232

Winter Haven, FL Houses for Rent

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  • /14

    $1,615 per month

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft
    • House for Rent

    1552 Foxridge Run SW, 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,

    1552 Foxridge Run SW, Winter Haven, FL 33880
  • /9

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    1829 Nicaragua Way, Winter Haven, FL 33881

    FOR LEASE Available January 1st 2026. Located in a 55 and older community offering housing for older adults in Winter Haven Florida. This fully furnished three bedroom two bathroom home is set in a quiet and established neighborhood and provides 1,161 square feet of comfortable living space. The split floor plan enhances privacy for residents and guests while the bright bonus Florida room offers

    Jason Prieto LPT REALTY, LLC

    1829 Nicaragua Way, Winter Haven, FL 33881
  • /3

    $2,235 per month

    • 4 Beds
    • 2.5 Baths
    • 2,121 Sq Ft
    • House for Rent

    4202 Roberta Dr, 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 $2379.90. That covers your base rent, $2235.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4202 Roberta Dr, Winter Haven, FL 33881
  • /35

    $1,850 per month

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

    2164 Rose Blvd, Winter Haven, FL 33881

    Welcome Home! Glide into your beautifully maintained 4-bedroom, 2-bathroom home in the peaceful Buckeye Ridge community of Winter Haven, Florida. Built in 2018, this 1,851-square-foot home offers a spacious open-concept layout with a stylish kitchen featuring dark brown cabinetry, a central island with an integrated sink, and seamless flow into the living and dining areas. Add your favorite

    Jason Hamilton THE REALTY MEDICS

    2164 Rose Blvd, Winter Haven, FL 33881
  • /16

    $2,075 per month

    • 4 Beds
    • 2 Baths
    • 1,778 Sq Ft
    • House for Rent

    3766 Fieldstone Cir, Winter Haven, FL 33881

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.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 Coming soon! This home is

    3766 Fieldstone Cir, Winter Haven, FL 33881
  • /22

    $1,950 per month

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

    2016 Carnostie Rd, Winter Haven, FL 33884

    Beautiful 2022 built home with 4 bedroom, 2 bathroom home for rent in Winter Haven. Villa Mar Community features a community pool, and playground. Property features a large open floor plan with Island kitchen, microwave, range, dishwasher, and refrigerator. Inside laundry room with washer and dryer hook-ups. 2 car garage and Covered patio. Property is 2 miles from Lego Land and in close proximity

    Debbie Browning FLORIDA REALTY RESULTS LLC

    2016 Carnostie Rd, Winter Haven, FL 33884
  • /19

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    205 Lake Region Blvd S, Winter Haven, FL 33881

    Property Id: 2232592This is a two bedroom two bath house in a gated Comunity. Very safe and close to Lego land and Orlando. Great for working families who want to commute to save money. Also a great home for retired individuals. Very clean and spacious and plenty of room. Has walk in closest and lots of cabinet space.

    205 Lake Region Blvd S, Winter Haven, FL 33881
  • /16

    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    3029 Country Club Cir, Winter Haven, FL 33881

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home, perfectly situated in the heart of Winter Haven. Enjoy unbeatable convenience—just 5 minutes from Hwy 27, as well as nearby schools, shopping, and local conveniences.This property offers an open and comfortable layout with generous living spaces, ideal for families or anyone seeking extra room. The home sits on a fully fenced,

    Yamil Castro Hernandez LA ROSA REALTY ORLANDO LLC

    3029 Country Club Cir, Winter Haven, FL 33881
  • /29

    $2,145 per month

    • 4 Beds
    • 3 Baths
    • 2,093 Sq Ft
    • House for Rent

    1228 Tyler Lp, Winter Haven, FL 33884

    Discover the charm of 1228 Tyler Loop in Winter Haven, FL — a spacious 4-bedroom, 3-bath home with 2,093 sq. ft. of comfort and style. This NexGen property includes a private 1-bedroom apartment attached, offering versatility for guests or extended family — and it’s all included in the rental. Enjoy an open floor plan filled with natural light, perfect for entertaining or relaxing at home. Each

    1228 Tyler Lp, Winter Haven, FL 33884
  • /15

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft
    • House for Rent

    417 Greenfield Rd, Winter Haven, FL 33884

    Beautiful home in gated Cyrpresswood neighborhood, close to Legoland, Hospitals, US 27 and I 4, golf community with multiple courses in the neighborhood. Fresh paint on the house. Great place to live with clubhouse, and restaurant in neighborhood, community pool, no need to leave the neighborhood. Nice and ample 3bed/2bath with Florida room Come see today before is gone!

