Monroe County, FL Homes for Rent

/18
$7,500 per month
- 2 Beds
- 3 Baths
- 1,304 Sq Ft
- Property for Rent
6 Calle Dos, Key West, FL 33040

The Rockland Key Resort is an amazing waterfront home only minutes from Key West. This beautifully renovated home is the perfect Keys oasis. Private fenced yard with mature landscape, new artificial turf, lanai, pool, and covered outdoor space. Ideal open floor plan with light-filled spaces overlooking the canal and pool. The kitchen offers stainless steel appliances, granite counters, &

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 300-1139

6 Calle Dos, Key West, FL 33040
/17
$3,750 per month
- 3 Beds
- 2 Baths
- 1,217 Sq Ft
- Property for Rent
3930 S Roosevelt Blvd Unit S110, Key West, FL 33040

Available on the 1st of April, 3 bed and 2 bath, the largest unit in Las Salinas, no pets, $3,750.00 per month and its F/L/D to get in.Renters pay all utilities and must pass a background check and it can be done at the property manager's office.

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 239-2670

3930 S Roosevelt Blvd Unit S110, Key West, FL 33040
/33
$6,000 per month
- 2 Beds
- 2 Baths
- 999 Sq Ft
- Property for Rent
32 Beach Dr, Key West, FL 33040

Available April 1st 2026.Stunning open water views from this beautiful oceanfront home. You can enjoy quiet mornings and spectacular sunsets.The home features 2 bedrooms 2 bathrooms and the main bedroom has a king and an en-suite. The guest bedroom is furnished with a queen size bed. Second bathroom can be accessed from the main living/kitchen area, as well as from the guest bedroom hallway. Pets

Dan Serban

Key West Luxury Real Estate Inc (KW)

(645) 225-2492

32 Beach Dr, Key West, FL 33040
/50
$3,750 per month
- 2 Beds
- 1.5 Baths
- 1,056 Sq Ft
- Townhouse for Rent
96000 Overseas Hwy Unit S8, Key Largo, FL 33037

Annual rental available in this beautiful townhome with a 24' boat slip in Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, high-end finishes, an open-concept living and dining area, and impact glass doors that lead out to your patio where you can grill, entertain or simply relax. This is a true boater's dream, complete with a 24' boat slip in a

Karol Marsden

Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

(305) 676-8117

96000 Overseas Hwy Unit S8, Key Largo, FL 33037
/18
$4,400 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Property for Rent
1916 Staples Ave, Key West, FL 33040

ANNUAL RENTAL! Available JUNE 1st. The perfect Key West classic cottage with all the modern features! Perfectly located just short bike ride to Old Town or distance to the island's major shopping centers. Gated entry and fenced in. Large storage area in backyard, Gas BBQ grill for cookouts and sundeck. Has Washer/dryer in rear utility room. Nicely appointed interior fully furnished with a coastal

Christian Loffreno

Loffreno Real Estate

(786) 244-6868

1916 Staples Ave, Key West, FL 33040
/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
$4,350 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. ALL UTILITIES ARE INCLUDED. 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 paradise,

Karen Liskey

Key Colony Beach Realty

(866) 729-5076

2635 Koehns Ave, Big Pine Key, FL 33043
/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
$7,200 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.

(786) 783-6791

129 Nautilus Dr, Islamorada, FL 33036
/19
$5,000 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
142 Columbus Dr, Islamorada, FL 33036

Welcome to your dream home in Islamorada! This stunning single family home boasts 3 bedrooms, 2 bathrooms, and luxurious features such as granite counters, stainless steel appliances, and wood flooring throughout. The ocean access canal allows you to easily dock your boat and explore the crystal-clear waters of the Florida Keys. Step out onto the balcony and take in the breathtaking ocean views,

Marco Torres

Miami Premier Realty

(645) 231-2968

142 Columbus 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
/17
$4,000 per month
- 1 Bed
- 1 Bath
- 609 Sq Ft
- Property for Rent
828 Fleming St, Key West, FL 33040

