Winter Haven, FL Homes for Rent

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  /16

  $2,025 per month

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

  831 Summer Glen Dr, Winter Haven, FL 33880

  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 $2169.90. That covers your base rent, $2025.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  831 Summer Glen Dr, Winter Haven, FL 33880
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  /21

  $2,250 per month

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

  Unlisted Address

  Located in the Peace Creek Reserve community, this well-maintained home offers modern living with serene pond views. The two-story residence features 5 bedrooms, 2 full bathrooms, and 1 half bath, providing ample space for families or those needing extra room for work or guests. The open-concept main floor includes a spacious living area that flows seamlessly into the dining space and

  Don Tilack EXP REALTY LLC

  Unlisted Address
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  /15

  $2,165 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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  /29

  $2,300 per month

  • 4 Beds
  • 3 Baths
  • 2,093 Sq Ft
  • House for Rent

  1192 Normandy Heights Cir, Winter Haven, FL 33880

  Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  1192 Normandy Heights Cir, Winter Haven, FL 33880
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  /16

  $2,055 per month

  • 4 Beds
  • 3 Baths
  • 2,426 Sq Ft
  • House for Rent

  1961 9th St SE, 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

  1961 9th St SE, Winter Haven, FL 33880
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  /27

  $2,290 per month

  • 5 Beds
  • 2.5 Baths
  • 2,326 Sq Ft
  • House for Rent

  1547 Jessica Blvd, Winter Haven, FL 33884

  Stunning New Construction Home for Rent in Winter HavenBe the first to live in this beautiful new construction home located in a desirable Winter Haven neighborhood. Designed with comfort and style in mind, this spacious residence offers a modern open floorplan that is perfect for both everyday living and entertaining.The home features 5 generously sized bedrooms, including a luxurious

  Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

  1547 Jessica Blvd, Winter Haven, FL 33884
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  /10

  $1,100 per month

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

  1702 Recker Hwy Unit A, Winter Haven, FL 33880

  Property Id: 2310540Home features - New vinyl planked flooring install and newly painted throughoutPlank flooring & ceramic tile (easy to clean)Wood cabinetry Location:Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND .Utilities & feesResident pays utilities (owner pays water)How to

  1702 Recker Hwy Unit A, Winter Haven, FL 33880
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  /12

  $1,499 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  140 Avenue W NW Unit 3, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 3, Winter Haven, FL 33881
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  /13

  $1,075 per month

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

  804 M L K Blvd NE Unit 1, Winter Haven, FL 33881

  Property Id: 2365065Welcome to your new cozy 1 bedroom, 1 bathroom apartment in Winter Haven! This unit at 804 Martin Luther King Blvd NE is available starting 2026-02-05 for $1075/month. Enjoy utilities included and amenities like a freezer, microwave, and more. No pets allowed. Don't miss out on this fantastic opportunity!Kitchen is a shared with all residents. Kitchen is the

  804 M L K Blvd NE Unit 1, Winter Haven, FL 33881
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  /21

  $2,300 per month

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

  263 Sunfish Dr, Winter Haven, FL 33881

  Now available for rent in the Lake Lucerne community—this well-maintained 4-bedroom, 2-bathroom home features a spacious and open floor plan. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island that overlooks the living and dining areas. The primary suite offers a walk-in closet and private bath. Tile flooring is featured in the main living spaces,

  Leslie Soto HONEST EXPERTS REAL ESTATE LLC

  263 Sunfish Dr, Winter Haven, FL 33881
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  /20

  $2,195 per month

  • 4 Beds
  • 2 Baths
  • 2,818 Sq Ft
  • House for Rent

  833 Sun Ridge Village Dr, Winter Haven, FL 33880

  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 $2339.90. That covers your base rent, $2195.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  833 Sun Ridge Village Dr, Winter Haven, FL 33880
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  /19

  $1,600 per month

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

  1704 Eagle Pond Dr Unit 1704, Winter Haven, FL 33884

  GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium has just been partially renovated to include luxury vinyl flooring and fresh paint throughout. Key features are interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite

  Kayly Malinas JOHN WOOD REALTY, INC.

