Monroe County, FL Rentals

/24
$4,200 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- Property for Rent
1125 Margaret St Unit 2, Key West, FL 33040

Tucked away in the heart of Old Town, this updated 2BD/2BA cottage offers nearly 700 sqft of charming indoor living space plus a private backyard oasis with a sparkling pool. Bright, open, and thoughtfully designed, the home features modern finishes, a well-equipped kitchen with brand new stainless steel appliances and two cozy bedrooms with ensuite baths. Step outside and unwind in your secluded

Dan Serban

Key West Luxury Real Estate Inc (KW)

(844) 978-1605

1125 Margaret St Unit 2, Key West, FL 33040
/27
$7,500 per month
- 3 Beds
- 2 Baths
- 1,525 Sq Ft
- Property for Rent
3402 Eagle Ave, Key West, FL 33040

This beautifully updated 3-bedroom, 2-bath home at 3402 Eagle Avenue offers the ideal Key West lifestyle. Inside, you'll find a bright and open layout with sleek finishes, impact windows, and a modern kitchen with quartz countertops and custom cabinetry. Step outside to your private backyard retreat with a sparkling pool, perfect for relaxing or entertaining. Located in a quiet New Town

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 977-9054

3402 Eagle Ave, Key West, FL 33040
/19
$3,500 per month
- 2 Beds
- 2 Baths
- 1,046 Sq Ft
- Property for Rent
3314 Northside Dr Unit 145, Key West, FL 33040

Welcome to this charming and updated 2-bedroom, 1.5-bathroom townhome located in the desirable Solana Village community. This residence offers a spacious 1,046 sq ft layout with modern finishes, including tile flooring on the lower level and wood flooring upstairs. The open-concept living and dining area is perfect for entertaining, and the well-appointed kitchen features ample cabinet space.

Dan Serban

Key West Luxury Real Estate Inc (KW)

(305) 570-4947

3314 Northside Dr Unit 145, Key West, FL 33040
/34
$5,900 per month
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Property for Rent
37 Palm Dr, Key West, FL 33040

Turnkey Waterfront Living in Saddlebunch Key - $5,900/monthThis fully furnished 3 bed, 3 bath canal-front home offers the ultimate Keys lifestyle just behind Baby's Coffee. Enjoy quick access to open water with your own boat lift, perfect for fishing or sunset cruising. Spacious open-concept living, updated kitchen, and outdoor entertaining areas make this a perfect getaway or full-time

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 713-2554

37 Palm Dr, Key West, FL 33040
/49
$16,000 per month
- 4 Beds
- 3 Baths
- 1,968 Sq Ft
- House for Rent
121 Galleon Rd, Islamorada, FL 33036

Islamorada Florida - Fishing Capital of the World!! Beautiful 4 bedroom, 3 bath home available for monthly rental (28 day minimum). Located on a wide harbor with quick access to the Atlantic Ocean and Florida Bay. Decorated in the Keys Cottage Style, you'll be impressed by the interior and absolutely wowed by the exterior! Heated pool, hot tub, tiki hut, dockage, boat lift, covered dining area

Shane Wilson

Cypress Realty Inc.

(786) 613-4501

121 Galleon Rd, Islamorada, FL 33036
/20

$3,850 - $4,200 per month

Little Torch Cottages

2 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

28501 Channel View Dr, Little Torch Key, FL 33042
/35
$5,800 per month
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
133 Venetian Dr, Islamorada, FL 33036

Now is your opportunity to rent long term at this fully furnished, move in ready home in one of Islamorada's most exclusive neighborhoods. Situated on a wide canal with 70 feet of dockage, there is an abundance of room for your boating needs. ( landlord reserves right to use dock) This island home features a large private balcony that over looks the canal perfect for entertaining friends or

Anthony Pallaria Coldwell Banker Schmitt Islamorada

133 Venetian Dr, Islamorada, FL 33036
/35

$2,259 - $3,222 per month

Playa Apartments

1-2 Beds

21 1st Ave, Key Largo, FL 33037

Our Apartments in Key Largo, FL Live in a tropical oasis where summers are endless live at Playa Apartments! Nestled in gorgeous buildings with Old Florida Keys architecture and boasting a location in Key Largo, our apartments invite you to enjoy the sweet pleasures of life. Youll dwell close to sun-washed beaches and underwater attractions, where even the major thoroughfare is a landmark in

