Winter Haven, FL Homes for Rent

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  $1,500 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  615 Ridge Terrace, Winter Haven, FL 33881

  Tucked away in the waterfront community with direct access to the Chain of Lakes (Lake Smart), Unit 615 is a charming 2-bedroom, 2-bath home that offers low-maintenance living, convenience, and value! Step inside to discover brand new vinyl plank flooring throughout, with ceramic tile in the kitchen and bathrooms. The open layout seamlessly connects the spacious living and dining areas to a

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 340-7451

  615 Ridge Terrace, Winter Haven, FL 33881
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  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Property for Rent

  6332 Bayberry Blvd NE, Winter Haven, FL 33881

  Beautiful 55 + community .Spacious 2 Bedrooms,2 bathrooms,1 car carport . Large screened in enclosure with view to an open field . Easy access to everything.

  

  Jannette Pena

  JMP REALTY, INC.

  (863) 880-1241

  6332 Bayberry Blvd NE, Winter Haven, FL 33881
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  $2,000 per month

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

  1343 Benevento Dr, Winter Haven, FL 33884

  Nestled in the vibrant Villamar community, this spacious 4-bedroom, 2-bathroom Meritage home is turnkey move in ready! The open floor plan seamlessly connects the kitchen with granite countertops, stainless steel appliances, and a walk-in pantry to the expansive great room. Ceramic tile floors enhance the elegance throughout, complemented by plush carpets in the bedrooms. The primary suite,

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 356-0685

  1343 Benevento Dr, Winter Haven, FL 33884
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  2110 Whispering Trails Blvd, Winter Haven, FL 33884

  Updated Family Home in Gated Community Minutes from Legoland! This charming 3/ 2 home/ garage offers the perfect blend of comfort and convenience. Newer roof and fresh paint inside and out, this move-in ready home is even more attractive. Spacious living room perfect for gatherings, a well-equipped kitchen, 3 comfortable bedrooms, including a master suite with a private bathroom. Additional

  

  Silvana Friedel

  The Keyes Company

  (863) 593-8022

  2110 Whispering Trails Blvd, Winter Haven, FL 33884
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  $1,500 per month

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

  248 Avenue L NE, Winter Haven, FL 33881

  Adorable move-in ready 2-bedroom, 1-bath home! This delightful property features vinyl plank flooring throughout, with ceramic tile in the bathroom for easy maintenance. The open great room is filled with natural light, creating a warm, welcoming atmosphere. The kitchen boasts sleek stainless steel appliances, ample counter space, and a convenient breakfast bar with additional cabinets on the

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 269-3421

  248 Avenue L NE, Winter Haven, FL 33881
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  $1,500 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  513 Winter Terrace Unit 513, Winter Haven, FL 33881

  This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with all appliances, including a washer and dryer, ample counter space,

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 722-1224

  513 Winter Terrace Unit 513, Winter Haven, FL 33881
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  $2,900 per month

  • 5 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  2281 Whitley Ln, Winter Haven, FL 33881

  This meticulously crafted, brand-new home is now available for rent. Step through the inviting double doors and be greeted by soaring ceilings, an abundance of natural light, and contemporary features that define luxurious living.At the heart of the home is a stunning kitchen, complete with brand-new appliances, sleek shaker cabinets, and elegant quartz countertops. The oversized island

  

  Sofia Naseem

  CHARLES RUTENBERG REALTY ORLANDO

  (863) 265-1123

  2281 Whitley Ln, Winter Haven, FL 33881
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  $2,900 per month

  • 5 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  1334 Salisbury Dr, Winter Haven, FL 33881

  Welcome to 1334 Salisbury Dr.This meticulously crafted, brand-new home is now available for rent. Step through the inviting double doors and be greeted by soaring ceilings, an abundance of natural light, and contemporary features that define luxurious living.At the heart of the home is a stunning kitchen, complete with brand-new appliances, sleek shaker cabinets, and elegant quartz

  

  Sofia Naseem

  CHARLES RUTENBERG REALTY ORLANDO

  (863) 302-7596

  1334 Salisbury Dr, Winter Haven, FL 33881
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  $2,800 per month

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

  1206 Michelangelo Ln, Winter Haven, FL 33884

  Discover your dream home at 1206 Michelangelo Lane, situated in the exclusive Estates of Lake Florence community. This recently built Arbor model has been meticulously maintained and showcases a blend of luxury and comfort. Inside, you'll find elegant Stone Gray cabinets, stunning quartz countertops, a designer kitchen backsplash, and luxury vinyl plank flooring throughout the main living areas.