    Roberto Rodriguez EXP REALTY LLC

    417 Greenfield Rd, Winter Haven, FL 33884
  • /15

    $2,085 per month

    • 3 Beds
    • 2.5 Baths
    • 2,094 Sq Ft
    • House for Rent

    483 Majestic Gardens Blvd, 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 $2229.90. That covers your base rent, $2085.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    483 Majestic Gardens Blvd, Winter Haven, FL 33880
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    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 2,093 Sq Ft
    • House for Rent

    321 Kayden Cove, Winter Haven, FL 33884

    BRAND NEW 3 BEDROOM + OFFICE HOME IN PEACE CREEK RESERVE, WINTER HAVENWelcome to this stunning newly built home located in the desirable Peace Creek Reserve community. Designed with a modern, open-concept layout, this property features bright living spaces, high-quality finishes, and a functional floor plan ideal for today’s lifestyle. The kitchen offers stainless steel appliances, ample

    Luis Leon Medina LA ROSA REALTY LLC

    321 Kayden Cove, Winter Haven, FL 33884
  • /2

    $1,399 per month

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft
    • House for Rent

    3215 Timberline Rd, 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 2 bedrooms, 1.0 bathrooms, and approximately 904 square feet, this well-maintained home offers a high standard of rental living,

    3215 Timberline Rd, Winter Haven, FL 33880
  • /18

    $1,845 per month

    • 4 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • House for Rent

    1628 Wallace Manor Blvd, Winter Haven, FL 33880

    Welcome to this charming 4 bedroom, 2 bath home in Winter Haven, FL. This inviting residence features a spacious and light-filled living area, ideal for relaxing or entertaining. The modern kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making meal preparation a pleasure. The primary suite provides a comfortable retreat with an en-suite bathroom,

    Tammy Thompson HOMERIVER GROUP

    1628 Wallace Manor Blvd, Winter Haven, FL 33880
  • /20

    $2,499 per month

    • 4 Beds
    • 2 Baths
    • 2,818 Sq Ft
    • House for Rent

    833 Sun Ridge Village 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 $2643.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    833 Sun Ridge Village Dr, Winter Haven, FL 33880
  • /20

    $2,500 per month

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • House for Rent

    4094 Giorgio Dr, Winter Haven, FL 33884

    Welcome home to this newly built, stunning 5 bedroom, 3 bath two-story home! From the moment you step through the modern frosted-glass entry, you’re welcomed into an open and airy layout perfect for families, guests, or anyone who loves space and convenience. The first floor features an open-concept design with a stylish kitchen complete with Silestone countertops, a large center island,

    Vanessa Exil THE KLR GROUP LLC

    4094 Giorgio Dr, Winter Haven, FL 33884
  • /3

    $1,695 per month

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft
    • House for Rent

    2265 3rd St NE, Winter Haven, FL 33881

    Available the first week of January, this well-maintained 3-bedroom home is tucked away on a quiet dead-end street, offering privacy and a peaceful setting. The interior features a functional and efficient layout designed to make the most of every square foot, with a welcoming living area ideal for everyday comfort and casual entertaining.The kitchen is thoughtfully updated with stainless

    2265 3rd St NE, Winter Haven, FL 33881
  • /21

    $1,690 per month

    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • House for Rent

    495 Avenue F SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Discover modern comfort and privacy in this fully renovated single-family home just moments from downtown Winter Haven. Thoughtfully updated from top to bottom, the home features a new roof, new A/C, and a beautifully redesigned kitchen and bathroom with granite countertops and sleek finishes. Porcelain tile flooring flows throughout the home,