21 1st Ave, Key Largo, FL 33037
/53
$6,500 per month
- 3 Beds
- 2.5 Baths
- 1,897 Sq Ft
- House for Rent
214 Normandy Dr, Tavernier, FL 33070

Canal-Front 3BR/3BA Home - Boater's Paradise in TavernierWelcome to your dream rental in the heart of the Florida Keys. This stunning 3-bedroom, 3-bathroom canal-front home offers the perfect blend of comfort, style, and waterfront luxury. Located on the ocean side with quick access to the bay via Tavernier Creek, this fully furnished and stocked home is a true boater's paradise.Enjoy

Shanti Cope Coldwell Banker Schmitt Key Largo

214 Normandy Dr, Tavernier, FL 33070
/35

$2,678 - $4,683 per month

Ocean Walk

Studio-3 Beds

3900 S Roosevelt Blvd, Key West, FL 33040

Ocean 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

3900 S Roosevelt Blvd, Key West, FL 33040
/19
$5,250 per month
- 5 Beds
- 3 Baths
- 2,236 Sq Ft
- House for Rent
176 E Carroll St, Islamorada, FL 33036

LONG TERM RENTAL SINGLE FAMILY HOME - UNFURNISHED. Located in the HEART of Islamorada. New CBS build in 2023 with 3BR/2BA on upper level and 2BR/1BA on ground level. Ground level has separate entrance - ideal for in-law suite, guests or home office/work area. Located off the main highway on quiet street and close to restaurants and shopping. Approximately 600' to neighborhood beach. No

Andrea (Andi) Saylor Realty One Group Engage the Keys

176 E Carroll St, Islamorada, FL 33036
/32
$3,750 per month
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
901 White St Unit 4, Key West, FL 33040

Furnished 1br/1ba with AC FULLY FURNISHED in the meadows. Very quiet residential building. 6-12 month lease. . Completely remodeled throughout. Gorgeous kitchen with, stainless steel appliances. 2nd floor unit with PRIVATE 500 sq ft deck with built in kitchen. Gas grill, sink ,refrigerator. Spacious bedroom with Queen bed. Large bath with glass tile accents. All kitchen utensils and linens

901 White St Unit 4, Key West, FL 33040
/29
$3,200 per month
- 2 Beds
- 2 Baths
- 1,175 Sq Ft
- Property for Rent
1901 S Roosevelt Blvd Unit 404, Key West, FL 33040

This 4th floor La Brisa furnished condo is available at a significantly reduced rent of $3,200 per month through November 28, 2025 as the elevator is out of service and not expected to be repaired until August at the earliest. Tenants need nothing other than their personal belongings. AND $200 per month is included for electric, water and sewer. Wi-Fi is also provided.La Brisa has a heated

Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

1901 S Roosevelt Blvd Unit 404, Key West, FL 33040
/10
$3,500 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
14 Hilton Haven Rd, Key West, FL 33040

Quiet street, completely furnished two bedroom one bath available May 1st

14 Hilton Haven Rd, Key West, FL 33040
/41
$5,000 per month
- 3 Beds
- 3 Baths
- 1,152 Sq Ft
- House for Rent
450 Bowie Ln, Key Largo, FL 33037

Experience waterfront living at its finest with this exquisite property located at Bay Side, Mile Marker 104. This newly available rental features separate living spaces--a spacious 2-bedroom, 2-bathroom upper level and a charming studio downstairs, perfect for roommates looking to share the space.Nestled on a large corner lot, this private oasis offers unparalleled amenities. Enjoy direct access

isabel linowitz Coldwell Banker Schmitt Key Largo

450 Bowie Ln, Key Largo, FL 33037
/7
$3,200 per month
- 3 Beds
- 2.5 Baths
- 1,280 Sq Ft
- House for Rent
374 73rd St, Marathon, FL 33050

This end unit brings in tons of natural light and has plenty of storage space, one pet will be considered! With an amazing location close to the middle of town, this home is only a few minutes drive to local grocery stores and restaurants. No utilities are included, long term rental only. First, Last, and security to move in, this unit comes unfurnished, photos were taken before move out.

