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Newest Homes for Rent in Winter Haven, FL

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  • /65

    $959 - $1,793 per month

    Carlton Arms Of Winter Haven

    Studio - 3 Beds

    7676 Carlton Arms Blvd, Winter Haven, FL 33884

    Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

    7676 Carlton Arms Blvd, Winter Haven, FL 33884
  • /15

    $997 - $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
  • /55

    $1,219 - $2,405 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
  • /25

    $1,455 - $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
  • /14

    $1,500 - $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
  • /12

    $1,165 - $1,598 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
  • /22

    $1,441 - $1,841 total monthly price

    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
  • /50

    $1,236 - $1,808 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
  • /35

    $999 - $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
  • /16

    $1,999 per month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • House for Rent

    372 Kensington View Dr, Winter Haven, FL 33880

    Sign in by April 17, Get 4 Weeks Free! 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.

    372 Kensington View Dr, Winter Haven, FL 33880
  • /35

    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • House for Rent

    330 Royal Palm Way, Winter Haven, FL 33881

    Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100%

    330 Royal Palm Way, Winter Haven, FL 33881
  • /20

    $950 - $1,350 per month

    Lakeview Tower

    Studio - 1 Bed

    745 Avenue A SW, Winter Haven, FL 33880

    Lakeview Tower offers newly remodeled studio and one bedroom apartment homes. It is an exceptional senior living, 62+ and disabled Community. Lakeview Tower sits right on Lake Howard, allowing breath taking views from your window.

    745 Avenue A SW, Winter Haven, FL 33880
  • /6

    $1,350 per month

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

    1019 2nd St SE, Winter Haven, FL 33880

    Charmingly renovated 2 bedroom, 1 bathroom duplex in Downtown Winter Haven! Featuring stylish tile floors throughout, modern kitchen with quartz countertops, stainless appliances and washer dryer hookups. Perfect for urban living with contemporary comforts. Call today to schedule a tour!

    Pedro Cartagena 1513 REALTY LLC

    1019 2nd St SE, Winter Haven, FL 33880
  • /22

    $1,817 per month

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • House for Rent

    3304 White Indigo Rd, Winter Haven, FL 33884

    WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL!Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking &

    Jay Myers ORLANDO REALTY & PROPERTY MGNT

    3304 White Indigo Rd, Winter Haven, FL 33884
  • /26

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,944 Sq Ft
    • House for Rent

    1787 Lake Hill Dr, Winter Haven, FL 33884

    Beautiful 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 to at least 3x monthly rent

    Kayly Malinas JOHN WOOD REALTY, INC.

    1787 Lake Hill Dr, Winter Haven, FL 33884
  • /14

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    227 Volusia Dr, Winter Haven, FL 33884

    Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard. Inside laundry room and 2 car garage. Available and ready for immediate occupancy.

    Sue Ann Williamon THE HOME COMPANY

    227 Volusia Dr, Winter Haven, FL 33884
  • /20

    $1,650 per month

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft
    • Property for Rent

    5320 Laurel Oak Dr, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5320 Laurel Oak Dr, Winter Haven, FL 33880
  • /2

    $1,600 per month

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

    422 22nd St SW, Winter Haven, FL 33880

    FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These

    Linda Andre COLDWELL BANKER REALTY

    422 22nd St SW, Winter Haven, FL 33880
  • /27

    $2,150 per month

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

    1063 Michelangelo Ln, Winter Haven, FL 33884

    Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a

    Jacob Bellamy REMAX EXPERTS

    1063 Michelangelo Ln, Winter Haven, FL 33884
  • /18

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • House for Rent

    606 Holt Cir, Winter Haven, FL 33880

    This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added

    Christin Davis PROPERTY MANAGEMENT OF POLK

    606 Holt Cir, Winter Haven, FL 33880
  • /38

    $1,299 - $2,099 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
  • /32

    $1,475 - $2,200 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
  • /15

    $3,170 per month

    • 5 Beds
    • 3 Baths
    • 2,566 Sq Ft
    • House for Rent

    957 Gotthard Pass Dr, Winter Haven, FL 33881

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

    957 Gotthard Pass Dr, Winter Haven, FL 33881
  • /2

    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • House for Rent

    4458 Rapallo Ave, Winter Haven, FL 33884

    Brand New 3BR + Loft Home | Modern Finishes | Be the First to Live Here! Be the first to occupy this stunning, never-lived-in two-story home. Offering 1,568 sq. ft. of bright, open living space, this property features a designer kitchen with Silestone countertops, Samsung stainless steel appliances, and a massive island perfect for entertaining. The layout includes a versatile upstairs loft—ideal

    Shirley Gomez Dalton Wade, Inc.

