Monroe County, FL Rentals

/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

Ganit Arazi

Beachfront Realty Inc

(786) 756-7350

10877 Overseas Hwy Unit 38, Marathon, FL 33050
/28
$3,200 per month
- 2 Beds
- 2.5 Baths
- 1,362 Sq Ft
- House for Rent
349 Mahogany Dr, Key Largo, FL 33037

Rent this spacious 2BR/2.5BA CBS home on a double lot (10,700 sq. ft) off Mile Marker 102 on the Ocean Side. You'll love the updated interior with modern upgrades, tile floors throughout, hurricane impact windows for peace of mind and large screened patio surrounded by lush tropical landscaping perfect for relaxing after a day on the water. Plenty of space for your boat, RV, water toys—and even

Nancy Rodriguez Gadinsky

Coldwell Banker Realty

(786) 998-8232

349 Mahogany Dr, Key Largo, FL 33037
/13
$4,550 per month
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- Property for Rent
2635 Koehns Ave, Big Pine Key, FL 33043

Discover this charming 3-bedroom, 2-bathroom furnished home.2-year lease preferred but negotiable.The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical

Karen Liskey

Key Colony Beach Realty

(866) 729-5076

2635 Koehns Ave, Big Pine Key, FL 33043
/17
$5,500 per month
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
- House for Rent
30 Jean la Fitte Dr, Key Largo, FL 33037

This UNIQUE and rarely to be found property is 1,496 SF living space, 3bed/2baths, waterfront direct bay access, private concrete dock for a 30 FT boat with amazing views of the sun rise on the bay, completely renovated, beautiful kitchen, SS appliances, granite countertop, two bedroom in the first floor and master bedroom in second floor with canal from view, washer & dryer. No Pets

Alma Gonzalez

Blueshore Realty, LLC

(645) 654-9292

30 Jean la Fitte Dr, Key Largo, FL 33037
/16
$2,950 per month
- 2 Beds
- 2 Baths
- 860 Sq Ft
- Property for Rent
1129 Pebble Beach Ln Unit 11, Marathon, FL 33050

Beautifully updated 2-bedroom, 2-bathroom top-floor condo on sought-after Duck Key. Offering a flexible layout, tasteful upgrades, and a brand-new air-conditioning system, this home delivers comfort and value in equal measure. The main living area features a renovated kitchen with quartz countertops, stainless steel appliances, and modern finishes throughout. The primary suite is inviting and

Coby Taylor

Taylor & Assoc. RE, Inc.

(645) 230-2170

1129 Pebble Beach Ln Unit 11, Marathon, FL 33050
/39
$2,950 per month
- 2 Beds
- 1.5 Baths
- 981 Sq Ft
- Townhouse for Rent
87465 Old Hwy Unit 224, Islamorada, FL 33036

LONG TERM RENTAL in desirable Islamorada at Plantation By The Sea Condominiums. 6 Mos and 1 day ; 1 year; or 2 years. See below for details. Ocean front complex. During your free time lounge by the pool and gaze at the Atlantic Ocean or walk out on the long pier and catch your dinner! Wonderful two-story townhouse style condo completely furnished. Linens, dishes, pots and pans - everything,

Andrea (Andi) Saylor

Paradise Florida Keys Real Estate

(888) 430-3847

87465 Old Hwy Unit 224, Islamorada, FL 33036
/10
$3,750 per month
- 1 Bed
- 1 Bath
- 475 Sq Ft
- Property for Rent
621 Whitehead St, Key West, FL 33040

Charming 1-Bedroom Home in Old Town with Bonus Loft Space! Fully renovated 1-bedroom, 1-bathroom rental home in the heart of Old Key West, featuring a bonus loft, one off-street parking space and a washer/dryer inside. Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, large bedroom, and updated bathroom with new shower. Relax on the porch, surrounded by lush

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(786) 882-1353

621 Whitehead St, Key West, FL 33040
/34
$5,500 per month
- 3 Beds
- 3 Baths
- 1,380 Sq Ft
- Property for Rent
59 Palm Dr, Key West, FL 33040

Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,900 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living.The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 241-5597

59 Palm Dr, Key West, FL 33040
/2
$3,000 per month
- 2 Beds
- 1 Bath
- 1,380 Sq Ft
- House for Rent
50 Orange Dr Unit B, Key Largo, FL 33037

Newer beautiful corner 2 bedroom 1 bath on ground level of single family home. No stairs. tiled throughout. Impact windows and doors. Nice backyard. Electric and water included up to $225 per month. Private homeowners park with beach, picnic area, tiki and boat ramp close by. Located at mile marker 100. Very quiet area near schools, shopping, restaurants and more.

Zachary Tranten

Keys Gate Realty, Inc.

