Starting at $1,499 Per Month
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
The Waverly at Winter Haven
$1,999 Per Month
172 Inman Blvd, Winter Haven, FL 33881
172 Inman Blvd, Winter Haven, FL 33881
Starting at $1,310 Per Month
265 Ave E SW, Winter Haven, FL 33880
Discover the essence of upscale living at The Breeze, where the vibrant spirit of Winter Haven meets the serenity of a private retreat. Our community was designed for those who demand more from their surroundings. Each residence serves as a masterclass in architectural efficiency, blending high-performance energy standards with "luxury-first" essentials. From gourmet-inspired kitchens to living
The Breeze
$2,000 Per Month
624 Honey Bell Rd, Winter Haven, FL 33880
624 Honey Bell Rd, Winter Haven, FL 33880
Starting at $1,441
Total Monthly Price
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
Prose Cypress Pointe
$2,300 Per Month
780 Overlook Grove Dr, Winter Haven, FL 33884
780 Overlook Grove Dr, Winter Haven, FL 33884
Starting at $1,400 Per Month
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
Raindance
$1,300 Per Month
5667 Struthers Ct, Winter Haven, FL 33884
5667 Struthers Ct, Winter Haven, FL 33884
Starting at $1,460 Per Month
1015 Mahaffey Rd, Winter Haven, FL 33884
A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.
The Carlton at Lake Dexter
$2,300 Per Month
1504 Hummingbird Rd, Winter Haven, FL 33884
1504 Hummingbird Rd, Winter Haven, FL 33884
Starting at $1,249 Per Month
5004 Dream Dr, Winter Haven, FL 33880
Dream Winter Haven offers comfortable, brand-new one-, two-, and three-bedroom apartment homes in Winter Haven, Florida, thoughtfully designed to provide modern convenience, connection, and a welcoming place to call home. Ideally located in Central Florida, our pet-friendly community provides easy access to shopping, dining, entertainment, outdoor recreation, and LEGOLAND Florida. Residents enjoy
Dream Winter Haven
$1,400 Per Month
8302 Waterview Way, Winter Haven, FL 33884
8302 Waterview Way, Winter Haven, FL 33884
Starting at $1,245 Per Month
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.
The Jade
$1,700 Per Month
1313 4th St NE, Winter Haven, FL 33881
1313 4th St NE, Winter Haven, FL 33881
Starting at $997 Per Month
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
Briarcrest at Winter Haven
$1,300 Per Month
1453 Austin St Unit B, Winter Haven, FL 33884
1453 Austin St Unit B, Winter Haven, FL 33884
Starting at $959 Per Month
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.
Carlton Arms Of Winter Haven
$1,600 Per Month
1756 2nd St NE, Winter Haven, FL 33881
1756 2nd St NE, Winter Haven, FL 33881
Starting at $1,099 Per Month
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
Haven at Lake Deer
$2,295 Per Month
6220 Botticella Blvd, Winter Haven, FL 33884
6220 Botticella Blvd, Winter Haven, FL 33884
Starting at $1,299 Per Month
3005 Willow Glen Cir, Lake Wales, FL 33859
Set Your Own Pace at Alera at Hunters GlenDiscover a modern vision for upscale apartment living at Alera at Hunters Glen—where style meets simplicity in Lake Wales, FL. Embrace the freedom of a lock-and-leave lifestyle in a sophisticated community designed for those who live life on their own terms. With a seamless blend of contemporary design and refined elegance, Alera is where your
Alera at Hunters Glen
Starting at $1,189 Per Month
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
Barrington Place At Winter Haven
Starting at $1,306 Per Month
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
Vista Lake Ned
Starting at $1,265 Per Month
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,
Della Vita Apartments
Starting at $1,475 Per Month
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.