  

  Lucas DeSouza

  DELUCA REAL ESTATE SERVICES CORP

  (863) 208-9019

  1206 Michelangelo Ln, Winter Haven, FL 33884
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  $2,450 per month

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • House for Rent

  1404 Axel Cir, Winter Haven, FL 33880

  Spacious & Stylish 5-Bedroom Home for Rent in Winter Haven!Step into over 2,400 sq. ft. of beautifully designed living space in this 5-bedroom, 3-bathroom rental gem located in Winter Haven, FL. With an open-concept layout, this home offers both comfort and flexibility—perfect for families or anyone who loves to entertain. Downstairs features a convenient first-floor bedroom and full bath,

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 343-1856

  1404 Axel Cir, Winter Haven, FL 33880
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  $1,530 - $2,200 per month

  The Waverly at Winter Haven

  1-3 Beds

  1015 Lake Forest Blvd, Winter Haven, FL 33884

  Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

  1015 Lake Forest Blvd, Winter Haven, FL 33884
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  $6,000 per month

  • 4 Beds
  • 3 Baths
  • 2,549 Sq Ft
  • House for Rent

  1793 Lake Hill Dr, Winter Haven, FL 33884

  NEW CONSTRUCTION home in established Woodpointe gated community of SE Winter Haven. Quality construction and finishes. Floorplan attached. Special Builder Features included: Sealed energy efficient foam insulation system (Living Area) and ventilated energy efficient foam insulation system (Garage and Lanai), brick paver driveway and lanai tongue-and-groove stained wood ceiling (Front Entry and

  Kayly Malinas JOHN WOOD REALTY, INC.

  1793 Lake Hill Dr, Winter Haven, FL 33884
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  $1,300 - $2,306 per month

  The Breeze

  Studio-2 Beds

  265 Avenue East SW, Winter Haven, FL 33880

  265 Avenue East SW, Winter Haven, FL 33880
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  $2,400 per month

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft
  • House for Rent

  1182 Yumuri St, Winter Haven, FL 33884

  Welcome to your next rental in one of Winter Haven’s most desirable communities just minutes from Legoland! This spacious unfurnished and modern 4-bedroom, 3-bathroom home was built in 2021 and is in excellent condition, offering both comfort and convenience for families or professionals.Enjoy the perks of a friendly neighborhood featuring a community pool, perfect for relaxing weekends or fun

  Freddie Cole LPT REALTY, LLC

  1182 Yumuri St, Winter Haven, FL 33884
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  $1,387 - $2,400 per month

  The Carlton at Lake Dexter

  1-3 Beds

  1015 Mahaffey Rd, Winter Haven, FL 33884

  A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

  1015 Mahaffey Rd, Winter Haven, FL 33884
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  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft
  • Condo for Rent

  2160 San Marcos Cir SE Unit 506, Winter Haven, FL 33880

  FOR RENT-2 Bedroom/2 Bathroom condo with lakefront access to Lake Lulu on the Chain of Lakes. This upstairs condo features new appliances, new flooring and updated bathrooms. The condo has a lot of natural light coming in through the large windows that face the lake and high ceilings for a feeling of spaciousness. All of the major restaurants and retail shops are walking distance from the

  Linda Andre COLDWELL BANKER REALTY

  2160 San Marcos Cir SE Unit 506, Winter Haven, FL 33880
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  $912 - $1,723 per month

  Carlton Arms of Winter Haven

  Studio-3 Beds

  7676 Carlton Arms Blvd, Winter Haven, FL 33884

  *Call or email for today’s availabilityConveniently located on SR540/US27, Carlton Arms of Winter Haven offers 122 wooded lakefront acres with beautiful grounds, free amenities and great service! Country club living at great monthly rents.

