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Florida Keys, FL Condos for Rent

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  • /54

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    96000 Overseas Hwy Unit W44, Key Largo, FL 33037

    Stunning fully furnished condo with 31' boat slip. Such a rare find with high-end finishes, stainless appliances, granite countertops, beautifully decorated with marina and partial bay views. Enjoy your coffee on the expansive screened balcony in the morning and then marvel at the spectacular sunsets in the evening. This is a true boater's dream, complete with a 31' boat slip in a deep-water,

    Agent Photo

    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (786) 807-9668

    96000 Overseas Hwy Unit W44, Key Largo, FL 33037
  • /54

    $4,000 per month

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

    10877 Overseas Hwy Unit 38, Marathon, FL 33050

    SUMMER SPECIAL! Experience the ultimate FL Keys vacation getaway at this BRAND NEW condo-townhome in the breathtaking community of Ocean Isles Fishing Village! This is the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1B/1B pricing! Unit 38 is the larger style, two story design. Come into the first floor open

    Agent Photo

    Ganit Arazi

    Beachfront Realty Inc

    (786) 756-7350

    10877 Overseas Hwy Unit 38, Marathon, FL 33050
  • /5

    $2,650 per month

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

    19 Sombrero Blvd, Marathon, FL 33050

    This room has a full living room with TV, Full kitchen, a King size bed and a full bathroom with shower. Also, in addition to the interior room, there is a balcony and full use of our large swimming pool. Ample parking available on property's parking lot. The apartment is located walking distance from Publix, Walgreens, Bank of America, and UPS drop off store. Less than a mile drive from Home

    19 Sombrero Blvd, Marathon, FL 33050
  • /9

    $4,300 per month

    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft
    • Condo for Rent

    1220 Mockingbird Rd Unit B, Key Largo, FL 33037

    Discover the comfort of island living in this 3-bedroom, 2-bath concrete home in Key Largo, offered fully furnished and ready for your long-term stay. With a 24-foot dock just outside your door, you can keep your boat close and enjoy quick, direct access to the ocean for fishing, diving, or sunset cruises. A private balcony overlooks the canal, creating a tranquil spot to sip your morning coffee

    Katie Raskob Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    1220 Mockingbird Rd Unit B, Key Largo, FL 33037
  • /15

    $4,500 per month

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

    3675 Seaside Dr Unit 434, Key West, FL 33040

    This newly-renovated, bright and airy 4th-floor unit boasts poolside views from the private balcony. The open living area flows seamlessly into the kitchen which includes granite countertops, stainless steel appliances, and custom wood cabinetry. Both bedrooms feature spacious en-suite bathrooms, and the large primary suite has a walk-in closet. This condo includes a covered parking space

    3675 Seaside Dr Unit 434, Key West, FL 33040
  • /23

    $2,900 per month

    • 2 Beds
    • 1.5 Baths
    • 794 Sq Ft
    • Condo for Rent

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070

    Islamorada . Furnished 2 Beds and 2 baths apartment in mint conditions . Porcelain floors . 2 swimming pools . Ramp and racks for kayaks and paddleboard . Two swimming pools . Community kitchen beside the pool . BBQ . Game room . Gym . Private beach

    Valeria Fucaraccio Benesch Brokers, LLC

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070
  • /20

    $8,100 per month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042

    Loggerhead Lagoon is a stunning, tropically themed 3-bedroom 2-bathroom home located on a large private lot that offers covered parking, a boat dock, and direct access to the Gulf of Mexico. This rare find boasts a lush outdoor area full of beautiful palms, sun loungers, and tons of Florida sunshine. Located in Sugarloaf Key, just 19 miles from Key West and the world-famous Duval Street, this

    886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042
  • /13

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    Unlisted Address

    Ground level condo in the beachside community of Key Colony Beach where you can walk or bike to the beach, bars and restaurants. Unit is perfect for two people. Easy care tile floors. Tenant to pay the application fee and apply online through the provided link. Available Oct 1. Pets considered

    Kelly Willey Coco Plum Real Estate

    Unlisted Address
  • /20

    $9,985 per month

    • 3 Beds
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    1130 Duval St Unit ID1297835P, Key West, FL 33040

