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

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    $1,900 Per Month

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    810 Terranova Rd, Winter Haven, FL 33884

    FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.

    Mark Peters LA ROSA REALTY LLC

    810 Terranova Rd, Winter Haven, FL 33884
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    $2,100 Per Month

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

    6468 Domizio Dr, Winter Haven, FL 33884

    Brand-new 4-bedroom, 2.5-bathroom single-family home available for rent in the desirable Villamar community in Winter Haven. This beautifully designed Columbus model features an open-concept floor plan, a modern kitchen with stainless steel appliances, granite countertops, a spacious island, a walk-in pantry, and smart home features. All four bedrooms are located on the second floor, including

    Gisele Dib FLORIDA CONNEXION PROPERTIES

    6468 Domizio Dr, Winter Haven, FL 33884
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    $1,850 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,425 Sq Ft
    • House for Rent

    2414 Willow Way, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2414 Willow Way, a stunning and move-in-ready 2-bedroom, 2.5-bathroom home nestled in one of Winter Haven’s most desirable and fast-growing communities! Step into a bright and

    Jacob Hara TRANSCEND REALTY

    2414 Willow Way, Winter Haven, FL 33881
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    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Townhouse for Rent

    702 Avenue H NE, Winter Haven, FL 33881

    Welcome home to this spacious 3-bedroom, 2-bath duplex in the heart of Winter Haven! This well-maintained home offers an oversized living room with plenty of space to relax or entertain, a separate dining room, and generously sized bedrooms throughout. Enjoy the convenience of a one-car garage, in-unit laundry, and ceiling fans in multiple rooms to keep you comfortable year-round. Step outside to

    Christin Davis PROPERTY MANAGEMENT OF POLK

    702 Avenue H NE, Winter Haven, FL 33881
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    $1,100 Per Month

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

    140 Avenue W NW Unit 3, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Move-In Special: Half Off the First Month's Rent for qualified tenants who sign a 12-month lease! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze.

    David Small KELLER WILLIAMS REALTY SMART 1

    140 Avenue W NW Unit 3, Winter Haven, FL 33881
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    $1,395 Per Month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • House for Rent

    104 Mayfair Place SW, Winter Haven, FL 33880

    Virtually Staged. Wonderful 2 bedroom/2 bath unit with spacious, soaring ceilings, neutral colors, and very ENERGY EFFICIENT: Brand New A/C system, Brand New Gas Hot Water Heater, Brand New Gas Heat Furnace---so low utility bills! Just professionally painted inside, new door hardware, new bathroom light fixtures & sink faucets. Easy-to-maintain ceramic tile floors throughout, STAINLESS appliances

    Jacob Bellamy REMAX EXPERTS

    104 Mayfair Place SW, Winter Haven, FL 33880
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    $2,075 Per Month

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • House for Rent

    645 Vittorio Dr, Winter Haven, FL 33884

    This pet-friendly rental home offers 1,532 square feet of modern living with three bedrooms and two bathrooms. Step inside to an open floor plan that's perfect for entertaining, featuring a bright and airy living space that seamlessly flows into the kitchen and dining areas. Thecontemporary kitchen is equipped with stainless appliances, ample counter space, and stylish cabinetry, making it a

    Kevin Watson DALTON WADE INC

    645 Vittorio Dr, Winter Haven, FL 33884
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    $1,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • House for Rent

    3889 Giorgio Dr, Winter Haven, FL 33884

    Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The

    Paola Martinez CENTURY 21 MCBRIDE REALTY GROUP

    3889 Giorgio Dr, Winter Haven, FL 33884
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    $2,290 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • House for Rent

    1417 Austin St, Winter Haven, FL 33884

    1 MONTH FREE -AVAILABE AUGUST 2026. Welcome to this beautiful 4-bedroom, 2.5-bath home in Winter Haven, this spacious two-story property features an open-concept layout with an inviting kitchen and generous living area, ideal for both everyday living and entertaining. The home also offers a 2-car garage plus 2 additional driveway parking spaces and a large backyard perfect for outdoor enjoyment.

    Maylu Morales Hernandez MY REALTY GROUP, LLC.

    1417 Austin St, Winter Haven, FL 33884
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    $1,799 Per Month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    2414 Avenue A Terrace NW, Winter Haven, FL 33880

    ~Charming 3/2 Winter Haven Residence Offered for Lease~Just steps away from Lake Deer, this home features a neutral color scheme throughout, bonus room that could be used as a 4th bedroom/office/media room, beautiful galley style kitchen with granite counters, stainless steel appliances and wood cabinetry, generous sized rooms, inside utility/laundry room, sizeable fenced yard, shed and a

    Andrea Muzzy HOUSE OF GLASS REAL ESTATE PM

    2414 Avenue A Terrace NW, Winter Haven, FL 33880
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    $2,200 Per Month

    • 4 Beds
    • 2 Baths
    • 1,943 Sq Ft
    • House for Rent

    279 Sunfish Dr, Winter Haven, FL 33881

    4 bedrooms 2 baths for rent in lovely Winter Haven, spacious home with open concept family room, dining and fully equiped kitchen. Home has a laundry room with washer and Dryer. Spacious yard for entertaining family and friends. No neighbors in the back. New tile floors. Bedrooms are carpeted, Community pool.