Lakeshore Club
Starting at $1,225 Per Month
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
The Arbours at Garden Grove
$2,400 Per Month
330 Royal Palm Way, Winter Haven, FL 33881
**THIS ADDRESS WAS FORMALLY KNOWN AS 326 OXFORD DRIVE. STREET NAME WAS CHANGED TO ROYAL PALM WAY. THE NEW ADDRESS WILL NOT PULL UP ON THE MAP**Private community, energy efficient homes, LOADED with the best finishes. With three different elevations to choose from, you will notice a completely different look and feel. If you have pets, not only do we allow them. Home available that
Starting at $1,000 Per Month
130 Avenue C SE, Winter Haven, FL 33880
Central Haven Apartments
$2,425 Per Month
326 Royal Palm Way, Winter Haven, FL 33881
**THIS ADDRESS WAS FORMALLY KNOWN AS 326 OXFORD DRIVE. STREET NAME WAS CHANGED TO ROYAL PALM WAY. THE NEW ADDRESS WILL NOT PULL UP ON THE MAP** Private community, energy efficient homes, LOADED with the best finishes. With three different elevations to choose from, you will notice a completely different look and feel. If you have pets, not only do we allow them. Home available that
Starting at $993 Per Month
4225 Vista Del Lago Dr, Winter Haven, FL 33881
You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some
Villas at Lake Smart Apartments
Starting at $1,250 Per Month
101 Parker Ln NE, Winter Haven, FL 33881
Call for availability! Our apartment complex is nestled back in a residential housing lakeside community, away from busy traffic. Quiet surroundings for families and single professionals to relax in their home. We provide high tech security cameras throughout the whole complex to assure your safety. Lake Buckeye owners want to provide a drug-free and safe environment for your family to call
Lake Buckeye Apartments
$2,400 Per Month
317 Royal Palm Way, Winter Haven, FL 33881
**THIS ADDRESS WAS FORMALLY KNOWN AS 317 OXFORD DRIVE. STREET NAME WAS CHANGED TO ROYAL PALM WAY. THE NEW ADDRESS WILL NOT PULL UP ON THE MAP**Private community, energy efficient homes, LOADED with the best finishes. With three different elevations to choose from, you will notice a completely different look and feel. If you have pets, not only do we allow them. Home available that
Starting at $1,258 Per Month
2850 W Lake Hamilton Dr, Winter Haven, FL 33881
Brand-New Apartment Homes, Newly Repriced.1 Bed - As low as $11992 Bed - As low as $14993 Bed - As low as $1650PLUS 1 month FREE on 19-24 month lease terms. Schedule your tour TODAY!1 Bed - As low as $11992 Bed - As low as $14993 Bed - As low as $1650PLUS 1 month FREE on 19-24 month lease terms. Schedule your tour TODAY!
Magnolia at Lake Hamilton
Starting at $999 Per Month
102 Landings Way, Winter Haven, FL 33880
Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl
The Landings Apartment Homes
Starting at $950 Per Month
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.
Lakeview Tower
Starting at $975 Per Month
101-123 Oak Crest Dr NW, Winter Haven, FL 33881
Ideally located with convenient access to US Hwy 17-92, I-4, and the greater Winter Haven and Central Florida area, this community offers both accessibility and comfort.Our cozy one-bedroom apartments feature energy-efficient central A/C, tile flooring, washer/dryer hookups, and newly updated appliances designed for everyday convenience.Residents enjoy scenic surroundings,
Oakcrest Apartments
$1,730 Per Month
3740 Imperial Dr, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
$1,820 Per Month
2520 Ave a SW, Winter Haven, FL 33880
Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),
$2,050 Per Month
1336 Axel Cir, Winter Haven, FL 33880
Property Id: 836169 4 bedroom 2 Bathroom Single Family Home Easy commute to either Tampa or Orlando. Large kitchen granite countertops, large pantry, stainless steel appliances, Washer and Dryer included, vaulted ceiling, 2-car garage. Security deposit due at signing. $2000 1st and Last and security due at move in. Well qualified applicants may be
$1,800 Per Month
1108 Carefree Cove Dr, Winter Haven, FL 33881
Property Id: 1524046 Large House for a family with fenced in large yard, tiles floors, updated kitchen and bathrooms with lots of extras. Available July 2025. Please call both contact numbers to get more information on property and terms of rental.
Showing Results 1 - 40, Page 1 of 9
There are currently 333 homes available for rent in Winter Haven, FL. The median rent is $1,799 per month, with single-family homes renting at $1,895, townhouses at $1,338 and condos at $1,375.
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Number of Homes for Rent
333
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Median Rent
$1,799
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Median Single Family Home Rent
$1,895
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Median Townhouse Rent
$1,338
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Median Condo Rent
$1,375
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