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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
  • /22

    $1,441 - $1,767 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
  • /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
  • /50

    $1,223 - $2,985 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
  • /12

    $1,154 - $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
  • /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
  • /32

    $1,475 - $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
  • /16

    $2,450 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

    $1,930 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
  • /2

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • House for Rent

    206 Kingshill Ct SE, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    206 Kingshill Ct SE, Winter Haven, FL 33884
  • /30

    $2,200 per month

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

    530 Short Ln, Winter Haven, FL 33881

    LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant,

    Yukey Hoo U KEY REALTY

    530 Short Ln, Winter Haven, FL 33881
  • /6

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • House for Rent

    3832 Giorgio Dr, Winter Haven, FL 33884

    Appointment Only, Combination Lockbox, See Remarks, Use ShowingTime Button

    Daniela Leal Castro EXP REALTY LLC

    3832 Giorgio Dr, Winter Haven, FL 33884
  • /16

    $1,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,463 Sq Ft
    • Townhouse for Rent

    4622 Linda Dr, Lake Wales, FL 33859

    Move-in ready, brand-new 3-bedroom, 2.5-bath townhouse for rent in a quiet Lake Wales neighborhood. Perfect for families or anyone seeking comfort, privacy, and a relaxed lifestyle. Located close to schools and major roadways, this home combines residential tranquility with convenient access to everything you need. Don’t miss the chance to make this charming property your next home!

    Laritza Torres EXP REALTY LLC

    4622 Linda Dr, Lake Wales, FL 33859
  • /18

    $1,949 per month

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • House for Rent

    914 Whisper Lake Dr, Winter Haven, FL 33880

    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 1,961 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    914 Whisper Lake Dr, Winter Haven, FL 33880
  • /27

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1101 Eagle Pond Dr, Winter Haven, FL 33884

    Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness

    Lienyvette Grimaldo MAZELG REALTY

    1101 Eagle Pond Dr, Winter Haven, FL 33884
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    $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
  • /16

    $2,600 per month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

    Agent Photo

    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /11

    $3,250 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    154 2nd St SW Unit 2, Winter Haven, FL 33880

    Raingarden Apartments is a 9-unit collection of spacious luxury townhouse apartments located in downtown Winter Haven. Perfect for those looking to embrace a walkable, urban lifestyle where environmentally conscious living meets uncompromising, modern sophistication. All units have an enclosed 2-car garage and courtyard patio.

    154 2nd St SW Unit 2, Winter Haven, FL 33880
  • /40

    $1,250 - $1,570 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
  • /15

    $2,060 per month

    • 3 Beds
    • 2 Baths
    • 1,821 Sq Ft
    • House for Rent

    5800 Driftwood 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

    5800 Driftwood Dr, Winter Haven, FL 33884
  • /20

    $2,010 per month

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • House for Rent

    104 Lake Daisy Terrace, 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

    104 Lake Daisy Terrace, Winter Haven, FL 33884
  • /24

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft
    • House for Rent

    1498 Austin St, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1498 Austin St, Winter Haven, FL 33884
  • /34

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    2893 Whispering Trails Dr, Winter Haven, FL 33884

    This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well

    Jenny Caso LIFESTYLE INTERNATIONAL REALTY

    2893 Whispering Trails Dr, Winter Haven, FL 33884
  • /41

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,602 Sq Ft
    • House for Rent

    3022 Hickory St NW, Winter Haven, FL 33881

    Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that

    Ashlee Morrell THE URBAN GROUP, INC.

    3022 Hickory St NW, Winter Haven, FL 33881
  • /15

    $1,950 per month

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • House for Rent

    1341 Avenue S NW, Winter Haven, FL 33881

    4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.

    Tracey Crews SUPERIOR PROPERTY MGMT & SALES

    1341 Avenue S NW, Winter Haven, FL 33881
  • /6

    $1,010 per month

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

    1892 Lake Mariam Dr, Winter Haven, FL 33884

    Enjoy peaceful lakefront living right off Dundee Rd in this charming 1-bedroom, 1-bath apartment located in a quiet 7-plex on beautiful Lake Mariam. With Legoland less than 5 miles away, you’re perfectly positioned for convenience and fun.Inside, you’ll find a dedicated utility room with full-size washer/dryer hookups—no laundromat runs needed. The flooring keeps the space cool and easy to

    Jordan Clark PALM LEAF PROPERTY MANAGEMENT

    1892 Lake Mariam Dr, Winter Haven, FL 33884
  • /24

    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 2,093 Sq Ft
    • House for Rent

    521 Reggie Rd, Winter Haven, FL 33884

    4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    521 Reggie Rd, Winter Haven, FL 33884
  • /23

    $1,750 per month

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

    1867 Carnostie Rd, Winter Haven, FL 33884

    Spacious 3-bedroom, 2-bathroom home for rent in Winter Haven, offering comfort, style, and convenience in a desirable location. This well-maintained property features an open floor plan with a seamless flow between the living and dining areas, creating an inviting space for both everyday living and entertaining. The kitchen is equipped with solid wood cabinetry, elegant stone countertops, and all

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    1867 Carnostie Rd, Winter Haven, FL 33884
  • /11

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • House for Rent

    1019 Mockingbird Cir, Winter Haven, FL 33884

    3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly

    Donna Williams REMAX EXPERTS

    1019 Mockingbird Cir, Winter Haven, FL 33884
  • /15

    $2,270 per month

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

    159 Southern Breeze Lp, Winter Haven, FL 33880

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

    159 Southern Breeze Lp, Winter Haven, FL 33880
  • /20

    $2,025 per month

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft
    • House for Rent

    613 Sarner Pass Way, Winter Haven, FL 33881

    This property is available. Please inquire on this site to schedule a showing. Welcome to 613 Sarner Pass Way, located in the serene and charming community of Winter Haven, FL. This delightful single-story home boasts a modern and inviting open floor plan, perfect for both relaxation and entertaining. The expansive living area is adorned with beautiful wood-look flooring and flows

    613 Sarner Pass Way, Winter Haven, FL 33881
  • /19

    $1,575 total monthly price

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880

    650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880
  • /15

    $2,090 per month

    • 4 Beds
    • 2 Baths
    • 1,786 Sq Ft
    • House for Rent

    107 Fall Glo Rd, Winter Haven, FL 33880

    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

    107 Fall Glo Rd, Winter Haven, FL 33880
  • /15

    $2,265 per month

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • House for Rent

    437 Kensington View Dr, Winter Haven, FL 33880

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

    437 Kensington View Dr, Winter Haven, FL 33880

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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