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
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  $2,150 per month

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • House for Rent

  1568 Hummingbird Rd, Winter Haven, FL 33884

  Call today for this stunning, brand new never lived in four bedroom, two bath house in Winter Have at Harmoney at Lake Eloise. This house is 1704 square feet with porcelain tile flooring through-out. Open kitchen with stainless steel appliances. Granite Island countertop to entertain your family and guests. Great room combo living and dining area. Split bedrooms. Smart home features.

  Joseph Torres JAT PROPERTY MANAGEMENT LLC

  1568 Hummingbird Rd, Winter Haven, FL 33884
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  /22

  $1,499 - $1,704 per month

  Prose Cypress Pointe

  1-2 Beds

  3110 Gowan Dr, Winter Haven, FL 33884

  Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

  3110 Gowan Dr, Winter Haven, FL 33884
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  $1,450 per month

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft
  • Townhouse for Rent

  310 Avenue U NE Unit B, Winter Haven, FL 33881

  ~NEWLY CONSTRUCTED 2/2 WINTER HAVEN RESIDENCE OFFERED FOR LEASE~This 2/2 duplex features a neutral color scheme, open floor plan, luxury laminate flooring throughout, galley style kitchen with stainless steel appliances and granite countertops, inside laundry room and primary bedroom with ensuite bath. Convenient to public transportation, Lake Maude, shopping and dining!

  Andrea Muzzy HOUSE OF GLASS REAL ESTATE PM

  310 Avenue U NE Unit B, Winter Haven, FL 33881
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  $1,299 - $1,549 per month

  Haven at Lake Deer

  Studio-2 Beds

  350 24th St NW, Winter Haven, FL 33880

  Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

  350 24th St NW, Winter Haven, FL 33880
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  $1,450 per month

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft
  • Townhouse for Rent

  310 Avenue U NE Unit A, Winter Haven, FL 33881

  ~NEWLY CONSTRUCTED 2/2 WINTER HAVEN RESIDENCE OFFERED FOR LEASE~This 2/2 duplex features a neutral color scheme, open floor plan, luxury laminate flooring throughout, galley style kitchen with stainless steel appliances and granite countertops, inside laundry room and primary bedroom with ensuite bath. Convenient to public transportation, Lake Maude, shopping and dining!

  Andrea Muzzy HOUSE OF GLASS REAL ESTATE PM

  310 Avenue U NE Unit A, Winter Haven, FL 33881
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  $1,300 - $1,600 per month

  The Jade

  1-2 Beds

  1150 3rd St SW, Winter Haven, FL 33880

  The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

  1150 3rd St SW, Winter Haven, FL 33880
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • House for Rent

  4190 Roberta Dr, Winter Haven, FL 33881

  For Rent Charming 4-Bedroom, 2-Bathroom Home with Spacious 2-Car GarageThis beautiful home offers comfort and convenience in every corner! Featuring 4 spacious bedrooms and 2 full bathrooms, this property is perfect for families looking for a modern and well-equipped living space. The 2-car garage with remote control provides easy access and added security.Enjoy relaxing evenings in the

  Rosalina Martinez LA ROSA REALTY LLC

  4190 Roberta Dr, Winter Haven, FL 33881
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  $1,312 - $1,749 per month

  Dream Winter Haven

  1-2 Beds

  5004 Dream Dr, Winter Haven, FL 33881

  Embrace the art of living fully at Dream Winter Haven, where each day is a masterpiece waiting to be painted. Here, life is about more than just a home—it's about thriving in a community designed to enrich your every experience. Discover the charm of brand-new luxury 1, 2, and 3-bedroom apartments, complemented by resort-style amenities that encourage you to live fully. Set in the heart of Winter

  5004 Dream Dr, Winter Haven, FL 33881
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  $1,375 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Apartment for Rent

