Monroe County, FL Rentals

/52
$7,500 per month
- 3 Beds
- 2 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
/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
/91
$13,000 per month
- 3 Beds
- 4.5 Baths
- 2,608 Sq Ft
- House for Rent
16 North Dr, Key Largo, FL 33037

May Lease for 6.1 months minimum. Call listing agent for showing. Ready to lease right away. Mile marker 105.6

Catherine Pineda

Coldwell Banker Realty

(645) 215-6846

16 North 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
/16
$2,750 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
$2,850 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, a Luxury Brand

(888) 430-3847

87465 Old Hwy Unit 224, Islamorada, FL 33036
/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
/12

$2,700 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
/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
/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
/45
$5,000 per month
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- House for Rent
37 Blue Water Dr, Key West, FL 33040

A short drive from Key West, this charming canal-front home is perfect for long-term living! Featuring 2 bedrooms, 2 baths, a spacious master suite with water views, and an open floor plan for easy entertaining. Enjoy a covered deck, bonus loft, laundry room, and plenty of storage. With central AC, impact windows, ample parking, and space for a boat or kayaks, this well-kept home offers peaceful

Justyn Ewald Expert Realty LLC

37 Blue Water Dr, Key West, FL 33040
/25

$4,300 - $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
/7
$3,800 per month
- 3 Beds
- 2 Baths
- 1,585 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 February 15th.

Maryann Warren Coldwell Banker - Ft. Lauderdale

308 2nd Terrace, 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
/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
/20

$5,537 - $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
/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
/35

$2,100 - $4,085 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
/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
/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
/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
/20

$1,999 - $3,221 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
/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
/25

$2,350 - $2,935 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
/11
$1,600 per month
- 1 Bed
- 1 Bath
- 624 Sq Ft
- Apartment for Rent
562 Lazy Ln Unit A, Key Largo, FL 33037

Recently renovated efficiency apartment in a quiet Key Largo neighborhood near MM 99. This 1-bath half-duplex offers a bright, clean living space with a galley kitchenette, new refrigerator, updated bath fixtures, and a split A/C system for efficient cooling and low electric bills. Recent improvements include a new metal roof and impact windows for peace of mind Enjoy a private backyard setting

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

562 Lazy Ln Unit A, Key Largo, FL 33037
/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
/15
$5,000 per month
- 3 Beds
- 3 Baths
- House for Rent
27355 Guadaloupe Ln, Ramrod Key, FL 33042

NEW CONSTRUCTION ANNUAL LEASE, AVAILABLE APRIL 13 bedroom, 3 bathroom 1500 sqft home with beautiful and spacious covered porch. Great canal boating access with wood dock and boat lift! Stainless steel appliances, quartz counter tops, and spacious bedrooms and living areas!Swimming pool to be installed summer of 2026, at no additional rent cost to tenant. First last and security required to move

Nick Boumerhi Meyer and Boumerhi Realty LLC

27355 Guadaloupe Ln, Ramrod Key, FL 33042
/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
/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
/20
$4,712 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
/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
$7,207 per month
- 3 Beds
- 2 Baths
- 1,431 Sq Ft
- Condo for Rent
886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042

Loggerhead Lagoon is a stunning, tropically themed 3-bedroom 2-bathroom home located on a large private lot that offers covered parking, a boat dock, and direct access to the Gulf of Mexico. This rare find boasts a lush outdoor area full of beautiful palms, sun loungers, and tons of Florida sunshine. Located in Sugarloaf Key, just 19 miles from Key West and the world-famous Duval Street, this

886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042
/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
/20
$17,240 per month
- 2 Beds
- 2 Baths
- 2,023 Sq Ft
- Condo for Rent
536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040

Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a

536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040
/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
/17
$3,500 per month
- 2 Beds
- 2 Baths
- 912 Sq Ft
- House for Rent
30612 23rd Ln, Big Pine Key, FL 33043

Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

30612 23rd Ln, Big Pine Key, FL 33043
/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

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