Winter Haven, FL Homes for Rent

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  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • House for Rent

  565 Vittorio Dr, Winter Haven, FL 33884

  Spacious and beautifully maintained 4-bedroom,2-bath Highland Home with 2394 sq. ft. of living space located in the desirable Villamar community of Winter Haven! This open-concept home features a large kitchen with plenty of counter space,a cozy dining area, and a bright, inviting living room-perfect for entertaining or relaxing.The primary suite offers a walk in closet and ensuite bath for added

  Ivis Suarez CENTURY 21 MYERS REALTY

  565 Vittorio Dr, Winter Haven, FL 33884
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  $1,399 per month

  • 1 Bed
  • 1 Bath
  • 835 Sq Ft
  • Apartment for Rent

  3110 Gowan Dr Unit A1, Winter Haven, FL 33884

  Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 312-0563

  3110 Gowan Dr Unit A1, Winter Haven, FL 33884
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  $1,599 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Apartment for Rent

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884

  Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 694-0332

  3110 Gowan Dr Unit B1, Winter Haven, FL 33884
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • House for Rent

  4190 Roberta Dr, Winter Haven, FL 33881

  For Rent Charming 4-Bedroom, 2-Bathroom Home with Spacious 2-Car Garage This beautiful home offers comfort and convenience in every corner! Featuring 4 spacious bedrooms and 2 full bathrooms, this property is perfect for families looking for a modern and well-equipped living space. The 2-car garage with remote control provides easy access and added security. Enjoy relaxing evenings in the

  Rosalina Martinez LA ROSA REALTY LLC

  4190 Roberta Dr, Winter Haven, FL 33881
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  $1,350 per month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Property for Rent

  6332 Bayberry Blvd NE, Winter Haven, FL 33881

  Beautiful 55 + community .Spacious 2 Bedrooms,2 bathrooms,1 car carport . Large screened in enclosure with view to an open field . Easy access to everything.

  

  Jannette Pena

  JMP REALTY, INC.

  (863) 880-1241

  6332 Bayberry Blvd NE, Winter Haven, FL 33881
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  /10

  $700 per month

  • 2 Beds
  • 1 Bath
  • 683 Sq Ft
  • Apartment for Rent

  720 6th St NW Unit 4, Winter Haven, FL 33881

  Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. WE PROUDLY WELCOME ALL PETS. Contact us through this Web site or call to set up a tour and apply today! Welcome to this cute 2 bed, 1 bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

  Erich Spivey ALABAMA LLC

  720 6th St NW Unit 4, Winter Haven, FL 33881
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  $1,150 - $1,225 per month

  • 1 Bed
  • 1 Bath
  • 589 Sq Ft
  • Condo for Rent

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881
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  /14

  $1,175 per month

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft
  • Condo for Rent

  3074 St Paul Dr, Jan Phyl Village, FL 33880

  Property Id: 1355900Now available: a clean and well-located 2-bedroom, 1-bathroom apartment in a quiet 4-plex community at 3078 St. Paul Drive, Winter Haven, FL 33880. This unit offers a comfortable living environment with friendly neighbors and convenient access to nearby amenities, including Publix, CVS Pharmacy, Mid Florida Credit Union, RedBox, Subway, Hungry Howie's Pizza, and a gas

  3074 St Paul Dr, Jan Phyl Village, FL 33880
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  /16

  $1,299 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1007 37th St NW Unit 1, Winter Haven, FL 33881

  Property Id: 1919782This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways.Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon.It's equipped with new AC - will be able to save on electricity, new tile flooring

  1007 37th St NW Unit 1, Winter Haven, FL 33881
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • House for Rent

  503 Holt Cir, Winter Haven, FL 33880

  The future is solar-powered, and so is 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and plenty of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and

  Adam Faucett EXP REALTY LLC

  503 Holt Cir, Winter Haven, FL 33880
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  /16

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • House for Rent

  2700 Crump Rd, Winter Haven, FL 33881

  Lakefront Living at Its Finest!Discover the perfect blend of comfort, convenience, and stunning natural beauty with this 3-bedroom, 2-bath home located on the highly sought-after Lake Hamilton. This property offers unbeatable location — just minutes from shopping, dining, and entertainment, yet far enough to enjoy peace and privacy away from the city bustle.Recently updated, this

  Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  2700 Crump Rd, Winter Haven, FL 33881
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  /20

  $1,995 per month

  • 3 Beds
  • 1.5 Baths
  • 1,750 Sq Ft
  • House for Rent

  1333 Stately Oaks Dr NW, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2129.95. That covers your base rent, $1995.00 + our required services designed to make your life easier: Internet & Media ($85), Smart Home with

  1333 Stately Oaks Dr NW, Winter Haven, FL 33881
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  $2,215 per month

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • House for Rent

  930 Deming Dr, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Breana Matviak MAIN STREET RENEWAL LLC

  930 Deming Dr, Winter Haven, FL 33880
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  3240 Country Walk Club Cir, Winter Haven, FL 33881