Available now, this brand-new Old Town renovation offers a rare blend of style, comfort, and location on one of the Historic District's most premier blocks. Thoughtfully redesigned with beautiful rattan ceilings, white oak hardwood floors, and a bright, refined interior, the home brings a fresh, elevated feel to classic Key West living. A private patio extends the living space outdoors, while a

Damian Vantriglia

Berkshire Hathaway HomeServices Knight & Gardner Realty

(786) 772-3147

828 Fleming St, Key West, FL 33040
/12

$2,500 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
/36
$4,000 per month
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
- House for Rent
31107 Avenue I, Big Pine Key, FL 33043

Discover the ultimate Florida Keys lifestyle in this meticulously maintained 3-bedroom, 2-bathroom home with 2-car garage and a fresh, bright interior with new paint. Located just moments from the water, you'll enjoy a sense of space and privacy that is hard to find. This home offers the perfect canvas for your island dreams

Maria Downing LoKation

31107 Avenue I, Big Pine Key, FL 33043
/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
/5
$3,600 per month
- 2 Beds
- 1 Bath
- Property for Rent
1110 White St Unit 2, Key West, FL 33040

2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities.Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

1110 White St Unit 2, 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
/20
$4,500 per month
- 3 Beds
- 3.5 Baths
- 1,848 Sq Ft
- House for Rent
19 Coral Way, Key Largo, FL 33037

Discover your dream rental in this elegant concrete residence, featuring high-quality craftsmanship and thoughtful design. Enjoy a modern exterior with hardy board siding, a metal roof, and impact windows for style and security. Inside, bask in natural light within the open-concept layout, highlighted by a gourmet kitchen with quartz countertops and stainless steel appliances. The main floor

Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

19 Coral Way, Key Largo, FL 33037
/35

$2,596 - $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
/28
$2,800 per month
- 2 Beds
- 1.5 Baths
- 1,024 Sq Ft
- Apartment for Rent
300 Ocean Dr Unit 20, Key Largo, FL 33037

Quaint and comfortable condo located in the heart of Key Largo! This 2 bedroom, 1.5 bath is newly upgraded with granite countertops, Nest Smart thermostat, and LED retractable ceiling fans with remote control. Each bedroom has its own balcony and plenty of storage space! Unit is located on the 2nd floor, corner unit, and comes with accordion shutters for all windows. Within walking distance to

Abdul Wahid C&J Realty Inc.

300 Ocean Dr Unit 20, Key Largo, FL 33037
/20

$5,357 - $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
/16
$3,900 per month
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Condo for Rent
164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037

Gorgeous Key Largo Townhome centrally located with ocean access. Enjoy your wonderful place of retreat, relaxation, tennis, swimming and breathtaking nature. Walking distance from great dining and shopping. Come and create Wonderful memories and enjoy the Key Largo Experience! Stunning Ocean/Sunset view from private balcony condo. Gorgeous Key Largo Townhome centrally located with ocean access.

Shannon Pettiford Amazing SoFLo Properties Inc.

164 Ocean Bay Dr Unit 3-C, Key Largo, FL 33037
/35

$2,300 - $3,900 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
/24
$4,100 per month
- 2 Beds
- 3 Baths
- 1,068 Sq Ft
- Property for Rent
49 Coral Way, Key West, FL 33040

Coral Hammock is a wonderful gated community conveniently located within minutes of Key West. This townhome is clean, bright, and a dream for a Tenant. This home has all stainless steel kitchen appliances, gleaming wood floors and a great open floor plan with split bedrooms and baths upstairs, plus a half bath below. Ample covered parking for two vehicles. Convenient to great restaurants, retail

Wade Meyer Real Estate Management of Key West, LLC

49 Coral Way, 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
/38
$6,500 per month
- 3 Beds
- 2 Baths
- 1,462 Sq Ft
- Property for Rent
506 Geiger Cir, Key Largo, FL 33037

