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
$1,700 Per Month
1313 4th St NE, Winter Haven, FL 33881
1313 4th St NE, Winter Haven, FL 33881
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
$1,600 Per Month
1756 2nd St NE, Winter Haven, FL 33881
1756 2nd St NE, Winter Haven, FL 33881
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
$1,300 Per Month
5667 Struthers Ct, Winter Haven, FL 33884
5667 Struthers Ct, 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 $1,310 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
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
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
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
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
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
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 $1,265 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 $1,189 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 $1,225 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
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
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 $1,000 Per Month
130 Avenue C SE, Winter Haven, FL 33880
Central Haven Apartments
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 $3,250 Per Month
154 2nd St SW, 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.
Raingarden Apartments
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
$2,466
Total Monthly Price
1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
The advertised rate of $2,466/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$1,575 Per Month
311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any
$1,250 Per Month
1007 37th St NW Unit 1, Winter Haven, FL 33881
Property Id: 1919782 This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways. Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon. It’s equipped with new AC - will be able to save on electricity, new tile flooring
$1,835 Per Month
624 Lake Elizabeth 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.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
$1,025 Per Month
3058 St Paul Dr, Jan Phyl Village, FL 33880
Enjoy a comfortable living space with 2 bedrooms and 1 bathroom. Perfect for those seeking convenience and style.- Includes appliances: Refrigerator and Electric Range- Cooling and heating: Central, Heat Pump- Off-street parking available- Flooring: Tile and Carpet- Ceiling fans and hookups availablePets: Yes to dogs and cats. Small, 2 max.Residents are
$1,500
Total Monthly Price
901 Eagle Pond Dr Unit 901 Eagle Pond, Winter Haven, FL 33884
Beautifully Renovated First-Floor Apartment in prestigious Cypresswood Gated Golf Course CommunityWelcome home to this beautifully fully renovated 1,017-square-foot first-floor apartment, located in a highly desirable gated golf course community. This move-in-ready home features 2 spacious bedrooms with walk-in closets, 2 full bathrooms, 2 linen closets, and a convenient laundry closet
$1,400
Total Monthly Price
5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884
This property at 5850 Cypress Gardens Blvd unit #607 features 2 bedrooms and 1 bathroom within a total of 1,260 square feet. The living room offers ample space for relaxation and entertainment, while the bedrooms provide comfortable accommodations. The bathroom is equipped with standard fixtures. Amenities include air conditioning for climate control, a washer and dryer for laundry convenience,
$1,400
Total Monthly Price
357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1400 rent per month plus one month security deposit and utilities
$1,425 Per Month
333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880
FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the
Linda Andre COLDWELL BANKER REALTY
$1,045 Per Month
3039 St Paul Dr, Jan Phyl Village, FL 33880
Beautiful 2-bedroom unit off of Winter Lake Rd in Winter Haven is move-in ready! Enjoy the vaulted ceiling and exposed beams in the living room. Kitchen features include breakfast bar, granite counters, & custom cabinets. Washer/dryer hookups and lawn care for stress-free living. Up to 2 small pets welcome-30 lbs. or less. Schedule your showing today!Applications do not hold the property
$1,450 Per Month
704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884
Lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club. 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows and sliding glass patio door, NEW kitchen countertops, and fresh interior paint.
Kayly Malinas JOHN WOOD REALTY, INC.
$1,500 Per Month
2500 21st St NW, Winter Haven, FL 33881
Virtually Staged. Check out this 2 bedroom 2 1/2 bath townhome in the Casa Del Sol community. This home offers an open kitchen with breakfast bar and 2 pantry closets, formal dining room, tile floors downstairs and wood flooring upstairs spacious bedroom both with private ensuite master baths. Master suite has lake view. Screen rear patio as well as private courtyard, 1 car garage. Community
$1,450 Per Month
1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884
Second floor Eagle Pond condominium in the highly desirable 24-hour guard-gated community of Cypresswood Golf and Country Club. High ceilings, breakfast bar, and open-concept living area are just a few features this property offers. The spacious primary bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway,
Kayly Malinas JOHN WOOD REALTY, INC.
$1,600 Per Month
204 Chaucer Ln, Winter Haven, FL 33884
Centrally located 2 bedroom 2 bath. This home has been updated with new flooring and paint throughout. 2 car garage, screen lanai, fenced yard.Administration Fee:Upon approval tenants will be subject to a $250 one-time administration fee.**This home comes with high speed internet up to 1 Gig at an exclusive group rate of $60/month (In addition to advertised rent), and includes
Showing Results 1 - 40, Page 1 of 4
There are currently 125 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 2 Bedroom Homes for Rent
125
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Median 2 Bedroom Condo Rent
$1,400
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Median 2 Bedroom Townhouse Rent
$1,313
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