Winter Haven, FL Homes for Rent

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  $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
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  $1,495 per month

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Townhouse for Rent

  5605 Struthers Ct, Winter Haven, FL 33884

  AVAILABLE NOW ! – Bright & Spacious 2BR/2BA Duplex Just Minutes From LEGOLAND!Step into comfort with this roomy 2-bedroom, 2-bath duplex that offers easy living in an unbeatable location. The open living and dining layout creates a light-filled space that’s perfect for relaxing, hosting guests, or enjoying quiet evenings at home.The kitchen offers plenty of cabinet space for all your

  Tricia Hohn HAINES AND HAVEN RESIDENTIAL

  5605 Struthers Ct, Winter Haven, FL 33884
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  /15

  $1,840 per month

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

  215 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

  215 Southern Breeze Lp, Winter Haven, FL 33880
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  $1,900 per month

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

  989 Harold Pass, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Stunning 4-Bedroom Home Near Everything! Welcome to this beautiful two-story home in Peace Creek Reserve, just minutes from all the best Winter Haven has to offer! Enjoy easy access to Publix, ALDI, Wawa, and popular restaurants like Olive Garden, Chili’s, and Ruby Tuesday — all within 7 miles. Plus, you’re less than 10 miles from Legoland, Bok

  Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

  989 Harold Pass, Winter Haven, FL 33884
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  /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
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  $1,995 per month

  • 4 Beds
  • 2.5 Baths
  • 1,764 Sq Ft
  • House for Rent

  1418 Salisbury Dr, Winter Haven, FL 33881

  This single-family home offers just under 1700 sq ft of living enjoyment. Featuring four bedrooms with two and a half bath and no back neighbor. As you enter, you will notice the expansive tiles thru out and an open floor plan that makes the room airy and bright. Kitchen offers stone countertops, extra cabinets, stainless steel appliances, breakfast bar and pantry. Sliding door to fenced yard.

  Frank Dolney OLYMPUS EXECUTIVE REALTY INC

  1418 Salisbury Dr, Winter Haven, FL 33881
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  /20

  $2,570 per month

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Condo for Rent

  919 Ave S SE Unit ID1325030P, Winter Haven, FL 33880

  Feel at home in Little Haven, a family-friendly 3-bedroom, 2-bath getaway in Winter Haven.Designed for comfort and connection, this home features a private pool, an outdoor BBQ grill, a Smart TV, a drip coffee maker and Keurig, fast Wi-Fi, a fully stocked chef’s kitchen, and a washer and dryer.Early check-in and late check-out are subject to availability and may incur an additional fee of

  919 Ave S SE Unit ID1325030P, Winter Haven, FL 33880
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  $2,300 per month

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

  1946 Sarah St, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to 1946 Sarah Street, featuring the spacious and highly functional Lennar Edison floor plan, offering 4 bedrooms and 3 full bathrooms. This single-story home boasts 2,096 heated square feet, highlighted by a seamless open-concept design perfect for entertaining and daily life. Residents of the Peace Creek Reserve community enjoy exclusive

  Ashley Porto GLASSTONE GROUP INC

  1946 Sarah St, Winter Haven, FL 33884
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  $1,980 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 $2124.90. That covers your base rent, $1980.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1112 Sophia Blvd, Winter Haven, FL 33881
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  $1,095 per month

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

  208 Sears Ave NE, Winter Haven, FL 33881

  Single Family Home. 3 bed, 1 bath, fenced yard. Newer carpet.

  Arnold Austria A+ HOME RENTALS LLC

  208 Sears Ave NE, Winter Haven, FL 33881
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  $1,920 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
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  $2,250 per month

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

  2167 Chris Dr, Winter Haven, FL 33884

  Discover the highly sought-after Lennar Freedom model at 2167 Chris Drive, offering a spacious 4-bedroom, 2-bathroom layout perfect for modern family living. This single-story home boasts an open-concept design across its 2,109 square feet, seamlessly connecting the gourmet kitchen, dining area, and great room. Located within the desirable Peace Creek Reserve community, residents enjoy fantastic

  Ashley Porto GLASSTONE GROUP INC

  2167 Chris Dr, Winter Haven, FL 33884
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  $2,260 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 $2404.90. That covers your base rent, $2260.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5530 Bess Ln, Winter Haven, FL 33884
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  $1,495 per month

  • 3 Beds
  • 1.5 Baths
  • 1,023 Sq Ft
  • House for Rent

  3328 Timberline Rd W, Winter Haven, FL 33880

  BEAUTFIUL 3 BEDROOM 1.5 BATHROOM HOME LOCATED IN A QUIET WINTER HAVEN COMMUNITY WITH EASY ACCESS TO HIGHWAYS TO ORLANDO, LAKELAND AND TAMPA. FEATURES TILE FLOORING THROUGH OUT, UPDATED BATHROOMS, UPDATED KITCHEN, HIGH CEILINGS IN LIVING AREA. A MUST SEE!! WONT LAST LONG !!

