Winter Haven, FL Homes for Rent under $2,700

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  $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
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  $1,350 - $1,450 per month

  Apartment for Rent

  2 Beds

  510 Avenue K NW, Winter Haven, FL 33881

  This property features a spacious 2-bed, 2-bath unit offering comfortable living space and thoughtful updates.This apartment includes modern conveniences such as central air conditioning, ceiling fans, and comfortable layouts designed for everyday living. There is also an on-site laundry facility exclusive to tenants for no extra cost. The building sits just minutes from downtown Winter

  510 Avenue K NW, Winter Haven, FL 33881
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  $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
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  $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
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  $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
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  $1,000 - $1,275 per month

  Central Haven Apartments

  Studio - 2 Beds

  130 Avenue C SE, Winter Haven, FL 33880

  130 Avenue C SE, Winter Haven, FL 33880
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • House for Rent

  235 Hayley St, Winter Haven, FL 33884

  Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort

  Djanira Puyosa LA ROSA REALTY LLC

  235 Hayley St, Winter Haven, FL 33884
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  $993 - $1,144 per month

  Villas at Lake Smart Apartments

  2 - 3 Beds

  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

  4225 Vista Del Lago Dr, Winter Haven, FL 33881
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • House for Rent

  40 Jefferson Rd, Winter Haven, FL 33884

  Charming 3 Bedroom, 2 Bath Home on a Quiet Street – Available April 1st!Enjoy peaceful Florida living in this adorable home situated on a quiet street with no HOA and a spacious lot—perfect for evening walks and soaking in the sunshine.Inside, you’ll find a freshly painted interior, new vinyl flooring in the bedrooms, and tile flooring in the kitchen and living room for easy maintenance.

  AMIRE PEDRAZA HOME RENTAL FLORIDA

  40 Jefferson Rd, Winter Haven, FL 33884
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  $1,250 - $1,350 per month

  Lake Buckeye Apartments

  1 - 2 Beds

  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

  101 Parker Ln NE, Winter Haven, FL 33881
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  $1,799 per month

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • House for Rent

  3032 Spirit Lake Dr, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  3032 Spirit Lake Dr, Winter Haven, FL 33880
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  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft
  • House for Rent

  300 Royal Palm Way, Winter Haven, FL 33881

  ***If you see this listing on CRAIGSLIST or FACEBOOK MARKETPLACE, it is fraud. Apply only on the My New Rental website***Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced in yard! Landscape is included! All appliances are included! The

  300 Royal Palm Way, Winter Haven, FL 33881
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  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,749 Sq Ft
  • House for Rent

  4970 Mandolin Ct, Winter Haven, FL 33884

  Enjoy year-round lakeside living in the desirable Mandolin community! This beautifully maintained 4-bedroom, 2-bath single-story home is available for annual rental and offers a spacious, open layout with soaring cathedral ceilings. The bright central kitchen features granite countertops, a pantry, breakfast bar, and newer appliances, seamlessly flowing into the expansive family room with sliding

  Daniel McIntee LPT REALTY, LLC

  4970 Mandolin Ct, Winter Haven, FL 33884
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  $1,800 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • House for Rent

  3960 Avenue U NW, Winter Haven, FL 33881

  Don't miss out on this 4 bedroom home, at an amazing price. This home has been freshly painted and has ceramic tile throughout. The French doors lead to a paver patio that provides access to a huge backyard. The uncovered gazebo/patio area is perfect for those fire pit evenings. Your front covered patio gives you a Waterview of Lake Blue.

  3960 Avenue U NW, Winter Haven, FL 33881
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  $1,675 per month

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • House for Rent

  165 Osprey Heights Dr, Winter Haven, FL 33880

  Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both

  William Beasley STAR REALTY OF WINTER HAVEN

  165 Osprey Heights Dr, Winter Haven, FL 33880
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  $899 - $1,385 per month

  The Landings Apartment Homes

  1 - 2 Beds

  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

  102 Landings Way, Winter Haven, FL 33880
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  $1,795 per month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  506 Eagle Landing Blvd, Winter Haven, FL 33880

  Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining

  Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

  506 Eagle Landing Blvd, Winter Haven, FL 33880
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  $950 - $1,350 per month

  Lakeview Tower

  Studio - 1 Bed

  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.

  745 Avenue A SW, Winter Haven, FL 33880
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  $949 per month

  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  2227 9th St SE, Winter Haven, FL 33880

  Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  2227 9th St SE, Winter Haven, FL 33880
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  $1,945 per month

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft
  • House for Rent

  331 Cloverdale Rd, 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 $2089.90. That covers your base rent, $1945.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  331 Cloverdale Rd, Winter Haven, FL 33884
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft
  • House for Rent

  3511 Costello Cir, Winter Haven, FL 33884

  Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The

  Patricia Padron PROPERTY PARTNERS REALTY INC

  3511 Costello Cir, Winter Haven, FL 33884
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  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • House for Rent

  546 Lake Dexter Blvd, 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 $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  546 Lake Dexter Blvd, Winter Haven, FL 33884
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  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • House for Rent

  213 Lake Lucerne Way, Winter Haven, FL 33881

  Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends.Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for

  Yashira Arroyo UNITED REALTY GROUP INC

  213 Lake Lucerne Way, Winter Haven, FL 33881
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  $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
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  $2,150 per month

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • House for Rent

  312 Kayden Cove, Winter Haven, FL 33884

  Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community.