    Beautiful 3-bedroom, 2-bath monthly rental located on Key West's famous Duval Street. Guests enjoy easy access to shopping, dining, and entertainment options. The Green Pineapple offers charming architecture and an authentic taste of Key West’s unique culture and lifestyle. Visit The Green Pineapple storefront for a refreshing wellness journey. Discover a curated selection of nourishing foods,

    1130 Duval St Unit ID1297835P, Key West, FL 33040
  • /30

    $5,550 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    88181 Old Hwy Unit 1G, Islamorada, FL 33036

    ** Live the Island Life - Luxury 3BR/2BA Condo & Boat Slip. Oceanique 1, in Coral Harbour Club gated community ** Oceanique 1--your personal oasis in the heart of the Florida Keys. Tucked inside the coveted Coral Harbour Club, this beautifully appointed 3-bedroom, 2-bathroom with 1,593 SQ FT. condo blends upscale coastal living with unmatched tropical serenity. From your 30-foot boat slip

    Steven Koleno Beycome of Florida, LLC

    88181 Old Hwy Unit 1G, Islamorada, FL 33036
  • /20

    $14,745 per month

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Condo for Rent

    536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040

    Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a

    536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040
  • /12

    $1,950 per month

    • 2 Beds
    • 2.5 Baths
    • 926 Sq Ft
    • Condo for Rent

    98980 Overseas Hwy, Key Largo, FL 33037

    2/2.5 rental brand new.

    Cliff Glansen FlatFee.com

    98980 Overseas Hwy, Key Largo, FL 33037
  • /20

    $6,641 per month

    • 2 Beds
    • 2.5 Baths
    • 796 Sq Ft
    • Condo for Rent

    524 Porter Ln Unit ID1297831P, Key West, FL 33040

    Conveniently situated in the picturesque Truman Annex gated community, this charming 2-bedroom, 2.5-bath apartment is perfect for your next island getaway. This storybook corner unit features two private balconies off each bedroom and a back deck equipped with all your outdoor dining necessities. Close enough to everything, yet just far enough away, this apartment allows you to feel at home while

    524 Porter Ln Unit ID1297831P, Key West, FL 33040
  • /25

    $3,850 per month

    • 2 Beds
    • 4 Baths
    • 1,278 Sq Ft
    • Condo for Rent

    96000 Overseas Hwy Unit W22, Key Largo, FL 33037

    Beautifully furnished condo in Boater's Paradise on 2nd floor. This spacious, fully furnished 2 bedroom, 2 full bath unit is ready to be occupied August 1, 2025 and comes with a 34' boat slip. Features: Wood Cabinets, granite counters & newer appliances. Amenities included: on site little convenience store, plus gas for boats, boat ramp, beach. Sunset viewing decks, 3 pools, 5 tennis courts,

    Ted Ciaccia Fitzgerald Property Management Inc.

    96000 Overseas Hwy Unit W22, Key Largo, FL 33037
  • /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
  • /35

    $2,900 per month

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

    98282 Windward Ave Unit 2, Key Largo, FL 33037

    Fully furnished 2BR/2BA condo in gated Landings of Largo. This second-floor unit offers a split floor plan, granite counters, in-unit laundry, and a private balcony with pool views. Enjoy the ultimate Keys lifestyle with access to a marina, boat ramp, 2 heated pools, tennis courts, fitness center, clubhouse, and more. 2 assigned parking spaces.

    Lina Pinzon Inmobiliata, LLC

    98282 Windward Ave Unit 2, Key Largo, FL 33037
  • /20

    $8,697 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
  • /42

    $3,500 per month

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft
    • Condo for Rent

    104350 Overseas Hwy Unit A501, Key Largo, FL 33037

    Welcome to Moon Bay, a gated bayfront community in beautiful Key Largo, Florida. This 2 bedroom corner-end unit, fully furnished and condo offers unbeatable views of the Florida Bay and nightly sunsets from your own private screened balcony. The updated unit is move-in ready just bring your clothes and includes a deeded 30-ft. boat slip with a boat lift - perfect for enjoying the area's

