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Winter Haven, FL Homes for Rent

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  • /44

    $1,450 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

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 340-7451

    615 Ridge Terrace, Winter Haven, FL 33881
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    $1,350 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.

    Agent Photo

    Jannette Pena

    JMP REALTY, INC.

    (863) 880-1241

    6332 Bayberry Blvd NE, Winter Haven, FL 33881
  • /38

    $1,450 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,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 722-1224

    513 Winter Terrace Unit 513, Winter Haven, FL 33881
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    $2,350 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,

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-1856

    1404 Axel Cir, Winter Haven, FL 33880
  • /6

    $900 per month

    • 1 Bed
    • 1 Bath
    • 690 Sq Ft
    • Apartment for Rent

    117 Avenue B NE, Winter Haven, FL 33881

    Convenient location close to downtown, shopping, post office, Winter Haven Hospital. All tile floors. Sorry, but no pets and occupancy limited to TWO persons.

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 900-9266

    117 Avenue B NE, Winter Haven, FL 33881
  • /22

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft
    • House for Rent

    4717 Mandolin Loop, Winter Haven, FL 33884

    Beautiful 3 bedroom, 2 bath home in the gated community of Mandolin in SE Winter Haven. Open floor plan with vaulted ceiling in the Great room, Kitchen and Dining room. The master suite has a large walk in closet, garden tub with separate shower and dual sinks. It is a split bedroom plan. There is an additional office/den as well. Other features include inside laundry room, fenced back yard and

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 695-2420

    4717 Mandolin Loop, Winter Haven, FL 33884
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    $1,350 per month

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

    1814 3rd St SE Unit B, Winter Haven, FL 33880

    Experience the comfort of this spacious 2-bedroom, 1-bath unit with durable vinyl plank flooring throughout. Open living room seamlessly flowing into the galley kitchen with dining room. The dining room has access to the open patio for relaxing and unwinding. Both bedrooms are generously sized and equipped with ceiling fans, with a shared bath nestled between them. An extra linen closet, storage

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 204-5142

    1814 3rd St SE Unit B, Winter Haven, FL 33880
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    $1,500 per month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    Unlisted Address

    Talk about location!!! This cozy ground-floor condo is perfectly positioned across from the community pool in the desirable Park Lake waterfront community. Enjoy low-maintenance living with just steps away from Chick-fil-A, Panera Bread, and Starbucks. Walmart, local restaurants, downtown shopping, medical offices, and all your essentials are only minutes from your door. Inside, you'll find vinyl

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-6287

    Unlisted Address
  • /49

    $3,250 per month

    • 3 Beds
    • 3 Baths
    • 2,371 Sq Ft
    • House for Rent

    7358 Bent Grass Dr, Winter Haven, FL 33884

    *EXCLUSIVE SHORT-TERM RENTAL available from NOW to April 15, 2026.* Welcome to this stunning lakefront pool home in the gated community of Miller's Landing. Situated on a 0.80-acre lot, this property features a private geothermal pool, newly built dock with a boat lift, oversized fenced/gated backyard, well irrigation, 3-car garage, LVP flooring throughout, and crown molding. Upon entering,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 356-7683

    7358 Bent Grass Dr, Winter Haven, FL 33884
  • /31

    $2,190 per month

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

    377 Kayden Cove, Winter Haven, FL 33884

    Beautiful Brand new home ready for you and your family , 4 bedrooms 2.5 baths and a loft , quartz counter tops and 42"cabinets washer and dryer included . Call us now

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (863) 445-9573

    377 Kayden Cove, Winter Haven, FL 33884
  • /40

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    2111 Cartgate Ln, Winter Haven, FL 33884

    LOCATION, LOCATION A unique opportunity awaits! This practically new home, located in a prime area, offers a modern and comfortable lifestyle for the whole family. Its open-concept design, elegant countertops, and stainless steel appliances will captivate you. Four spacious bedrooms, two beautiful bathrooms, and an extra space for your home office give you all the space you need. Excellent

