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Newest Homes for Rent in Winter Haven, FL

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    $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
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    $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
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    $997 - $1,565 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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    $1,188 - $1,758 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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    $1,480 - $2,175 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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    $1,541 - $2,032 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
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    $1,251 - $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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    $1,189 - $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
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    $1,099 - $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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    $1,295 - $2,210 per month

    Raindance

    1 - 2 Beds

    200 Avenue C SW, Winter Haven, FL 33880

    Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

    200 Avenue C SW, Winter Haven, FL 33880
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    $975 - $1,200 per month

    Oakcrest Apartments

    1 Bed

    101-123 Oak Crest Dr NW, Winter Haven, FL 33881

    Ideally located with access to US Hwy 17-92, I-4, Winter Haven and Central Florida. Cozy one-bedroom apartments with Energy Efficient Central A/C, tile floors, W/D hookups and newly updated appliances. Located next to beautiful lake and Rails to Trails walking and bicycle path that makes travel to work or shopping or just sight seeing around Winter Haven by bike a breeze. Bus stop adjacent to

    101-123 Oak Crest Dr NW, Winter Haven, FL 33881
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    $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
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    $1,525 per month

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • Townhouse for Rent

    310 Mayfair Place SW, Winter Haven, FL 33880

    This one has personality and you'll feel it the moment you walk in. Skylights flood the great room with natural light, ceilings soar overhead, and the open layout just breathes. It's the kind of place that feels like home before you've even unpacked.Upstairs, the spacious loft with warm hardwood floors is the kind of bonus space that's difficult to find. Make it a home office, relaxing

    310 Mayfair Place SW, Winter Haven, FL 33880
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    $1,350 per month

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

    430 Ave B NE Unit A, Winter Haven, FL 33881

    This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss out!Resident Benefits Package,

    430 Ave B NE Unit A, Winter Haven, FL 33881
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    $1,350 per month

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

    430 Ave B NE Unit B, Winter Haven, FL 33881

    2 BD/1 BA APARTMENT AVAILABLE FOR LONG-TERM LEASE! This unit is part of a tri-plex and features a massive open living space, luxury vinyl flooring throughout, washer/dryer hookups in the unit, granite countertops, and NO CARPET throughout. Conveniently located close to food, shopping, medical, and just minutes from Downtown Winter Haven, this is a great place to call home! Call today, don’t miss

    430 Ave B NE Unit B, Winter Haven, FL 33881
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    $1,895 per month

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • 4-Bedroom, 2.-Bathroom in Winter Haven

    877 Cambridge Dr, Winter Haven, FL 33881

    This gorgeous 4-bedroom, 2.5-bathroom home is loaded with space and comes with stainless appliances as well as a spacious two-car garage.Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for

    877 Cambridge Dr, Winter Haven, FL 33881
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    $1,395 per month

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

    900 Avenue Z SE Unit C2, Winter Haven, FL 33880

    Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped

    Nomar Rosa LPT REALTY, LLC

    900 Avenue Z SE Unit C2, Winter Haven, FL 33880
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    $1,395 per month

    • 2 Beds
    • 1 Bath
    • 1,037 Sq Ft
    • House for Rent

    2804 Avenue M NW, Winter Haven, FL 33881

    Completely remodeled and restored residence. Solid masonry construction with BRAND NEW ROOF, hardwood floors, inside utility room & so much more! Enjoy the privacy and tranquility of the screen back porch overlooking the tree-shaded & fenced back yard. Spacious kitchen features solid wood cabinets and plenty of storage space. Make this house your home!

    Ekramul Chowdhury PROFILES INTERNATIONAL REALTY

    2804 Avenue M NW, Winter Haven, FL 33881
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    $1,200 per month

    • 2 Beds
    • 1 Bath
    • 8,232 Sq Ft
    • Apartment for Rent

    730 W Central Ave, Winter Haven, FL 33880

    Charming, updated, and ideally located this recently renovated 2 bedroom,1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by

    Kelly Lamplugh DENNIS REALTY PROPERTY MGMT.