    Shanti Cope Coldwell Banker Schmitt Key Largo

    104350 Overseas Hwy Unit A501, Key Largo, FL 33037
  • /20

    $5,082 per month

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

    817 Terry Ln Unit ID1297837P, Key West, FL 33040

    "Lil Bit" is a rare find in the historic Bahama Village neighborhood. This classic "conch" home is modern and renovated to have an elevated feel but retains the charm and character of old Key West. Perfect for a couple or visitors looking for a monthly stay, this home is equipped with everything you need. While it is a "Lil Bit," the space feels large, open, and fresh, and is a short walk to Fort

    817 Terry Ln Unit ID1297837P, Key West, FL 33040
  • /40

    $3,750 per month

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Condo for Rent

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036

    Ready Today ! Florida Keys Paradise awaits. Come immerse your body, mind, and soul in the soothing waters surrounding this beautiful Florida Keys getaway! including Sandy Beach access, heated pool for year-round relaxation, fully furnished home with island charm, 2 spacious bedrooms upstairs, plus extra sleeping space, 2 full bathrooms, located in a great community, kayaks, bikes and a

    Samira Ramirez Related ISG Realty, LLC.

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036
  • /20

    $22,500 per month

    • 5 Beds
    • 3 Baths
    • 3,121 Sq Ft
    • Condo for Rent

    90B Sombrero Beach Rd Unit ID1269389P, Marathon, FL 33050

    This stunning 5-bedroom waterfront home in Marathon, Florida, offers the perfect getaway with a private pool, dock, and breathtaking ocean views. Located near Sombrero Beach, it features spacious living areas, a fully equipped kitchen, and modern amenities for a comfortable stay. Ideal for families and groups, enjoy fishing, boating, and the best of the Florida Keys. Close to top attractions,

    90B Sombrero Beach Rd Unit ID1269389P, Marathon, FL 33050
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    $2,900 per month

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

    10877 Overseas Hwy Unit 26A, Marathon, FL 33050

    Paradise Awaits You!!! Updated 1/1 Potential 2nd bedroom. Fully Furnished. Rent includeselectronics, housewares, 2 Parking Spaces, Basic Cable, Internet, Water, Sewer & Electric.All appliances are Samsung WI-FI Connected. Beautiful Outdoor Kitchen/Bar. Amazing Ocean Views from the huge club house, pool, chickee huts & marina. Centrally located near Shopping, Schools, Restaurants and more.

    Tracey Petrusha Venture Realty Group

    10877 Overseas Hwy Unit 26A, Marathon, FL 33050
  • /14

    $2,400 per month

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

    44 Gumbo Limbo Ave Unit Upstairs, Key Largo, FL 33037

    Beach Cottage Living in Key Largo. Must see, beautiful 2 bed, 2 bath home in a desirable neighborhood at MM94. The location is ideal, near Key Largo, Tavernier, and Islamorada. The kitchen has granite counter tops, and bathrooms are beautifully tiled. There is a spacious shaded screened in porch perfect for outdoor furniture and plants. The house is unfurnished. One year lease required. No

    44 Gumbo Limbo Ave Unit Upstairs, Key Largo, FL 33037
  • /22

    $2,500 per month

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

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070

    Impeccable, turnkey unit in Summer Sea Condo - waterfront building on the Bayside. Beautiful pool and Bay views. Amazing building with great amenities: pool, billiards room, exercise room, community room, playroom, Beach area with the most amazing sunsets, marina (first come - first serve), barbecue areas, fishing stations, and so much more

    Nerida Deza Keller Williams Capital Realty

    88500 Overseas Hwy Unit 419, Tavernier, FL 33070
  • /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
  • /53

    $2,890 per month

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

    98321 Windward Ave Unit 98321, Key Largo, FL 33037

    Step into comfort and convenience in this beautifully furnished 2-bedroom, 2-bath condo, perfectly positioned with peaceful views of the pool right from your patio. Located in the secure, gated community of Landings of Largo, you'll enjoy access to a full suite of resort-style amenities: two swimming pools, a community boat ramp, marina access, sunset viewing post, fish cleaning stations, and a

    Jessie Morales Lifestyle International Realty

    98321 Windward Ave Unit 98321, Key Largo, FL 33037
  • /13

    $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 downstairs apt near Bayview Park in Key West. One BR is furnished, 2nd room can be used as an office or as 2nd BR. Additional outdoor shower, fenced, landscaped, and very private. Rent includes All utilities! NO Pets or animals and NO Smoking! Private laundry and off street parking! Perfect for single professional or Military.6 mo lease plus. Call Mark for more details

