307

Monroe County, FL Rentals

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  • /20

    $10,767 per month

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    169 Golf Club Dr Unit ID1307305P, Key West, FL 33040

    The advertised rate of $10,767/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 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 be

    169 Golf Club Dr Unit ID1307305P, Key West, FL 33040
  • /27

    $8,106 per month

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    247 Apache St Unit ID1307250P, Tavernier, FL 33070

    The advertised rate of $8,107/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 23, 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

    247 Apache St Unit ID1307250P, Tavernier, FL 33070
  • /20

    $4,938 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    115 Marina Ave Unit ID1307103P, Key Largo, FL 33037

    The advertised rate of $4,939/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 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

    115 Marina Ave Unit ID1307103P, Key Largo, FL 33037
  • /28

    $8,657 per month

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    97652 Overseas Hwy Unit ID1307209P, Key Largo, FL 33037

    The advertised rate of $8,658/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 30, 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

    97652 Overseas Hwy Unit ID1307209P, Key Largo, FL 33037
  • /27

    $6,493 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    398 Burton Dr Unit ID1307081P, Tavernier, FL 33070

    The advertised rate of $6,494/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

    398 Burton Dr Unit ID1307081P, Tavernier, FL 33070
  • /28

    $7,524 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    157 Ocean Dr Unit ID1306925P, Tavernier, FL 33070

    The advertised rate of $7,524/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 3, 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

    157 Ocean Dr Unit ID1306925P, Tavernier, FL 33070
  • /29

    $6,829 per month

    • 3 Beds
    • 3 Baths
    • Condo for Rent

    394 Burton Dr Unit ID1307124P, Tavernier, FL 33070

    The advertised rate of $6,830/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

    394 Burton Dr Unit ID1307124P, Tavernier, FL 33070
  • /20

    $7,652 per month

    • 3 Beds
    • 2.5 Baths
    • Condo for Rent

    31 Palm Dr Unit ID1307127P, Key West, FL 33040

    The advertised rate of $7,653/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

    31 Palm Dr Unit ID1307127P, Key West, FL 33040
  • /27

    $17,386 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    2623 Flagler Ave Unit ID1307035P, Key West, FL 33040

    The advertised rate of $17,387/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 7, 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

    2623 Flagler Ave Unit ID1307035P, Key West, FL 33040
  • /42

    $4,071 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    134 1st Ct Unit ID1307470P, Key Largo, FL 33037

    The advertised rate of $4,071/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 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 be

    134 1st Ct Unit ID1307470P, Key Largo, FL 33037
  • /23

    $6,246 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    201 E Ocean Dr Unit ID1306953P, Key Colony Beach, FL 33051

    The advertised rate of $6,246/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 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

    201 E Ocean Dr Unit ID1306953P, Key Colony Beach, FL 33051
  • /24

    $6,837 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1011 Howe St Unit ID1385998P, Key West, FL 33040

    The advertised rate of $6,837/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 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

    1011 Howe St Unit ID1385998P, Key West, FL 33040
  • /28

    $7,002 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    205 Pirates Dr Unit ID1307303P, Key Largo, FL 33037

    The advertised rate of $7,002/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 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 be

    205 Pirates Dr Unit ID1307303P, Key Largo, FL 33037
  • /28

    $5,296 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    9860 Leeward Ave Unit ID1307094P, Key Largo, FL 33037

    The advertised rate of $5,296/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 26, 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

    9860 Leeward Ave Unit ID1307094P, Key Largo, FL 33037
  • /23

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • Property for Rent

    118 Burgundy Dr, Tavernier, FL 33070

    Waterfront 3BR/2BA manufactured home with direct ocean access in the Florida Keys! Located on a 40-ft deep canal just minutes to the bay, this property features a 14,000 lb boat lift and 40 ft of waterfrontage perfect for boating, fishing, diving, or sandbaring--bright, open concept living space with natural light throughout the kitchen, dining, and living areas. Close to Harry Harris Park. ****

