Winter Haven, FL Houses for Rent

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  /15

  $2,045 per month

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

  156 Southern Breeze Lp, Winter Haven, FL 33880

  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

  156 Southern Breeze Lp, Winter Haven, FL 33880
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  /8

  $850 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  100 4th St, Winter Haven, FL 33880

  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, 2 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

  100 4th St, Winter Haven, FL 33880
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  /15

  $1,805 per month

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

  208 Southern Breeze Lp, 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

  208 Southern Breeze Lp, Winter Haven, FL 33880
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  /10

  $1,400 per month

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

  3125 Avenue S NW Unit A, Winter Haven, FL 33881

  This property offers a comfortable and conveniently located living space in Winter Haven. This unit provides a practical layout designed for easy day-to-day living, making it a great option for tenants seeking affordability and convenience. Located in a quiet residential area, the property offers quick access to shopping, dining, schools, and major roadways, helping simplify daily commutes and

  Malak Benbachir KELLER WILLIAMS REALTY SMART 1

  3125 Avenue S NW Unit A, Winter Haven, FL 33881
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  /13

  $2,115 per month

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • House for Rent

  411 Greenfield Rd, 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

  411 Greenfield Rd, Winter Haven, FL 33884
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  /13

  $2,420 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  3936 Cypress Landing N Unit 1, Winter Haven, FL 33884

  **Welcome to 3936 Cypress Landing N, Winter Haven, FL 33884** — a beautifully maintained rental that blends comfort, style, and Florida ease. Tucked into a quiet, well-kept community, this inviting home offers bright, open living spaces designed for everyday living and effortless entertaining. Enjoy a spacious layout with generous natural light, a functional kitchen ideal for home-cooked meals,

  Glen Gilzean Beachfront Realty Inc

  3936 Cypress Landing N Unit 1, Winter Haven, FL 33884
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  /16

  $1,899 per month

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  523 Terranova Cir, Winter Haven, FL 33884

  SPECIAL :ONE MONTH (1) rent concession with upon execution of THIRTEEN-MONTH (13) lease OR a TWO MONTH (2) rent concession upon execution of a minimum SIXTEEN-MONTH (16) lease. THIS WILL BE APPLIED ON THE 3RD AND 4TH MONTHUPON lease execution, fee(s) up to TWO HUNDRED AND FIFTY DOLLARS ($250), will be credited to the tenant in the form of rent.Discover this delightful 4-bedroom,

  523 Terranova Cir, Winter Haven, FL 33884
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  /16

  $1,910 per month

  • 3 Beds
  • 3 Baths
  • 1,516 Sq Ft
  • House for Rent

  834 Cinnamon Dr, Winter Haven, FL 33880

  This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

  Daniel Reyes MAIN STREET RENEWAL LLC

  834 Cinnamon Dr, Winter Haven, FL 33880
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  /15

  $1,940 per month

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • House for Rent

  152 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

  152 Southern Breeze Lp, Winter Haven, FL 33880
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  $1,725 per month

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

  2653 Pine Place, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 2653 Pine Pl, a charming and stylish 3-bedroom, 2.5-bath home offering the ideal blend of comfort, modern finishes, and calming water views. Enjoy peaceful mornings and relaxing evenings right in your backyard overlooking the water — a lifestyle that feels like a permanent vacation. Inside, the open-concept floor plan flows beautifully,

  Jacob Hara TRANSCEND REALTY

  2653 Pine Place, Winter Haven, FL 33881
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  /16

  $1,590 per month

  • 2 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • House for Rent

  705 Canberra Rd, 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

  705 Canberra Rd, Winter Haven, FL 33884
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  /16

  $1,590 per month

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • House for Rent

  107 Lake Elizabeth Dr, Winter Haven, FL 33884

  This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

  Daniel Reyes MAIN STREET RENEWAL LLC

  107 Lake Elizabeth Dr, Winter Haven, FL 33884
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  /18

  $2,049 per month

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

  429 Kensington View Dr, Winter Haven, FL 33880

  Lease by Dec. 31st and receive a $500 Gift Card! Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

  429 Kensington View Dr, Winter Haven, FL 33880
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  /18

  $1,995 per month

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • House for Rent

  1449 Austin St, Winter Haven, FL 33884

  NOW AVAILABLE! RENT TO OWN OPTION TOO!! Be one of the first to view this fantastic single-story home featuring a highly sought-after, open-concept floor plan in the desirable Peace Creek Preserve community. Residents enjoy access to fantastic amenities, including a sparkling community pool and a dedicated playground area. Home Features Include: Gourmet Kitchen: The heart of the home boasts

  Sheryl Webster VENTURE HOME REALTY

  1449 Austin St, Winter Haven, FL 33884
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  /15

  $2,060 per month

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • House for Rent

  179 Southern Breeze Lp, Winter Haven, FL 33880

  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

  179 Southern Breeze Lp, Winter Haven, FL 33880
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  $1,850 per month

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

  1804 Carnostie Rd, Winter Haven, FL 33884

  House available for rent in the VillaMar condominium – 3 bedrooms and 2 bathrooms Beautiful residence with a veranda at the entrance and a charming garden, perfect for those seeking comfort and practicality. The open-concept layout offers integration between the living room, dining room, and kitchen, providing spaciousness and brightness to the environment. The master suite guarantees total

