$2,995 per month
3930 S Roosevelt Blvd Unit N411, Key West, FL 33040
3930 S Roosevelt Blvd Unit N411, Key West, FL 33040
$3,500 per month
828 Fleming St, Key West, FL 33040
828 Fleming St, Key West, FL 33040
$7,500 per month
6 Calle Dos, Key West, FL 33040
6 Calle Dos, Key West, FL 33040
$3,750 per month
3930 S Roosevelt Blvd Unit S110, Key West, FL 33040
3930 S Roosevelt Blvd Unit S110, Key West, FL 33040
$5,850 per month
32 Beach Dr, Key West, FL 33040
32 Beach Dr, Key West, FL 33040
$4,400 per month
1916 Staples Ave, Key West, FL 33040
1916 Staples Ave, Key West, FL 33040
$4,300 - $4,650 per month
NAS Key West Homes
3 Beds
800 Sigsbee Rd, Key West, FL 33040
$3,800 per month
311 Amelia St Unit 1, Key West, FL 33040
Fully furnished 1 bedroom, 1 bathroom townhome in Bahama Village. Close to beaches and park. Walking distance to Duval Street. Fully fenced and private entrance. Monthly rent includes utilities. One small pet allowed.
Joyce Craul Expert Realty LLC (HQ)
$2,596 - $3,967 per month
The Quarry
1 - 3 Beds
10 Betty Rose Dr, Key West, FL 33040
$5,500 per month
1110 Truman Ave Unit UP, Key West, FL 33040
Available now! Brand new 3 bedroom 3 bath in Old Town with parking! Second floor apartment is NEW and offers spacious bedrooms, designer baths, light filled spaces and a gorgeous kitchen. Washer/Dryer. Central AC. Close to dining, shopping, tennis courts, and just blocks to Duval St. Available for long term lease. Pets case by case. Rent includes water/sewer and garbage. Owner is a Lic. RE Agent.
Bascom Grooms Bascom Grooms Real Estate (KW)
$2,323 - $3,929 per month
Ocean Walk
Studio - 3 Beds
3900 S Roosevelt Blvd, Key West, FL 33040
$6,000 per month
5605 College Rd Unit A301, Key West, FL 33040
A breathtaking, waterfront penthouse condominium with spectacular views of the Gulf & marina on the gorgeous Sunset Marina peninsula. Overlooking the pool, this large, open, corner unit features two lanais with 300' of entertaining space', master suite, travertine floors, granite/maple kitchen, roll down shade shutters, custom tropical motif hand painted mural walls, wet bar with refrigerator,
Paul Rogers Coldwell Banker Schmitt RE Co.
$3,300 - $3,800 per month
Sunset Marina Apts
2 Beds
5555 College Rd, Key West, FL 33040
$4,200 per month
81 Golf Club Dr, Key West, FL 33040
For Rent - Key West Golf Club CommunityBeautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living.This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private
Nicole Gruenauer Key West Luxury Real Estate Inc (KW)
$2,854 - $3,961 per month
Lofts at Bahama Village
1 - 3 Beds
750 Fort St, Key West, FL 33040
$3,600 per month
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
$18,964 per month
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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
$4,900 per month
2401 Patterson Ave Unit 101, Key West, FL 33040
Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new
Jody Clark Key West Luxury Real Estate Inc (KW)
$3,800 per month
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless
$2,975 per month
1318 Duncan St Unit 3, Key West, FL 33040
AVAILABLE MAY 1st. Lease at $2975 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with
Rob Severin Rob Severin Real Estate Co
$1,400 per month
2102 Staples Ave, Key West, FL 33040
Property Id: 1785777Key West, FL (Midtown) - available April 1Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including tv, microwave, refrigerator and window AC. Walking distance to the beach. Ready to move in.$1400 per month - utilities and wi-fi included. Month to month lease. First month ($1400)
$10,000 per month
717 Southard St, Key West, FL 33040
Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), cocktail pool, hammock porch and more! Step into the foyer at the corner of Southard & Love,
Kimberley Haley Brenda Donnelly Real Estate LLC
$5,500 per month
56 Golf Club Dr, Key West, FL 33040
Property Id: 18076993 bedroom, 2.5 bath home for rent starting May 1, 2026.Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may consider a small dog. The home has a beautiful setting. There is a hog tub in the backyard that we provide weekly maintenance on.