Turnkey Key Largo waterfront living! Beautifully updated and fully furnished, this canal-front home offers quick ocean access--perfect for boaters. Enjoy a true Keys lifestyle with a tiki hut, fish cleaning station, outdoor shower, and private fenced yard for pets. Close to everything, yet feels like your own tropical escape.Owner covers landscaping, pest control, internet, and provides a $250

Isabella Medlin Keller Williams Key West Compass Realty

506 Geiger Cir, Key Largo, FL 33037
/20

$2,030 - $3,158 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
/20
$4,000 per month
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
- House for Rent
142 Airstream Ln, Tavernier, FL 33070

Keep your boat right behind the house(up to 36') on a beautiful bayside canal full of life with manatees, turtles and tarpon. Seconds to open water and easy access to all the beautiful reefs, sandbars and fishing spots Islamorada has to offer.This recently built 2 bedroom, 2 bathroom home is spacious and being offered. furnished. Outside you have a beautiful outdoor living space made for enjoying

Megan Jones, LLC Coldwell Banker Schmitt Islamorada

142 Airstream Ln, Tavernier, FL 33070
/20

$2,300 - $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
/31
$3,100 per month
- 3 Beds
- 2 Baths
- 1,208 Sq Ft
- House for Rent
11 Judy Place, Key Largo, FL 33037

NEW INCENTIVE! Seller is offering assistance with buyers closing costs! Bring Your Boats, RV! This Gorgeous, Fully Remodeled, Single Family Concrete Block Home Features a Stunning Open Floor Plan and is Perfect For Entertaining.3 Spacious Bedrooms (Split bedroom plan for privacy) and 2 Full Bathrooms! Impact Windows and Roof is only 6 years old.Continuous Porcelain Tile Throughout, Large Back

Anthony Garcia The Keyes Company

11 Judy Place, Key Largo, FL 33037
/20

$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
/27
$4,000 per month
- 2 Beds
- 2 Baths
- Property for Rent
5031 5th Ave Unit Lot 38, Key West, FL 33040

Please text or call agent for information and application. 305-731-7887

Cara O'Neill Key Colony Beach Realty

5031 5th Ave Unit Lot 38, Key West, FL 33040
/20

$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
/27
$4,000 per month
- 3 Beds
- 2 Baths
- 2,201 Sq Ft
- House for Rent
141 Orchid St, Tavernier, FL 33070

Beautiful newer construction home available as an annual rental. Designed for indoor & outdoor entertaining. Located on a oversized lot. This property offers plenty of open parking with ample amount of space for boat and/or RV. 2 car garage for covered parking. House consists of 3 spacious bedrooms & 2 bathrooms. Master sweet has a sitting room, his & her walk in closest with built in shelving,

Hank Pinder Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

141 Orchid St, Tavernier, FL 33070
/20
$3,300 per month
- 3 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 3-bedroom, 2-bath home, open floor plan and vaulted ceilings lots of windows and french doors. Furnished except for the smallest room. Make it your office or hobby room or guest room. The living room and master bedroom each open through French doors onto a balcony, Relax or entertain outdoors on the balcony/patio, and enjoy

29822 Frostproof Rd, Big Pine Key, FL 33043
/45
$4,500 per month
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
- Condo for Rent
7101 Gulf of Mexico Blvd Unit 101, Marathon, FL 33050

Beautiful Seawatch unit for rent. Owner will consider a 6 month lease or 1 year. Property is leased furnished as shown. Renters will have access to pool, pickleball courts and gym. First, last and security deposit required. Renters must be approved by condo board and pass background/credit check.

Kim Show Coldwell Banker Schmitt Real Estate Co.

7101 Gulf of Mexico Blvd Unit 101, Marathon, FL 33050
/32
$3,252 per month
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
- Condo for Rent
12400 Overseas Hwy Unit SI ID1269391P, Marathon, FL 33050

The advertised rate of $3,253/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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

12400 Overseas Hwy Unit SI ID1269391P, Marathon, FL 33050

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