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  1804 Carnostie Rd, Winter Haven, FL 33884
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  /15

  $1,720 per month

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • House for Rent

  2684 Whispering Trails Dr, Winter Haven, FL 33884

  Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

  2684 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,275 per month

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

  750 26th St NW, Winter Haven, FL 33881

  This inviting 2 bedroom, 1 bathroom house is conveniently located off Ave G NW, just minutes from Recker Hwy and a variety of shopping and dining destinations. Inside, the home offers tile flooring throughout, two separate living rooms for flexible use, and a dedicated laundry room with full-size washer/dryer hookups. Pet-friendly and practical, this property combines comfort with convenience,

  Jordan Clark PALM LEAF PROPERTY MANAGEMENT

  750 26th St NW, Winter Haven, FL 33881
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  /11

  $1,585 per month

  • 3 Beds
  • 2 Baths
  • 1,109 Sq Ft
  • House for Rent

  721 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 $1729.90. That covers your base rent, $1585.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  721 Waterbridge Dr, Winter Haven, FL 33880
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  /19

  $2,350 per month

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • House for Rent

  118 Inman Blvd, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome home to this stunning brand-new 5-bedroom, 2.5-bath residence, designed to elevate your lifestyle from the moment you walk in.Step into a bright and open floor plan where the heart of the home—the chef’s kitchen—features expansive counter space, a large island, and a seamless flow into the spacious family room. It’s the perfect setting

  Roxana Sangiorgi KELLER WILLIAMS INTERNATIONAL LIFESTYLES

  118 Inman Blvd, Winter Haven, FL 33881
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  /15

  $1,795 per month

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

  3134 Whispering Trails St, Winter Haven, FL 33884

  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

  3134 Whispering Trails St, Winter Haven, FL 33884
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  /20

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  1661 Teagan Ln, Winter Haven, FL 33884

  VACANT EASY TO SHOW. AVAILABLE IMMEDIATELY, INCLUDES LAWN CARE.

  Lora Harper Keller Williams Realty of PSL

  1661 Teagan Ln, Winter Haven, FL 33884
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  /18

  $2,035 per month

  • 3 Beds
  • 2 Baths
  • 1,757 Sq Ft
  • House for Rent

  7010 Summit Cir, Winter Haven, FL 33884

  Welcome to this charming rental opportunity located in the heart of Winter Haven, FL. This inviting property offers a comfortable living space, making it ideal for anyone seeking a home in a vibrant community.Key property features include spacious bedrooms and bathrooms, along with ample floor area to accommodate your lifestyle. Enjoy the convenience of being just minutes away from a

  7010 Summit Cir, Winter Haven, FL 33884
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  /42

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • House for Rent

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880

  Beautiful 3 bedrooms and 2 bathrooms single family home with amazing and wide-open lake view!! Everything new from top to bottom: new roof, Impact windows, high traffic laminated floors; new bathrooms and new kitchen with stainless steel appliances and quartz countertops. Huge fenced backyard and new paved driveway. A must see before it is gone!

  Ana Saya Direct Realty Solutions

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880
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  /16

  $1,799 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 $1943.90. That covers your base rent, $1799.00 + 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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  /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
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  /2

  $1,855 per month

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • House for Rent

  224 Kingshill Ct SE, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

  224 Kingshill Ct SE, Winter Haven, FL 33884
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  /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
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  /20

  $1,945 per month

  • 3 Beds
  • 3 Baths
  • 2,271 Sq Ft
  • House for Rent

  25 Casarena Ct, Winter Haven, FL 33881

  COMING SOONThis home is coming soon. Please check to see the estimated availability date.Monthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an

  25 Casarena Ct, Winter Haven, FL 33881
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  /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
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  /11

  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • House for Rent

  335 Lake Daisy Loop, 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 $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  335 Lake Daisy Loop, Winter Haven, FL 33884
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  /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
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  /17

  $1,595 per month

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • House for Rent

  966 Sunshine Way SW, 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 $1739.90. That covers your base rent, $1595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  966 Sunshine Way SW, Winter Haven, FL 33880
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  /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
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  /15

  $1,830 per month

  • 3 Beds
  • 2 Baths
  • 2,285 Sq Ft
  • House for Rent

  815 Lake Elbert Ct, Winter Haven, FL 33881

  Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

  815 Lake Elbert Ct, Winter Haven, FL 33881
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  /28

  $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
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  /20

  $1,495 per month

  • 4 Beds
  • 2 Baths
  • 980 Sq Ft
  • House for Rent

  927 28th St 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 $1639.90. That covers your base rent, $1495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  927 28th St NW, Winter Haven, FL 33881
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  /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
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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
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  /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

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