Starting at $1,316 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
$1,295 Per Month
606 Pavare Ct, Winter Haven, FL 33884
606 Pavare Ct, Winter Haven, FL 33884
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
$1,250 Per Month
5667 Struthers Ct, Winter Haven, FL 33884
5667 Struthers Ct, Winter Haven, FL 33884
Starting at $1,525 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
$1,500 Per Month
1026 Medinah Dr, Winter Haven, FL 33884
1026 Medinah Dr, Winter Haven, FL 33884
Starting at $1,455 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
8302 Waterview Way, Winter Haven, FL 33884
8302 Waterview Way, Winter Haven, FL 33884
Starting at $1,329 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
407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884
407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884
Starting at $1,250 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
$1,500 Per Month
248 Avenue L NE, Winter Haven, FL 33881
248 Avenue L NE, Winter Haven, FL 33881
Starting at $1,090 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
$1,800 Per Month
504 Orange Blossom Dr, Winter Haven, FL 33880
504 Orange Blossom Dr, Winter Haven, FL 33880
Starting at $930 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
$1,400 Per Month
5638 Struthers Ct, Winter Haven, FL 33884
5638 Struthers Ct, Winter Haven, FL 33884
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
$1,700 Per Month
715 Magnolia Place Unit 715, Winter Haven, FL 33884
715 Magnolia Place Unit 715, Winter Haven, FL 33884
Starting at $1,200 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
$1,200 Per Month
8402 Waterview Way Unit 8402, Winter Haven, FL 33884
8402 Waterview Way Unit 8402, Winter Haven, FL 33884
Starting at $1,380 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 $1,400 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 $1,026 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 $1,258 Per Month
2850 W Lake Hamilton Dr, Winter Haven, FL 33881
Magnolia at Lake Hamilton is the newest addition to Winter Haven's residential scene, and it's raising the bar from day one. Located in a peaceful yet well-connected area of Winter Haven, FL, our apartments offer one, two, and three-bedroom layouts stretching up to 1,109 square feet, each one finished with designer touches and smart home technology. Your pets are part of the picture, too, with a
Magnolia at Lake Hamilton
Starting at $1,365 Per Month
2000 15th Ct NW, Winter Haven, FL 33881
Aqua Apartment Homes in Winter Haven, FL offers comfortable apartment living with on-site conveniences.MOVE IN SPECIALS:FREE 1/2 Month RENTApplication at $29.99Waived Processing Fee$250 Security Deposit based on approval.Residents can enjoy a pool and an outdoor area, while pet owners benefit from a dedicated dog park and a pet-friendly community. Practical
Aqua Apartment Homes
Starting at $1,251 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 $1,000 Per Month
130 Avenue C SE, Winter Haven, FL 33880
Central Haven Apartments
$1,000 Per Month
3067 St Paul Dr, Jan Phyl Village, FL 33880
Property Id: 689727 Currently accepting applications!!! Available Sept 1, 2025. Newly remodeled, Unfurnished and ready for your furniture. Spacious 2 bedroom, 1 bath apartment with laundry room and plenty of storage space. Conveniently located within walking distance to CVS, Publix, McDonalds and Subway. Not furnished. Reasonably priced for clean and quite tenant. New central air and heat.
$1,500 Per Month
1925 Ave O SW Unit 207, Winter Haven, FL 33880
Property Id: 2869263 Home features: Floor Plan B Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedrooms and living room In-unit washer & dryer Bedrooms and living room are cable-ready Location: Minutes to downtown Winter Haven—close
$999 Per Month
3076 St Paul Dr, Jan Phyl Village, FL 33880
Property Id: 1355900 2 Bedroom / 1 Bathroom Home for Rent - Winter Haven, FL (Option to rent the rooms for $749 second bedroom or $699 for master bedroom and utilities under your lease.) Address: 3078,3076,3074,3072 Saint Paul Drive, Winter Haven, FL (3076 is currently for rent) Affordable 2-bedroom, 1-bathroom single-family home located in a Winter Haven neighborhood
$1,450 Per Month
1043 30th St NW, Winter Haven, FL 33881
Property Id: 1626145 2 Bedroom 1 Bathroom house, large fenced yard, Carport for rent. Taking applications. House will not be available until middle of November. Asking $1550 can leave it at $1450* per month. Outside showing and Driving at the moment. New floors planned to be installed. Area of Lake Cannon Winter Haven. If interested and for more information please call. Please leave a
$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
$1,150 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
$895 Per Month
3062 St Paul Dr, Jan Phyl Village, FL 33880
Apply now for free! Don’t miss out on this incredible deal—reach out today to learn more and schedule a tour! Enjoy this 1100 sq.ft. apartment offering a comfortable living space with essential features. *Disclaimer: These visuals are just artistic representations for marketing. The final build, finishes, and layout may vary. - Parking pad and on-street parking available -
$1,250 Per Month
708 Vittorio Dr, Winter Haven, FL 33884
Welcome to your new home in Winter Haven, Florida! Beautifully furnished and move-in ready 2-bedroom, 1-bathroom apartment offering comfortable and convenient living in Winter Haven. This cozy unit features a private entrance, comfortable living room, and kitchenette, making it an ideal option for those seeking a hassle-free rental. The apartment is fully furnished and includes all utilities in
$1,200
Total Monthly Price
1477 33rd St NW, Winter Haven, FL 33881
FOR RENT — BEAUTIFULLY UPDATED MOBILE HOME IN WINTER HAVEN, FL?? 1477 33rd St NW, Winter Haven, FL 33881Welcome home! This 2-bedroom, 1-bathroom mobile home offers approximately 900 sq. ft. of comfortable living space with a separate kitchen and living room.The interior was recently remodeled within the last two months, including new flooring throughout the entire home.
$1,500 Per Month
2221 9th St SE, Winter Haven, FL 33880
Check out this 2 bedroom 2 bath on Lake Lulu. This lakefront apartment offers so much. 2 levels, open kitchen with real wood cabinets, exposed wood been ceiling in living room, large bedrooms, screen lanai and 2nd floor balcony overlook beautiful lake views. New carpeting, freshly painted, 1 car carport with additional storage. Great location in chain of lakes. Easy access to shopping and Publix.
$895 Per Month
3058 St Paul Dr, Jan Phyl Village, FL 33880
Apply now for free! Don’t miss out on this incredible deal—reach out today to learn more and schedule a tour! 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
Showing Results 1 - 40, Page 1 of 4
There are currently 126 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 $1,325 and condos at $1,363.
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Number of 2 Bedroom Homes for Rent
126
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Median 2 Bedroom Condo Rent
$1,400
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Median 2 Bedroom Townhouse Rent
$1,325
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