$2,500 per month
- 2,244 Sq Ft
- Property for Rent
2001 Flagler Ave, Key West, FL 33040
2001 Flagler Ave, Key West, FL 33040$2,500 per month
2001 Flagler Ave, Key West, FL 33040
2001 Flagler Ave, Key West, FL 33040$1,000 per month
600 Whitehead St Unit C-4, Key West, FL 33040
600 Whitehead St Unit C-4, Key West, FL 33040$4,500 per month
614 Whitehead St, Key West, FL 33040
614 Whitehead St, Key West, FL 33040$5,500 per month
28 Whistling Duck Ln, Key West, FL 33040
28 Whistling Duck Ln, Key West, FL 33040$1,300 per month
302 Southard St Unit 206A, Key West, FL 33040
302 Southard St Unit 206A, Key West, FL 33040$3,900 - $4,650 per month
NAS Key West Homes
3 Beds
800 Sigsbee Rd, Key West, FL 33040
$4,100 per month
1116 Truman Ave Unit 1, Key West, FL 33040
Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.
Elaine Coyle Keller Williams Key West Compass Realty
$2,854 - $3,961 per month
Lofts at Bahama Village
1 - 3 Beds
750 Fort St, Key West, FL 33040
$10,000 per month
1730 United St, Key West, FL 33040
Available April 2026 for long term annual lease4 bedrooms, each with a private ensuite bathHeated saltwater pool and hot tubModern kitchen with stainless appliances and large islandCovered outdoor deck with ceiling fansCorner lot, fully fenced yard, and multiple parking spaces. Super private feel with lush landscapingWasher/dryer upstairs with ample storageBuilt to current flood and wind-load
Nick Boumerhi Meyer and Boumerhi Realty LLC
$2,357 - $4,363 per month
Ocean Walk
Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$4,500 per month
5413 3rd Ave, Key West, FL 33040
New Furnished four bedrooms, two baths, 9 foot ceilings, upgraded appliances, washer and dryer. House is split into two sections with two bedrooms one bath on each side, ideal for extended family. Impact windows and doors, rated for 180mph winds. Covered parking.Owner is licensed realtor
Yvette Talbott Appraisers of the Keys Inc (KW)
$3,300 per month
1505 White St Unit One bedroom, Key West, FL 33040
This property at 1505 White large one bedrooms and one bathroom, The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for relaxation or entertaining. The living area is designed for efficiency, while the bathroom
$5,000 per month
1207 William St Unit 3, Key West, FL 33040
Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access. There is a door in the hallway that can be closed to separate the front and back of the house
Sarah Bixby eXp Realty LLC
$3,300 - $3,800 per month
Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
$2,100 per month
2601 S Roosevelt Blvd, Key West, FL 33040
100% Application before tour.Available: Oct 3rdPet Allowed.Discover your perfect Key West retreat! This cozy 754 sq ft condo at 2601 S Roosevelt Blvd offers a comfortable and efficient layout with one bedroom and one full bathroom. Perfectly sized for easy living, it's an ideal lock-and-leave option just moments from the beach and vibrant downtown. Enjoy the incredible convenience
Sandra Leufkens
$3,500 per month
3075 Flagler Ave, Key West, FL 33040
Property Id: 2173162Live the Key West lifestyle in this bright and comfortable 2-bedroom, 2-bath townhouse located in desirable Mid Town.Step inside to an open living space with tile and vinyl flooring, a fully equipped kitchen, central A/C, and in-unit laundry. Enjoy two spacious bedrooms with plenty of storage, plus covered parking and a private outdoor area. The home's
$4,000 per month
1608 Venetian Dr, Key West, FL 33040
Ground level single family home with living room, dining area, new kitchen and appliances, four bedrooms, two new baths, laundry room, central AC, tile floors, in Key West's New Town. Available for a yearly lease. Would consider rent-to-own offers at sales price of $995,000.
Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)
$17,010 per month
629 Elizabeth St Unit ID1297833P, Key West, FL 33040
Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort
$7,000 per month
417 Southard St Unit A, Key West, FL 33040
Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter
Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty
$18,900 per month
1315 Whitehead St Unit ID1297834P, Key West, FL 33040
Southernmost View is a modern and luxurious waterfront home located in a private seven-home gated community, just steps from the beach and the Southernmost Point of the continental USA. Enjoy turquoise blue waters from the rooftop sundeck, perfect for tanning, reading, and sipping your morning coffee. Relax under the southernmost stars or watch the sunset over the horizon.This upscale beach
$2,800 per month
6440 2nd St Unit 9, Key West, FL 33040
Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a
Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)
$15,975 per month
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
$12,000 per month
1623 Venetian Dr, Key West, FL 33040
WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with
Esney Diaz Premier Real Estate Associates
$7,972 per month
8 Floral Ave Unit ID1297832P, Key West, FL 33040
The Haven House is a truly heavenly retreat nestled on the quiet residential canals in Key Haven. This home boasts a modern waterfront private backyard with a dock and boat lift. With space-maximizing and luxury island touches from top to bottom, this monthly rental has it all. Stay just 15 minutes from downtown Duval Street in this one-of-a-kind island home.Seamless indoor-outdoor
$13,000 per month
2214 Seidenberg Ave, Key West, FL 33040
Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated
Paige Bethel Island Home Realty Inc.