  Brochure Available, Docs Available, Floor Plan Available

  Moises Dominguez, LLC TBO REAL ESTATE PARTNERS INC

  3240 Country Walk Club Cir, Winter Haven, FL 33881
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  $1,450 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  513 Winter Terrace Unit 513, Winter Haven, FL 33881

  2 (TWO) Months FREE rent with a move in date before November 30th!! This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 722-1224

  513 Winter Terrace Unit 513, Winter Haven, FL 33881
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  $1,297 per month

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Townhouse for Rent

  1308 33rd St NW Unit A, Winter Haven, FL 33881

  AMAZING REHABBED. YOU GOT TO COME TO SEE IT TODAY.

  Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

  1308 33rd St NW Unit A, Winter Haven, FL 33881
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  $3,400 per month

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft
  • House for Rent

  740 Grove St, Winter Haven, FL 33881

  Nestled in the serene location of Winter Haven; beautiful house conveniently located near Lego Land. 5 bedrooms, 3 bathrooms, 2-car garage, stainless steel appliances. Fenced-in backyard offering space and privacy. Includes smart home technology so that you can connect to your home via smartphone. Enjoy Winter Haven's main attractions and sights such as boating on the Chain of Lakes and Antique

  Claudia Pulgarin Capital Nest Realty, LLC

  740 Grove St, Winter Haven, FL 33881
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  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • House for Rent

  Unlisted Address

  Furnished Mini Master Bedroom Suite for rent in beautiful private home. Rent includes all utilities and Wi-Fi. Private fridge available for tenant's use. Owner looking for single professional or travel nurse.

  Patricia Townsend MAHOGANY REAL ESTATE GROUP

  Unlisted Address
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  $1,990 per month

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • House for Rent

  7185 Summit Dr, Winter Haven, FL 33884

  PRICE IMPROVEMENT! This delightful 3-bedroom, 2-bathroom home at 7185 Summit Dr in Winter Haven, FL offers a perfect blend of comfort and sustainability. Equipped with a fully functional SOLAR system, this home helps significantly reduce your utility costs, making it an eco-friendly and budget-conscious choice. The spacious, light-filled interior provides a welcoming atmosphere, with a functional

  John Roldan EXP REALTY LLC

  7185 Summit Dr, Winter Haven, FL 33884
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  $1,900 per month

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • House for Rent

  820 Sun Burst Rd, Winter Haven, FL 33880

  ****3 Month RENT SPECIAL***** FIRST 3 MONTHS OF RENT $1850 A MONTH AND OWNER IS WILLING TO FENCE WITHIN 3 MONTHS. Beautiful 4-bedroom 3 bathroom home available for rent in Winter Haven! Located between Tampa and Orlando. Winter Haven has beautiful lakes and close to LEGOLAND. Lots of parks and trails to enjoy Florida’s natural beauty with your family and friends. This one story home has an open

  AMIRE PEDRAZA HOME RENTAL FLORIDA

  820 Sun Burst Rd, Winter Haven, FL 33880
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  /16

  $1,605 per month

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • House for Rent

  5004 Quercus Loop, Winter Haven, FL 33880

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Rent this home by November 30, 2025 and

  5004 Quercus Loop, Winter Haven, FL 33880
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  $1,150 - $1,225 per month

  • 1 Bed
  • 1 Bath
  • 589 Sq Ft
  • Condo for Rent

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881
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  /22

  $1,100 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  723 Jenny Wren Rd Unit 723, Winter Haven, FL 33881

  COMING SOON, SENIOR COMMUNITY! This is a brand new, never lived in 2 bedroom, 2 bath mobile home for a long-term rental. Kitchen includes new stainless steel side by side refrigerator, stove and dishwasher. Washer/dryer hook-ups. Carport and screened room IN the works.

  Yvonne Straub Lake Deer Mobile Hamlet

  723 Jenny Wren Rd Unit 723, Winter Haven, FL 33881
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  $2,250 per month

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • House for Rent

  1404 Axel Cir, Winter Haven, FL 33880

  Spacious 5-Bedroom Home for Rent in Winter HavenExperience over 2,400 square feet of thoughtfully designed living space in this beautifully maintained 5-bedroom, 3-bathroom home. The open-concept layout creates a seamless flow for everyday living and entertaining. The first floor features a full bedroom and bathroom, providing flexibility for guests, a home office, or a creative space. The

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 343-1856

  1404 Axel Cir, Winter Haven, FL 33880
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  /15

  $1,430 per month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • House for Rent

  356 Lake Daisy Cir, Winter Haven, FL 33884

  Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

  356 Lake Daisy Cir, Winter Haven, FL 33884
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  /10

  $1,555 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  1 Stebbins Dr Unit 1, Winter Haven, FL 33884

  Own your own 3 bed/2 bath home! Make an appointment now to see this spacious brand new home with plenty of space for you and your family. Low monthly payments available. Call us to schedule your viewing of this feature-packed home in Grove Shores, a well-maintained, professionally managed manufactured home community!

