$12,500 Per Month
- 4 Beds
- 4 Baths
- 2,952 Sq Ft
- House for Rent
21640 Overseas Hwy, Summerland Key, FL 33042
21640 Overseas Hwy, Summerland Key, FL 33042
289
Monroe County, FL Homes for Rent
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Starting at $2,500 Per Month
- 2 Beds
21585 Overseas Hwy, Cudjoe Key, FL 33042
21585 Overseas Hwy, Cudjoe Key, FL 33042Discover our newly constructed community at Coco Palms in Cudjoe Key, Florida. The leasing team will assist you in finding your new place. A selection of amenities are waiting for you: hurricane windows and doors, dishwashers, washers and dryers and convenient on-site parking options. Contact us today to see available floor plans and find your new place at Coco Palms.
Coco Palms
(786) 640-1903
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$15,000 Per Month
- 3 Beds
- 4.5 Baths
- 2,608 Sq Ft
- House for Rent
16 North Dr, Key Largo, FL 33037
16 North Dr, Key Largo, FL 33037 -
Starting at $2,349 Per Month
- 1 - 3 Beds
96 Coco Plum Dr, Marathon, FL 33050
96 Coco Plum Dr, Marathon, FL 33050CoCo Vista
(645) 238-8124
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$3,250 Per Month
- 2 Beds
- 2 Baths
- 1,016 Sq Ft
- House for Rent
21 Poinciana Dr, Key Largo, FL 33037
21 Poinciana Dr, Key Largo, FL 33037 -
Starting at $3,146 Per Month
- 1 - 3 Beds
10 Betty Rose Dr, Key West, FL 33040
10 Betty Rose Dr, Key West, FL 33040Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.
The Quarry
(786) 933-4302
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$3,650 Per Month
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- House for Rent
50 Orange Dr Unit A, Key Largo, FL 33037
50 Orange Dr Unit A, Key Largo, FL 33037 -
$4,000
Total Monthly Price
- 2 Beds
- 2 Baths
- 850 Sq Ft
- Condo for Rent
710 Whitmarsh Ln Unit 2, Key West, FL 33040
710 Whitmarsh Ln Unit 2, Key West, FL 33040Old town Key West second floor apartment. Only a block and a half from Duval and six blocks to the Gulf, to the West or the Atlantic, to the East . Properly is on Solaris Hill, the highest point on the island. Parking for one car, balcony and a private side deck. Updated kitchen and bathrooms. Central A/C & Heat.
(401) 340-2340
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$11,500 Per Month
- 4 Beds
- 3 Baths
- 1,800 Sq Ft
- House for Rent
129 Nautilus Dr, Islamorada, FL 33036
129 Nautilus Dr, Islamorada, FL 33036 -
Starting at $3,999 Per Month
- 2 - 4 Beds
28501 Channel View Dr, Little Torch Key, FL 33042
28501 Channel View Dr, Little Torch Key, FL 33042In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak
Little Torch Cottages
(786) 730-7736
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Starting at $2,369 Per Month
- Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
3900 S Roosevelt Blvd, Key West, FL 33040Ocean 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
Ocean Walk
(786) 971-2112
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Starting at $3,300 Per Month
- 2 Beds
5555 College Rd, Key West, FL 33040
5555 College Rd, Key West, FL 33040Sunset Marina Apts
(786) 751-3820
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Starting at $2,572 Per Month
- 1 - 2 Beds
21 1st Ave, Key Largo, FL 33037
21 1st Ave, Key Largo, FL 33037Live in a tropical oasis where summer never ends at Playa Apartments in Key Largo. Surrounded by Old Florida Keys architecture and the ocean breeze, our community offers open-concept one- and two-bedroom homes with modern features and easy access to sun-soaked beaches and world-famous diving. Enjoy white sands at Harry Harris Park, explore John Pennekamp Coral Reef State Park, or dine along the
Playa Apartments
(844) 210-8152
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Starting at $2,346 Per Month
- 2 - 3 Beds
106003 Overseas Hwy, Key Largo, FL 33037
106003 Overseas Hwy, Key Largo, FL 33037Whether you're looking to experience the turquoise waters and tropical landscapes that define Key Largo living for a little while or more. Keys Lake Villas welcomes you to a serene, vacation-style community at the gateway to the Florida Keys. Our townhomes offer spacious two or three-bedroom floor plans designed for comfort and pet-friendly living. Enjoy resort-inspired amenities and a relaxed
Keys Lake Villas
(786) 876-7291
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Starting at $2,853 Per Month