(888) 835-6430

50 Orange Dr Unit B, Key Largo, FL 33037
/39
$4,000 per month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Property for Rent
136 Sable Palm Ln, Tavernier, FL 33070

AVAILABLE NOVEMBER - APRIL Welcome to 136 Sable Palm in Tavernier a cozy waterfront retreat offering the ultimate Florida Keys lifestyle! This charming 2-bedroom, 2-bathroom home is nestled on a finger canal with direct access to the open water. Spacious Outdoor Living - Ideal for entertaining or relaxing by the water. Whether you're a boating enthusiast or looking for a peaceful escape, this

Ashley Kettner

Tolliver Prince Realty

(844) 628-8162

136 Sable Palm Ln, Tavernier, FL 33070
/33
$6,500 per month
- 3 Beds
- 2 Baths
- Property for Rent
18 W Circle Dr, Key West, FL 33040

This beautifully remodeled 3-bedroom, 2-bath stilted home sits canal-side behind Baby's Coffee, offering open water views and great opportunity. Built in 2000, it features a durable metal roof, impact windows, and sliding glass doors for comfort and great insurance options. Launch your boat from your own private ramp or use the community ramp nearby, then relax in the sparkling pool or tinker in

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 205-0296

18 W Circle Dr, Key West, FL 33040
/52
$8,500 per month
- 3 Beds
- 3 Baths
- House for Rent
317 E Seaview Cir, Duck Key, FL 33050

Welcome to the secure and luxurious island of Duck Key. This 3-story, 4-bedroom, 3-bathroom home is perfect for any family. Duck Key features pristine blue waters and excellent dining options, with a yearly rental period that keeps the island tranquil. Enjoy Florida's perks: no state income tax, an average of 230 sunny days per year, stunning beaches, and top-rated public, private, and charter

Joseph Suarez

Trustpoint Realty, LLC

(786) 982-0453

317 E Seaview Cir, Duck Key, FL 33050
/70
$12,500 per month
- 4 Beds
- 4 Baths
- 2,952 Sq Ft
- Property 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)

(786) 442-3255

21640 Overseas Hwy, Summerland Key, FL 33042
/79
$11,500 per month
- 4 Beds
- 3 Baths
- 1,800 Sq Ft
- House for Rent
129 Nautilus Dr, Islamorada, FL 33036

Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

Victor Ruiz

Move Miami, LLC.

(305) 788-7183

129 Nautilus Dr, Islamorada, FL 33036
/8

$2,700 - $3,000 per month

Coco Palms

2 Beds

21585 Overseas Hwy, Cudjoe Key, FL 33042

Discover our newly constructed community at Coco Palms in Cudjoe Key, Florida. The leasing team will assist you in finding your new place. A selection of amenities are waiting for you: hurricane windows and doors, dishwashers, washers and dryers and convenient on-site parking options. Contact us today to see available floor plans and find your new place at Coco Palms.

21585 Overseas Hwy, Cudjoe Key, FL 33042
/9
$3,800 per month
- 3 Beds
- 2 Baths
- House for Rent
179 Jasmine St, Tavernier, FL 33070

AVAILABLE FEB 1. Three-bedroom, two-bath upstairs home located in a popular neighborhood. Close to schools, hospital, shopping and great restaurants. Concrete home with large kitchen, granite countertops, all appliances, great counter with seating for dining or entertainment. Also has a separate dining room. There are three nicely sized bedrooms - two have sliding glass doors leading out to a

Gladys Cornell RE/MAX All Keys Real Estate

179 Jasmine St, Tavernier, FL 33070
/2

$2,349 - $2,849 per month

CoCo Vista

1 - 3 Beds

96 Coco Plum Dr, Marathon, FL 33050

96 Coco Plum Dr, Marathon, FL 33050
/27
$2,500 per month
- 2 Beds
- 1.5 Baths
- 794 Sq Ft
- Condo for Rent
88500 Overseas Hwy Unit 301, Tavernier, FL 33070

#1 WINTER DESTINATION! Mint condition, fully furnished 2BR/2BA apartment in the heart of Islamorada. Features modern porcelain floors and top-tier amenities: Private beach, two swimming pools, and a community kitchen with BBQ area. Adventure-ready with kayak/paddleboard ramp and storage rack. Enjoy the on-site gym and game room. Turnkey and ready for the season or living year round.

