Monroe County, FL Homes for Rent

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  $7,860 Per Month

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

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

  The advertised rate of $7,860/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 6, 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) 833-8476

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
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  /8

  $2,300 Per Month

  • Studio
  • 1 Bath
  • Condo for Rent

  34G Miriam St Unit Studio for rent, Stock Island, FL 33040

  Property Id: 2483336Studio for rent with furnished.$2300 per month rent for a person, 2 people $2400, Pet $100 extra.Require security deposit and first month rent to move in.New renovation.10 minutes to downtown Key West.Only good for good background and long term.

  (786) 980-9208

  34G Miriam St Unit Studio for rent, Stock Island, FL 33040
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  /24

  $3,300 Per Month

  • 2 Beds
  • 1 Bath
  • 1,226 Sq Ft
  • House for Rent

  800 50th Ct, Marathon, FL 33050

  Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

  Haydee Lavastida La Rosa Realty Kendall, LLC

  800 50th Ct, Marathon, FL 33050
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  /31

  $5,556

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • Condo for Rent

  28 Merganser Ln Unit SI ID1307038P, Key West, FL 33040

  The advertised rate of $5,557/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 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

  28 Merganser Ln Unit SI ID1307038P, Key West, FL 33040
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  /40

  $18,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  235 Tavernier Dr, Tavernier, FL 33070

  Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’

  Monica Benitez Xcellence

  235 Tavernier Dr, Tavernier, FL 33070
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  $19,602

  Total Monthly Price

  • 4 Beds
  • 4.5 Baths
  • 2,594 Sq Ft
  • Condo for Rent

  811 104th St Unit SI ID1325586P, Marathon, FL 33050

  The advertised rate of $19,602/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 28, 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

  811 104th St Unit SI ID1325586P, Marathon, FL 33050
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  $5,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  246 Tavernier Dr Unit 1, Tavernier, FL 33070

  Introducing a 3/2 home located in the serene Tavernier. This idyllic hideaway is situated in a tranquil block with only eight properties providing you with the perfect opportunity to rent seasonally(min of 28 days). Enjoy the comfort of a home away from home with a fully furnished open-plan living area, well-equipped kitchen, and tastefully decorated bedrooms. The location is unbeatable!The

  Gustavo Dias Keller Williams Realty International Lifestyles

  246 Tavernier Dr Unit 1, Tavernier, FL 33070
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  /12

  $4,900 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 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.

  56 Golf Club Dr, Key West, FL 33040
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  /27

  $35,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 5,348 Sq Ft
  • House for Rent

  133 Severino Dr, Islamorada, FL 33036

  Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise. The home features two separate living areas and

  Pete Riveiro The Firm Realty Group

  133 Severino Dr, Islamorada, FL 33036
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  /18

  $5,631

  Total Monthly Price

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

  120 Angela St Unit SI ID1384034P, Key West, FL 33040

  The advertised rate of $5,631/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

  120 Angela St Unit SI ID1384034P, Key West, FL 33040
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  $18,000 Per Month

  • 4 Beds
  • 4 Baths
  • 2,300 Sq Ft
  • House for Rent

  96180 Overseas Hwy Unit 1, Key Largo, FL 33037

  UNIQUE KEY LARGO WATERFRONT ESTATE | PRIVATE SANDY BEACH + DOCK | 4BD/4BA | POOL | ~0.90 ACREWelcome to your own slice of the Keys—an exceptional waterfront retreat in Key Largo featuring a private sandy beach, dock, and resort-style outdoor living on approximately 0.90 acres. Designed for effortless coastal living and entertaining, this home offers 4 bedrooms and 4 bathrooms with seamless

  Alex Lipzer Key Biscayne Realty Group, Inc

  96180 Overseas Hwy Unit 1, Key Largo, FL 33037
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  /17

  $3,500

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  1312 Petronia St, Key West, FL 33040