    730 W Central Ave, Winter Haven, FL 33880
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    $2,290 per month

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

    368 Kayden Cove, Winter Haven, FL 33884

    Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and

    Ashley Porto GLASSTONE GROUP INC

    368 Kayden Cove, Winter Haven, FL 33884
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    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • House for Rent

    3992 Warbler Dr, Winter Haven, FL 33880

    Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The

    Lienyvette Grimaldo MAZELG REALTY

    3992 Warbler Dr, Winter Haven, FL 33880
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    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    4981 Kaia Ave, Winter Haven, FL 33884

    Welcome to this beautiful brand new property in winter I am pleased to introduce a wonderful opportunity located at , Winter Haven. This 3-bedroom, 2-bathroom property was recently built in 2025 and offers a modern living space in a prime location. The home is ideally situated close to Highway 27, providing easy access to major commuting routes while remaining conveniently located near a variety

    Jorge Barcelo LA ROSA REALTY LLC

    4981 Kaia Ave, Winter Haven, FL 33884
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    $1,749 per month

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,555 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /11

    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • House for Rent

    1228 Haines Dr, Winter Haven, FL 33881

    This house have an open, spacious floor plan with a standout kitchen featuring stainless steel appliances and large pantry, flowing into an inviting "Great Room". The home is equipped with solar panels to assist with energy efficiency. Proximity to medical facilities, shopping, restaurants, and grocery stores, with easy access to US 27 and I-4. The community is noted for having a low HOA fee and

    Hector Figueroa LA ROSA REALTY KISSIMMEE

    1228 Haines Dr, Winter Haven, FL 33881
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    $1,299 - $1,899 per month

    Dream Winter Haven

    1 - 2 Beds

    5004 Dream Dr, Winter Haven, FL 33880

    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 33880
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    $1,950 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • House for Rent

    175 Grove Branch Rd, Winter Haven, FL 33880

    Welcome Home! This gorgeous modern 3 bed 2 bath and 2 car garage is located in beautiful Winter Haven. This is very open and spacious split floor plan. Perfect for entertaining. Kitchen is tastefully designed with espresso brown 42" cabinets and features an island overlooking the family room. Large pantry closet. Master bedroom suite offers a large walk-in closet and an additional large closet.

    175 Grove Branch Rd, Winter Haven, FL 33880
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    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Winterset Condo with Gorgeous Sunset Views!

    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

    715 Magnolia Place, Winter Haven, FL 33884
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    $2,500 per month

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft
    • Lake Hartridge Condo - Two Levels with Water Views

    2410 Hartridge Point Dr W, Winter Haven, FL 33881

    Wide open views of Lake Hartridge (Chain of Lakes) draw you straight through the living space and out to an oversized 11x25 screened lanai, setting the tone the moment you step inside! This isn’t your typical condo layout; it’s designed to maximize water views from both levels. This 3-bedroom, 3-bath home features a unique two-story layout that delivers both space and functionality. The main

    2410 Hartridge Point Dr W, Winter Haven, FL 33881
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    $1,550 per month

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

    324 Avenue Y NE Unit B, Winter Haven, FL 33881

    This is a 2 bedroom/2 bath with one bedroom having an en-suite bath. Open floor plan, all new stainless steel appliances with washer/dryer included. Also, luxury vinyl plank flooring through out the unit for easy cleaning. Come and see if this is for you. Will not be on the market for too long.

    Hitesh Lallu WEICHERT REALTORS HALLMARK PRO

    324 Avenue Y NE Unit B, Winter Haven, FL 33881
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    $1,200 per month

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

    1103 Cypress Gardens Blvd Unit 30, Winter Haven, FL 33884

    This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added

    Christin Davis PROPERTY MANAGEMENT OF POLK

    1103 Cypress Gardens Blvd Unit 30, Winter Haven, FL 33884
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    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    400 Red Hawk Loop, Winter Haven, FL 33880

    3BR/2BA home available now in Winter Haven. Home features all ceramic tile flooring, single car garage, and spacious yard on a corner lot.

    Tracey Crews SUPERIOR PROPERTY MGMT & SALES

    400 Red Hawk Loop, Winter Haven, FL 33880
  • /3

    $1,849 per month

    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft
    • House for Rent

    497 Kensington View Dr, Winter Haven, FL 33880

    Newly built home. 4 Bedrooms: Spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths.Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.