  Tori Coil Grove Shores

  1 Stebbins Dr Unit 1, Winter Haven, FL 33884
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  /16

  $1,849 per month

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft
  • House for Rent

  913 W Lake Cannon Dr NW, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1993.90. That covers your base rent, $1849.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  913 W Lake Cannon Dr NW, Winter Haven, FL 33881
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  $1,649 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  716 Waterbridge Dr, Winter Haven, FL 33880

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1793.90. That covers your base rent, $1649.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  716 Waterbridge Dr, Winter Haven, FL 33880
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  /16

  $1,725 per month

  • 3 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • House for Rent

  3119 Whispering Trails St, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  3119 Whispering Trails St, Winter Haven, FL 33884
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  $2,219 per month

  • 4 Beds
  • 3 Baths
  • 2,416 Sq Ft
  • House for Rent

  119 Broad St, Winter Haven, FL 33881

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 3.0 bathrooms, and approximately 2,416 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

  119 Broad St, Winter Haven, FL 33881
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  $1,999 per month

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • House for Rent

  935 Summer Glen Dr, Winter Haven, FL 33880

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,846 square feet, this well-maintained home offers a high standard of rental living,

  935 Summer Glen Dr, Winter Haven, FL 33880
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  $1,250 per month

  • 1 Bed
  • 1 Bath
  • 605 Sq Ft
  • Condo for Rent

  1103 Cypress Gardens Blvd Unit 11, Winter Haven, FL 33884

  Beautiful 1/1 condo just off Cypress Gardens Blvd on Lake Roy in Winter Haven and has been recently updated and includes all appliances, along with a washer/dryer unit. There is access to a community fishing pier that is located on the Chain of Lakes!

  1103 Cypress Gardens Blvd Unit 11, Winter Haven, FL 33884
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  $876 - $1,019 per month

  Villas at Lake Smart Apartments

  2 - 3 Beds

  4225 Vista Del Lago Dr, Winter Haven, FL 33881

  You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

  4225 Vista Del Lago Dr, Winter Haven, FL 33881
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  $1,365 - $1,675 per month

  Della Vita Apartments

  2 - 3 Beds

  4200 Mahogany Run, Winter Haven, FL 33884

  Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

  4200 Mahogany Run, Winter Haven, FL 33884
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  $1,700 per month

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • House for Rent

  245 Southern Breeze Loop, Winter Haven, FL 33880

  SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Adorable home ready for move in! This home offer 3 bedroom and 2 bathrooms located in beautiful place. In addition, this home features vinyl and carpeted floors, a modern kitchen with updated cabinets

  Ethel Gumaru FIRSTKEY HOMES LLC

  245 Southern Breeze Loop, Winter Haven, FL 33880
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  /15

  $1,700 per month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • House for Rent

  168 Southern Breeze Loop, Winter Haven, FL 33880

  SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Beautiful home offers 3 bedroom and 2 bathroom with ceramic tile type flooring. Home has 2 attached car garage. This home offers a spacious kitchen, updated bathrooms and is located in a beautiful

  Ethel Gumaru FIRSTKEY HOMES LLC

  168 Southern Breeze Loop, Winter Haven, FL 33880
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  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft
  • Condo for Rent

  1100 Martinique Dr Unit 212, Winter Haven, FL 33884

  Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE

  Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC

  1100 Martinique Dr Unit 212, Winter Haven, FL 33884
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  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 2,109 Sq Ft
  • House for Rent

  1453 Austin St Unit B, Winter Haven, FL 33884

  Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.

  Maria Melin Mora MELIN REALTY LLC

  1453 Austin St Unit B, Winter Haven, FL 33884
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  /4

  $925 per month

  • 1 Bed
  • 1 Bath
  • 4,440 Sq Ft
  • Apartment for Rent

  1890 Lake Mariam Dr, Winter Haven, FL 33884

  This home is part of a complex and comes with a refrigerator, stove, and oven as well as an electric water heater. Full size washer and dryer connections are located in the laundry room. Call today and ask about our move in deal!!

  Nancy Greenwood PALM LEAF PROPERTY MANAGEMENT

  1890 Lake Mariam Dr, Winter Haven, FL 33884
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  /15

  $1,800 per month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  108 Southern Breeze Loop, Winter Haven, FL 33880

  SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Charming 4 bedroom and 2 bathroom home updated with ceramic tile type flooring and neutral paint throughout. The inviting living room is spacious and great for entertaining. The modern kitchen

  Ethel Gumaru FIRSTKEY HOMES LLC

  108 Southern Breeze Loop, Winter Haven, FL 33880

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