Valeria Fucaraccio Benesch Brokers, LLC

88500 Overseas Hwy Unit 301, Tavernier, FL 33070
/25

$3,900 - $4,650 per month

NAS Key West Homes

3 Beds

800 Sigsbee Rd, Key West, FL 33040

NAS Key West Homes is located in Key West, Florida. In addition to the prime location, we offer a variety of floor plans and neighborhoods to fit your needs. Our community is all-inclusive, with baseline utilities, exclusive recreational and fitness amenities, lawn care and an award-winning resident events program included in your monthly rent. Our community professional on-site property name

800 Sigsbee Rd, Key West, FL 33040
/23
$3,750 per month
- 2 Beds
- 2 Baths
- 870 Sq Ft
- House for Rent
27 Seaside Ave, Key Largo, FL 33037

This adorable fully furnished 2 bedroom, 2 bathroom home is situated on an exceptionally large, multi-lot parcel offering space and flexibility rarely found in the Florida Keys.The home features an inviting layout with comfortable furnishings, making it ideal for tenants seeking a turnkey, long-term rental. Elevated construction with CBS exterior and metal roof provides durability and peace of

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

27 Seaside Ave, Key Largo, FL 33037
/35

$2,650 - $3,967 per month

The Quarry

1 - 3 Beds

10 Betty Rose Dr, Key West, FL 33040

Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

10 Betty Rose Dr, Key West, FL 33040
/31
$4,000 per month
- 4 Beds
- 2 Baths
- 1,200 Sq Ft
- Property for Rent
117 W Sandy Cir, Big Pine Key, FL 33043

Great 4/2 in Big Pine Key, perfect for a family or roommate situation. Pets allowed!!!Walk right into your living room that over looks the heart of the home, your kitchen. Great for entertaining for family and friends coming over. Split floor plan with three bedrooms on one side and one on the other. Step outside to a great yard, big enough for all your toys and just down the highway is a boat

Bobby Coe RE/MAX Keys Connection (KW)

117 W Sandy Cir, Big Pine Key, FL 33043
/35

$2,009 - $3,096 per month

Playa Apartments

1 - 2 Beds

21 1st Ave, Key Largo, FL 33037

Live in a tropical oasis where summer never ends at Playa Apartments in Key Largo. Surrounded by Old Florida Keys architecture and the ocean breeze, our community offers open-concept one- and two-bedroom homes with modern features and easy access to sun-soaked beaches and world-famous diving. Enjoy white sands at Harry Harris Park, explore John Pennekamp Coral Reef State Park, or dine along the

21 1st Ave, Key Largo, FL 33037
/36
$3,000 per month
- 2 Beds
- 1 Bath
- 756 Sq Ft
- Townhouse for Rent
4903 49th St, Marathon, FL 33050

Enjoy classic Florida Keys living in this waterfront 2-bedroom, 1-bath home located at 4903 49th Street in Marathon. Situated directly on the water, this is an ideal long-term rental for those looking to enjoy the Keys lifestyle year-round. The home features a functional and comfortable layout with two well-sized bedrooms, a full bathroom, and an open living area filled with natural light. Step

Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

4903 49th St, Marathon, FL 33050
/20

$4,000 - $15,000 per month

Little Torch Cottages

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

28501 Channel View Dr, Little Torch Key, FL 33042
/6
$2,200 per month
- 1 Bed
- 1 Bath
- Property for Rent
119 Long Key Lake Dr Unit 1, Long Key, FL 33001

Fully remodeled from top to bottom, this spacious 1 bedroom, 1 bath apartment is clean, bright, and ready for your personal touch. Offered unfurnished, it features charming upgrades and plenty of room to make it your own. Community amenities include a basketball court and tennis court. Just a short walk to beautiful Long Key State Park, the home is tucked away in peaceful Layton--a serene

Seanna Lindback Sea Haven Realty, Inc.

119 Long Key Lake Dr Unit 1, Long Key, FL 33001
/35

$2,348 - $4,219 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
/13
$5,500 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- Property for Rent
810 Pearl St Unit B, Key West, FL 33040

Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

Elaine Coyle Keller Williams Key West Compass Realty

810 Pearl St Unit B, Key West, FL 33040
/18

$3,300 - $3,800 per month

Sunset Marina Apts

2 Beds

5555 College Rd, Key West, FL 33040

5555 College Rd, Key West, FL 33040
/40
$3,450 per month
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
- Property for Rent
203 Allen Ave, Key Largo, FL 33037

Waterfront 2-Bedroom, 2-Bath Rental with Expansive Rooftop and 110+ Feet of Dockage! Available for long-term lease, this waterfront 2-bedroom, 2-bath home on a corner lot is perfect for those who love the water. Enjoy 110+ feet of private dockage, ideal for boating enthusiasts, with a convenient boat ramp. The home features an open floor plan with bright and airy living spaces, fully furnished

