Winter Haven, FL Homes for Rent

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  $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 with mature landscaping and plenty of shade. Inside laundry room and 2 car garage with room for storage. New interior paint throughout. Laminate flooring throughout. Located close to schools, shopping and medical facilities. Central location in between Orlando and

  Sue Ann Williamon THE HOME COMPANY

  227 Volusia Dr, Winter Haven, FL 33884
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  $1,299 per month

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

  3060 St Paul Dr, Jan Phyl Village, FL 33880

  Modern 2-Bedroom Apartment with Essential AmenitiesThis cozy 2-bedroom, 1-bathroom apartment offers 761.5 square feet of comfortable living space. Enjoy modern conveniences in a practical layout.- Electric range, dishwasher, microwave, and refrigerator included- Garbage disposal for convenience- Efficient forced air heating and central cooling system- Durable tile

  3060 St Paul Dr, Jan Phyl Village, FL 33880
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  /22

  $1,650 per month

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • Property for Rent

  5320 Laurel Oak Dr, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful

  Christin Davis PROPERTY MANAGEMENT OF POLK

  5320 Laurel Oak Dr, Winter Haven, FL 33880
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  $1,819 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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  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Condo for Rent

  2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880

  FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These

  Linda Andre COLDWELL BANKER REALTY

  2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880
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  $1,940 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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  $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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  /20

  $1,970 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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  $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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  /19

  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • House for Rent

  329 Gretna Ln, Winter Haven, FL 33880

  All Bridge Homes listings are pet-friendly and offer easy self-toursschedule yours today! This home comes with high-speed internet at an exclusive group rate. This service includes 24/7 premium support and setup to help you get connected at move-in. Introducing 329 Gretna -This open-concept home features: Bright, modern kitchen with tiled floors, a breakfast nook,

  329 Gretna Ln, Winter Haven, FL 33880
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  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Apartment for Rent

  2249 9th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  2249 9th St SE, Winter Haven, FL 33880
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  $1,975 per month

  • 4 Beds
  • 2.5 Baths
  • 2,203 Sq Ft
  • House for Rent

  2069 Whispering Trails 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 Coming soon! This home is

  2069 Whispering Trails Blvd, Winter Haven, FL 33884
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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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  $2,345 per month

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • House for Rent

  1581 Lemon Ave, 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

  1581 Lemon Ave, Winter Haven, FL 33881
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  $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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  /16

  $2,090 per month

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft
  • House for Rent

  301 Majestic Gardens 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.

  301 Majestic Gardens Dr, Winter Haven, FL 33880
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  $2,100 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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  $980 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  42 Carla Ct, Winter Haven, FL 33880

  Property Id: 2490448$980. monthly direct deposit. Rent times 3 to get in. $2940.total. F/L/S No exceptions. Workforce housing. Concrete apt. building. Downstairs unit. Parking space and oak trees where birds sing to you in the morning and evening. Small covered patio. Laundry room w/hook ups. I know someone who is selling a used washer/dryer. Monthly yard maintenance and pest control

  42 Carla Ct, Winter Haven, FL 33880
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  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • Condo for Rent

  1101 Eagle Pond Dr, Winter Haven, FL 33884

  Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness

  Lienyvette Grimaldo MAZELG REALTY

  1101 Eagle Pond Dr, Winter Haven, FL 33884
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  /15

  $1,945 per month

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • House for Rent

  930 Deming Dr, 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,

  930 Deming Dr, Winter Haven, FL 33880
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  $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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  /15

  $1,780 per month

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • House for Rent

  3320 Timberline Rd W, 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.

  3320 Timberline Rd W, Winter Haven, FL 33880
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  $1,750 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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  /15

  $2,280 per month

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  2973 Whispering Trails Dr, Winter Haven, FL 33884

  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

  2973 Whispering Trails Dr, Winter Haven, FL 33884
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  $1,900 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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  /2

  $2,295 per month

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • House for Rent

  331 Columbo St, 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

  331 Columbo St, Winter Haven, FL 33880
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  /15

  $1,795 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

  $2,075 per month

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft
  • House for Rent

  264 Daisy Estates Dr, 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.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 Want to tour on your own? Click the “Self

  264 Daisy Estates Dr, Winter Haven, FL 33884
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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

  Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 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

  Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

  521 Reggie Rd, Winter Haven, FL 33884
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  $1,550 total monthly price

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

  5624 Struthers Ct, Winter Haven, FL 33884

  Freshly updated 2 bed, 1 bath duplex in a quiet Winter Haven location near US-27 and Legoland.Available now. Clean, updated unit ready for immediate move-in.• Washer & dryer included• New central A/C• Tile floors throughout (no carpet)• Fresh interior updates• Private parking• Shared yard$1,550/month$1,550 security deposit Available now.

  5624 Struthers Ct, 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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  $1,950 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • House for Rent

  175 Grove Branch Rd, Winter Haven, FL 33880

  Welcome 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 additional large closet.

  175 Grove Branch Rd, Winter Haven, FL 33880
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  $2,300 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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  $1,525 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1407 N Lake Shipp Dr SW, Winter Haven, FL 33880

  rent ready 2/1 in Winter Haven Fl. Home has central heat and air, screened front porch and a 1 car carport with attached utility room. Nice size yard with small shed for you yard tools.

  1407 N Lake Shipp Dr SW, Winter Haven, FL 33880
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  $1,750 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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  $1,950 total monthly price

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

  336 Kayden Cove, Winter Haven, FL 33884

  “Se están ACEPTANDO todos los programas de asistencia para la vivienda “Se consideran vales de viviendaEsta encantadora casa de 3 dormitorios y 2 baños está lista para recibirte, con una cocina moderna con una amplia isla y electrodomésticos.Disfruta de un garaje para dos autos en la casa y otros dos en el exterior, un hermoso patio y un total de 1444 pies cuadrados de

  336 Kayden Cove, Winter Haven, FL 33884
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  $2,100 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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  $1,550 total monthly price

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

  5626 Struthers Ct, Winter Haven, FL 33884

  2BR / 1BA Duplex • Washer/Dryer • New A/C • $1,550 • Available April 6Clean and well-maintained 2 bedroom / 1 bathroom duplex located in a quiet Winter Haven neighborhood near US-27 and Legoland.Features:• Washer & dryer included• New central A/C• Tile flooring throughout (no carpet)• Bright, open living space• Large shared yard• 2 parking

  5626 Struthers Ct, Winter Haven, FL 33884
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  /23

  $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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  /19

  $1,500 total monthly price

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

  650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880

  650 Ave B SW Unit 650 Avenue B SW, Winter Haven, FL 33880

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