$3,500 per month
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Property for Rent
828 Fleming St, Key West, FL 33040
828 Fleming St, Key West, FL 33040
52
Homes for Rent near Monroe County School District Virtual Instruction Program
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$3,500 per month
- 3 Beds
- 2 Baths
- 1,217 Sq Ft
- Property for Rent
3930 S Roosevelt Blvd Unit S110, Key West, FL 33040
3930 S Roosevelt Blvd Unit S110, Key West, FL 33040 -
$4,400 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Property for Rent
1916 Staples Ave, Key West, FL 33040
1916 Staples Ave, Key West, FL 33040 -
$2,795 per month
- 2 Beds
- 2 Baths
- 803 Sq Ft
- Property for Rent
3930 S Roosevelt Blvd Unit N411, Key West, FL 33040
3930 S Roosevelt Blvd Unit N411, Key West, FL 33040 -
$2,323 - $3,953 per month
3900 S Roosevelt Blvd, Key West, FL 33040Ocean Walk
Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
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$2,900 per month
- 1 Bed
- 1 Bath
- 721 Sq Ft
- Property for Rent
828 White St Unit 2, Key West, FL 33040
828 White St Unit 2, Key West, FL 33040Beautifully appointed condominium located in the Gallery District of Old Town available from May 1 - November 30, 2026 for $2900 per month including all utilities + internet. Recently renovated Unit has central air, all appliances (including mini-dishwasher), two flat screen TVs, washer/dryer, and stylish furniture. Nice deck with comfy chairs and high-top table offers great outdoor lounging and
Michelle Blades Realty Executives Florida Keys Old Town
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$3,300 - $3,800 per month
5555 College Rd, Key West, FL 33040Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
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$3,600 per month
- 1 Bed
- 1 Bath
- 612 Sq Ft
- Property for Rent
1120 White St Unit C, Key West, FL 33040
1120 White St Unit C, Key West, FL 330401120 White Street, C -- Key West. Fully renovated and thoughtfully reimagined, this 1 bedroom, 1 bath sits in the heart of the gallery district, one of Old Town's most dynamic and walkable locations. The interiors are clean, modern, and intentionally designed for effortless living, with a finish that feels both current and well-executed. Step outside and you're immediately connected to local
Team Kaufelt Truman & Co. (KW)
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$2,854 - $3,961 per month
750 Fort St, Key West, FL 33040Lofts at Bahama Village
1 - 3 Beds
750 Fort St, Key West, FL 33040
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$4,500 per month
- 2 Beds
- 1 Bath
- 738 Sq Ft
- Apartment for Rent
1420 Petronia St Unit 1, Key West, FL 33040
1420 Petronia St Unit 1, Key West, FL 33040Recently totally renovated and restored 1st floor apartment. Located in the highly desirable Meadows neighborhood on quiet, one way street. Unfurnished 738 sf. 2bedroom/1bath with inviting front porch and large private outdoor rear deck. Tropically landscaped around the entire property and mostly fenced in backyard. Inside has Mitsubishi ductless AC system with remote controls and 4 air handlers.
Curtis A. Skomp, CCIM RE/MAX Keys Connection (KW)
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$18,964 per month
- 2 Beds
- 2 Baths
- 2,023 Sq Ft
- Condo for Rent
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$2,995 per month
- 1 Bed
- 1 Bath
- Property for Rent
1428 6th St, Key West, FL 33040
1428 6th St, Key West, FL 33040mid town private cottage
Graciela Lozano KeysLifestyle Real Estate (KW)
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$2,300 per month
- 1 Bed
- 1 Bath
- House for Rent
G34 Miriam St, Key West, FL 33040
G34 Miriam St, Key West, FL 33040Property Id: 2485763Location: 34G Miriam St stock Island10 minutes to down town.This is new renovation studio one person $2300 per month rent, 2 people $2400. All utilities are included.Require security deposit and first month rent to move in.Pet $100 extra.No stove, only hot plate, microwave, air fryer and refrigerator . 1 or 2 parking space.Only good for long
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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
1800 Atlantic Blvd Unit 122C, Key West, FL 330402 bedroom 2 bath that can be rented furnished or unfurnished. The building is located just across from Smathers Beach and a short ride away from shopping or entertainment. There are several amenities this building offers like the Oceanfront heated pool, hot tub, BBQ areas, gym, tennis courts and assigned covered parking with guest parking. Call today to schedule your tour.