    David Small KELLER WILLIAMS REALTY SMART 1

    495 Avenue F SE, Winter Haven, FL 33880
  • /16

    $1,845 per month

    • 4 Beds
    • 2.5 Baths
    • 1,471 Sq Ft
    • House for Rent

    2408 Avenue A Terrace NW, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month's rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    2408 Avenue A Terrace NW, Winter Haven, FL 33880
  • /34

    $1,995 per month

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

    2541 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Discover the perfect blend of comfort, style, and serene water views at 2541 Pine Place in beautiful Winter Haven, FL! This spacious 3-bedroom, 2.5-bath home is nestled in a peaceful community and offers stunning vistas of tranquil waters right from your backyard. Enjoy a modern open-concept layout, a bright and airy kitchen with stainless steel

    Jacob Hara TRANSCEND REALTY

    2541 Pine Place, Winter Haven, FL 33881
  • /17

    $1,875 per month

    • 3 Beds
    • 2.5 Baths
    • 2,121 Sq Ft
    • House for Rent

    1112 Sophia Blvd, 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 $2019.90. That covers your base rent, $1875.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1112 Sophia Blvd, Winter Haven, FL 33881
  • /28

    $2,495 per month

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft
    • House for Rent

    4127 Island Lakes Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Experience exceptional lakefront living in this beautifully renovated 4-bedroom, 2-bath single-family home, perfectly positioned on the Winter Haven Chain of Lakes. Located on a peaceful no-through-road with no front or rear neighbors, this property offers rare privacy and a serene environment ideal for relaxation and lakeside enjoyment.Inside,

    David Small KELLER WILLIAMS REALTY SMART 1

    4127 Island Lakes Dr, Winter Haven, FL 33881
  • /15

    $1,880 per month

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

    2688 Whispering Trails Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.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 Coming soon! This home is

    2688 Whispering Trails Dr, Winter Haven, FL 33884
  • /42

    $2,300 per month

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    1542 Jessica Blvd, Winter Haven, FL 33884

    The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Peace Creek Reserve is a masterplan

    Ashley Porto GLASSTONE GROUP INC

    1542 Jessica Blvd, Winter Haven, FL 33884
  • /18

    $2,140 per month

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • House for Rent

    5530 Bess Ln, Winter Haven, FL 33884

    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 $2284.90. That covers your base rent, $2140.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5530 Bess Ln, Winter Haven, FL 33884
  • /14

    $1,769 per month

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

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,846 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /15

    $2,050 per month

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • House for Rent

    7012 Brenton Manor Ln, Winter Haven, FL 33881

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.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 This home is priced to rent

    7012 Brenton Manor Ln, Winter Haven, FL 33881
  • /21

    $1,850 per month

    • 4 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • House for Rent

    2105 9th St NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to this beautifully renovated ranch-style home tucked into the heart of Winter Haven! This move-in-ready gem was upgraded and offers 4 spacious bedrooms, 2 stylish bathrooms with walk-in showers, and a bright, open 1,295 sq ft floor plan. Step inside and be greeted by luxury vinyl plank flooring, neutral designer colors, and an inviting

    Danilo Aquino FLORIDA CONNEXION PROPERTIES

    2105 9th St NE, Winter Haven, FL 33881
  • /15

    $1,980 per month

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

    341 S Haven Ct, Winter Haven, FL 33880

    We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

    341 S Haven Ct, Winter Haven, FL 33880
  • /31

    $2,500 per month

    • 4 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • House for Rent

    804 Channing St, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Now available for rent in the highly sought-after Crystal Beach community of Winter Haven! Nestled amid lush greenery in a desirable gated community, this spacious 4-bedroom, 3-bathroom home is now available for lease and offers over 2,400 sq ft of comfortable living space. The open-concept layout features a blend of cozy carpet and easy-to-maintain

    Shanta Navarro KELLER WILLIAMS ADVANTAGE III

    804 Channing St, Winter Haven, FL 33880
  • /20

    $1,920 per month

    • 4 Beds
    • 2.5 Baths
    • 2,075 Sq Ft
    • House for Rent

    1106 Sophia Blvd, 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 $2064.90. That covers your base rent, $1920.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1106 Sophia Blvd, Winter Haven, FL 33881
  • /42