  Unfurnished 2 bed 1.5 bath house with pool in the Meadows section of Key WestGreat Location.... 1 block from White St. arts district with Art Galleries, shopping, restaurants.Close to beach and old townOpen concept Kitchen and dining with french doors opening to rear deck and pool withmature tropical landscaping.Newer construction with Stone and wood

  1312 Petronia St, Key West, FL 33040
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  $3,700 Per Month

  • 3 Beds
  • 2 Baths
  • 4,033 Sq Ft
  • House for Rent

  24 Bonita Ave, Key Largo, FL 33037

  SEASONAL RENTAL:Located in desirable Bowens Addition to Riviera Village in Key Largo, this 3-bedroom, 2-bath single-family home offers over 4,000 sq ft of living space on a 5,000+ sq ft lot. Built in 1990, the property features a spacious layout with ample room for entertaining or extended living. Community homeowners park includes boat ramp and bayfront beach access.Avaiable now till August 1

  Claire Albertson Luxe Properties

  24 Bonita Ave, Key Largo, FL 33037
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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

  This 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

  1505 White St Unit Efficiency, Key West, FL 33040
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  /17

  $3,995 Per Month

  • 3 Beds
  • 3 Baths
  • 1,428 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037

  BEAUTIFUL MULTI-Level Home INSIDE AN AMAZING WATERFRONT community with tons of amenities Tennis, Basketball, Pickleball Courts, Pool, Gym & more this home boasts 3 Bedrooms & 3 Bathrooms located close to Marina and with amazing views from Front Balcony SHORT TERM RENTAL as well Very spacious, beautiful kitchen, ample rooms A MUST SEE! Don't miss this opportunity to own in Prestigious Key Largo

  Ernie Echauri RE/MAX All Keys Real Estate

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037
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  /18

  $5,900

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft
  • Townhouse for Rent

  634 Louisa St, Key West, FL 33040

  Newly 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

  634 Louisa St, Key West, FL 33040
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  $4,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • House for Rent

  184 Ocean Shores Dr, Key Largo, FL 33037

  This Beautiful Key Largo home is located on MM 100—your private Piece of Paradise in the Florida Keys. Enjoy the Sunshine and relaxed Island lifestyle with a refreshing pool, spacious outdoor areas, and plenty of parking for cars, boat, RV and electric front gate. Front and back entry with no backdoor neighbors, this property offers privacy, peaceful surroundings and exceptional interior floor

  Leivis Montero Sacerio One Family Realty

  184 Ocean Shores Dr, Key Largo, FL 33037
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  /16

  $2,995

  Total Monthly Price

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

  825 Eaton St Unit C, Key West, FL 33040

  OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE JUNE 10.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady tenant. Good for 1 or 2

  825 Eaton St Unit C, Key West, FL 33040
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  /17

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • House for Rent

  24840 Park Dr, Summerland Key, FL 33042

  { WOW } Try and find a rental in the Lower Florida Keys! Then, yet again, one with 3 bedrooms, 2 Full baths and spacious Kitchen, Livingroom, Dinning open concept layout. Welcome to living in Summerland Key Cove.Live where others vacation -- in Summerland Key Cove, just 25 miles from Key West. Whether you're a boater, pilot, fisherman, or someone who simply enjoys walking their dog by the water,

  Thomas Murphy LAER Realty

  24840 Park Dr, Summerland Key, FL 33042
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  /15

  $4,800

  Total Monthly Price

  • 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
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  /30

  $3,800 Per Month

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

  95401 Overseas Hwy, Key Largo, FL 33037

  Available July 15th! Fully furnished and renovated, this tropical Keys retreat offers the perfect blend of fun and functionality. Located at MM 95 Oceanside, right on the Overseas Highway, you'll enjoy front-row access to Key Largo's best restaurants, sandbars, and outdoor activities. The fully fenced property provides privacy and ample space to park your boat, RV, or water toys, with access to a

  Lizzet Torres One Family Realty, LLC

  95401 Overseas Hwy, Key Largo, FL 33037
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  /16

  $2,645

  Total Monthly Price

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

  701 124th Street Gulf, Marathon, FL 33050

  Wonderful Location, Walk to Restaurants and more. Quiet Private Road Relax and Entertain in your own Private Fenced Yard, Ocean Breezes, Ground level, No Stairs. Clean and Freshly Painted, 2 Large Bedrooms. Tiled Bath with Full Size Tub, Eat in Kitchen. 2 Mounted TVs, Washer and Dryer. Sorry No Pets. Long Term Yearly Rent lease at $2645 per month No Application Fee.