Kenneth Herzbrun Lokation Real Estate
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$3,700 per month
- 3 Beds
- 2 Baths
- 1,071 Sq Ft
- Condo for Rent
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless
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$5,000 per month
- 2 Beds
- 2 Baths
- 1,580 Sq Ft
- Property for Rent
1213 Truman Ave Unit C, Key West, FL 33040
1213 Truman Ave Unit C, Key West, FL 33040Very nice 2-bedroom, 2-bath home, updated and in a good location close to downtown.1 year lease with option to renew.First, last, and security due before moving in. $5000,$5000, $5000.$60 credit/background check per person or married couple
Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)
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$5,964 per month
- 2 Beds
- 1.5 Baths
- Condo for Rent
28 Merganser Ln Unit SI ID1307038P, Key West, FL 33040
28 Merganser Ln Unit SI ID1307038P, Key West, FL 33040The advertised rate of $5,965/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,200 per month
- 3 Beds
- 2 Baths
- Property for Rent
1010 17th Terrace, Key West, FL 33040
1010 17th Terrace, Key West, FL 33040This house has three bedrooms and two baths with a fenced in yard and off street parking.The back yard has a big pool with waterfall plus a outdoor shower.
Danny Sanchez Century 21 All Keys Inc (KW)
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$4,950 per month
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
- House for Rent
56 Golf Club Dr, Key West, FL 33040
56 Golf Club Dr, Key West, FL 33040Property Id: 18076993 bedroom, 2.5 bath home for rent starting May 7, 2026.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. The home has a beautiful setting. There is a hog tub in the backyard that we provide weekly maintenance on.
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$4,600 per month
- 3 Beds
- 3 Baths
- 1,480 Sq Ft
- Property for Rent
263 Golf Club Dr, Key West, FL 33040
263 Golf Club Dr, Key West, FL 33040Immediate occupancy! Three bedroom home in the Sanctuary at the Key West Golf Club.New impact windows and doors.This charming single family home is ready for immediate occupancy with lease to buy option. Featuring 3 bedrooms, 2.5 baths and gorgeous open floor plan.Enjoy the large rear covered deck over looking the private pool and fully fenced in yard. Upstairs is the primary bedroom ensuite, two
The Behmke Group Keller Williams Key West Compass Realty
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$7,920 per month
- 2 Beds
- 3 Baths
- 1,345 Sq Ft
- Condo for Rent
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$5,500 per month
- 2 Beds
- 2.5 Baths
- 1,288 Sq Ft
- House for Rent
1124 Eaton St, Key West, FL 33040
1124 Eaton St, Key West, FL 33040Welcome to your Key West paradise at 1124 Eaton Street! Located in the heart of Old Town, this charming 2-bedroom, 2.5-bath home offers the perfect launchpad for your Key West adventure. Enjoy the luxury of a private off-street patio ideal for entertaining or a quiet retreat. Forget the hassle of parking with your own private parking space. Just a short walk to the Seaport, you'll have easy
Lisa Karp LoKation Real Estate - Pompano Beach
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$3,800 per month
- 2 Beds
- 1 Bath
- 612 Sq Ft
- Condo for Rent
2513 Staples Ave Unit B, Key West, FL 33040
2513 Staples Ave Unit B, Key West, FL 33040Property Id: 1836419PERFECT OPPORTUNITY FOR MILITARY ROOMMATES!!!! This is the rear unit in a super cute ground level duplex. 2 bed / 1 bath. $3,800/month. ALL UTILITIES & EXTERIOR MAINTENANCE INCLUDED! (water, sewer, electric & internet) plus IN UNIT LAUNDRY! Shared lawn space perfect for enjoying evenings outside.Partially furnished and ready to move in now! Fully deep
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$3,800 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Property for Rent
311 Amelia St Unit 1, Key West, FL 33040
311 Amelia St Unit 1, Key West, FL 33040Fully 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)
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$5,617 per month
- 2 Beds
- 2 Baths
- 893 Sq Ft
- Condo for Rent
120 Angela St Unit SI ID1384034P, Key West, FL 33040
120 Angela St Unit SI ID1384034P, Key West, FL 33040The advertised rate of $5,617/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$5,500 per month
- 3 Beds
- 3 Baths
- 1,344 Sq Ft
- Property for Rent
1110 Truman Ave Unit UP, Key West, FL 33040
1110 Truman Ave Unit UP, Key West, FL 33040Available now! Brand new 3 bedroom 3 bath in Old Town with parking! Second floor apartment is NEW and offers spacious bedrooms, designer baths, light filled spaces and a gorgeous kitchen. Washer/Dryer. Central AC. Close to dining, shopping, tennis courts, and just blocks to Duval St. Available for long term lease. Pets case by case. Rent includes water/sewer and garbage. Owner is a Lic. RE Agent.
Bascom Grooms Bascom Grooms Real Estate (KW)
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$1,800 per month
- 1 Bed
- 1 Bath
- House for Rent
40G Miriam St, Stock Island, FL 33040
40G Miriam St, Stock Island, FL 33040Property Id: 2441228Location : 40G Miriam street Stock Island, 10 minutes to downtown.This is a furnished room only good for one person and no pet.Shared kitchen, bathroom, living room and washer dryer with a very respectful male.$1800 per month rent, required security deposit and first month rent to move in, total $3600.We do background check thanks.Contact # Grace
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,558 Sq Ft
- Condo for Rent
5605 College Rd Unit A301, Key West, FL 33040
5605 College Rd Unit A301, Key West, FL 33040A breathtaking, waterfront penthouse condominium with spectacular views of the Gulf & marina on the gorgeous Sunset Marina peninsula. Overlooking the pool, this large, open, corner unit features two lanais with 300' of entertaining space', master suite, travertine floors, granite/maple kitchen, roll down shade shutters, custom tropical motif hand painted mural walls, wet bar with refrigerator,
Paul Rogers Coldwell Banker Schmitt RE Co.