  2305 W Cannon Terrace NW Unit C, Winter Haven, FL 33881

  Spacious 2-bedroom, 1.5-bath condo featuring two designated parking spaces and a separate storage unit. Interior offers a functional layout with generous natural light and comfortable living areas. Located in a quiet, non-HOA area with easy access to local amenities, shopping, and major roadways. Tenant must also provide proof of renter’s insurance prior to move-in. Don’t miss this

  Patria Regalado KELLER WILLIAMS LEGACY REALTY

  2305 W Cannon Terrace NW Unit C, Winter Haven, FL 33881
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  $1,575 - $2,100 per month

  Lakeshore Club

  1-3 Beds

  1300 Lake Howard Dr SW, Winter Haven, FL 33880

  Welcome to luxury living in Winter Haven. Lakeshore Club is located on the Chain of Lakes between Lake Howard and Lake Mary minutes from downtown Winter Haven.

  1300 Lake Howard Dr SW, Winter Haven, FL 33880
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • House for Rent

  3023 Silverado Terrace, Winter Haven, FL 33884

  Enjoy resort-style living every day in this well-appointed 3-bedroom, 2-bathroom home, perfectly situated along the 7th fairway of an 18-hole championship golf course in the highly sought after Cypresswood Golf and Country Club community of Winter Haven. The Cypresswood community features golf, swimming, tennis, and a clubhouse with restaurant and proshop--entertainment and recreation at your

  Kayly Malinas JOHN WOOD REALTY, INC.

  3023 Silverado Terrace, Winter Haven, FL 33884
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  $1,099 - $1,599 per month

  Della Vita Apartments

  1-2 Beds

  4200 Mahogany Run, Winter Haven, FL 33884

  Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

  4200 Mahogany Run, Winter Haven, FL 33884
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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,103 Sq Ft
  • Condo for Rent

  1807 Garden Lake Dr Unit 1807, Winter Haven, FL 33884

  Welcome to your private lakeside retreat in the sought-after resort-style gated community of Winterset! This beautifully updated first-floor 2-bedroom, 2-bath condo offers stunning panoramic views of Garden Lake and effortless indoor-outdoor living. Step into a light-filled open layout where the remodeled kitchen flows seamlessly into the spacious living area. Two sets of sliding glass doors

  Alexander Hunter AMPLIFY REAL ESTATE SERVICES FL

  1807 Garden Lake Dr Unit 1807, Winter Haven, FL 33884
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  $1,725 - $1,794 per month

  RainDance

  1 Bed

  200 Avenue C SW, Winter Haven, FL 33880

  Welcome to Raindance Apartments, located in the beautiful Winter Haven, FL. Our community offers a range of exceptional amenities designed to enhance your lifestyle. Take a dip in our heated pool, perfect for year-round enjoyment and relaxation. Stay active and maintain your fitness goals in our state-of-the-art gym, equipped with modern exercise equipment. We understand that your furry friends

  200 Avenue C SW, Winter Haven, FL 33880
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • House for Rent

  1397 Axel Cir, Winter Haven, FL 33880

  4BR/2BA Home in Pinnacle Point. This beautiful home features a secluded master suite, quartz kitchen and bathroom countertops , and a central living, dining, and kitchen area perfect for entertaining or evenings with the family. This home also includes a covered lanai, stainless-steel GE appliances, dual vanity master bath, spacious walk-in-closet, vaulted ceilings, carpet and luxury Vinyl plank

  Amy Reynolds LOCKHART & ASSOCIATES INC

  1397 Axel Cir, Winter Haven, FL 33880
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  $1,080 - $1,690 per month

  Briarcrest at Winter Haven

  1-3 Beds

  200 Avenue K SE, Winter Haven, FL 33880

  Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

  200 Avenue K SE, Winter Haven, FL 33880
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  $2,600 per month

  • 4 Beds
  • 3 Baths
  • 1,260 Sq Ft
  • House for Rent

  123 Tremont Dr, Winter Haven, FL 33884

  FOR RENT - 3/2 Single Family Home with 1/1 Detached Cottage/Mother-in-Law Suite. Two homes for the price of one! Come see these two homes that have been completely updated from top to bottom and are so cute. The homes come with the range and refrigerator. They are located in desirable Southeast Winter Haven and are walking distance from Lake Summit and Lake Roy which have public boat ramps.