- 2 - 3 Beds
6973 Overseas Hwy, Marathon, FL 33050
6973 Overseas Hwy, Marathon, FL 33050Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.
Tarpon Harbour
(786) 705-3607
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Starting at $3,145 Per Month
- 1 - 3 Beds
750 Fort St, Key West, FL 33040
750 Fort St, Key West, FL 33040Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a
Lofts at Bahama Village
(786) 706-4309
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$19,655
Total Monthly Price
- 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 $19,655/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 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
(305) 419-2644
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$3,500 Per Month
- 2 Beds
- 2 Baths
- 912 Sq Ft
- House for Rent
30612 23rd Ln, Big Pine Key, FL 33043
30612 23rd Ln, Big Pine Key, FL 33043Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,
(786) 574-3854
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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
(656) 232-1043
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$5,783
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,582 Sq Ft
- Condo for Rent
343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070
343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070The advertised rate of $5,783/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 22, 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
(844) 204-2310
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$1,400 Per Month
- 1 Bed
- 1 Bath
- House for Rent
2102 Staples Ave, Key West, FL 33040
2102 Staples Ave, Key West, FL 33040Property Id: 1785777Key West, FL (Midtown) - available June 20Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach. Ready to move in.$1400 per month - utilities and wi-fi included. Month to month lease… First plus $1400
(850) 999-5738
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$24,825
Total Monthly Price
- 4 Beds
- 4.5 Baths
- 2,594 Sq Ft
- Condo for Rent
811 104th St Unit SI ID1325586P, Marathon, FL 33050
811 104th St Unit SI ID1325586P, Marathon, FL 33050The advertised rate of $24,825/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 2, 2027.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
(305) 930-7143
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$4,320
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,345 Sq Ft
- Condo for Rent
87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036The advertised rate of $4,320/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 15, 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
(866) 893-6064
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$3,500 Per Month
- 2 Beds
- 2 Baths
- 936 Sq Ft
- House for Rent
3693 Landers St, Big Pine Key, FL 33043
3693 Landers St, Big Pine Key, FL 33043Property Id: 2514237Annual Canal-Front Rental on Big Pine Key! Utilities not included. This charming 2-bedroom, 2-bath home sits on a desirable corner lot with water access, offering a relaxed island lifestyle. Enjoy peaceful views. House is on a corner cana. Nice screened-in back porch with sliding doors to living and dining areas.—perfect for morning coffee or evening unwinding. Open
(786) 933-7769
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$4,850 Per Month
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Townhouse for Rent
3321 Harriet Ave, Key West, FL 33040
3321 Harriet Ave, Key West, FL 33040Property Id: 2589714Available July 1, 2026 | $4,850 per MonthWelcome to 3321 Harriet Avenue! A rare opportunity to lease a private pool home in Key West with no HOA restrictions and all the comforts of island living!This charming 3-bedroom, 2-bath home offers approximately 1,280 square feet of thoughtfully designed living space. The flexible floor plan features one bedroom
(786) 705-8334
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$3,800 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
2601 S Roosevelt Blvd, Key West, FL 33040
2601 S Roosevelt Blvd, Key West, FL 33040Property Id: 2585627THIS IS A MONTHLY OFF SEASON VACATION RENTAL, DISCOUNT FOR 6 MO. RENTAL FULLY FURNISHED. Rent for one month or six. Subject to 12.5 tourist tax. All utilities includedAll new stainless appliances. Two mini-split AC units, tankless hot water heater, new countertops. New hurricane-soundproof doors and windows. Open the large slider and enjoy listening to the ocean
(656) 208-3517
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$2,500 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040
34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040Property Id: 2604250Location : 34 Miriam st Stock Island10 minutes to downtown Key West$2500 per month rent. Require security deposit and first month rent to move in.Total $5,000 to move in.All utilities are included.Furnished.Only good for 1 person and good background. Short or long term is ok.Contact # Grace thnaks.
