Newest Homes for Rent in Monroe County, FL

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  $7,200

  Total Monthly Price

  • 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 $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
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  $7,590

  Total Monthly Price

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

  1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

  The advertised rate of $7,590/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 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

  1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
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  $19,800

  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

  The advertised rate of $19,800/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 14, 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

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
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  $12,500 Per Month

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft
  • House for Rent

  21640 Overseas Hwy, Summerland Key, FL 33042

  Waterfront Paradise in Cudjoe KeyWelcome to 21640 Overseas Highway, Cudjoe Key, FL 33042--a spectacular 4-bedroom, 4-bathroom waterfront sanctuary offering panoramic open-water views and the ultimate Florida Keys lifestyle.Inside, the home features a beautifully updated kitchen with modern finishes, spacious living areas designed for comfort and entertaining, and a huge master suite overlooking

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  21640 Overseas Hwy, Summerland Key, FL 33042
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  /22

  $5,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,844 Sq Ft
  • House for Rent

  62 Waterways Dr, Key Largo, FL 33037

  Escape to this stunning waterfront home in Sunset Waterways, the ideal winter getaway. The main floor offers 3 spacious bedrooms, 3 beautifully designed bathrooms, and a huge waterfront balcony with sweeping views of the dock and backyard. Inside, you'll find large tile flooring throughout, a gourmet kitchen with top-of-the-line stainless steel appliances, granite countertops, and a full dining

  Rodolfo Sardina Seaside Realty LLC

  62 Waterways Dr, Key Largo, FL 33037
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  $15,000 Per Month

  • 5 Beds
  • 3 Baths
  • House for Rent

  7760 Aviation Blvd, Marathon, FL 33050

  Private Estate Waterfront Home ---- Weekly $6000 7 Night Min. - Monthly $20,000 --$500 Clean Fee. Newly Remolded-5 Bedroom - 3 Bathroom sleeps 12+++--- Miami Modern Design Throughout - Open Bay Front Style Huge Pool and Jacuzzi - Margarita machine, Barbecue, Wine Cooler, washer, dryer, dishwasher. New Big Ice Machine Flat-screen TV with CABLE TV in all rooms with High-speed internet.Jet

  Tracey Petrusha LoKation

  7760 Aviation Blvd, Marathon, FL 33050
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  $6,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft
  • House for Rent

  1301 Grouper Dr Unit A, Marathon, FL 33050

  Florida Keys Paradise Awaits You in Marathon! Ground level, Step into luxury and comfort. Fully furnished for an extra fee , w/ 3 full bedrooms, 2 bathrooms. Pet friendly, Offering a perfect blend of style, & coastal living. Features Deep-water access, making a dream come true for all type of boaters with breathtaking canal views. Only 5 minute ride to open water. The Modern Shaker Chef’s Kitchen

  Zahira Galvez The Keyes Company

  1301 Grouper Dr Unit A, Marathon, FL 33050
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  $15,000 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’

  235 Tavernier Dr, Tavernier, FL 33070
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  $4,500 Per Month

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  350 Hazel St, Key Largo, FL 33037

  For more information call the listing agent.

  Edith Diaz Next House Realty

  350 Hazel St, Key Largo, FL 33037
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  $10,000 Per Month

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft
  • House for Rent

  232 W Seaview Dr, Marathon, FL 33050

  Experience the laid-back luxury of Duck Key in this beautifully appointed waterfront residence. Designed for both comfort and entertaining, the home features a chef’s kitchen with premium appliances, generous counter space, and custom cabinetry that will delight any culinary enthusiast.Rich Brazilian wood floors add warmth and elegance throughout the living spaces, while the spacious primary

  Jen Reyes Keller Williams Realty Premier Properties

  232 W Seaview Dr, Marathon, FL 33050
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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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  $2,800

  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
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  $3,400

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040

  This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent July 1, 2026 through September 30. 2026. Rent is $3.400 per month and includes $250 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa offers a

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
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  $4,500 Per Month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036

  Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

  Isabel Ruiz Coldwell Banker Realty

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036
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  $7,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • House for Rent

  147 Plantation Ave, Tavernier, FL 33070

  Beautifully renovated ground-level home situated on a prime canal in Islamorada, offering quick and easy access to Tavernier Creek. This 3-bedroom, 2-bathroom residence features a spacious master suite with stunning water views, vaulted tongue-and-groove ceilings, a stylish kitchen, and a fun-filled game room. Fully furnished and move-in ready--just bring your swimsuit and start enjoying the

  AJ Vetter Palm House Real Estate

  147 Plantation Ave, Tavernier, FL 33070
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  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  2102 Staples Ave, Key West, FL 33040

  Property Id: 1785777Key West, FL (Midtown) - available July 1Private 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/month for month-to-month.Month to month lease… First plus $1400 security

  2102 Staples Ave, Key West, FL 33040
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  Starting at $3,999 Per Month

  • 2 - 4 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In 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

  

  28501 Channel View Dr, Little Torch Key, FL 33042
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  $2,645

  Total Monthly Price

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

  603 124th Street Gulf, Marathon, FL 33050

  Come and BBQ this summer in your own private backyard! Long term Yearly Rental. 2 bedroom 1 bathroom Home on a quiet private road.Your own Private fenced Yard . Ample parking at your front door.Ground level. NO STAIRS. Tiled floors.Eat In kitchen. Large Stainless Steel Refrigerator with Ice maker.New Stainless Dishwasher.Black Glass stove with self cleaning oven.