374 73rd St, Marathon, FL 33050
/34
$4,200 per month
- 2 Beds
- 2 Baths
- 941 Sq Ft
- House for Rent
11332 3rd Avenue Ocean, Marathon, FL 33050

Beautifully renovated and move-in ready, this charming 2-bedroom, 2-bathroom one-story home is located in the desirable Little Venice neighborhood—just minutes from Sombrero Beach.Features include:• Modern stainless steel appliances• Impact windows & doors for safety and efficiency• Durable metal roof• Dedicated laundry room with washer & dryer• New A/C unit• Private

Beatriz Rodriguez Morales Carrera Consulting Group Inter

11332 3rd Avenue Ocean, Marathon, FL 33050
/49
$3,100 per month
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Townhouse for Rent
82 N Conch Ave, Marathon, FL 33050

This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

82 N Conch Ave, Marathon, FL 33050
/37
$6,500 per month
- 2 Beds
- 2 Baths
- 852 Sq Ft
- Property for Rent
901 Packer St, Key West, FL 33040

*LONG TERM RENTAL* FULLY FURNISHED*Masterfully renovated in 2022, owner builders have reimagined this classic 1950's mid century--into the next century. Located on the corner point of Olivia & Packer streets in Old Town, this concrete home has been transformed into a sharply modern, custom designed 2 Bedroom, 2 Full Bath showpiece. Enjoy a rare covered carport for off-street parking, as well as a

Bobby Coe RE/MAX Keys Connection (KW)

901 Packer St, Key West, FL 33040
/49
$2,800 per month
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Townhouse for Rent
82 N Conch Ave, Marathon, FL 33050

This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

82 N Conch Ave, Marathon, FL 33050
/14
$3,750 per month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Property for Rent
623 Whitehead St, Key West, FL 33040

Charming 1-Bedroom Home in Old Town Key West with Bonus Loft Space!Discover this inviting 1-bedroom, 1-bathroom rental home in the heart of Old Town Key West, featuring an additional finished loft (not included in the square footage, providing extra usable space). Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, and the convenience of an in-house washer and

Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

623 Whitehead St, Key West, FL 33040
/18

$3,600 per month

Sunset Marina Apts

2 Beds

5555 College Rd, Key West, FL 33040

5555 College Rd, Key West, FL 33040
/29
$7,000 per month
- 4 Beds
- 3 Baths
- 2,276 Sq Ft
- House for Rent
305 Loeb Ave, Key Largo, FL 33037

Built in 2023 Executive Style Living, 4 Bedrooms, 3 Bathrooms Corner Lot on the Water. Experience Opulent Living and Stylish Finishes in this Exceptionally Modern and Spacious Canal Front Ocean Side Residence. Offering Quick Access to the Ocean and to the Bay Side thru Adams Cut Waterways. Ideal Spot for Fishing and Boating Enthusiasts. Every Aspect of this Distinctive Property is Meticulously

Iris Perez,PA Realty Plus, LLC

305 Loeb Ave, Key Largo, FL 33037
/20

$2,800 - $3,350 per month

Tarpon Harbour

2-3 Beds

6973 Overseas Hwy, Marathon, FL 33050

Call 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.