    Agent Photo

    William Encinosa

    W International Realty LLC

    (786) 574-3712

    118 Burgundy Dr, Tavernier, FL 33070
  • /11

    $1,800 per month

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

    46E 12th Ave Unit Studio for 1 person only, Stock Island, FL 33040

    Very private all fenced around. Quiet neighborhood, free off street parkingAll furnished and utilities included

    46E 12th Ave Unit Studio for 1 person only, Stock Island, FL 33040
  • /5

    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 803 Sq Ft
    • Property for Rent

    3930 S Roosevelt Blvd Unit N411, Key West, FL 33040

    Looking for a long-term rental in Key West? This move-in ready 2-bedroom, 2-bath condo offers easy, comfortable island living with granite countertops in the kitchen, tiled flooring throughout for low maintenance, and an in-unit washer and dryer. Thoughtfully designed and well-maintained, it's an ideal option for those seeking a peaceful full-time residence.Las Salinas Condominiums features a

    Miriam Novotny Compass Florida, LLC

    3930 S Roosevelt Blvd Unit N411, Key West, FL 33040
  • /41

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft
    • House for Rent

    2 Snipe Rd, Key Largo, FL 33037

    ~ JUSTED REDUCED ~ Seasonal rental in Key Largo. Newly renovated 3-story home with a clean, modern design. This spacious property offers 3 bedrooms, 2 bathrooms, and waterfront canal access with dockage included in the rental price. As a corner lot, it provides parking. Each floor features large terraces ideal for enjoying the outdoors. The top level includes a second living/entertainment room,

    Ricky Kallabat Keller Williams Capital Realty - Coral Gables

    2 Snipe Rd, Key Largo, FL 33037
  • /12

    $3,200 per month

    • 2 Beds
    • 1.5 Baths
    • 600 Sq Ft
    • Property for Rent

    2 Nassau Ln Unit 2, Key West, FL 33040

    Experience the laid-back charm of Key West in this delightful 2-bedroom, 1.5-bath residence. Ideally located within walking distance to Duval Street, this home places you near some of the island's best dining, entertainment, and cultural attractions. A perfect blend of comfort, convenience, and classic Key West character.

    Michelle Gonzalez Floridian First Realty

    2 Nassau Ln Unit 2, Key West, FL 33040
  • /35

    $2,450 per month

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

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070

    Experience the ultimate island lifestyle in the Florida Keys, the US #1 winter destination! This sun-drenched 2-bed, 2-bath unit offers more than just a home; it’s a resort-style retreat. Boaters will love the unrestricted ocean access and on-site ramp for small boats, kayaks, paddleboards. Spend your days on the private beach or relaxing by one of the two heated pools. Five-star amenities

    Valeria Fucaraccio Benesch Brokers, LLC

    88500 Overseas Hwy Unit 301, Tavernier, FL 33070
  • /17

    $3,900 per month

    • 4 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • House for Rent

    308 2nd Terrace, Key Largo, FL 33037

    Lovely home ready for your family. Lage 3/2 with media room which can be used for 4th bedroom. Large back screen porch and deck area. Premier family neighborhood. Available March 1st.

    Maryann Warren Coldwell Banker - Ft. Lauderdale

    308 2nd Terrace, Key Largo, FL 33037
  • /26

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • House for Rent

    121 Lisbon Ct, Islamorada, FL 33036

    Beautifully renovated home available for rent in the highly desirable Port Antigua community. This property offers dockage and exclusive neighborhood beach access, making it perfect for enjoying the Keys lifestyle. The main living area features a 2-bedroom, 2-bath layout upstairs, along with a separate bonus apartment downstairs--ideal for guests, extended family, or flexible living space.

    Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    121 Lisbon Ct, Islamorada, FL 33036
  • /8

    $4,000 per month

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

    1110 White St Unit 1, Key West, FL 33040

    Spacious 3-bedroom, 2-bath apartment located at 1110 White Street in Key West. Rent is $4,000 per month. Water, trash, and sewage are included; tenant is responsible for electricity.This unit is ideally situated steps from downtown, with a convenience store, Faustos Supermarket, and a pizza shop located right below the building. Enjoy easy island living with an approximately 10-minute walk to the

    Vladimir Prokhodnoy Expert Realty LLC (HQ)

    1110 White St Unit 1, Key West, FL 33040
  • /17

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,277 Sq Ft
    • House for Rent

    2 Abaco Rd, Key Largo, FL 33037

    Beautiful modern concrete 3 bedroom 2 bath home. Built in 2015, this home is impeccable and has an oversized fully fenced backyard including double gates, and plenty of room to park multiple vehicles, a boat, and/or an RV! Located in a no flood zone too! Beautiful water access is yours from the nearby Garden Cove Marina. Two popular restaurants, including Shipwrecks and the Buzzards Roost.

    Sally Stribling Coldwell Banker Schmitt Key Largo

    2 Abaco Rd, Key Largo, FL 33037
  • /41

    $7,500 per month

    • 4 Beds
    • 3 Baths
    • 2,581 Sq Ft
    • House for Rent

    103 Starfish Ln, Tavernier, FL 33070

    Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

    George Matter EXP Realty LLC

    103 Starfish Ln, Tavernier, FL 33070
  • /41

    $3,700 per month

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

    94825 Overseas Hwy Unit 58, Key Largo, FL 33037

    Custom-built solid concrete block home in the desirable Key Largo Ocean Resort. This furnished (furniture negotiable) residence features stainless steel appliances, quartz countertops, porcelain plank floors, marble bathrooms, keystone accent wall, built-in wood closets, impact doors and windows, metal roof, and washer/dryer.The ground level offers a private storage area, covered parking for

    Shanti Cope Coldwell Banker Schmitt Key Largo

    94825 Overseas Hwy Unit 58, Key Largo, FL 33037
  • /39

    $7,000 per month

    • 3 Beds
    • 3 Baths
    • 2,484 Sq Ft
    • House for Rent

    90 N Bounty Ln Unit 90, Key Largo, FL 33037

    Beautiful 3-bedroom, 3-bath home offering a laid-back boat-life lifestyle on nearly half an acre and ready to move in. The home features a stainless steel kitchen with beautiful cabinetry, tile flooring throughout, expansive porches perfect for relaxing, and a separate laundry room. Guest bedrooms include large closets and peaceful lake views. Plenty of outdoor space to enjoy, making this a great

    Arelys Doger-Sanchez Keller Williams Realty Premier Properties

    90 N Bounty Ln Unit 90, Key Largo, FL 33037
  • /32

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft
    • Property for Rent

    314 Windley Rd, Key Largo, FL 33037

    Betsy Perez LoKation Real Estate - Pompano Beach

    314 Windley Rd, Key Largo, FL 33037
  • /26

    $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
  • /39

    $4,950 per month

    • 3 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • House for Rent

    640 Colson Dr, Key Largo, FL 33037

    Single Family Home in Twin Lakes Subdivision. 3 Bedroom, 2 1/2 Bathroom. Read to move in. Washer and Dryer. Fenced Backyard. Pets welcome.Space to park a boat on the side of the house. This House was built in 2021.No Association.

    Nitty Bautista Rodriguez Nitty J Diaz PA

    640 Colson Dr, Key Largo, FL 33037
  • /20

    $3,425 per month

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

    3655 Seaside Dr Unit 326, Key West, FL 33040

    Gorgeous 2 Bed 2 Full bath approximately 1200 sf. No Pets Allowed. In Key West new town at the Salt Ponds with gorgeous landscaping and decor. It has a large swimming pool, Hot Tub, and lounge area, Tennis courts, walking trails, and various other amenities. The property includes Ceiling fans, refrigerator, garbage disposal, electric range, dish washer, central air, washer and dryer in the home.