  Linda Andre COLDWELL BANKER REALTY

  123 Tremont Dr, Winter Haven, FL 33884
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  $1,425 - $1,840 per month

  Vista Lake Ned

  1-3 Beds

  4025 Lake Ned Village Cir, Winter Haven, FL 33884

  Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

  4025 Lake Ned Village Cir, Winter Haven, FL 33884
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  $1,500 per month

  • 3 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • Apartment for Rent

  1812 3rd St SE Unit A, Winter Haven, FL 33880

  Spacious 3-Bedroom in Prime Location! This 3-bedroom, 1.5-bath unit offers generous living space and is conveniently located near restaurants, shopping, and more. Tenants will enjoy access to a shared laundry room and the added bonus of an included parking space. Don’t miss out on this comfortable and well-located home—schedule your tour today!

  Nick Ortiz LA ROSA REALTY LLC

  1812 3rd St SE Unit A, Winter Haven, FL 33880
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  $1,290 - $1,825 per month

  The Arbours at Garden Grove

  1-3 Beds

  4900 Cypress Gardens Rd, Winter Haven, FL 33884

  A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
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  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • House for Rent

  7167 Summit Dr, Winter Haven, FL 33884

  Spacious 3-Bedroom Home with Saltwater Pool – Pool Maintenance Included!Welcome to this well-maintained 3-bedroom, 2-bathroom home in the desirable Summit East community of Winter Haven. This home features a bright, open floor plan with ceramic tile flooring throughout, an updated kitchen with granite countertops and stainless steel appliances.Step outside to your screened-in saltwater pool—an

  Lorena Alvarez Cordero CROSBY & ASSOCIATES, INC.

  7167 Summit Dr, Winter Haven, FL 33884
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  /19

  $1,450 per month

  Terra Hill

  2 Beds

  3135 Woodhill Rd, Winter Haven, FL 33881

  Welcome to Terra Hill Estates – Your Dream Home in Winter Haven, FL!Discover the perfect blend of comfort, style, and convenience in our charming 2-bed, 1-bath apartments, with rental rates starting from $1,150 to $1,600. Whether you're looking for classic units, mid-grade options, or fully renovated apartments, Terra Hill Estates has the ideal home for you!Our fully renovated

  3135 Woodhill Rd, Winter Haven, FL 33881
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  $1,349 per month

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

  3118 Harmon Ln Unit 3118, Winter Haven, FL 33880

  AWESOME CONTEMPORARY HOUSE WITH AN AMAZING KITCHEN, VINYL IN ALL HOUSE, APPLIANCES INCLUDED. YOU HAVE GOT TO COME AND SEE IT TODAY!!!

  Adan Ordonez ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

  3118 Harmon Ln Unit 3118, Winter Haven, FL 33880

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Why Live in Winter Haven

Winter Haven is the midpoint between Tampa and Orlando in rapidly growing Polk County. Known for having dozens of lakes, this outdoor paradise has experienced significant growth in recent years, reaching 60,000 in 2024. For years the city was a popular destination for snowbirds seeking a second home and empty-nesters relocating from up north, but a younger demographic is driving the current growth. Fitting for a city that offers year-round outdoor adventures, is home to Legoland theme park and has a buzzy downtown with a burgeoning contemporary ...

Learn more about living in Winter Haven

Frequently Asked Questions

What are the most popular neighborhoods in Winter Haven, FL for renters?

The most popular neighborhoods in Winter Haven, FL for renters are Downtown Winter Haven, Poinsettia Park, Lake Ashton, Southwest Winter Haven and Cypresswood.

What are the most popular zip codes in Winter Haven, FL for renters?

The most popular zip codes in Winter Haven, FL for renters include 33837, 33896, 34759, 33844 and 34758.