$2,800
Total Monthly Price
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
400 Simonton St, Key West, FL 33040
$2,800
Total Monthly Price
400 Simonton St, Key West, FL 33040
$2,800
Total Monthly Price
400 Simonton St, Key West, FL 33040
$3,800 Per Month
2601 S Roosevelt Blvd, Key West, FL 33040
Property Id: 2585627THIS IS A MONTHLY OFF SEASON VACATION RENTAL, DISCOUNT FOR 6 MO. RENTAL FULLY FURNISHED. Rent for one month or six. Subject to 12.5 tourist tax. All utilities includedAll new stainless appliances. Two mini-split AC units, tankless hot water heater, new countertops. New hurricane-soundproof doors and windows. Open the large slider and enjoy listening to the ocean
$2,500 Per Month
34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040
Property Id: 2604250Location : 34 Miriam st Stock Island10 minutes to downtown Key West$2500 per month rent. Require security deposit and first month rent to move in.Total $5,000 to move in.All utilities are included.Furnished.Only good for 1 person and good background. Short or long term is ok.Contact # Grace thnaks.
$9,148
Total Monthly Price
169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040
The advertised rate of $9,149/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 23, 2027.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
$6,617
Total Monthly Price
28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 3, 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
$5,100 Per Month
1800 Atlantic Blvd Unit C127, Key West, FL 33040
Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3
$3,550 Per Month
115 Front St Unit 103, Key West, FL 33040
Property Id: 2719337Wonderful waterfront condo in the Truman Annex! Enjoy spectacular sunsets from this 1st floor floor unit with 2 BD/ 2 BA and over 2,000 sq. ft. of living space. With an open, spacious floor plan, this unit is perfect for entertaining family and friends all within a fabulous location. Relax by the water at the harbor front pool and walk to all of the fine restaurants,
$7,590
Total Monthly Price
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
The advertised rate of $7,590/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 2027.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
$2,300 Per Month
4D 10th Ave Unit B units, Stock Island, FL 33040
Property Id: 2725581Location : D4 10th Ave Stock IslandThis is one bedroom Apt $2300 per month rent all utilities are included .Washer, dryer in the unit and fence up private yard.10 minutes to Down town Key west .Require security deposit $2300 and first month rent $2300 to move in.Contact # Grace Thanks.
$3,200 Per Month
3625 Seaside Dr Unit 25110, Key West, FL 33040
Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the
$6,838
Total Monthly Price
31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 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
$2,300 Per Month
34G Miriam St Unit Studio for rent, Stock Island, FL 33040
Property Id: 2483336Studio for rent with furnished.$2300 per month rent for a person, 2 people $2400, Pet $100 extra.Require security deposit and first month rent to move in.New renovation.10 minutes to downtown Key West.Only good for good background and long term.
$2,300 Per Month
D4 10th Ave Unit B unit, Stock Island, FL 33040
Property Id: 2725559Location : 4D 10th Ave Stock Island$2200 per month rent, all utilities are included.Require security deposit $1000 and first month rent to move in.Pet friendly.Washer, dryer in the unit.10 minutes to downtown Key West.
$2,500 Per Month
D4 10th Ave Unit D4 10th Ave, Stock Island, FL 33040
Property Id: 2682074This unit located in D4 10th Ave Stock Island.This unit is 1200 Square Feet.10 to 15 minutes to down town Key West. $2500 per month rent with washer, dryer in the unit.Private porch.Require security deposit $2000 and first month rent $2500 to move in.Pet friendly.All utilities are included You can call Grace any time to find out more
$2,995
Total Monthly Price
825 Eaton St Unit C, Key West, FL 33040
OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady
$2,900
Total Monthly Price
2406 Harris Ave Unit 2406, Key West, FL 33040
AVAILABLE NOW, Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age and older
$4,000
Total Monthly Price
710 Whitmarsh Ln Unit 2, Key West, FL 33040
Old town Key West second floor apartment. Only a block and a half from Duval and six blocks to the Gulf, to the West or the Atlantic, to the East . Properly is on Solaris Hill, the highest point on the island. Parking for one car, balcony and a private side deck. Updated kitchen and bathrooms. Central A/C & Heat.
$3,400
Total Monthly Price
1624 Bertha St Unit Key West Apartment, Key West, FL 33040
Beautifully remodeled apartment with brand new hurricane impact windows, new central AC, stainless steel appliances, quartz countertops, and many other updated features. One designated parking spot off street for this unit. Just two blocks from smathers beach and a short walk to Duval.
