    Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort

    629 Elizabeth St Unit ID1297833P, Key West, FL 33040
  • /10

    $2,100 per month

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

    2601 S Roosevelt Blvd, Key West, FL 33040

    100% Application before tour.Available: Oct 3rdPet Allowed.Discover your perfect Key West retreat! This cozy 754 sq ft condo at 2601 S Roosevelt Blvd offers a comfortable and efficient layout with one bedroom and one full bathroom. Perfectly sized for easy living, it's an ideal lock-and-leave option just moments from the beach and vibrant downtown. Enjoy the incredible convenience

    Sandra Leufkens

    2601 S Roosevelt Blvd, Key West, FL 33040
  • /20

    $18,900 per month

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

    1315 Whitehead St Unit ID1297834P, Key West, FL 33040

    Southernmost View is a modern and luxurious waterfront home located in a private seven-home gated community, just steps from the beach and the Southernmost Point of the continental USA. Enjoy turquoise blue waters from the rooftop sundeck, perfect for tanning, reading, and sipping your morning coffee. Relax under the southernmost stars or watch the sunset over the horizon.This upscale beach

    1315 Whitehead St Unit ID1297834P, 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
  • /20

    $8,452 per month

    • 3 Beds
    • 2 Baths
    • 1,399 Sq Ft
    • Condo for Rent

    2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040

    Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

    2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
  • /20

    $4,600 per month

    • 2 Beds
    • 2.5 Baths
    • 1,225 Sq Ft
    • Condo for Rent

    1075 Duval St Unit R28, Key West, FL 33040

    Live where others vacation! Spacious 2/2.5 two story townhome located above the cozy shops and restaurants of Duval Square. Balconies overlook Virginia Street and the open parking area, providing a very light and airy feel. Appliances include Washer/Dryer, Stove with over-the-range Microwave, Refrigerator and (brand new) Dishwasher. First floor parking garage is close to the home with space for

    1075 Duval St Unit R28, Key West, FL 33040
  • /8

    $2,800 per month

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

    1104 Grinnell St Unit Grinnell 2, Key West, FL 33040

    Fabulous location in Old Town Key West. Fully furnished and equipped. 6 blocks from Duval Street.Flexible lease terms12 months $2800 a month with a $100 electric fee6 months $3250 a month with a $100 electric feeLess than 6 months $3750 plus tax of 12.5% $125 electric feeCredit and background check required.

    1104 Grinnell St Unit Grinnell 2, Key West, FL 33040
  • /8

    $2,900 per month

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

    3930 S Roosevelt Blvd Unit N109, Key West, FL 33040

    AVAILABLE NOW!! Las Salinas condominium. Two bedrooms and two baths located on the first floor. Its private balcony overlooks the pool. Las Salinas is located on South Roosevelt Blvd across the street from the oceanfront boardwalk perfect for biking, jogging and walking as it curves along the coastline toward Smathers Beach. This unit comes with its own private storage room. In addition to the

    3930 S Roosevelt Blvd Unit N109, Key West, FL 33040
  • /20

    $6,000 per month

    • 3 Beds
    • 3 Baths
    • 2,109 Sq Ft
    • Condo for Rent

    1500 Atlantic Blvd Unit 208, Key West, FL 33040

    Your peaceful, private and perfectly Key West rental awaits you! Key West Beach Club Enjoy waterfront living in this spacious 3 Bedroom / 3 Bathroom condo that blends comfort with resort-style amenities. The setting is magical, serene, and beautifully peaceful—perfect for a Key West lifestyle.Features & Amenities:Gated community with two sparkling poolsFitness center, sauna,

    1500 Atlantic Blvd Unit 208, Key West, FL 33040
  • /14

    $5,500 per month

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

    1800 Atlantic Blvd Unit 302A, Key West, FL 33040

    1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.

    1800 Atlantic Blvd Unit 302A, Key West, FL 33040
  • /11

    $4,400 per month

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

    844 Olivia St, Key West, FL 33040

    AVAILABLE NOW! 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 small bathroom and

    844 Olivia St, Key West, FL 33040
  • /12

    $3,000 per month

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

    1504 Flagler Ave Unit 1#, Key West, FL 33040

    We are family oriented here at this property; we make our tenants feel at home like family. Available 24/7.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. One on-property parking spot allowed per unit. Smoke free property.

    1504 Flagler Ave Unit 1#, Key West, FL 33040
  • /12

    $3,000 per month

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

    1504 Flagler Ave Unit 1#, Key West, FL 33040

    We are family oriented here at this property; we make our tenants feel at home like family. Available 24/7.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. One on-property parking spot allowed per unit. Smoke free property.

    1504 Flagler Ave Unit 1#, Key West, FL 33040
  • /6

    $2,100 per month

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

    908 Elizabeth St Unit 4, Key West, FL 33040

    Very cute little garden studio available Early August. Small but in the very HEART of it all! Walk to everything Old Town has to offer! Tenant pays electric and cable/internet. F/S/S. Sorry No Pets!

    908 Elizabeth St Unit 4, Key West, FL 33040
  • /18

    $3,950 per month

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

    1209 Pearl St Unit Down, Key West, FL 33040

    Clean, furnished, and well maintained 2BR/1Bath downstairs apt near Bayview Park in Key West. ALL Utilities included! Additional outdoor shower, fenced, landscaped, and very private. NO Pets or animals and NO Smoking! Private large size W/D and off street parking! Perfect for single professional,couple or Military. 6 mo lease with longer extension for right tenant! Serious inquiries please

    1209 Pearl St Unit Down, Key West, FL 33040
  • /12

    $2,950 per month

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft
    • Condo for Rent

    3930 S Roosevelt Blvd Unit N303, Key West, FL 33040

    This is one of 12 large two bedroom units in the Las Salinas community. Very large kitchen with many cabinets, accordion hurricane shutters on living room doors, each bedrooms has walk in closet, baths updated. An assigned covered parking area is included. Condo management requires background check. Applications require credit check, employment, rent references. NO PETS allowed as per

    3930 S Roosevelt Blvd Unit N303, Key West, FL 33040
  • /12

    $2,950 per month

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

    1209 Pearl St Unit upstairs, Key West, FL 33040

    Lovely upstairs loft style apartment available Nov. 1, 2025 Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private full size W/D, gas range, large tiled shower, and covered deck for tropical outside living! All utilities are included. First and last mo rent required to move in. Property is very well maintained, and suitable for a clean and quiet single

    1209 Pearl St Unit upstairs, Key West, FL 33040
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