Jessie Morales Lifestyle International Realty

203 Allen Ave, Key Largo, FL 33037
/25

$2,250 - $2,835 per month

Keys Lake Villas

2 - 3 Beds

106003 Overseas Hwy, Key Largo, FL 33037

Whether you're looking to experience the turquoise waters and tropical landscapes that define Key Largo living for a little while or more. Keys Lake Villas welcomes you to a serene, vacation-style community at the gateway to the Florida Keys. Our townhomes offer spacious two or three-bedroom floor plans designed for comfort and pet-friendly living. Enjoy resort-inspired amenities and a relaxed

106003 Overseas Hwy, Key Largo, FL 33037
/6
$2,200 per month
- 1 Bed
- 1 Bath
- Property for Rent
119 Long Key Lake Dr Unit 2, Long Key, FL 33001

Clean, well-maintained, and turn-key! This spacious, fully furnished ground-level unit features 1 bedroom and 1 bath and is move-in ready. Enjoy community amenities including a basketball court and tennis court, and take advantage of the short walk to Long Key State Park. Tucked away for peace and quiet, Layton offers a serene setting while being perfectly positioned between Islamorada and

Seanna Lindback Sea Haven Realty, Inc.

119 Long Key Lake Dr Unit 2, Long Key, FL 33001
/25

$2,950 - $3,650 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
/7
$2,500 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
184 Adobe Casa Court Dr, Tavernier, FL 33070

Half of a duplex conveniently located between Key Largo and Tavernier. Spacious living area. Recent updates. Freshly painted. Breezy screened-in-porchSmall pets considered

Wendy Ives RE/MAX All Keys Real Estate

184 Adobe Casa Court Dr, Tavernier, FL 33070
/25

$2,854 - $3,961 per month

Lofts at Bahama Village

1 - 3 Beds

750 Fort St, Key West, FL 33040

Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

750 Fort St, Key West, FL 33040
/50
$4,100 per month
- 2 Beds
- 2 Baths
- 1,288 Sq Ft
- Property for Rent
240 Taylor Dr, Key Largo, FL 33037

Beautifull and charming 2BD/2BA waterfront home on a spacious 6,660 sqft lot. Featuring a 60ft dock, boat lift, fish cleaning station, and storage sheds. Perfect for boat enthusiasts. Close to Adams Cut, North & South Channel. Spacious patio, perfect for family gatherings and relaxing. Easy access to grocery stores, restaurants and establishments. 1hr from Miami Airport. Voluntary HOA with boat

Catherine Fox Luxe Properties, LLC.

240 Taylor Dr, Key Largo, FL 33037
/20
$3,525 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
29822 Frostproof Rd, Big Pine Key, FL 33043

Property Id: 2218567Enjoy comfort and privacy in this elevated 2-bedroom, 2-bath home featuring an extra bedroom, open floor plan and vaulted ceilings for a bright, airy feel. The living room and master bedroom each open through French doors onto a balcony, while the bonus bedroom offers its own private sliding door access. Central A/C and heat keep the home comfortable year-round. Relax

29822 Frostproof Rd, Big Pine Key, FL 33043
/41
$3,750 per month
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
- House for Rent
139 N Bay Harbor Dr, Key Largo, FL 33037

Heaven on earth. Great energy!!! Peaceful, quiet, & invigorating Fully Furnished 3 br, 2 bth home with access to a private beach and marina, with a tiki and picnic area (one minute walk) including a boat ramp. Highly desired quiet neighborhood on the bayside. Home is furnished. Open floor plan with cathedral ceilings. New appliances, refrigerator and oven with air fryer mode. Also full size

Richard Capote Capote Global Realty LLC

139 N Bay Harbor Dr, Key Largo, FL 33037
/20
$5,522 per month
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
- Condo for Rent
12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050

Welcome to Rooftop Bliss, the ultimate family getaway in Marathon, FL! This spacious 3-bedroom, 3-bathroom villa is perfect for making memories together, with a private rooftop deck, resort-style pool, and a safe, gated community. Close to beaches, fishing spots, and fun island attractions, it's your home away from home in the Florida Keys.This beautiful three-level villa has everything your

12400 Overseas Hwy Unit ID1269391P, Marathon, FL 33050
/24
$4,000 per month
- 3 Beds
- 2 Baths
- House for Rent
793 Oceana Ave, Key Largo, FL 33037

Warm & InvitingEnjoy this brand-new 3-bedroom, 2-bath upstairs residence, fully furnished and move-in ready. The home features stainless steel appliances, including a dishwasher, microwave, oven range, refrigerator, and washer and dryer. Situated on Oceana Avenue, a peaceful dead-end street that leads to Largo Sound. Ideally located just one hour from Miami and minutes from dining, shopping, and

Ralph Sam Real Estate Sales Force, Inc.

793 Oceana Ave, Key Largo, FL 33037

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