    Maria C Diaz LA ROSA REALTY CENTRAL FLORIDA LLC

    279 Sunfish Dr, Winter Haven, FL 33881
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    $1,850 Per Month

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

    1838 3rd St NW Unit NE, Winter Haven, FL 33881

    Welcome to this beautifully remodeled 4 bedroom 2 bath home! Conveniently located in the heart of Winter Haven with close proximity to shopping, entertainment, restaurants, and medical facilities. Fully fenced yard with plenty of space for outdoor entertainment and parking.

    Anya Kovalenko LPT REALTY, LLC

    1838 3rd St NW Unit NE, Winter Haven, FL 33881
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    $1,500 Per Month

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

    508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884

    Looking for a Country Club lifestyle?? Conveniently Located in Cypresswood Golf & Country Club. This Immaculate 2 bed/2 bath condominium offers an open concepts with a spacious kitchen open & great room. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your

    Laura Barnes CHAIN OF LAKES REALTY INC

    508 Eagle Pond Dr Unit 5H, 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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    $1,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • House for Rent

    3079 Laurel Oak Ln, Winter Haven, FL 33884

    Beautiful 3-Bedroom Home for Rent in Villamar – Winter Haven, FL Welcome to this beautiful 3-bedroom, 2-bathroom home located in the highly desirable Villamar community in Winter Haven. Built with comfort and modern living in mind, this home features a spacious open-concept layout, a private primary suite with a large walk-in closet and en-suite bathroom, a fully equipped kitchen with all

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    3079 Laurel Oak Ln, Winter Haven, FL 33884
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    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Property for Rent

    161 Greenview Dr Unit 161, Winter Haven, FL 33881

    Furnished 2/2 in Swiss Golf & Tennis — Winter Haven's Premier 55+ Lakefront CommunityMove-in ready furnished home on 850-acre Lake Henry. Includes 2006 Club Car electric golf cart. Water, sewer, trash, cable/internet, and landscaping all included — tenant pays electric only.Amenities: 18-hole golf course, two pools, clubhouse, restaurant and pub, tennis, pickleball, fitness room, and lake

    Daniel Bustamante CENTURY 21 WOLF'S CROSSING REALTY

    161 Greenview Dr Unit 161, Winter Haven, FL 33881
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    $750 Per Month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 6, Winter Haven, FL 33881

    Check out this awesome 1 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. The home has new bathroom, new fixtures, new hot water heater, new roof, new flooring and freshly painted. Additional of $50.00 is required for water, sewer, garbage, and lawncare. Resident pays electric Pet Policy --One Dog of 35lb or

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 6, Winter Haven, FL 33881
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    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,033 Sq Ft
    • House for Rent

    267 Lake Thomas Dr, Winter Haven, FL 33880

    Welcome to this beautiful WATERFRONT VIEW home, where comfort and scenery meet in perfect harmony. The kitchen has just been re done new cabinets, granite counter tops new flooring, adding a fresh touch to the heart of the home. Inside, you’ll find a desirable split floor plan, a huge living room with plenty of space to relax or entertain, and stunning lake views that can be enjoyed right from

    William Beasley STAR REALTY OF WINTER HAVEN

    267 Lake Thomas Dr, Winter Haven, FL 33880
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    $1,995 Per Month

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

    2511 Pine St, Winter Haven, FL 33880

    Virtually Staged. Brand-New 3-Bedroom Home with Modern Finishes in Winter Haven | 2.5 Baths & Move-In Ready! *** Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome home to 2511 Pine Place, Winter Haven, FL 33881—a beautifully designed 3-bedroom, 2.5-bathroom home that combines modern style, comfort, and convenience in one exceptional package. Step inside and enjoy

    Jacob Hara TRANSCEND REALTY

    2511 Pine St, Winter Haven, FL 33880
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    $1,499 Per Month

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • House for Rent

    1200 6th St NE, Winter Haven, FL 33881

    ******ASK ABOUT OUR OME MONTH FREE RENT****** Huge 3 bedroom 2 bathroom home with tile flooring throughout. Open kitchen with newer shaker style cabinets. Lots of windows for natural lighting. Full size wash and dryer connection are located in the laundry room just off the kitchen. This house is on a corner lot with lots of privacy and parking. We are pet friendly.

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    1200 6th St NE, Winter Haven, FL 33881
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    $1,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • Property for Rent

    5320 Laurel Oak Dr, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5320 Laurel Oak Dr, Winter Haven, FL 33880
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    $1,800 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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