  Mo Aram Bonyar IMPERIAL ESTATES REALTY INC

  3328 Timberline Rd W, Winter Haven, FL 33880
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  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Condo for Rent

  1935 Ave O SW Unit 101, Winter Haven, FL 33880

  Property Id: 2278075**WINTER SPECIAL** 1/2 OFF FIRST FULL MONTHHome features: Floor Plan A,Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter

  1935 Ave O SW Unit 101, Winter Haven, FL 33880
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • House for Rent

  4667 Ostero St, Winter Haven, FL 33884

  This brand new 4 bedrooms 2 bathrooms open concept connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. Vinyl flooring throughout, beautiful cabinetry with quarts in both the kitchen and bathrooms. The open concept layout gives a lot of natural lighting thanks to the large windows that provide picturesque views of the surrounding

  Oscar Isaac PRIVILEGE REAL ESTATE & INVESTMENTS INC

  4667 Ostero St, Winter Haven, FL 33884
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  /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
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  $2,250 per month

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

  4659 Ostero St, Winter Haven, FL 33884

  Be the first to live in this brand-new home! This beautiful 2025 construction has never been occupied and offers 5 bedrooms and 3 full bathrooms with approximately 2,447 sq ft of living space. The modern open-concept design features a spacious kitchen with stainless steel appliances, quality finishes, and a large island that flows seamlessly into the living and dining areas — perfect for

  Mara Brasil WRA BUSINESS & REAL ESTATE

  4659 Ostero St, Winter Haven, FL 33884
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  $1,765 per month

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

  304 Kayden Cove, 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

  304 Kayden Cove, Winter Haven, FL 33884
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • House for Rent

  937 Eagle Rock Terrace, Winter Haven, FL 33880

  Welcome to 937 Eagle Rock, a beautiful pet-friendly rental home in Winter Haven, FL, just a short drive from Orlando’s world-famous attractions, shopping, and dining. This spacious property features modern finishes, an open-concept layout, and plenty of natural light, with a well-equipped kitchen, comfortable living areas, and inviting bedrooms. Enjoy a private backyard perfect for relaxing or

  Brooke Islas LA ROSA REALTY PRESTIGE

  937 Eagle Rock Terrace, Winter Haven, 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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  $1,775 per month

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • House for Rent

  314 Sears Ave NE, Winter Haven, FL 33881

  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

  314 Sears Ave NE, Winter Haven, FL 33881
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  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Condo for Rent

  1935 Ave O SW Unit 102, Winter Haven, FL 33880

  Property Id: 2278095**WINTER SPECIAL** 1/2 OFF FIRST FULL MONTH Home features: Floor Plan B Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter

  1935 Ave O SW Unit 102, Winter Haven, FL 33880
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  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft
  • Property for Rent

  4824 Osprey Way, Winter Haven, FL 33881

  Light, Bright,! This three bedroom, two bathrooms beautiful house for rent. All kitchen appliances including the washer and dryer. This is a convenient location, minutes to highway 27 and shopping, dining and medical facilities both in Winter Haven and Haines City.

  Erika Saldana NEW HAUS GROUP LLC

  4824 Osprey Way, Winter Haven, FL 33881
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  /20

  $3,100 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  916 Ave S SE, Winter Haven, FL 33880

  Property Id: 2204782Discover your next family getaway at 'Little Haven!' The modern 3-bedroom, 2-bathroom property provides a comfortable oasis for your trip to Winter Haven. Located 3 miles from LEGOLAND and 30 miles from Disney, this home offers easy access to top attractions! Relax in the private outdoor pool, lounge on the patio, and fire up the grill for dinner. When it's time to

  916 Ave S SE, Winter Haven, FL 33880
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  $1,050 per month

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

  1480 32nd St NW, Winter Haven, FL 33881

  Discover this charming duplex in the heart of Winter Haven, FL, offering 2 bedrooms and 1 bathroom in a thoughtfully designed layout. Step inside to find a bright and functional kitchen equipped with essential appliances, including a refrigerator and range, making meal preparation effortless. The kitchen flows seamlessly into the living area, creating an open and welcoming space that combines