    3655 Seaside Dr Unit 326, Key West, FL 33040
  • /27

    $2,850 per month

    • 2 Beds
    • 1 Bath
    • 729 Sq Ft
    • Property for Rent

    456 Bowie Ln, Key Largo, FL 33037

    Beautiful waterfront oasis with a completely remodeled interior! This perfect Keys home features canal access, brand-new finishes, in-unit washer and dryer, turf backyard with a putting green, and a stunning deck ideal for dining and lounging. Enjoy true indoor-outdoor living on the water. Short-term lease available (minimum 6 months) at $3,200/month. Seller open to rent-to-buy option.

    Maria Rodriguez Partnership Realty Inc.

    456 Bowie Ln, Key Largo, FL 33037
  • /23

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Property for Rent

    220 Taylor Dr, Key Largo, FL 33037

    Newly updated and tastefully decorated, this canal-front fully furnished home is available for a 6+ month lease. The property offers direct canal frontage with 60 feet of dockage, includes use of a boat ramp located just steps away, and WiFi and yard maintenance are included, making it ideal for boating enthusiasts or anyone seeking the Florida Keys lifestyle. Only 30 minutes from Miami.The home

    Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

    220 Taylor Dr, Key Largo, FL 33037
  • /81

    $8,500 per month

    • 4 Beds
    • 4.5 Baths
    • 1 Sq Ft
    • House for Rent

    150 Azalea St, Tavernier, FL 33070

    6+ Month/Annual-- Rental--Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and

    Tracey Petrusha Venture Realty Group

    150 Azalea St, Tavernier, FL 33070
  • /44

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft
    • Property for Rent

    717 Southard St, Key West, FL 33040

    Meticulously 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

    717 Southard St, Key West, FL 33040
  • /25

    $10,000 per month

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    125 Gardenia St, Tavernier, FL 33070

    Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

    Dahiana Rojas de Rojas Canvas Real Estate

    125 Gardenia St, Tavernier, FL 33070
  • /31

    $2,900 per month

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

    87455 Old Hwy 124 Hwy Unit 124, Plantation Key, FL 33036

    Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo all on one level. Located in oceanfrontbuilding in Islamorada. Split bedroom plan, wood cabinets in kitchen as well as stainless steel appliances. Dockavailable for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet.Additional storage unit on main floor. Covered

    Anthony Garcia The Keyes Company

    87455 Old Hwy 124 Hwy Unit 124, Plantation Key, FL 33036
  • /24

    $6,995 per month

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft
    • House for Rent

    125 3rd Ln, Key Largo, FL 33037

    This beautiful 3 bedroom, 2 bath canal front home is available for yearly rental. The home is fully furnished with a fully equipped kitchen. Situated on a double lot which includes a boat ramp to launch your boat, dockage and float for one or two jet skis. There is a beautiful pool including a hot tub. Located in a nice neighborhood close to restaurants, schools, John Pennekamp Park and is an

    Gladys Cornell RE/MAX All Keys Real Estate

    125 3rd Ln, Key Largo, FL 33037
  • /24

    $5,500 per month

    • 2 Beds
    • 3 Baths
    • Property for Rent

    25 Kingfisher Ln, Key West, FL 33040

    Beautiful 2 bed 2 bath ensuite home available in the gated community of the Key West Colf Club in Key West. Fully furnished. Half bath and laundry located on the first floor. Spectacular views of the golf course with covered wrap around porches and plenty of parking. Located on a cul-de-sac. Community pools and fitness room located on-site.

    Michael Petro Expert Realty LLC (HQ)

    25 Kingfisher Ln, Key West, FL 33040
  • /37

    $4,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,587 Sq Ft
    • House for Rent

    94825 Overseas Hwy Unit 107, Key Largo, FL 33037

    Step into this Gorgeous Key Largo home, 3 bedrooms, 2.5 bath, fully furnished, all upgraded with pool and ocean views. There is an elevator for your convenience. Beautiful white kitchen, open to dining and family room, half bath, and balcony with amazing views. Second floor has the 3 bedrooms and 2 bathrooms. Lease up to 1 year and 3 months minimum.Tenant-occupied, please do not disturb.

    Aisleen Falcon-Cabral Luxe Properties

    94825 Overseas Hwy Unit 107, Key Largo, FL 33037

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