    4458 Rapallo Ave, Winter Haven, FL 33884
  • /15

    $2,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    2973 Whispering Trails Dr, 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

    2973 Whispering Trails Dr, Winter Haven, FL 33884
  • /20

    $1,849 per month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • House for Rent

    509 Kensington View Dr, Winter Haven, FL 33880

    Sign in by April 17, Get 4 Weeks Free! 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.

    509 Kensington View Dr, Winter Haven, FL 33880
  • /49

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • House for Rent

    4004 Cypress Landing S, Winter Haven, FL 33884

    Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 356-8719

    4004 Cypress Landing S, Winter Haven, FL 33884
  • /48

    $1,650 per month

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

    715 Magnolia Place, Winter Haven, FL 33884

    Gorgeous sunset views over Lake Winterset... this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 431-3989

    715 Magnolia Place, Winter Haven, FL 33884
  • /14

    $1,200 per month

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

    2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880

    FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These

    Linda Andre COLDWELL BANKER REALTY

    2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880
  • /10

    $1,775 per month

    • 3 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • House for Rent

    2214 Avenue B SW, Winter Haven, FL 33880

    Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and

    Sylvain Sara HOMETRUST REALTY GROUP

    2214 Avenue B SW, Winter Haven, FL 33880
  • /36

    $2,100 per month

    • 4 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • House for Rent

    1174 Haines Dr, Winter Haven, FL 33881

    Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a

    Maria Cruz Vazquez ONE TEAM REALTY

    1174 Haines Dr, Winter Haven, FL 33881
  • /40

    $1,650 per month

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

    2249 9th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2249 9th St SE, Winter Haven, FL 33880
  • /34

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    616 Crystals Blvd, Winter Haven, FL 33884

    Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The

    Jeff Inman FHG REALTY, LLC

    616 Crystals Blvd, Winter Haven, FL 33884
  • /10

    $1,975 per month

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft
    • House for Rent

    233 Kensington View Blvd, Winter Haven, FL 33880

    Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything

    Christopher Gallon, Pa EXP REALTY LLC

    233 Kensington View Blvd, Winter Haven, FL 33880
  • /34

    $2,200 per month

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft
    • House for Rent

    1116 Tyler Loop, Winter Haven, FL 33884

    Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen

    Julien Silva JOHN SILVA REALTY & ASSOCIATES

    1116 Tyler Loop, Winter Haven, FL 33884
  • /16

    $1,785 per month

    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft
    • House for Rent

    309 Vaniman Ave, Winter Haven, FL 33880

    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

    309 Vaniman Ave, Winter Haven, FL 33880
  • /18

    $1,845 per month

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • House for Rent

    5711 Lakeside Landings 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 $1989.90. That covers your base rent, $1845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5711 Lakeside Landings Blvd, Winter Haven, FL 33881
  • /16

    $1,925 per month

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    822 Terranova 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

    822 Terranova Rd, Winter Haven, FL 33884
  • /20

    $2,080 per month

    • 3 Beds
    • 2 Baths
    • 1,871 Sq Ft
    • House for Rent

    819 Reflections Loop E, 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 $2224.90. That covers your base rent, $2080.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    819 Reflections Loop E, Winter Haven, FL 33884
  • /17

    $2,299 per month

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • House for Rent

    443 Sandestin Dr SE, Winter Haven, FL 33884

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    443 Sandestin Dr SE, Winter Haven, FL 33884

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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 Cypress Gardens, Downtown Winter Haven, Southeast Winterhaven, East Winter Haven and Southwest Winter Haven.
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