6973 Overseas Hwy, Marathon, FL 33050
/30
$3,700 per month
- 2 Beds
- 1.5 Baths
- 956 Sq Ft
- Property for Rent
149 Grassy Rd, Key Largo, FL 33037

Beautiful Key Largo home ready for it's next resident. Located at mm106 bayside, this singlewide with an addition has everything you need to enjoy the island lifestyle. *Fully Furnished*60ft of Dockage*10k Boat Lift*Large Fenced in Lot*Bonus room can be used as 3rd bedroom or office space*Tiki Hut for outdoor entertainment*10min Boat ride to Adams Cut*Wide & Deep Canal*2bdr / 1.5bth*Updated

Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

149 Grassy Rd, Key Largo, FL 33037
/20

$2,650 - $2,935 per month

Keys Lake Villas

2-3 Beds

106003 Overseas Hwy, Key Largo, FL 33037

Bright turquoise water and tropical landscape set the tone for a true Key Largo, Florida, living experience. Keys Lake Villas sits at the gateway of a vacation-like destination in the Florida Keys. Residing in our garden-style townhome community is only the beginning when you live in one of our comfortable two or three bedroom pet-friendly townhomes, you will be surrounded by appealing amenity

106003 Overseas Hwy, Key Largo, FL 33037
/15
$4,000 per month
- 3 Beds
- 2 Baths
- 1,150 Sq Ft
- Property for Rent
46 Ocean Dr, Key Largo, FL 33037

Beautiful double wide mobile in The Harborage - and ocean side private community with a pool. Nicely furnished. Spacious living arrangement, and ready to move in. Conveniently located in the Keys to great restaurants and shopping. A special place to hang your hat for the year.

Wendy Ives RE/MAX All Keys Real Estate

46 Ocean Dr, Key Largo, FL 33037
/12
$4,950 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 July 1. Will consider a one year lease or a lease between 6-9 months. Or possible 18 month lease.Everyone tells us they feel right at home there. Beautiful setting in quiet neighborhood. Close to all that Key West offers. We may consider a small dog.

56 Golf Club Dr, Key West, FL 33040
/25
$12,000 per month
- 5 Beds
- 4 Baths
- 3,400 Sq Ft
- House for Rent
44 S Blackwater Ln, Key Largo, FL 33037

This stunning maintained home offers the perfect blend of coastal charm and comfort; the property was built from its original owner and has never been rented. There are 5 bedrooms and 4 full baths because one of the bedrooms shares a bath with another room. Enjoy the access to the bay and ocean by bringing your own boat or jet skies (current vessels not for rent)

Gisel Valdivia EquiEstate Corp.

44 S Blackwater Ln, Key Largo, FL 33037
/12
$6,500 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
3700 Cindy Ave, Key West, FL 33040

Property Id: 13511473 BR / 2 BA private home, private fenced yard, beautiful corner lot. This unit will NOT be furnished. This quiet location is in the rear of the lot. The lot is separated by a gated fence on all sides allowing complete privacy. Secluded full size pool with spa area, includes weekly pool maintenance. Landscaped yard, includes weekly landscape service. Covered patio off

3700 Cindy Ave, Key West, FL 33040
/21
$3,000 per month
- 3 Beds
- 2.5 Baths
- 1,313 Sq Ft
- Townhouse for Rent
265 15th St Unit D, Marathon, FL 33050

Newer construction townhouse in central keys location, city of Marathon. 3 bedrooms 2 1/2 baths. Impact proof windows and doors. Fridge, Stove and dishwasher included. Washer and dryer in unit. Fenced yard. Call to schedule your showing.

Aninely Mayoral Luxe International Realty Inc

265 15th St Unit D, Marathon, FL 33050
/9
$3,550 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
25054 5th St, Summerland Key, FL 33042

Property Id: 1790118Fenced Yard. No neighbor across street, just trees for some privacy. Covered front porch and covered parking and street parking. Patio area in back yard. Laminate flooring, except bathrooms are tile. Granite kitchen countertops. Flat stove top, separate oven, microwave, dishwasher fridge, freezer, washer and dryer front loader. Monthly yard care provided. Utilities

25054 5th St, Summerland Key, FL 33042
/12
$2,800 per month
- 1 Bed
- 1 Bath
- 536 Sq Ft
- Condo for Rent
201 Coppitt Rd Unit 104, Key West, FL 33040

1-bedroom / 1-bath Big Coppitt waterfront condo available May 1st for 6-month rental. Well-maintained ground-floor unit. Furnished, stainless steel appliances, in-unit washer and dryer. Conveniently located just a short drive from downtown Key West. $2,800 per month, includes water. Electric & Wi-Fi are additional. 2 person max, 1 assigned parking spot. No pets/smoking. First & security required

