Monroe County, FL rental listings

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ABOUT THIS HOME
Monroe County, FL Rental Listings
Art-Filled 1,700SF 3BR/2BA Old Town Key West Home with 2 Decks, Pool, ParkingLarge art-filled, two story Key West condo boasts 2 large inviting bedrooms, including a king bed, queen bed, and large...

$14,000/mo

3 beds2 baths1,700 sq ft

Pets welcome • Parking • Dishwasher

918 Southard St #205, Key West, FL 33040

(786) 756-7911

3D WALKTHROUGH

ABOUT THIS HOME
Monroe County, FL Rental Listings
Beautifully updated 2-bedroom, 1-bath home available for a 6-month lease in a desirable Long Key community. Bright open layout with modern finishes and a private patio perfect for relaxing or...

$1,900/mo

2 beds1 bath744 sq ft

Pets welcome • Parking • A/C

65821 Overseas Hwy #110, Long Key, FL 33001

(786) 969-2109

3D WALKTHROUGH

ABOUT THIS HOME
Monroe County, FL Rental Listings
Welcome to one of Key Largo's most extraordinary waterfront residences--a newly constructed architectural masterpiece where contemporary design, resort-style amenities, and effortless boating access...

$18,000/mo

5 beds5.5 baths3,767 sq ft

Pets welcome • Parking • A/C

16 S Exuma Rd, Key Largo, FL 33037

(786) 797-8414

ABOUT THIS HOME
Monroe County, FL Rental Listings
Welcome to Paradise!Enjoy this beautiful 5-bedroom, 3-bathroom waterfront rental featuring 120 feet of private dockage--perfect for boating enthusiasts and families alike. Shore power would be an...

$11,600/mo

5 beds3 baths2,528 sq ft

Parking • A/C • Car-dependent

142 Sawyer Dr, Cudjoe Key, FL 33042

(305) 896-1080

ABOUT THIS HOME
Monroe County, FL Rental Listings
Waterfront Annual Lease AvailableMove right into this beautifully maintained CBS elevated waterfront home featuring 3 bedrooms, 3 bathrooms, and 50 feet of concrete dockage on a short canal that...

$5,500/mo

3 beds3 baths2,030 sq ft

Laundry in unit • Parking • A/C

3 Stillwright Way, Key Largo, FL 33037

(786) 236-8158

ABOUT THIS HOME
Monroe County, FL Rental Listings
Annual rental available for immediate occupancy. Ground floor 2 bedroom and 2 bath unfurnished apartment in the recently updated Santa Clara Condominium community. Onsite coin operated laundry...

$3,400/mo

2 beds2 baths696 sq ft

Parking • A/C • Very walkable

3312 Northside Dr #107, Key West, FL 33040

(305) 923-8643

Property at 3 North Dr, Key Largo, FL, 33037, 4 beds, 4 baths, [object Object]

$16,000/mo

4 beds4 baths3,083 sq ft

3 North Dr, Key Largo, FL 33037

Property at 30872 Minorca Dr, Big Pine Key, FL, 33043, 2 beds, 2 baths, [object Object]

$4,000/mo

2 beds2 baths— sq ft

30872 Minorca Dr, Big Pine Key, FL 33043

Property at 177 Lorelane Pl, Key Largo, FL, 33037, 5 beds, 4 baths, [object Object]

$9,500/mo

5 beds4 baths3,362 sq ft

177 Lorelane Pl, Key Largo, FL 33037

Property at 1211 Varela St, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$4,500/mo

2 beds2.5 baths— sq ft

1211 Varela St, Key West, FL 33040

Property at 14 Aster Ter, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$5,800/mo

3 beds2 baths— sq ft

14 Aster Ter, Key West, FL 33040

Property at 3693 Landers St, Big Pine Key, FL, 33043, 2 beds, 2 baths, [object Object]

$3,500/mo

2 beds2 baths936 sq ft

3693 Landers St, Big Pine Key, FL 33043

Property at 28 Bonefish Ave, Key Largo, FL, 33037, 3 beds, 3 baths, [object Object]

$3,500/mo

3 beds3 baths1,444 sq ft

28 Bonefish Ave, Key Largo, FL 33037

Property at 51 W Plaza del Lago, Islamorada, FL, 33036, 5 beds, 4 baths, [object Object]

$8,995/mo

5 beds4 baths2,922 sq ft

51 W Plaza del Lago, Islamorada, FL 33036

Property at 153 Valencia Dr, Islamorada, FL, 33036, 4 beds, 4 baths, [object Object]

$25,000/mo

4 beds4 baths2,145 sq ft

153 Valencia Dr, Islamorada, FL 33036

Property at 130 Plantation Ave, Tavernier, FL, 33070, 3 beds, 2 baths, [object Object]

$6,000/mo

3 beds2 baths1,080 sq ft

130 Plantation Ave, Tavernier, FL 33070

Property at 11 Flamingo Rd, Key Largo, FL, 33037, 3 beds, 2 baths, [object Object]

$4,800/mo

3 beds2 baths1,170 sq ft

11 Flamingo Rd, Key Largo, FL 33037

Property at 223 Lower Matecumbe Rd, Key Largo, FL, 33037, 3 beds, 2 baths, [object Object]