  Jordan Leventhal RENTAL AND REALTY GROUP

  1480 32nd St NW, Winter Haven, FL 33881
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  /20

  $1,960 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 $2104.90. That covers your base rent, $1960.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1106 Sophia Blvd, Winter Haven, FL 33881
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  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • House for Rent

  147 Palm Dr, Winter Haven, FL 33880

  FOR RENT - 2 Bedroom/1 Bath Single Family Home with a bonus room and an inside utility room. It's been freshly painted and has all new flooring. This is a lovely home with a screened-in porch and a large, fenced-in backyard. To the south, it's located near the Polk Parkway and only minutes away from Bartow which is the County Seat of Polk County. To the east, it's minutes away from Highway 27 and

  Linda Andre COLDWELL BANKER REALTY

  147 Palm Dr, Winter Haven, FL 33880
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  /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
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  $1,550 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  403 Avenue J SE, Winter Haven, FL 33880

  Cute and cozy 1/2 duplex. Updated kitchen, bathroom and flooring. Close to major restaurants, shopping and grocery stores.

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  403 Avenue J SE, Winter Haven, FL 33880
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  /15

  $2,445 per month

  • 5 Beds
  • 3.5 Baths
  • 3,141 Sq Ft
  • House for Rent

  1015 Corso Dr, Winter Haven, FL 33884

  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

  1015 Corso Dr, Winter Haven, FL 33884
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  $1,849 per month

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 1,912 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,

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  /20

  $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
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  $2,030 per month

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • House for Rent

  1558 Jessica Blvd, Winter Haven, FL 33884

  Welcome to this spacious 5-bedroom, 2-bath Reszi home featuring 2,326 sq ft of thoughtfully designed living space! The open-concept floor plan is bright and inviting, perfect for entertaining or relaxing with family. The modern kitchen with ample cabinetry, sleek countertops, and plenty of room for meal prep and gatherings. Enjoy generous living and dining areas that flow seamlessly throughout

  Morgan Evans RESZI MANAGEMENT I, LLC

  1558 Jessica Blvd, Winter Haven, FL 33884
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  $995 per month

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

  722 W Central Ave, Winter Haven, FL 33880

  Limited-Time Promo!!!!Apply today—we’re waiving the application fee for all approved applicants!Don’t miss out—secure your new home while this offer lasts!This 1 bedroom upstairs unit of a duplex is available soon for rent right off of Lake Howard. This unit is freshly painted and offers an open floorplan to maximize the space. Lawncare included in the rent to minimize cost for

  722 W Central Ave, Winter Haven, FL 33880
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  $1,760 per month

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • House for Rent

  1554 Jessica Blvd, Winter Haven, FL 33884

  Welcome to your next Reszi home! This spacious 4-bedroom, 2-bath residence with 1,880 sq ft of comfortable, modern living. Step inside to an open-concept floor plan filled with natural light—perfect for both relaxing and entertaining. The stylish kitchen features ample cabinetry, modern appliances, and plenty of counter space for everyday meals or hosting guests. The inviting living and dining

  Morgan Evans RESZI MANAGEMENT I, LLC

  1554 Jessica Blvd, Winter Haven, FL 33884
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  /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
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  $1,760 per month

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • House for Rent

  2207 Chris Dr, Winter Haven, FL 33884

  Welcome to this beautiful 4-bedroom, 2-bath Reszi home with 1,880 sq ft of spacious, modern living! The open-concept floor plan is filled with natural light, creating a warm and inviting space for family and friends. The well-designed kitchen features ample cabinetry, sleek countertops, and plenty of room for meal prep and entertaining. The primary suite with a private retreat with a full bath

  Morgan Evans RESZI MANAGEMENT I, LLC

  2207 Chris Dr, Winter Haven, FL 33884
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  /16

  $2,190 per month

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

  368 Cloverdale Rd, Winter Haven, FL 33884

  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

  368 Cloverdale Rd, Winter Haven, FL 33884
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • House for Rent

  311 Avenue P NW, Winter Haven, FL 33881

  Beautiful 3-Bedroom Home for Rent in the Heart of Winter Haven!-Welcome to your new home! This charming and modern 3-bedroom, 2-bathroom property offers 1,440 sq ft of comfortable living space and was built in 2021 — practically new and move-in ready!-Located on Avenue P NW, this home features an open floor plan with plenty of natural light, a spacious kitchen with modern

  Viviana Arias EXP REALTY LLC

  311 Avenue P NW, Winter Haven, FL 33881

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