Winter Haven, FL Homes for Rent under $2,800

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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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  $2,229 per month

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • House for Rent

  1008 Talon Ln, Winter Haven, FL 33880

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,240 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

  1008 Talon Ln, 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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  $1,955 per month

  • 4 Beds
  • 2 Baths
  • 1,715 Sq Ft
  • House for Rent

  851 Orleans Dr, Eagle Lake, FL 33839

  Some photos may feature virtual furniture staging, which is intended to help visualize the space and potential designs. The rental home does not come with any furniture shown in the images and these virtual images do not represent actual furnishings. Residents must furnish their own home.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

  851 Orleans Dr, Eagle Lake, FL 33839
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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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  $1,780 per month

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft
  • House for Rent

  3728 Imperial Dr, Winter Haven, FL 33880

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  3728 Imperial Dr, 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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  /15

  $2,265 per month

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • House for Rent

  437 Kensington View Dr, 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

  437 Kensington View Dr, 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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  /15

  $1,995 per month

  • 4 Beds
  • 2 Baths
  • 1,786 Sq Ft
  • House for Rent

  107 Fall Glo Rd, Winter Haven, FL 33880

  Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

  107 Fall Glo Rd, 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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  /15

  $1,840 per month

  • 4 Beds
  • 2 Baths
  • 1,989 Sq Ft
  • House for Rent

  948 Gotthard Pass Dr, Winter Haven, FL 33881

  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

  948 Gotthard Pass Dr, Winter Haven, FL 33881
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  $2,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,696 Sq Ft
  • House for Rent

  326 Meadowbrook Blvd, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged.Welcome to this stunning two-story rental home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of thoughtfully designed living space, combining modern comfort with everyday functionality. The open floor plan features a bright and inviting living area, perfect for relaxing or

  David Gonzalez Martell LPT REALTY, LLC

  326 Meadowbrook Blvd, Winter Haven, FL 33881
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  $1,999 per month

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • House for Rent

  372 Kensington View Dr, Winter Haven, FL 33880

  Sign in by April 17, Get 4 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.

  372 Kensington View Dr, Winter Haven, FL 33880
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  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • House for Rent

  855 Turner Ln, Winter Haven, FL 33884

  Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.

  Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC

  855 Turner Ln, Winter Haven, FL 33884
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  $2,025 per month

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • House for Rent

  613 Sarner Pass Way, Winter Haven, FL 33881

  This property is available. Please inquire on this site to schedule a showing. Limited-Time Offer! Sign a lease by April 15th and enjoy $100 off your first month’s rent a great opportunity to save on your new home! Welcome to 613 Sarner Pass Way, located in the serene and charming community of Winter Haven, FL. This delightful single-story home boasts a modern and inviting open

  613 Sarner Pass Way, Winter Haven, FL 33881
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  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 507 Sq Ft
  • Townhouse for Rent

  103 4th St SE Unit B, Winter Haven, FL 33880

  Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location.

  Pedro Cartagena 1513 REALTY LLC

  103 4th St SE Unit B, Winter Haven, FL 33880
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  $1,770 per month

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft
  • House for Rent

  1095 Sunshine Way SW, 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

  1095 Sunshine Way SW, Winter Haven, FL 33880
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  $2,150 per month

  • 4 Beds
  • 2 Baths
  • 1,462 Sq Ft
  • House for Rent

  258 Meadowbrook Blvd, Winter Haven, FL 33881

  Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms

  Ruth Romero LA ROSA REALTY INTERNACIONAL L

  258 Meadowbrook Blvd, Winter Haven, FL 33881
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  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • House for Rent

  3236 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,

  3236 Timberline Rd, Winter Haven, FL 33880
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  $1,700 per month

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft
  • Townhouse for Rent

  2500 21st St NW Unit 31, Winter Haven, FL 33881

  Modern 2-Bed, 2.5-Bath Townhome in Desirable Casa del Sol... Step into comfort and convenience in this beautifully designed two-story end unit townhome, perfect for professionals seeking a stylish, low-maintenance lifestyle. Downstairs Living: Formal living room ideal for relaxing or entertaining, Convenient guest half bath, Bright kitchen featuring refrigerator, range, microwave, dishwasher, and

  Dorothea Bogert FL REALTY

  2500 21st St NW Unit 31, Winter Haven, FL 33881
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  /19

  $2,109 per month

  • 4 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • House for Rent

  1016 15th St NE, Winter Haven, FL 33881

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,714 square feet, this well-maintained home offers a high standard of rental living,

  1016 15th St NE, Winter Haven, FL 33881
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  $2,100 per month

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

  1019 Gotthard Pass Dr, Winter Haven, FL 33881

  Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience.Vacant and move-in ready. Easy to show. Exceptional value for the areaThis home won’t last long!Schedule your private showing today and secure this amazing rental before it’s gone!