    Agent Photo

    Jose Aguilar

    LA ROSA REALTY KISSIMMEE

    (863) 282-2979

    2111 Cartgate Ln, Winter Haven, FL 33884
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    $1,480 - $2,150 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
  • /17

    $1,825 per month

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

    2049 Whispering Trails Blvd, Winter Haven, FL 33884

    Nice single-family home with 3 beds and 2 baths for rent in Winter Haven, open floor plan ready to move in, Washer and Dryer included.Don't miss out on the opportunity to make this beautiful unit your new home. Contact us today to schedule a showing!FCG REALTY residents are enrolled in the Resident Benefits Package (RBP) which includes a convenient option for renters insurance, HVAC

    Amber Madera FCG REALTY

    2049 Whispering Trails Blvd, Winter Haven, FL 33884
  • /7

    $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
  • /20

    $2,000 per month

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

    677 Lake Dexter Cir, Winter Haven, FL 33884

    LAKEFRONT!! LAKE DEXTER!Enjoy spectacular lake views and water activities right in our own back yard.Fish, ski, paddleboard, kayak, float on a tube...or just enjoy the serene waterviews and plentiful wildlife such as ducks, turtles, osprey and the occasional fly by of the resident bald eagle located in the cove.Enjoy the community pool and boat ramp.

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    677 Lake Dexter Cir, Winter Haven, FL 33884
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    $1,450 - $2,035 per month

    The Carlton at Lake Dexter

    1 - 2 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
  • /30

    $2,450 per month

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

    1454 Austin Terrace, Winter Haven, FL 33884

    Make Winter Haven your new home. In Peace Creek Reserve, a master-planned community along a beautiful creek, this Edison home offers an open layout that integrates the kitchen, living room, and dining area and extends to the patio for outdoor enjoyment. Upstairs, five bedrooms surround a versatile loft (home office, study, or game room). The master suite offers a walk-in closet and en suite

    Carla Moreno Pineda EXP REALTY LLC

    1454 Austin Terrace, Winter Haven, FL 33884
  • /22

    $1,499 - $1,895 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
  • /20

    $2,950 per month

    • 3 Beds
    • 3 Baths
    • 2,420 Sq Ft
    • House for Rent

    415 Smiley Ct, Winter Haven, FL 33884

    READY TO MOVE !!!! 3 spacious bedrooms + 1 versatile study/office ??? Large great room with excellent natural light ??? Open kitchen integrated into the dining room, ideal for family sharing ?? 3 full bathrooms: ?? Covered garage for 3 vehicles ?? Large private pool with terrace area for outdoor enjoyment ?? Large side garden, perfect for games, pets, or relaxing Located in a quiet and safe area,

    Adriana Sanchez AGENT TRUST REALTY CORPORATION

    415 Smiley Ct, Winter Haven, FL 33884
  • /31

    $1,400 - $2,137 per month

    RainDance

    1 - 2 Beds

    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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    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,541 Sq Ft
    • House for Rent

    1781 Lake Hill Dr, Winter Haven, FL 33884

    NEW CONSTRUCTION! Beautiful brand new 3-bedroom/3-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal

    Kayly Malinas JOHN WOOD REALTY, INC.

    1781 Lake Hill Dr, Winter Haven, FL 33884
  • /48

    $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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    $1,899 per month

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

    1780 Carnostie Rd, Winter Haven, FL 33884

    Discover the perfect blend of comfort and convenience in this beautiful Winter Haven home. Featuring 3 spacious bedrooms and 2 full bathrooms, this property offers plenty of room for the whole family. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for both relaxing and entertaining.The kitchen is a chef’s delight, with

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    1780 Carnostie Rd, Winter Haven, FL 33884
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    $1,375 - $1,425 per month

    The Jade

    1 Bed

    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
  • /16

    $1,905 per month

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • House for Rent

    3728 Imperial Dr, 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, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    3728 Imperial Dr, Winter Haven, FL 33880
  • /33