  701 124th Street Gulf, Marathon, FL 33050
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  /20

  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • House for Rent

  142 Airstream Ln, Tavernier, FL 33070

  Keep your boat right behind the house(up to 36') on a beautiful bayside canal full of life with manatees, turtles and tarpon. Seconds to open water and easy access to all the beautiful reefs, sandbars and fishing spots Islamorada has to offer.This recently built 2 bedroom, 2 bathroom home is spacious and being offered. furnished. Outside you have a beautiful outdoor living space made for enjoying

  Megan Jones, LLC Coldwell Banker Schmitt Islamorada

  142 Airstream Ln, Tavernier, FL 33070
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  /2

  $4,100

  Total Monthly Price

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

  710 Whitmarsh Ln, Key West, FL 33040

  Old 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.

  710 Whitmarsh Ln, Key West, FL 33040
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  $7,500 Per Month

  • 3 Beds
  • 2 Baths
  • 6,098 Sq Ft
  • House for Rent

  280 Airport Dr S, Summerland Key, FL 33042

  *** Private Airstrip *** Welcome to your slice of paradise in the Florida Keys! For aviation enthusiasts, the allure of this property is further enhanced by its location within a private airpark community (FD51 Summerland Key Airport). Nestled on a serene, clear wide canal with direct access to the Atlantic Ocean with no bridges, within a private airpark community, this home offers the

  Lisa Guirguis Genesis Realty Team

  280 Airport Dr S, Summerland Key, FL 33042
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  /35

  $5,500

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 3,372 Sq Ft
  • House for Rent

  3535 17th Terrace, Key West, FL 33040

  Private Oasis with Pool & 9,000 Sq. Ft. Yard! 4BR/2BA Furnished or UnfurnishedLive like a local in this spacious 4-bedroom, 2-bathroom home located on a quiet, residential terrace in Key West’s desirable New Town. Situated on a rare, oversized lot, this property offers the ultimate indoor-outdoor lifestyle for families and nature lovers.The Ultimate Backyard:Massive 9,000 Sq. Ft. Lot: An

  3535 17th Terrace, Key West, FL 33040
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  $3,100 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,292 Sq Ft
  • House for Rent

  104 Poinciana Dr, Key Largo, FL 33037

  Escape to Paradise: Stunning 3/2.5 Key Largo Gem Awaits!Dive into the island lifestyle with this breathtaking 3-bedroom, 2.5-bathroom, two-story concrete masterpiece, built in 2021, nestled off Mile Marker 100 on the serene bayside of Key Largo, Florida. This bright and beautiful home, equipped with impact windows for ultimate storm protection, is offered fully furnished (or unfurnished if you

  Ernie Echauri RE/MAX All Keys Real Estate

  104 Poinciana Dr, Key Largo, FL 33037
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  /22

  $6,500

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • House for Rent

  816 Center St, Key West, FL 33040

  Historic 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

  816 Center St, Key West, FL 33040
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  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Property for Rent

  212 Buttonwood Ln, Tavernier, FL 33070

  Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

  Yoana Toth Toth Real Estate Group, Inc.

  212 Buttonwood Ln, Tavernier, FL 33070
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  /11

  $3,650

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft
  • Townhouse for Rent

  30 Merganser Ln, Key West, FL 33040

  Yearly rental. Fully furnished charming well maintained 2b/1.5b townhome in the Key West golf club. Central AC, Propane Gas stove top and outside grill. 3 Flat screen TVs. Impact windows. Screened in back porch. Paved back yard. Patio furniture. Outside storage. Two community pools, one resort like, and gym facility. Gated entry. Surface parking in front of unit. Smoke free unit. No pets.No drugs.