$5,000 per month
28 Whistling Duck Ln, Key West, FL 33040
Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available.The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with
Everett Watkins Keller Williams Key West Compass Realty
$7,920 per month
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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
$2,950 per month
3312 Northside Dr Unit 316, Key West, FL 33040
Freshly painted and clean as a whistle, this two bedroom and two bathroom condo is ready for occupancy. Tile floors throughout, central AC with ceiling fans, balcony, and granite countertops. Building has recently gone thru extensive renovations and there is a pool, tennis courts, and parking. Secured building. Sorry, pets aren't allowed. Washer and dryer located across the hall and an external
Jimmy Lane Island Life Realty Experts
$3,800 per month
2513 Staples Ave Unit B, Key West, FL 33040
Property Id: 1836419PERFECT OPPORTUNITY FOR MILITARY ROOMMATES!!!! This is the rear unit in a super cute ground level duplex. 2 bed / 1 bath. $3,800/month. ALL UTILITIES & EXTERIOR MAINTENANCE INCLUDED! (water, sewer, electric & internet) plus IN UNIT LAUNDRY! Shared lawn space perfect for enjoying evenings outside.Partially furnished and ready to move in now! Fully deep
$4,000 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
$5,617 per month
120 Angela St Unit SI ID1384034P, Key West, FL 33040
The advertised rate of $5,617/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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
$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)
$7,782 per month
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
The advertised rate of $7,782/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 5, 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
$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.
$1,795 total monthly price
1320 Angela St Unit Upper, Key West, FL 33040
Exceptionally Clean; Renovated; Tastefully Furnished; Second FloorIn Classic Conch Cottage; Quiet Highly Desirable Neighborhood inKey West Old Town Annex: aka: The MeadowsOn Street ParkingSecond Floor Porch/Balcony With FurnitureFully Furnished Kitchen; All Updated Stainless Kitchen Appliances Kitchen also Includes Small Appliances NOTE: Linens/Towels/Etc Are NOT
$3,600 per month
201 4th St, Key West, FL 33040
Jenny Perry Preferred Properties (KW)
$5,800 total monthly price
2911 Seidenberg Ave, Key West, FL 33040
Charming, newly renovated house in desirable neighborhood close to everything. FULLY FURNISHED. 12MONTH LEASE. Rent includes pool and yard care. NO PETS. Off street parking, carport, central air, big lush backyard.
$5,900 total monthly price
634 Louisa St, Key West, FL 33040
Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a
$3,950 total monthly price
3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
3 BED/ 2BA LAS SALINAS. Long Term Rental 12 mo. With option to renew.UNFURNISHED RENTAL. Photos reflect the home of current tenants who are moving.Open floor plan with pool view. Many updates to the unit. Primary bedroom en-suite.Tenant occupied so a courtesy of 24 hr notice to view property requested.Sorry, no pets per HOA
$2,280 total monthly price
626 Josephine Parker Rd Unit 1, Key West, FL 33040
Affordable 1-Bedroom Efficiency – Income-Qualified City Housing in the Heart of Key WestThis 1-bedroom efficiency is centrally located and ideal for a full-time Key West local. The open-concept living space features tiled floors throughout, neutral tones, and plenty of natural light. The unit includes a compact but functional kitchen with a full-size refrigerator, electric stove/oven, and
$2,500 total monthly price
1703 Johnson St Unit A, Key West, FL 33040
Do not disturb tenants, 400 SF studio unit, small kitchenette, AC, Washer/Dryer connection, large living/bedroom area with closet, large bathroom with glass shower enclosure. New Tile flooring. Renovated in last five years. First floor unit, with rear fenced deck . On site parking, 24 hour notice to show. Please text me if interested in seeing the unit. Rent does not include utilities.
$3,150 total monthly price
8 Hilton Haven Rd, Key West, FL 33040
This 1-bedroom, 1-bathroom property at 8 Hilton Haven Rd offers 1,000 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer and dryer for convenience. The bedroom offers a spacious layout, ideal for a comfortable living experience. The
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Key West, located at the southernmost tip of Florida, is a small island community known for its vibrant nightlife and bustling tourism industry. Positioned at mile 0 of U.S. Route 1, it offers a unique blend of historic charm and modern attractions. The island's economy thrives on tourism, food services, and a notable presence of military and marine science sectors. The College of the Florida Keys is a key educational institution, attracting students interested in marine biology and renewable energy. Local businesses, such as the family-owned Fausto's Food Palace, add to the community's close-knit feel. Key West's historic Old Town district, centered around Duval Street and Mallory Square, is famous for its eclectic bars, Cuban eateries, and seafood restaurants. The nightly Sunset Celebration at Mallory Square features live performances and local vendors. Outdoor activities abound, with Fort Zachary Taylor Historic State Park offering biking, hiking, and snorkeling. The Key West Butterfly & Nature Conservatory showcases native species and tropical plants. Housing options range from small beach cottages to multimillion-dollar estates, with many homes dating from 1920 to 1980. The Monroe County School District serves local students, with highly rated schools like Sigsbee Charter School providing specialized marine sciences education. While the island's remoteness can be challenging, it fosters a strong sense of community among residents.
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