Winter Haven, FL Homes for Rent under $2,500

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  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • House for Rent

  295 Lake Smart Cir, Winter Haven, FL 33881

  MORE PHOTOS TO COMEWelcome to your beautiful new home located in the lakefront community of Lake Smart Pointe! Perfectly positioned near Highway 27, I-4, and Legoland, this home offers quick access to shopping, dining, and entertainment, while still providing the tranquility of lakeside living. Downtown Winter Haven is just minutes away, offering local restaurants, boutique shops, and

  Grant Powers COLDWELL BANKER REALTY

  295 Lake Smart Cir, Winter Haven, FL 33881
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • House for Rent

  2845 Whispering Trails Dr, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bathroom home is nestled in the sought-after Whispering Trails neighborhood of Winter Haven. Inside, you’ll find an open floor plan that creates a bright, airy flow from the living area to the kitchen and dining space—perfect for both everyday living and entertaining. The home comes equipped with a washer and dryer, making move-in easy and convenient. Step outside to

  Christin Davis PROPERTY MANAGEMENT OF POLK

  2845 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,825 per month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • House for Rent

  2783 Sycamore St, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to this beautiful 3-bedroom, 2.5-bath home perfectly designed for comfort and style! Step inside to an open and airy floor plan featuring a bright living area, a contemporary kitchen with sleek finishes, and a cozy dining space—ideal for family gatherings or entertaining guests. Upstairs, you’ll find spacious bedrooms including a relaxing

  Jacob Hara TRANSCEND REALTY

  2783 Sycamore St, Winter Haven, FL 33881
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  $1,300 per month

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

  1728 Teagan Ln, Winter Haven, FL 33884

  Beautiful studio apartment for a couple or single person, in a new community, with separate entrance, with defined spaces, laundry area, small but very comfortable kitchen, and bedroom with private bathroom. The parking space is shared with the owner. The house comes with its own separate apartment, built directly by the builder, so its spaces are designed with comfort in mind.

  Adriana Sanchez WF REALTY CORP.

  1728 Teagan Ln, Winter Haven, FL 33884
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  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • House for Rent

  1309 26th St NW, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. For Lease | Brand New Construction | No HOAWelcome home to this brand-new 2024 build located from walking distance from Lake Cannon in beautiful Winter Haven, Florida! This stunning 3-bedroom, 2-bathroom home offers modern finishes, spacious living, and a layout designed for comfort and style. Step inside and fall in love with the bright open

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  1309 26th St NW, Winter Haven, FL 33881
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • House for Rent

  620 Reflections Loop, Winter Haven, FL 33884

  Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring,

  Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  620 Reflections Loop, Winter Haven, FL 33884
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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 2,013 Sq Ft
  • House for Rent

  517 Heather Glen Dr, Winter Haven, FL 33884

  Move-In Ready & Minutes from LEGOLAND!Discover the perfect blend of comfort and convenience in this beautifully maintained 3-bedroom, 2-bath home boasting 2,013 sq. ft. of open-concept living space. The light-filled interior features a modern kitchen with a large island, spacious living and dining areas, and in-unit laundry for everyday ease. The split bedroom layout offers privacy, while the

  Raven Mundy GARRISON PROPERTY SERVICES LLC

  517 Heather Glen Dr, Winter Haven, FL 33884
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  $1,150 per month

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

  514 Avenue C NE Unit 4, Winter Haven, FL 33881

  Fantastic 2 bedroom/1.0 bathroom apartment totally renovated and ready for its new occupants. Unit is in close proximity of schools, including Jewett School of the Arts, Fred G. Garner Elementary School, and Frank E. Brigham Academy. 2 minute walk to Rotary Park. 7 minute walk to Kiwanis Park. 14 minute walk to Winter Haven Tennis Center. Water is included in the rent.