$8,452 per month
2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,
$14,000 per month
710 Caroline St, Key West, FL 33040
This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning
jesse friedman Real Broker, LLC
$5,082 per month
817 Terry Ln Unit ID1297837P, Key West, FL 33040
"Lil Bit" is a rare find in the historic Bahama Village neighborhood. This classic "conch" home is modern and renovated to have an elevated feel but retains the charm and character of old Key West. Perfect for a couple or visitors looking for a monthly stay, this home is equipped with everything you need. While it is a "Lil Bit," the space feels large, open, and fresh, and is a short walk to Fort
$4,000 per month
6800 Maloney Ave, Key West, FL 33040
Property Id: 1805361Rare opportunity to rent an oceanfront house for long term rental w/in the 1st 5 miles of Key West w/ seawall for boat or just enjoy the view! 2 & 2. $4,000/ month for 12 month lease + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit. Available Oct. 1. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view
$4,600 per month
1075 Duval St Unit R28, Key West, FL 33040
Live where others vacation! Spacious 2/2.5 two story townhome located above the cozy shops and restaurants of Duval Square. Balconies overlook Virginia Street and the open parking area, providing a very light and airy feel. Appliances include Washer/Dryer, Stove with over-the-range Microwave, Refrigerator and (brand new) Dishwasher. First floor parking garage is close to the home with space for
$2,800 per month
1104 Grinnell St Unit Grinnell 2, Key West, FL 33040
Fabulous location in Old Town Key West. Fully furnished and equipped. 6 blocks from Duval Street.Flexible lease terms12 months $2800 a month with a $100 electric fee6 months $3250 a month with a $100 electric feeLess than 6 months $3750 plus tax of 12.5% $125 electric feeCredit and background check required.
$2,900 per month
3930 S Roosevelt Blvd Unit N109, Key West, FL 33040
AVAILABLE NOW!! Las Salinas condominium. Two bedrooms and two baths located on the first floor. Its private balcony overlooks the pool. Las Salinas is located on South Roosevelt Blvd across the street from the oceanfront boardwalk perfect for biking, jogging and walking as it curves along the coastline toward Smathers Beach. This unit comes with its own private storage room. In addition to the
$6,000 per month
1500 Atlantic Blvd Unit 208, Key West, FL 33040
Your peaceful, private and perfectly Key West rental awaits you! Key West Beach Club Enjoy waterfront living in this spacious 3 Bedroom / 3 Bathroom condo that blends comfort with resort-style amenities. The setting is magical, serene, and beautifully peaceful—perfect for a Key West lifestyle.Features & Amenities:Gated community with two sparkling poolsFitness center, sauna,
$5,500 per month
1800 Atlantic Blvd Unit 302A, Key West, FL 33040
1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.
$4,400 per month
844 Olivia St, Key West, FL 33040
AVAILABLE NOW! 3 bedroom 2 bathroom in Old Town Key West with off street parking. Make an appointment to view this home and see all the possibilities this home has to offer. First room can be a bedroom or living area. Back room is a washer dryer room, it also has a small bathroom and
$2,650 per month
3312 Northside Dr Unit 712, Key West, FL 33040
Beautiful sunset views 7th floor 1bd/1b apt, open kitchen, large bedroom with closet, Central AC, balcony, impact sliding door, impact windows, shutters. Laundry facility on every floor, very large pool, gated parking. Elevators. Walking distance to shopping malls, movie theater and school.
$4,000 per month
1406 S Roosevelt Blvd, Key West, FL 33040
This charming home features:A spacious open floor plan with plenty of natural lightLarge yard perfect for relaxing or entertainingBack deck (currently being installed) for outdoor livingLots of storage Off-street parking for convenienceUtilities includedLocated in a highly desired area of Key West, just minutes from the beach for morning strolls or afternoon fun.No
$3,000 per month
1504 Flagler Ave Unit 1#, Key West, FL 33040
We are family oriented here at this property; we make our tenants feel at home like family. Available 24/7.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. One on-property parking spot allowed per unit. Smoke free property.
$3,000 per month
1504 Flagler Ave Unit 1#, Key West, FL 33040
We are family oriented here at this property; we make our tenants feel at home like family. Available 24/7.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. One on-property parking spot allowed per unit. Smoke free property.
$2,100 per month
908 Elizabeth St Unit 4, Key West, FL 33040
Very cute little garden studio available Early August. Small but in the very HEART of it all! Walk to everything Old Town has to offer! Tenant pays electric and cable/internet. F/S/S. Sorry No Pets!
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