  30 Merganser Ln, Key West, FL 33040
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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

  Fully 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)

  311 Amelia St Unit 1, Key West, FL 33040
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  $3,700

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Condo for Rent

  3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

  3 BED/ 2BA LAS SALINAS. Long Term Rental 12 mo. With option to renew.UNFURNISHED RENTAL. Photos reflect the home of current tenants who are moving.Open floor plan with pool view. Many updates to the unit. Primary bedroom en-suite.Tenant occupied so a courtesy of 24 hr notice to view property requested.Sorry, no pets per HOA

  3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
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  $12,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • House for Rent

  441 La Fitte Rd, Summerland Key, FL 33042

  ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

  Carolina Gil Caralex Intl Realty Group Corp

  441 La Fitte Rd, Summerland Key, FL 33042
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  $4,000

  Total Monthly Price

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  1409 Olivia St, Key West, FL 33040

  Beautiful Conch Cottage located in The Meadows of Old Town Key West. Professionally decorated and landscaped, the cottage is perfect inside and out. Since each bedroom has its own en-suite bathroom it is the ideal layout for two people to share. It comes fully furnished, has a driveway for a small car, laundry, stainless appliances, a front porch with comfy chairs and a back deck with a great

  1409 Olivia St, Key West, FL 33040
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  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • 3,364 Sq Ft
  • Apartment for Rent

  26 S Exuma Rd Unit B, Key Largo, FL 33037

  ***Key Largo***Gorgeous and conveniently located, 2 BD/2BA with a private home feel. Unit located on 3rd floor. Only two apartments. Enjoy your morning coffee in the screened in balcony. Then head out on your boat with easy ocean access. 30' dock space. No cats allowed. More pictures to come.

  Lizette Martin London Foster Realty

  26 S Exuma Rd Unit B, Key Largo, FL 33037
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  $2,100

  Total Monthly Price

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

  88901 Old Hwy Unit B top floor, Tavernier, FL 33070

  MM88.9 Tavernier, Looking for quiet working person. 1b bedroom 1 bath 850 sf 2nd Floor 'treehouse'.Large open kitchen glasstop stove and refrigerator, AC. Extre small office/storage room. Electric and water is included with monthly rent. $2200 for 1 person $150 for 2nd adult ,2 maximim. No smoking or drugs. Must have references and pass background check.

  88901 Old Hwy Unit B top floor, Tavernier, FL 33070
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  /12

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 8, Key Largo, FL 33037

  Benson Charles Help You Save Realty

  94825 Overseas Hwy Unit 8, Key Largo, FL 33037
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  /8

  $1,975

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 905 Sq Ft
  • House for Rent

  354 Oleander Dr, Tavernier, FL 33070

  Just renovated in Tavernier. Seperate Laundry room. First and security. No smoking, no pets.

  354 Oleander Dr, Tavernier, FL 33070
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  /52

  $18,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 4,700 Sq Ft
  • House for Rent

  124 S Indies Dr, Marathon, FL 33050

  Available for long term lease beginning April 15th 2026. Short term is 28 day minimum rental. Welcome to paradise! This luxury custom home has it all! Only 1100 feet to the ocean inlet, no fixed bridges, 100' wide crystal clear canal, ocean views from the third-story loft, two 25k boat lifts available for up to 40' boats, double jet ski lift, paddle boards, fishing rods, and golf carts are ready

  John DeMarco Re Max/5 Star Realty

  124 S Indies Dr, Marathon, FL 33050
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  /13

  $3,600

  Total Monthly Price

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

  3312 Northside Dr Unit 111, Key West, FL 33040

  Available NOW!Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches, shopping, dining, downtown

  3312 Northside Dr Unit 111, Key West, FL 33040

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