    $1,311 - $1,799 per month

    Dream Winter Haven

    1 - 3 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
  • /19

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • House for Rent

    219 Cloverdale Rd, Winter Haven, FL 33884

    FOR RENT - 4 Bedroom/2 Bath Single Family Home in desirable SE Winter Haven. This home can be rented unfurnished for $2200 a month or completely furnished for $2500 a month. It is located right by LEGOLAND to the West and near Highway 27 to the East. The decorations and the furnishings are very contemporary and in good taste. The home opens up to a spacious formal living room and dining room

    Linda Andre COLDWELL BANKER REALTY

    219 Cloverdale Rd, Winter Haven, FL 33884
  • /35

    $1,199 - $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
  • /33

    $1,950 per month

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

    2574 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Discover 2562 Pine Place, a beautifully maintained 3-bedroom, 2.5-bath home offering the perfect blend of modern comfort and tranquil waterfront living. Wake up to peaceful water views from your own backyard—ideal for savoring your morning coffee or unwinding at sunset. Inside, the open and airy floor plan features a stylish modern kitchen, spacious

    Jacob Hara TRANSCEND REALTY

    2574 Pine Place, Winter Haven, FL 33881
  • /32

    $1,575 - $2,050 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
  • /33

    $1,950 per month

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

    2568 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2568 Pine Pl, a stunning 3-bedroom, 2.5-bath home nestled in the heart of Winter Park, FL—where comfort meets serene waterfront living. Enjoy peaceful water views right from your backyard, perfect for morning coffee or evening relaxation. This beautifully maintained property offers a spacious, open layout, modern kitchen, and a primary

    Jacob Hara TRANSCEND REALTY

    2568 Pine Place, Winter Haven, FL 33881
  • /50

    $1,383 - $1,791 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
  • /33

    $1,950 per month

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

    2562 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2562 Pine Pl, a stunning 3-bedroom, 2.5-bath home nestled in the heart of Winter Park, FL—where comfort meets serene waterfront living. Enjoy peaceful water views right from your backyard, perfect for morning coffee or evening relaxation. This beautifully maintained property offers a spacious, open layout, modern kitchen, and a primary

    Jacob Hara TRANSCEND REALTY

    2562 Pine Place, Winter Haven, FL 33881
  • /12

    $1,205 - $1,592 per month

    Barrington Place At Winter Haven

    1 - 2 Beds

    1101 Cambridge Square, Winter Haven, FL 33880

    Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

    1101 Cambridge Square, Winter Haven, FL 33880
  • /33

    $1,895 per month

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

    2603 Tanoak Terrace, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2603 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location.Step into an

    Jacob Hara TRANSCEND REALTY

    2603 Tanoak Terrace, Winter Haven, FL 33881
  • /15

    $1,042 - $1,540 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
  • /28

    $2,000 per month

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

    904 Vienna Dr, Winter Haven, FL 33884

    Discover your perfect home in a newly built neighborhood! This beautiful 3-bedroom, 2-bath house offers both style and comfort. Step inside to find a spacious, open-concept living area that effortlessly blends with a modern kitchen, complete with high-end appliances and ample storage. The den provides additional room for guests or a home office. The master bedroom serves as a serene retreat with

    Christin Davis PROPERTY MANAGEMENT OF POLK

    904 Vienna Dr, Winter Haven, FL 33884
  • /26

    $1,365 - $1,675 per month

    Della Vita Apartments

    2 - 3 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
  • /15

    $1,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft
    • House for Rent

    1901 Avenue H NW Unit A, Winter Haven, FL 33881

    Spacious and well-located 3-bedroom, 1.5-bath apartment in the heart of Winter Haven! This rental offers ample living space and convenient amenities, perfect for anyone looking for comfort and convenience close to town. The apartment features three generously sized bedrooms, ideal for families or roommates. It includes a full bath plus a convenient half bath for added comfort. Residents will have

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1901 Avenue H NW Unit A, Winter Haven, FL 33881
  • /14

    $1,325 - $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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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 ...

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 33884, 33880, 33881, 33839 and 33859.
How to Rent a Home