  603 124th Street Gulf, Marathon, FL 33050
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  $15,000

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  309 Calzada de Bougainville, Marathon, FL 33050

  4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

  309 Calzada de Bougainville, Marathon, FL 33050
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  $3,300

  Total Monthly Price

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

  563 49th St, Marathon, FL 33050

  Escape to year-round paradise in this charming 2-bedroom, 1-bathroom canal-front half duplex in Marathon, Florida Keys! Offering tranquil waterfront views and a private 24-foot dock, this cozy retreat is perfect for boating enthusiasts, anglers, or anyone seeking a relaxed tropical lifestyle.Property Features:Bedrooms: 2 | Bathrooms: 1 | Sleeps: 6Waterfront Living: Screened-in

  563 49th St, Marathon, FL 33050
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  $5,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3770 Park Ave, Big Pine Key, FL 33043

  Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

  Mary Jo Selden DomainRealty.com LLC

  3770 Park Ave, Big Pine Key, FL 33043
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  $5,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3770 Park Ave, Big Pine Key, FL 33043

  Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

  Mary Jo Selden DomainRealty.com LLC

  3770 Park Ave, Big Pine Key, FL 33043
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  $13,000 Per Month

  • 4 Beds
  • 4 Baths
  • House 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
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  $7,500 Per Month

  • 3 Beds
  • 3 Baths
  • 3,011 Sq Ft
  • Property for Rent

  72 Ocean Dr, Key Largo, FL 33037

  Available for the Winter season! This Oceanfront peaceful paradise sits on the Ocean point to Rodriguez Key from it's convenient 90 ft private dock w/ a lift for a Jet ski. The Harborage is a fabulous quaint 2 street private community on the Oceanside in Key Largo mm 97.5. - a 2 minutes boat ride to the sandbar on Rodriguez Key. This opportunity just came about and is available from December for

  Amy McDaniel Luxury Real Estate Properties

  72 Ocean Dr, Key Largo, FL 33037
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  $16,000 Per Month

  • 4 Beds
  • 4 Baths
  • 3,083 Sq Ft
  • House for Rent

  3 North Dr, Key Largo, FL 33037

  SEASONAL .This 4 bed 4 baths Key West style pool . Price depends of the season . Once inside take the stairs up to the main living area where you will find two bedrooms and two baths ,living room and eat in kitchen with wet bar fully equipped laundry room , large screened patio for dining with TV, back yard with large heated pool with lounge sitting area ,tropical landscaping, Dock will

  Arturo Rodriguez Coldwell Banker Realty

  3 North Dr, Key Largo, FL 33037
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  $2,950

  Total Monthly Price

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

  818 White St Unit 5, Key West, FL 33040

  Specials: Get 5% off for a month stay or a deep discount for 6-month bookings in 2026! Available May till October 2026Refundable Security Deposit: $1200.00 (Note: First month's rent, security deposit, and last month's rent are due upfront for long-term rentals.)Additional Features: pool access, porches, private entrance Rebuilt in 2005, this unique home offers modern

  818 White St Unit 5, Key West, FL 33040
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  $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? 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 resort-style community

  Vivian Serralta BHHS EWM Realty

  94825 Overseas Hwy Unit 144, Key Largo, FL 33037
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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 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 layout

  Ganit Arazi Beachfront Realty Inc

  10877 Overseas Hwy Unit 38, Marathon, FL 33050
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  $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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  $8,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft
  • Condo for Rent

  8302 Marina Villas Dr, Marathon, FL 33050

  Monthly and weekly rates available. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan (one of the larger units), is attractively decorated w/an updated & modern coastal look. Many windows for natural light & huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living. Kitchen has white countertops, newer SS appliances, and a terrific

  Caroline Barca Berkshire Hathaway Florida Realty

  8302 Marina Villas Dr, Marathon, FL 33050
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  $15,000 Per Month

  • 3 Beds
  • 3 Baths
  • 4,503 Sq Ft
  • House for Rent

  601 Cuda Ln, Key Largo, FL 33037

  FEEL LIKE YOU LIVE ON YOUR OWN ISLAND! Large equipped oceanfront home that can accommodate a large family or 2-3 families | up to 14 people.OCEANFRONT PARADISE & Key Largo at its VERY BEST! Private gated oceanfront retreat w/PRIVATE fishing pier, deep water dockage w/direct ocean access, new pool, hot tub, gazebo/harbor w/fire pit, 3 balconies facing the ocean, several areas to sun bath & enjoy

  Ray and Jenise Hinds The Keyes Company

  601 Cuda Ln, Key Largo, FL 33037
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  $18,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft
  • House for Rent

  124 S Indies Dr, Marathon, FL 33050

  28-day minimum rental. Welcome to paradise! This luxury 4,700+ SF custom home is just 1,100 ft from the ocean inlet with no fixed bridges, 100' wide canal, and ocean views from the 3rd-story loft. Includes two 25K lb boat lifts (up to 40' boats), double jet ski lift, paddle boards, fishing rods, golf carts, and more. Kid-friendly with 6 bunk beds—sleeps 16+. Features hurricane impact windows,

  John DeMarco RE/MAX 5 Star Realty

  124 S Indies Dr, Marathon, FL 33050
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  $12,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  203 Atlantic Blvd, Key Largo, FL 33037

  BEAUTIFUL HOME!.. accommodating 10 guests, your perfect vacation, prestigious community of Port Largo. Upstairs you will find 2 bedrooms and a full bath each with a queen bed. Downstairs has 2 bedrooms with 2 twin beds in each room and a full bath. Both floors also have a sofa bed, floors do not connect through indoor staircase. Offering a private 75 foot dock for boats and direct access to the

  Aymee Pita Capital Homes Inc

  203 Atlantic Blvd, Key Largo, FL 33037

Showing Results 161 - 200, Page 5 of 5