    1209 Pearl St Unit Down, Key West, FL 33040
  • /21

    $2,700 per month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Condo for Rent

    87465 Old Hwy Unit 218, Islamorada, FL 33036

    Spectacular furnished apartment at Plantation by The Sea, located in the prestigious and convenient Islamorada. This exclusive two-story townhouse-style condo, fully furnished and equipped, features 2 spacious bedrooms and 1.5 bathrooms. The kitchen is fully equipped and includes a washer and dryer inside the unit. For your entertainment, the living room has a large Smart TV.The condo

    Florentina Antigua EXP Realty LLC

    87465 Old Hwy Unit 218, Islamorada, FL 33036
  • /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
  • /38

    $3,000 per month

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

    87465 Old Hwy Unit 104, Islamorada, FL 33036

    Long term rental available in beautiful Plantation By the Sea. Fully furnished unit.

    Samantha Arce Better Homes and Gardens Real Estate Destinations

    87465 Old Hwy Unit 104, Islamorada, FL 33036
  • /12

    $2,950 per month

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

    1209 Pearl St Unit upstairs, Key West, FL 33040

    Lovely upstairs loft style apartment available Nov.1st, 2025 Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private w/d, gas range, large tiled shower, and covered deck for 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 professional. NO

    1209 Pearl St Unit upstairs, Key West, FL 33040
  • /41

    $5,865 per month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Condo for Rent

    88181 Old Hwy Unit A41, Islamorada, FL 33036

    Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

    Steven Koleno Beycome of Florida, LLC

    88181 Old Hwy Unit A41, Islamorada, FL 33036
  • /24

    $2,975 per month

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

    922 Eaton St Unit 922A, Key West, FL 33040

    922A EATON STREET, KW1/1 AVAILABLE NOVEMBER 1.90 cu. ft. of private lockable storage.Second floor, PRIVATE entrance, near Old Town Bakery. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated 1 block away. Refrigerator, microwave, oven and stove. 2 A/C unitsLooking for long term steady tenant. Pets OK with pet deposit.

    922 Eaton St Unit 922A, Key West, FL 33040
  • /30

    $3,200 per month

    • 2 Beds
    • 3 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    97652 Overseas Hwy Unit 5, Key Largo, FL 33037

    Welcome to Rock Harbour Club, one of Key Largo's most desirable bayfront communities. This spacious, beautifully renovated 2-bedroom, 3-bath townhome offers an open floor plan kitchen featuring modern appliances and ample cabinet space. The open living area is filled with natural light and boasts stunning bay views, which can also be enjoyed from the master bedroom, bringing the beauty of the

    Rodolfo Sardina Seaside Realty, LLC

    97652 Overseas Hwy Unit 5, Key Largo, FL 33037
  • /32

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    1215 97th St Unit 2, Marathon, FL 33050

    Escape the Winter Chill with a Seasonal Stay in Your Oceanfront Retreat!This cozy and fully furnished vacation rental is your perfect home away from home, offering breathtaking ocean views and the serene coastal lifestyle you've been dreaming of. Available for seasonal rent with a one-month minimum stay, it's ideal for those looking to escape the cold and soak up the Florida sunshine for up to

    Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    1215 97th St Unit 2, Marathon, FL 33050
  • /30

    $5,000 per month

    • 3 Beds
    • 1 Bath
    • 1,655 Sq Ft
    • Condo for Rent

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037

    Looking for the perfect seasonal retreat from September to March? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This

    Vivian Serralta BHHS EWM Realty

    94825 Overseas Hwy Unit 144, Key Largo, FL 33037
  • /25

    $3,995 per month

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

    1215 97th Street Ocean Unit 11, Marathon, FL 33050

    Stunning turnkey Atlantic Ocean waterfront condo with dockage, which can fit up to a 24 ft boat! Storm impact windows, sliding glass doors, new kitchen with stainless steel appliances. Quart's countertops, soft close drawers, glass backsplash, under counter lighting. All new bathroom cabinet, large anti-fog mirror cabinet, new tiled shower. All brand-new flooring, paint throughout with coastal

    Natalia Boltz PA Power Net Realty.com Inc.

    1215 97th Street Ocean Unit 11, Marathon, FL 33050
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