$3,400
Total Monthly Price
1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent July 1, 2026 through September 30. 2026. Rent is $3.400 per month and includes $250 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa offers a
$2,950
Total Monthly Price
3312 Northside Dr Unit 111, Key West, FL 33040
Available NOW through January 30,2027!Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches,
$2,950
Total Monthly Price
818 White St Unit 5, Key West, FL 33040
Specials: Get 5% off for a month stay or a deep discount for 6-month bookings in 2026! Available May till October 2026Refundable Security Deposit: $1200.00 (Note: First month's rent, security deposit, and last month's rent are due upfront for long-term rentals.)Additional Features: pool access, porches, private entrance Rebuilt in 2005, this unique home offers modern
$2,675
Total Monthly Price
1318 Duncan St Unit 3, Key West, FL 33040
AVAILABLE JULY. Lease at $2775 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
$4,500
Total Monthly Price
1901 S Roosevelt Blvd Unit La Brisa, Key West, FL 33040
Sammy's Hideaway is located in a gated community with easy beach access. This 2 bedroom/2 bath condo faces the Atlantic Ocean offering wonderful ocean breezes and an oversized balcony with dining set. The open style living room has glass slider doors that invite in mother nature's hues. Full size kitchen with room for more than one cook. Master bedroom with queen size bed and en suite bathroom
$3,000
Total Monthly Price
8 Hilton Haven Rd, Key West, FL 33040
This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on 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
$2,875
Total Monthly Price
1315 Laird St Unit C, Key West, FL 33040
One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.
$1,650 Per Month
1411 Truman Ave, Key West, FL 33040
WE ENCOURAGE ALL INTERESTED PARTIES TO CALL OUR OFFICE PHONE DIRECTLY FOR THE FASTEST ANSWER AND ASSISTANCE WITH THIS LISTING. Application required prior to scheduling a showing. Available September 10th. Steeped in rich island history and radiating classic Conch charm offers a rare opportunity to own a piece of Old Town Key West paradise. Nestled in the highly coveted and peaceful neighborhood
Maria Ottinger Maria Ottinger R.E Broker
$19,382
Total Monthly Price
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
The advertised rate of $19,382/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
$7,920
Total Monthly Price
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 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
$2,600 Per Month
2601 S Roosevelt Blvd, Key West, FL 33040
Key West by the Sea Rentals & Sales, Inc. presents this ground floor unit is beach front with a patio in the "B" building. This 1 bedroom 1 bathroom has an open floor plan. hurricane proof windows in doors. Ductless AC units. Smathers Beach is located across the street. Popular with sunbathers and watersports enthusiasts. This is a main promenade with a wide paved sidewalk
$3,200 Per Month
717 Emma St Unit 717-B Emma, Key West, FL 33040
Super cute 2 bed, 1 bath available soon.
$2,500 Per Month
327 Margaret St, Key West, FL 33040
Beautiful second floor studio for two on the second floor of the historic Sailmaker's House. - Incredible location in Historic Old Town!This property is located 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street.The open floor plan maximizes the space in this airy tree top studio. Comfortable Queen size bed will inspire sweet dreams and the large built
$3,450 Per Month
3655 Seaside Dr Unit 423, Key West, FL 33040
Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split floor plan, with each bedroom featuring its own ensuite bathroom, making it ideal for privacy and convenience. The primary bedroom also includes a walk-in closet.Enjoy a peaceful view from the private
$3,300 Per Month
3930 S Roosevelt Blvd, Key West, FL 33040
Wake up to stunning ocean views every day in this spacious 2-bedroom, 2-bathroom unfurnished condo at Las Salinas. Designed for both style and convenience, the home features sleek, easy-to-clean tile flooring throughout. A brand-new stackable washer and dryer add modern efficiency to your daily routine.This coastal retreat offers a 1-year lease with the option to renew, making it perfect
$3,300 Per Month
2627 Staples Ave Unit A, Key West, FL 33040
Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while
$3,300 Per Month
2627 Staples Ave Unit B, Key West, FL 33040
Experience the relaxed side of Key West living from this canal-front duplex with access to both the Gulf and Atlantic. Enjoy off-street parking, nearby bike paths, easy access to beaches, waterfront restaurants, grocery stores, and all the everyday conveniences that make island life easy.Perfectly positioned in a quiet neighborhood close enough to enjoy Old Town and Duval Street, while