$3,200/mo

3 beds2 baths1,314 sq ft

223 Lower Matecumbe Rd, Key Largo, FL 33037

Property at 94825 Overseas Hwy #130, Key Largo, FL, 33037, 3 beds, 2.5 baths, [object Object]

$3,500/mo

3 beds2.5 baths1,748 sq ft

94825 Overseas Hwy #130, Key Largo, FL 33037

Property at 23 Jenny Ln, Key Largo, FL, 33037, 3 beds, 2 baths, [object Object]

$3,600/mo

3 beds2 baths1,478 sq ft

23 Jenny Ln, Key Largo, FL 33037

Property at 1513 Josephine St, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$3,250/mo

1 bed1 bath568 sq ft

1513 Josephine St, Key West, FL 33040

Property at 65821 Overseas Hwy #164, Layton, FL, 33001, 2 beds, 3 baths, [object Object]

$4,500/mo

2 beds3 baths871 sq ft

65821 Overseas Hwy #164, Layton, FL 33001

Property at 65821 Overseas Hwy #105, Layton, FL, 33001, 2 beds, 2 baths, [object Object]

$3,000/mo

2 beds2 baths630 sq ft

65821 Overseas Hwy #105, Layton, FL 33001

Property at 65821 Overseas Hwy Lot 170, Layton, FL, 33001, 3 beds, 3 baths, [object Object]

$6,600/mo

3 beds3 baths1,550 sq ft

65821 Overseas Hwy Lot 170, Layton, FL 33001

Property at 65821 Overseas Hwy #314, Layton, FL, 33001, 1 bed, 1 bath, [object Object]

$2,400/mo

1 bed1 bath624 sq ft

65821 Overseas Hwy #314, Layton, FL 33001

Property at 203 Atlantic Blvd #203, Key Largo, FL, 33037, 4 beds, 2 baths, [object Object]

$12,000/mo

4 beds2 baths1,680 sq ft

203 Atlantic Blvd #203, Key Largo, FL 33037

Property at 3430 Eagle Ave #6, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$1,500/mo

1 bed1 bath— sq ft

3430 Eagle Ave #6, Key West, FL 33040

Property at 101 Caloosa St Unit 3, Tavernier, FL, 33070, 1 bed, 1 bath, [object Object]

$1,900/mo

1 bed1 bath383 sq ft

101 Caloosa St Unit 3, Tavernier, FL 33070

Property at 22 1st Ave Unit 2, Key Largo, FL, 33037, 1 bed, 1 bath, [object Object]

$1,600/mo

1 bed1 bath700 sq ft

22 1st Ave Unit 2, Key Largo, FL 33037

Property at 26 S Exuma Rd Unit B, Key Largo, FL, 33037, 2 beds, 2 baths, [object Object]

$4,000/mo

2 beds2 baths3,364 sq ft

26 S Exuma Rd Unit B, Key Largo, FL 33037

Property at 1515 Josephine St Unit C, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,850/mo

1 bed1 bath— sq ft

1515 Josephine St Unit C, Key West, FL 33040

Property at 41G Miriam St Unit F, Stock Island, FL, 33040, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath1,020 sq ft

41G Miriam St Unit F, Stock Island, FL 33040

Property at 480 90 St, Marathon, FL, 33050, 3 beds, 2.5 baths, [object Object]

$4,500/mo

3 beds2.5 baths— sq ft

480 90 St, Marathon, FL 33050

Property at 1411 Truman Ave, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$1,650/mo

1 bed1 bath434 sq ft

1411 Truman Ave, Key West, FL 33040

Property at 725 Southard St, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,650/mo

1 bed1 bath— sq ft

725 Southard St, Key West, FL 33040

Property at 1215 97th St Unit 11, Marathon, FL, 33050, 1 bed, 1 bath, [object Object]

$3,995/mo

1 bed1 bath744 sq ft

1215 97th St Unit 11, Marathon, FL 33050

Property at 65821 Overseas Hwy #98, Layton, FL, 33001, 2 beds, 1 bath, [object Object]

$2,900/mo

2 beds1 bath— sq ft

65821 Overseas Hwy #98, Layton, FL 33001

Property at 921 White St Unit 921-3, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,800/mo

1 bed1 bath900 sq ft

921 White St Unit 921-3, Key West, FL 33040

Property at 901 White St Unit 2, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$3,400/mo

1 bed1 bath675 sq ft

901 White St Unit 2, Key West, FL 33040

Property at 3930 S Roosevelt Blvd Unit 402W, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$4,000/mo

3 beds2 baths1,100 sq ft

3930 S Roosevelt Blvd Unit 402W, Key West, FL 33040

Property at 3930 S Roosevelt Blvd Unit S309, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,200/mo

2 beds2 baths805 sq ft

3930 S Roosevelt Blvd Unit S309, Key West, FL 33040

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The MLS data provided for the property above is provided courtesy of Redfin Corporation. Source: Southeast Florida MLS. Information is deemed reliable but not guaranteed. © 2026. The listing data on this page comes in part from the Internet Data Exchange (IDX), a collaboration between the following REALTOR(R) associations in the Southeast Florida Multiple Listing Service (MLS): Miami Association of REALTORS®, REALTOR® Association of Greater Ft. Lauderdale and South Broward Board of REALTORS®. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

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