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  514 Avenue C NE Unit 4, Winter Haven, FL 33881
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  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • House for Rent

  4955 Old Lucerne Park Rd, Winter Haven, FL 33881

  Beautiful and move-in ready 3-bedroom, 2-bath home located in a peaceful area of Winter Haven. This spacious property features an open-concept layout with a modern kitchen, stainless steel appliances, and a bright living area perfect for relaxing or entertaining. The primary bedroom offers a walk-in closet and private en-suite bath, while the additional bedrooms are generously sized and full of

  Alejandro Rodriguez AROD PARTNERS REALTY

  4955 Old Lucerne Park Rd, Winter Haven, FL 33881
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  $1,995 per month

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft
  • House for Rent

  434 Avenue C NE, Winter Haven, FL 33881

  Lovely older home with original hardwood flooring located near downtown Winter Haven. Fenced in yard great for kids or animals. Located half way between Tampa and Orlando.

  Steven Baron BARON HOLDINGS REAL ESTATE LLC

  434 Avenue C NE, Winter Haven, FL 33881
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  $1,700 per month

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

  8307 Waterview Way Unit 8307, Winter Haven, FL 33884

  Welcome to your perfect home away from home in beautiful Winter Haven, Florida! This fully furnished rental is located in a private, peaceful community just 5 miles from LEGOLAND® Florida and approximately 45 miles from Orlando. Ideal for traveling professionals or anyone seeking a relaxing retreat, this cozy unit offers access to a community clubhouse, pool, and scenic lake access for added

  Brooke Islas LA ROSA REALTY PRESTIGE

  8307 Waterview Way Unit 8307, Winter Haven, FL 33884
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  $2,300 per month

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft
  • House for Rent

  934 Cattleman St, Winter Haven, FL 33884

  5BR/2.5BA single-family home located in Inman Groves offering 2,215 sq ft of living space with an open floor plan and high ceilings. Tile flooring downstairs and carpet upstairs. The kitchen features a large island and opens to the family room. All bedrooms are located upstairs. The primary suite includes a walk-in closet and private bath, plus an upstairs den that offers additional flex space.

  Cristina de Oliveira Miami New Realty

  934 Cattleman St, Winter Haven, FL 33884
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  $1,000 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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  $1,700 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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  $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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  $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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  $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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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • Condo for Rent

  1005 Eagle Pond Dr, Winter Haven, FL 33884

  MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an

  Kayly Malinas JOHN WOOD REALTY, INC.

  1005 Eagle Pond Dr, Winter Haven, FL 33884
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  $2,399 per month

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • House for Rent

  904 Vienna Dr, Winter Haven, FL 33884

  Beautiful Newly Built Rental 4/2 fully Furnished In the Community of Villamar in Winter Haven with community pool and playground. Minutes from Legoland shops and restaurants as well as all Disney Parks. This is the home you are looking for with open floor plan.

  Ivis Suarez CENTURY 21 MYERS REALTY

  904 Vienna Dr, Winter Haven, FL 33884
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  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  1811 5th St SE, Winter Haven, FL 33880

  Ready to move in Three Beds / Two Baths located in the heart of Winter Haven, FL

  Othner Stfleurose OSF REAL ESTATE SERVICE

  1811 5th St SE, Winter Haven, FL 33880
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  $1,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft
  • Townhouse for Rent

  4622 Linda Dr, Lake Wales, FL 33859

  Move-in ready, brand-new 3-bedroom, 2.5-bath townhouse for rent in a quiet Lake Wales neighborhood. Perfect for families or anyone seeking comfort, privacy, and a relaxed lifestyle. Located close to schools and major roadways, this home combines residential tranquility with convenient access to everything you need. Don’t miss the chance to make this charming property your next home!

  Laritza Torres EXP REALTY LLC

  4622 Linda Dr, Lake Wales, FL 33859
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  $1,700 per month

  • 4 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Property for Rent

  365 Alturas Rd, Bartow, FL 33830

  Don’t miss the opportunity of leasing this spacious 4 BD/ 2 BA manufactured home with screen porch, workshop and carport. The home sits on a large 248'x100' lot (.57 acres) with shade trees, convenient to SR Hwy 60. Relax on the open-air front porch or quiet evenings on the screened in back porch. This property offers many positives for its next tenants.

  Pedro Cartagena 1513 REALTY LLC

  365 Alturas Rd, Bartow, FL 33830

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