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$8,796 per month
- 4 Beds
- 3.5 Baths
- 1,797 Sq Ft
- Condo for Rent
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040The advertised rate of $8,797/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$4,200 per month
- 2 Beds
- 2 Baths
- 780 Sq Ft
- Property for Rent
81 Golf Club Dr, Key West, FL 33040
81 Golf Club Dr, Key West, FL 33040For Rent - Key West Golf Club CommunityBeautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living.This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private
Nicole Gruenauer Key West Luxury Real Estate Inc (KW)
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$2,500 total monthly price
- 1 Bed
- 1 Bath
- 528 Sq Ft
- Condo for Rent
3312 Northside Dr Unit 712, Key West, FL 33040
3312 Northside Dr Unit 712, Key West, FL 33040Beautiful sunset views 7th floor 1bd/1b apt, open kitchen, large bedroom with closet, Central AC, balcony, impact sliding door, impact windows, shutters. Laundry facility on every floor, very large pool, gated parking. Elevators. Walking distance to shopping malls, movie theater and school.
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$3,600 per month
- 2 Beds
- 1 Bath
- Property for Rent
1110 White St Unit 2, Key West, FL 33040
1110 White St Unit 2, Key West, FL 330402-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities.Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas
Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty
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$2,200 total monthly price
- Studio
- 1 Bath
- 400 Sq Ft
- Condo for Rent
1505 White St Unit Efficiency, Key West, FL 33040
1505 White St Unit Efficiency, Key West, FL 33040This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean 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
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$4,900 per month
- 3 Beds
- 2 Baths
- 912 Sq Ft
- Property for Rent
2401 Patterson Ave Unit 101, Key West, FL 33040
2401 Patterson Ave Unit 101, Key West, FL 33040Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis 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 brand-new
Jody Clark Key West Luxury Real Estate Inc (KW)
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$5,900 total monthly price
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Townhouse for Rent
634 Louisa St, Key West, FL 33040
634 Louisa St, Key West, FL 33040Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a
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$2,975 per month
- 1 Bed
- 1 Bath
- 368 Sq Ft
- Property for Rent
1318 Duncan St Unit 3, Key West, FL 33040
1318 Duncan St Unit 3, Key West, FL 33040AVAILABLE MAY 1st. Lease at $2975 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with
Rob Severin Rob Severin Real Estate Co
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$6,500 total monthly price
- 2 Beds
- 1.5 Baths
- 1,000 Sq Ft
- House for Rent
816 Center St, Key West, FL 33040
816 Center St, Key West, FL 33040Historic Bahama Conch Home for rent during the off season. It's in the center of Old Town , walking distance to everything and I provide 4 bikes to use included in the rent. Two bedrooms, 1 with a king size bed , 1 with a queen size bed. Full Kitchen, and large bathroom with the original claw foot tub and shower and 1 outdoor private shower. Large backyard for eating or relaxing. A Hammock
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$10,000 per month
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
- Property for Rent
717 Southard St, Key West, FL 33040
717 Southard St, Key West, FL 33040Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), cocktail pool, hammock porch and more! Step into the foyer at the corner of Southard & Love,
Kimberley Haley Brenda Donnelly Real Estate LLC
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$2,500 total monthly price
- 1 Bed
- 1 Bath
- 400 Sq Ft
- Condo for Rent
1703 Johnson St Unit A, Key West, FL 33040
1703 Johnson St Unit A, Key West, FL 33040Do not disturb tenants, 400 SF studio unit, small kitchenette, AC, Washer/Dryer connection, large living/bedroom area with closet, large bathroom with glass shower enclosure. New Tile flooring. Renovated in last five years. First floor unit, with rear fenced deck . On site parking, 24 hour notice to show. Please text me if interested in seeing the unit. Rent does not include utilities.
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$2,900 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- Property for Rent
3312 Northside Dr Unit 316, Key West, FL 33040
3312 Northside Dr Unit 316, Key West, FL 33040Freshly painted and clean as a whistle, this two bedroom and two bathroom condo is ready for occupancy. Tile floors throughout, central AC with ceiling fans, balcony, and granite countertops. Building has recently gone thru extensive renovations and there is a pool, tennis courts, and parking. Secured building. Sorry, pets aren't allowed. Washer and dryer located across the hall and an external
Jimmy Lane Island Life Realty Experts
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