    Kevin Watson DALTON WADE INC

    497 Kensington View Dr, Winter Haven, FL 33880
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    $1,985 per month

    • 4 Beds
    • 2 Baths
    • 1,699 Sq Ft
    • House for Rent

    603 Terranova Dr, Winter Haven, FL 33884

    Move In Ready 4 bedroom 2 bathroom home in the gated community of Terranova. This home has been well maintained and boasts fresh interior paint Ceramic Tile throughout the home. Located close to shopping, restaurants, and Lego Land. The tenants will benefit from the solar panels with the average electric costs for the previous tenants have been less than $100.00 month. Home offers vinyl fenced

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    603 Terranova Dr, Winter Haven, FL 33884
  • /10

    $1,550 per month

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

    502 Winter Terrace Unit 121, Winter Haven, FL 33881

    The community of Winter Ridge Condos has a lot to offer: Swimming pool, club house and private boat dock on lake Smart. This tranquil community is everybody's dream to enjoy and relax. this bright and inviting condo features 2 large bedrooms and 2 bathrooms. An open layout living/dinning combo and abundant natural light, Conveniently located near shopping, dining, and major roadways, this

    Luz Solano AGENT TRUST REALTY CORPORATION

    502 Winter Terrace Unit 121, Winter Haven, FL 33881
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    $1,375 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE Unit G-3, Winter Haven, FL 33881

    Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind

    William Beasley STAR REALTY OF WINTER HAVEN

    1550 11th St NE Unit G-3, Winter Haven, FL 33881
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    $1,725 per month

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Welcome to this charming abode.

    125 Pine Island Dr, Winter Haven, FL 33881

    Coming Soon: This property is not currently available, please join the Rently Waitlist for more updates.This 4-bedroom, 2-bathroom home in Winter Haven, FL is professionally managed by Sylvan Homes, one of the nation’s leading single-family rental companies. *Restrictions applyProspective tenants for Sylvan Homes must meet the following criteria: all occupants aged 18 and

    125 Pine Island Dr, Winter Haven, FL 33881
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    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 854 Sq Ft
    • Condo for Rent

    163 Ave a SE Unit 2, Winter Haven, FL 33880

    Downstairs rental near Downtown Winter Haven! Freshly renovated and full of charm. Enjoy hard-surface flooring throughout, generous bedrooms sizes, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today!Security deposit is $1,300 and pet fees are $250 per pet. No

    163 Ave a SE Unit 2, Winter Haven, FL 33880
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    $1,525 per month

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

    2265 3rd St NE, Winter Haven, FL 33881

    Available the first week of January, this well-maintained 3-bedroom home is tucked away on a quiet dead-end street, offering privacy and a peaceful setting. The interior features a functional and efficient layout designed to make the most of every square foot, with a welcoming living area ideal for everyday comfort and casual entertaining.The kitchen is thoughtfully updated with stainless

    2265 3rd St NE, Winter Haven, FL 33881
  • /2

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Winterhaven Rental!

    554 Reddicks Cir, Winter Haven, FL 33884

    Welcome to this inviting home located in a quiet neighborhood in Winter Haven! This well-maintained property features a spacious layout with comfortable living areas, perfect for relaxing or entertaining. The home offers multiple bedrooms and bathrooms, providing plenty of space for families or roommates.Conveniently located near shopping, dining, schools, and major roadways, this home

    554 Reddicks Cir, Winter Haven, FL 33884
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    $1,300 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    163 Ave a SE Unit 1, Winter Haven, FL 33880

    Freshly renovated and full of charm, this downstairs unit puts you right by downtown Winter Haven. Enjoy hard-surface flooring throughout, in-unit laundry hookups, a spacious living area, and a bonus den perfect for a home office or extra lounge space. Stylish, functional, and in a location that’s hard to beat. Schedule your showing today!Security deposit is $1,300 and pet fees are $250

    163 Ave a SE Unit 1, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 8

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 34746.

Rental Home Trends in Winter Haven, FL

Rental Home Trends

Number of Homes for Rent
298
Median Rent
$1,772
Median Single Family Home Rent
$1,895
Median Townhouse Rent
$1,286
Median Condo Rent
$1,350
How to Rent a Home