    $2,150 per month

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    622 Peyton Brooke Way, Winter Haven, FL 33881

    Beautiful 4-bedroom, 2-bathroom single-story home with 1,867 square feet of living space and a prime yard perfect for outdoor enjoyment! Located in a quiet Winter Haven community, this property combines comfort and functionality, with easy access to grocery stores, parks, lakes, restaurants, and essential services. A great option for those looking for space, a convenient location, and a

    Milza Campins Diaz MY REALTY GROUP, LLC.

    622 Peyton Brooke Way, Winter Haven, FL 33881
  • /19

    $1,850 per month

    • 4 Beds
    • 2 Baths
    • 1,751 Sq Ft
    • House for Rent

    361 Honey Bell Rd, Winter Haven, FL 33880

    Welcome to this spacious and modern 4-bedroom, 2-bathroom home offering 1,751 sq. ft. of comfortable living space. Built in 2019, this property features an open-concept layout with plenty of natural light, perfect for both relaxing and entertaining. Enjoy a beautifully designed kitchen with updated cabinetry, a large island, and stainless steel appliances (if applicable). The primary suite offers

    361 Honey Bell Rd, Winter Haven, FL 33880
  • /64

    $3,850 per month

    • 4 Beds
    • 3 Baths
    • 2,633 Sq Ft
    • House for Rent

    333 Lake Otis Dr SE, Winter Haven, FL 33880

    Freshly renovated large pool home, near downtown and medical centers. 4 bed 3 bath with pool and modern kitchen. Will entertain an option to buy or owner financing. Shorter term leases available.

    Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    333 Lake Otis Dr SE, Winter Haven, FL 33880
  • /24

    $1,699 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 $1833.95. That covers your base rent, $1699.00 + our required services designed to make your life easier: Internet & Media ($85), Smart Home with

    1333 Stately Oaks Dr NW, Winter Haven, FL 33881
  • /19

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • House for Rent

    216 Hayley St, Winter Haven, FL 33884

    Beautiful single-family home in the spectacular Peace Creek Reserve. Featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. The home is equipped with updated appliances, solid-surface countertops throughout, and tile flooring in the main living areas. It also offers a spacious laundry room with a washer and dryer included.Winter Haven is known as the Chain of Lakes City, with more than 26

    Oleksandr Blekherov GRAND STATE REALTY

    216 Hayley St, Winter Haven, FL 33884
  • /15

    $1,925 per month

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • House for Rent

    708 17th St NE, Winter Haven, FL 33881

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    708 17th St NE, Winter Haven, FL 33881
  • /23

    $1,990 per month

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • House for Rent

    669 Reggie Rd, Winter Haven, FL 33884

    Welcome to the stunning **Atlanta Plan**, a spacious two-story home featuring **4 bedrooms, 2.5 bathrooms**, and a **2-car garage**. Designed with comfort and style in mind, this open-concept layout offers a bright **great room**, **dining area**, and a **modern kitchen** with a large island, ample counter space, and a walk-in pantry. Sliding glass doors lead to a **covered lanai**, perfect for

    Andre Chiappetta Dos Santos Cam EPIC REALTY

    669 Reggie Rd, Winter Haven, FL 33884
  • /15

    $1,769 per month

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

    935 Summer Glen Dr, Winter Haven, FL 33880

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,846 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

    935 Summer Glen Dr, Winter Haven, FL 33880
  • /15

    $1,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    664 Lake Dexter Cir, Winter Haven, FL 33884

    Available NOW! $0 application fee for pre-approved applicants. Enjoy peaceful lakefront living in this two-story home located in the Lake Dexter Woods community. This spacious residence offers three bedrooms, two and a half bathrooms, and a comfortable layout with bright living areas and an enclosed sunroom perfect for relaxing year-round. With Lake Dexter right out front, you can take in serene

    Valentina Naumenko MILA REALTY

    664 Lake Dexter Cir, Winter Haven, FL 33884

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