Winter Haven, FL Houses for Rent under $3,000

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  $2,100 per month

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

  669 Reggie Rd, Winter Haven, FL 33884

  Spacious 4-bedroom home for rent in Winter Haven, FL, located in the highly desirable Peace Creek Reserve community! This beautifully and well-maintained home offering 2.5 bathrooms and 1,933 sq ft of open-concept living space, perfect for families or anyone seeking comfort and convenience.The home features a modern and functional layout, ideal for both everyday living and entertaining. Enjoy

  Viviane de Fraga Kalkmann WRA BUSINESS & REAL ESTATE

  669 Reggie Rd, Winter Haven, FL 33884
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  /15

  $1,560 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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  /13

  $700 per month

  • 2 Beds
  • 1 Bath
  • 683 Sq Ft
  • House for Rent

  720 6th St NW Unit 2, Winter Haven, FL 33881

  Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this cute 2-bed, 1-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for fun-filled

  Erich Spivey ALABAMA LLC

  720 6th St NW Unit 2, Winter Haven, FL 33881
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  /17

  $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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  /14

  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • House for Rent

  1816 Galloway Terrace, Winter Haven, FL 33881

  This home offers 4 spacious bedrooms and 2 baths. The Master Bath is equipped with double vanity sinks and has been upgraded with a spacious 5ft shower! The home offers high ceilings with an open floor plan and a spacious kitchen overlooking the main living area. Both, formal dining area and a breakfast nook, provide plenty of space for the family and guests to enjoy their meals! The home has

  Pedro Cartagena 1513 REALTY LLC

  1816 Galloway Terrace, Winter Haven, FL 33881
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  /17

  $2,079 per month

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

  1016 15th St NE, Winter Haven, FL 33881

  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, 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

  1016 15th St NE, Winter Haven, FL 33881
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  /29

  $2,200 per month

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft
  • House for Rent

  2772 San Marco Way, Winter Haven, FL 33884

  Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life.

  Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

  2772 San Marco Way, Winter Haven, FL 33884
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  /17

  $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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  /22

  $1,817 per month

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • House for Rent

  3304 White Indigo Rd, Winter Haven, FL 33884

  WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL!Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking &

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  3304 White Indigo Rd, Winter Haven, FL 33884
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  /18

  $2,045 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 $2189.90. That covers your base rent, $2045.00 + 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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  /14

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • House for Rent

  227 Volusia Dr, Winter Haven, FL 33884

  Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard. Inside laundry room and 2 car garage. Available and ready for immediate occupancy.

  Sue Ann Williamon THE HOME COMPANY

  227 Volusia Dr, Winter Haven, FL 33884
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  /16

  $1,930 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 lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

  92 Lake Daisy Blvd, Winter Haven, FL 33884
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  $2,150 per month

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • House for Rent

  1063 Michelangelo Ln, Winter Haven, FL 33884

  Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a

  Jacob Bellamy REMAX EXPERTS

  1063 Michelangelo Ln, Winter Haven, FL 33884
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  /16

  $1,700 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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  /18

  $1,700 per month

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

  606 Holt Cir, Winter Haven, FL 33880

  This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added

  Christin Davis PROPERTY MANAGEMENT OF POLK

  606 Holt Cir, Winter Haven, FL 33880
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  /15

  $1,715 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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  /10

  $1,775 per month

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • House for Rent

  2214 Avenue B SW, Winter Haven, FL 33880

  Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and

  Sylvain Sara HOMETRUST REALTY GROUP

  2214 Avenue B SW, Winter Haven, FL 33880
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  /17

  $2,259 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. Pre-lease this home now with Tricon Pre-Lease Guarantee. 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,

  443 Sandestin Dr SE, Winter Haven, FL 33884
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  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • House for Rent

  1174 Haines Dr, Winter Haven, FL 33881

  Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a

  Maria Cruz Vazquez ONE TEAM REALTY

  1174 Haines Dr, Winter Haven, FL 33881
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  /16

  $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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  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • House for Rent

  616 Crystals Blvd, Winter Haven, FL 33884

  Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The

  Jeff Inman FHG REALTY, LLC

  616 Crystals Blvd, Winter Haven, FL 33884
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  /15

  $2,060 per month

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • House for Rent

  5800 Driftwood 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.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 Coming soon! This home is