(786) 822-7042
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$3,000 Per Month
- 3 Beds
- 2 Baths
- 1,109 Sq Ft
- House for Rent
26945 Shannahan Rd, Summerland Key, FL 33042
26945 Shannahan Rd, Summerland Key, FL 33042Property Id: 24239533 Bd/2 Bth Concrete block home. Central A/C with heat. Granite counter tops in kitchen. Fridge, Gas Stove, dishwasher and central ac. Stackable washer/dryer. Fenced back yard. Concrete patio in front or parking area. In Ramrod Key. Non waterfront. No house on either side. Must have good credit and references and income will be verified. Utilities NOT included. Rent
(656) 255-4231
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$19,500
Total Monthly Price
- 5 Beds
- 4.5 Baths
- 5,198 Sq Ft
- Condo for Rent
59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050The advertised rate of $19,500/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
(786) 952-7654
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$5,100 Per Month
- 2 Beds
- 2 Baths
- 1,311 Sq Ft
- Condo for Rent
1800 Atlantic Blvd Unit C127, Key West, FL 33040
1800 Atlantic Blvd Unit C127, Key West, FL 33040Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3
(855) 259-3944
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$3,200 Per Month
- 2 Beds
- 2 Baths
- Condo for Rent
3625 Seaside Dr Unit 25110, Key West, FL 33040
3625 Seaside Dr Unit 25110, Key West, FL 33040Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the
(645) 300-4830
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$1,900 Per Month
- 1 Bed
- 1 Bath
- 383 Sq Ft
- Condo for Rent
101 Caloosa St Unit 3, Tavernier, FL 33070
101 Caloosa St Unit 3, Tavernier, FL 33070Property Id: 11679981 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1900 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security
(954) 320-6712
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$3,400 Per Month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- House for Rent
1635 Pandorea Ln, Big Pine Key, FL 33043
1635 Pandorea Ln, Big Pine Key, FL 33043Property Id: 2562956One level two bed, two bath open concept floor plan. Separate laundry room and storage area. Wood deck, and concrete dock for boating. Located in the Eden Pines development.
(959) 666-9604
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$1,800
Total Monthly Price
- 6 Beds
- 6.5 Baths
- 3,840 Sq Ft
- Townhouse for Rent
51 Barcelona Dr, Key West, FL 33040
51 Barcelona Dr, Key West, FL 33040NEW CONSTRUCTION. This house is set up for primarily single individuals with your own 300+ sq ft Master bedroom and master bathroom, large closet with a 200 sq ft balcony. Second Level has community washer and dryer with a living room/common area. Third Level there is an extremely large kitchen, huge living room with a 30x8 beautiful view balcony. 3rd floor washer and dryer. Appliances are all
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$3,000
Total Monthly Price
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
8 Hilton Haven Rd, Key West, FL 33040
8 Hilton Haven Rd, Key West, FL 33040This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on Hilton Haven Rd offers 1,000 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer and
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$3,500
Total Monthly Price
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Condo for Rent
1209 Pearl St Unit 1209 Pearl Downstairs, Key West, FL 33040
1209 Pearl St Unit 1209 Pearl Downstairs, Key West, FL 33040Well maintained, clean and private apartment in quiet neiborhood
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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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$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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$2,950
Total Monthly Price
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
400 Simonton St, Key West, FL 33040
400 Simonton St, Key West, FL 33040$2,950 per month rent. Fully renovated, fully furnished One Bedroom/One Bathroom in the heart of Old Town Key West. This jewel of an apartment is fully furnished with high end furniture, a perfect space for a single occupant, and located one block from Duval Street and across the Street from The Studios of Key West and Books & Books. Water and Sewage included. Tenant pays electric and cable.
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$2,495
Total Monthly Price
- 2 Beds
- 1 Bath
- 850 Sq Ft
- House for Rent
701 124th Street Gulf, Marathon, FL 33050
701 124th Street Gulf, Marathon, FL 33050Marathon -Ground-Level Keys Retreat with Private Fenced Yard – Walk Everywhere!Enjoy easy island living in this bright and freshly painted 2-bedroom home located on a quiet private road in a fantastic Marathon location.Features Include:Large private fenced yard — perfect for relaxing or entertainingGround-level living with no stairsOcean breezes throughoutBright open
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