  Ashley Porto GLASSTONE GROUP INC

  312 Kayden Cove, Winter Haven, FL 33884
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  $2,139 per month

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft
  • House for Rent

  3005 Whispering Trails Dr, Winter Haven, FL 33884

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 3.0 bathrooms, and approximately 2,150 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

  3005 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  1661 Teagan Ln, Winter Haven, FL 33884

  3beds,2baths 2024 built. Available immediately.

  Lora Harper Keller Williams Realty of PSL

  1661 Teagan Ln, Winter Haven, FL 33884
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  $1,670 per month

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft
  • House for Rent

  3235 Timberline Rd, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  3235 Timberline Rd, Winter Haven, FL 33880
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  $2,400 per month

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • House for Rent

  393 Kayden Cove, Winter Haven, FL 33884

  Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex

  Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

  393 Kayden Cove, Winter Haven, FL 33884
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  $1,965 per month

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • House for Rent

  148 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

  148 Southern Breeze Lp, Winter Haven, FL 33880
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  $2,100 per month

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft
  • House for Rent

  1458 Austin St, Winter Haven, FL 33884

  Welcome to Peace Creek Reserve! This like-new Atlanta Plan home offers exceptional space and modern living with 4 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and a beautifully designed kitchen with a large quartz island, stainless steel appliances, ample counter space, and a generous pantry—perfect for everyday living

  Shira Bhagavatula STAR BAY REALTY CORP.

  1458 Austin St, Winter Haven, FL 33884
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  $1,795 per month

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • House for Rent

  530 17th St NE, Winter Haven, FL 33881

  MOVE-IN READYThis home is move-in ready. Schedule your tour now or start your application today.Monthly Recurring Fees:$25.00 - Smart HomeWelcome to 530 17th Street in Winter Haven, FL, a 3-bedroom, 2-bathroom home offering approximately 1,204 square feet of versatile living space, designed with multiple areas to spread out and enjoy.Step inside to find tile

  530 17th St NE, Winter Haven, FL 33881
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  $1,400 per month

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

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880

  Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!

  Marisol Padilla CENTURY 21 WATSON & MYERS REALTY

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880
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  $1,870 per month

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • House for Rent

  108 Brad Cir, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  108 Brad Cir, Winter Haven, FL 33880
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  $2,350 per month

  • 4 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • House for Rent

  233 Towhee Rd, Winter Haven, FL 33881

  Check out this move-in ready rental home located in the desirable Hamilton West community in Winter Haven. This well-maintained residence offers 4 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, along with excellent curb appeal. Inside, you’ll find brand-new carpeting throughout, a formal dining room, and a versatile den/office space. The spacious kitchen includes all appliances,

  David Fridovich REMAX EXPERTS

  233 Towhee Rd, Winter Haven, FL 33881
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  $1,275 per month

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

  1925 Ave O SW Unit 106, Winter Haven, FL 33880

  Property Id: 2173355Home featuresPlank flooring throughout (easy to clean)Wood cabinetry + granite countertopsStainless steel appliances including dishwasher and garbage disposalCeiling fans in the bedroom and living roomIn-unit washer & dryerBedrooms and living room are cable-readyLocationMinutes to downtown Winter Haven—close

  1925 Ave O SW Unit 106, Winter Haven, FL 33880
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  $1,948 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  1156 Cambridge Dr, Winter Haven, FL 33881

  Available for move-in starting May 22! Beautiful and well-maintained 3-bedroom, 2-bath home in the desirable Lucerne Park Reserve community of Winter Haven. Built in 2021, this modern single-story home offers approximately 1,500 sq ft of open living space with a bright and functional layout connecting the living, dining, and kitchen areas. The kitchen includes essential appliances—range,

  Ana Vera AGENT TRUST REALTY CORPORATION

  1156 Cambridge Dr, Winter Haven, FL 33881
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  $1,925 per month

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • House for Rent

  497 Kensington View Dr, Winter Haven, FL 33880

  Move in by April 17, Get 2 Weeks Free! Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

  497 Kensington View Dr, Winter Haven, FL 33880
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  $1,600 per month

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

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881

  AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with

  Alvaro Molina TWIN HOMES REALTY

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881
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  $1,715 per month

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

  606 Patrick Ave, Winter Haven, FL 33880

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  606 Patrick Ave, Winter Haven, FL 33880

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