  5800 Driftwood Dr, Winter Haven, FL 33884
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  /10

  $1,975 per month

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • House for Rent

  233 Kensington View Blvd, Winter Haven, FL 33880

  Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything

  Christopher Gallon, Pa EXP REALTY LLC

  233 Kensington View Blvd, Winter Haven, FL 33880
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  /18

  $1,909 per month

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • House for Rent

  914 Whisper Lake Dr, Winter Haven, FL 33880

  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 3 bedrooms, 2.0 bathrooms, and approximately 1,961 square feet, this well-maintained home offers a high standard of rental living,

  914 Whisper Lake Dr, Winter Haven, FL 33880
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  $2,200 per month

  • 4 Beds
  • 3 Baths
  • 2,174 Sq Ft
  • House for Rent

  1116 Tyler Loop, Winter Haven, FL 33884

  Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  1116 Tyler Loop, Winter Haven, FL 33884
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  /19

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • House for Rent

  175 Grove Branch Rd, Winter Haven, FL 33880

  Property Id: 2402477Welcome Home This gorgeous modern 3 bed 2 bath and 2 car garage is located in beautiful Winter Haven. This is very open and spacious split floor plan. Perfect for entertaining. Kitchen is tastefully designed with espresso brown 42" cabinets and features an island overlooking the family room. Large pantry closet. Master bedroom suite offers a large walk-in closet and an

  175 Grove Branch Rd, Winter Haven, FL 33880
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  /24

  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft
  • House for Rent

  1498 Austin St, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean

  Christin Davis PROPERTY MANAGEMENT OF POLK

  1498 Austin St, Winter Haven, FL 33884
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  /17

  $1,815 per month

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft
  • House for Rent

  669 Lake Dexter Cir, Winter Haven, FL 33884

  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.

  669 Lake Dexter Cir, Winter Haven, FL 33884
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  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • House for Rent

  2893 Whispering Trails Dr, Winter Haven, FL 33884

  This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well

  Jenny Caso LIFESTYLE INTERNATIONAL REALTY

  2893 Whispering Trails Dr, Winter Haven, FL 33884
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  /20

  $1,849 per month

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

  509 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.

  509 Kensington View Dr, Winter Haven, FL 33880
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  $2,000 per month

  • 3 Beds
  • 1 Bath
  • 1,602 Sq Ft
  • House for Rent

  3022 Hickory St NW, Winter Haven, FL 33881

  Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that

  Ashlee Morrell THE URBAN GROUP, INC.

  3022 Hickory St NW, Winter Haven, FL 33881
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  /7

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • House for Rent

  2006 34th St NW, Winter Haven, FL 33881

  Property Id: 2400855This beautifully maintained 3-bedroom, 2-bath home is now available for rent! Originally listed for sale, this property offers exceptional space, accessibility, and flexibility for a variety of living needs.Designed with wheelchair accessibility in mind, the home features wide entryways and a fully accessible bathroom while still maintaining a stylish,

  2006 34th St NW, Winter Haven, FL 33881
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  /15

  $1,895 per month

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • House for Rent

  1341 Avenue S NW, Winter Haven, FL 33881

  4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.

  Tracey Crews SUPERIOR PROPERTY MGMT & SALES

  1341 Avenue S NW, Winter Haven, FL 33881
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  /16

  $1,919 per month

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

  1532 Wallace Manor Ave, Winter Haven, FL 33880

  This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,300 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

  1532 Wallace Manor Ave, Winter Haven, FL 33880
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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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  /19

  $2,015 per month

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • House for Rent

  344 Sand Pine Trail, 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

  344 Sand Pine Trail, Winter Haven, FL 33880
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  /11

  $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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  /15

  $2,100 per month

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

  159 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

  159 Southern Breeze Lp, Winter Haven, FL 33880
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  /9

  $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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  /20

  $2,010 per month

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • House for Rent

  104 Lake Daisy Terrace, 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 Coming soon! This home is

  104 Lake Daisy Terrace, Winter Haven, FL 33884

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