  Maria Villacis AVANTI WAY REALTY LLC

  1019 Gotthard Pass Dr, Winter Haven, FL 33881
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  $1,975 per month

  • 4 Beds
  • 2.5 Baths
  • 1,889 Sq Ft
  • House for Rent

  2753 Whispering Trails Dr, Winter Haven, FL 33884

  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,

  2753 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft
  • House for Rent

  44 Saint Kitts Cir, Winter Haven, FL 33884

  Now available for rent in desirable Planter’s Walk! This beautifully updated 3-bedroom, 2-bath home features ceramic tile flooring throughout, a remodeled kitchen with quartz countertops and new cabinets, vaulted ceilings, and a spacious open layout filled with natural light. Enjoy a large Florida room, screened porch, and a fully fenced backyard with shed—perfect for relaxing or entertaining.

  Manny Quiros RE/MAX HERITAGE PROFESSIONALS

  44 Saint Kitts Cir, Winter Haven, FL 33884
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  $2,095 per month

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • House for Rent

  5882 Windridge Dr, Winter Haven, FL 33881

  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 $2239.90. That covers your base rent, $2095.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5882 Windridge Dr, Winter Haven, FL 33881
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  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • House for Rent

  1237 Denali Dr, Winter Haven, FL 33881

  Beautiful single-family home located in the desirable Lake Lucerne Community. This property offers an open-concept kitchen with luxury finishes, vinyl flooring in the main living areas, and fully carpeted bedrooms for added comfort.The kitchen comes fully equipped with stainless steel appliances, granite countertops, and ample cabinet space for storage.Enjoy the outdoors in the covered lanai

  ALFREDO BASTIDAS MY REALTY GROUP, LLC.

  1237 Denali Dr, Winter Haven, FL 33881
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  $1,935 per month

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

  92 Lake Daisy Blvd, 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.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  92 Lake Daisy Blvd, Winter Haven, FL 33884
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  $1,919 per month

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,707 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
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  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft
  • House for Rent

  572 Adriel Ave, Winter Haven, FL 33880

  Welcome to 572 Adriel Ave in Winter Haven! This newly updated 3-bedroom, 2-bathroom home offers modern finishes throughout and a bright, open layout designed for comfortable living. A washer and dryer is provided for added convenience. Situated on 1+ acres, the oversized yard provides plenty of space to relax, entertain, or enjoy added privacy. Cats and dogs are welcome, 2 pet maximum. Move-in

  572 Adriel Ave, Winter Haven, FL 33880
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  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  5202 Waterview Way, Winter Haven, FL 33884

  A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

  Christin Davis PROPERTY MANAGEMENT OF POLK

  5202 Waterview Way, Winter Haven, FL 33884
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  /19

  $1,695 per month

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

  3634 Queens Cove Blvd, Winter Haven, FL 33880

  We are currently making final preparations for this home to be available. 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

  3634 Queens Cove Blvd, Winter Haven, FL 33880
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  $2,200 per month

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • House for Rent

  1454 Austin St, Winter Haven, FL 33884

  Located in Peace Creek Reserve, one of Winter Haven's most peaceful and well-connected residential areas, this property is back on the market and represents a rare opportunity. If you're looking for space, functionality, and quality of life in a natural setting with immediate access to lakes, trails, shopping, and major roads, this is your best option for your next home. This spacious 5-bedroom

  Carla Moreno Pineda EXP REALTY LLC

  1454 Austin St, Winter Haven, FL 33884
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  $1,740 per month

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • House for Rent

  240 16th St NE, Winter Haven, FL 33881

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  240 16th St NE, Winter Haven, FL 33881
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  $1,475 per month

  • 1 Bed
  • 1 Bath
  • 2,093 Sq Ft
  • House for Rent

  1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. For Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First

  Andrea Jastemski DALTON WADE INC

  1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884
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  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • House for Rent

  104 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

  104 Southern Breeze Lp, Winter Haven, FL 33880
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  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,490 Sq Ft
  • House for Rent

  14 Lamplight Ln, Winter Haven, FL 33884

  Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

  Leila Torres LA ROSA REALTY PRESTIGE

  14 Lamplight Ln, Winter Haven, FL 33884
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  /17

  $2,299 per month

  • 3 Beds
  • 2 Baths
  • 2,136 Sq Ft
  • House for Rent

  443 Sandestin Dr SE, Winter Haven, FL 33884

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

  443 Sandestin Dr SE, Winter Haven, FL 33884
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  $2,172 per month

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • House for Rent

  6424 Domizio Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the

  Rodrigo Araujo Machado WRA BUSINESS & REAL ESTATE

  6424 Domizio Dr, Winter Haven, FL 33884
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  $1,785 per month

  • 3 Beds
  • 1 Bath
  • 1,089 Sq Ft
  • House for Rent

  309 Vaniman Ave, 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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  309 Vaniman Ave, Winter Haven, FL 33880

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