Natalie Bevis Coastal Realty of the Florida Keys

201 Coppitt Rd Unit 104, Key West, FL 33040
/10
$3,600 per month
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
31232 Ave d, Big Pine Key, FL 33043

Property Id: 1827042Welcome to this cute cottage with an open floor plan. Impact windows, laminate flooring, ductless ac, mini splits. New appliances. Monthly yard maintenance. Close to park and shopping center in Big Pine Key. Storage shed. Fenced yard. Covered front porch. Open patio deck in back yard. Unfurnished. Rent times 3 to move in. Utilities NOT included. 30-45 min. to Key West.

31232 Ave d, Big Pine Key, FL 33043
/19
$3,700 per month
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- Townhouse for Rent
9502 Aviation Blvd, Marathon, FL 33050

Beautiful canal front home, completely renovated inside and out in the heart of Marathon ready to move in. Light and airy 2 bedrooms, 2 baths with balcony and terrace overlooking water. Great location, in a canal with short distance to open waters,with access to ocean or florida bay. It has wood laminated floors throughout, beautiful kitchen with stainless still appliances and quartz counter

Maria Quijano Century 21 World Connection

9502 Aviation Blvd, Marathon, FL 33050
/12
$2,800 per month
- 2 Beds
- 1 Bath
- Condo for Rent
364 Sound Dr, Key Largo, FL 33037

Property Id: 1822849This property is located at MM 103, ocean side next to John Penny camp State Park. Great location, awesome neighborhood, close to schools and shopping.. Room for parking

364 Sound Dr, Key Largo, FL 33037
/19
$2,500 per month
- 1 Bath
- 215 Sq Ft
- Property for Rent
909 Pohalski St Unit F, Key West, FL 33040

Live in the heart of Old Town Key West in this beautifully furnished studio, ideal for monthly or long-term stays. This cozy and charming space offers a private entrance and bath, fully furnished interior, and your own private outdoor patio -- a peaceful retreat tucked away in paradise.  The unit includes high-speed internet and all utilities, making it easy and convenient to settle

Matthew Carlson Realty ONE Group Destination

909 Pohalski St Unit F, Key West, FL 33040
/12
$2,400 per month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
549 Plante St, Key Largo, FL 33037

Property Id: 413205Large one bedroom, one bath ground floor pool side furnished apartment; Mile marker 103; Updated with new kitchen and appliances: New central air conditioning, tile floors, offstreet parking, swimming pool, washer dryer in unit, Quiet neighborhood with homeowners Park: Looking for a single non-smoking responsible tenant. Will consider quiet couple. Offered $2400 monthly

549 Plante St, Key Largo, FL 33037
/31
$1,800 per month
- 1 Bed
- 1 Bath
- 856 Sq Ft
- Property for Rent
710 N Silver Cir, Key Largo, FL 33037

Cute, freshly painted and furnished home with an additional screen porch - adding 280 square feet to home! Also screened in patio and laundry on other side. One bedroom, one bath with shower/bath and 2 sinks. New sectional couch with queen bed in the living room. Additional queen bed in screened porch - so sleeps 6 total. Covered parking, golf cart, 2 bikes to ride on trail next to gated Silver

Alicia Lozano Lokation Real Estate - Tavernier

710 N Silver Cir, Key Largo, FL 33037
/35
$9,600 per month
- 3 Beds
- 3 Baths
- 1,945 Sq Ft
- Townhouse for Rent
96 Ave C, Marathon, FL 33050

Property Id: 1257805Beautiful fully-furnished (furnishing optional) townhome in Bonefish Yacht Club next to Bonefish Marina. The home overlooks the marina, this 3-story townhome, end unit has been thoughtfully updated and curated for a tranquil living experience with all the comforts of home. 3 bedrooms (2 KING, 2 Twin)3 Full BathsNew Appliances & Washer/Dryer2

96 Ave C, Marathon, FL 33050

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Florida Monroe County

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Monroe County, FL Rentals

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