  1704 Eagle Pond Dr Unit 1704, Winter Haven, FL 33884
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  /17

  $1,575 per month

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft
  • House for Rent

  2265 3rd St NE, Winter Haven, FL 33881

  Available the first week of January, this well-maintained 3-bedroom home is tucked away on a quiet dead-end street, offering privacy and a peaceful setting. The interior features a functional and efficient layout designed to make the most of every square foot, with a welcoming living area ideal for everyday comfort and casual entertaining.The kitchen is thoughtfully updated with stainless

  2265 3rd St NE, Winter Haven, FL 33881
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  /25

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  2727 Rutledge Ct, Winter Haven, FL 33884

  For Rent – 2727 Rutledge Court | $1,950/monthMove-in ready and available now! This end-unit townhome offers 2 bedrooms, 2 bathrooms, plus a flexible office/bonus room that can easily serve as a third bedroom, with 1,536 square feet of bright, low-maintenance Florida living.At $1,950 per month, rent includes internet, cable, lawn care, community pool access, a fishing dock, and a beautiful

  Veronica Bard LA ROSA REALTY PRESTIGE

  2727 Rutledge Ct, Winter Haven, FL 33884
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  /7

  $1,395 per month

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • House for Rent

  210 Sweet Cir, Winter Haven, FL 33884

  Property Id: 2325698Monthly rent includes cable,internet,trash pickup and use of the many amenities. Updated A/C and ducts. New carbage disposal,ceiling fan,vanity,medicine cabinet,sink,faucet,bathroom flooring,fire extinquisher,GFI and smoke detectors. Power washed,carpet shampooed and deep cleaned throughout. Shed with washer/dryer, screen porch and handicap accessible. Close to

  210 Sweet Cir, Winter Haven, FL 33884
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  /40

  $1,600 per month

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

  222 7th St NW Unit 2, Winter Haven, FL 33881

  Charming Furnished Cottages for Rent in the Heart of Winter HavenWelcome to Rose Hill Cottages, a thoughtfully restored collection of furnished cottages nestled in a quiet, established neighborhood just minutes from downtown Winter Haven. These cottages offer the perfect blend of charm, comfort, and convenience — ideal for professionals, relocations, extended stays, or anyone seeking a

  Veronica Bard LA ROSA REALTY PRESTIGE

  222 7th St NW Unit 2, Winter Haven, FL 33881
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  /17

  $1,905 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 + $35/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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  /16

  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • House for Rent

  252 Santa Rosa Dr, Winter Haven, FL 33884

  Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots

  Jennifer Geiger PRESTIGE LIFESTYLES REALTY

  252 Santa Rosa Dr, Winter Haven, FL 33884
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  /20

  $2,630 per month

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft
  • Condo for Rent

  919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880

  The advertised rate of $2,631/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880
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  /15

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  730 W Central Ave Unit 3, Winter Haven, FL 33880

  Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed

  Keirstin Nice CENTURY 21 MYERS REALTY

  730 W Central Ave Unit 3, Winter Haven, FL 33880
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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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  /27

  $2,300 per month

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft
  • House for Rent

  725 Reggie Rd, Winter Haven, FL 33884

  Welcome Home to Peace Creek Reserve — Space, Style & Location All in One! Be the lucky one to enjoy this newly built 5-bedroom, 2.5-bath home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Peace Creek Reserve community in Winter Haven. Designed for modern living, this home combines comfort, functionality, and convenience—ideal for today’s busy lifestyle. The

  Sarah Mei APEXPRO PROPERTY SOLUTIONS LLC

  725 Reggie Rd, Winter Haven, FL 33884
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  /12

  $1,200 per month

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

  2502 Ave O NW Unit Apartment, Winter Haven, FL 33881

  Property Id: 2366229Beautiful, quiet one bedroom apartment with Electricity and Water included! Oversized bedroomAnd large living room. New countertop and sink in theKitchen.

  2502 Ave O NW Unit Apartment, Winter Haven, FL 33881
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  /16

  $1,975 per month

  • 4 Beds
  • 3 Baths
  • 1,798 Sq Ft
  • House for Rent

  1333 Salisbury Dr, Winter Haven, FL 33881

  Discover this beautiful 4 bed, 3 bath home in Winter Haven, featuring an efficient layout and upgrades like a granite countertop kitchen, stainless steel appliances, laminate flooring, and ceramic tile in wet areas. The master bedroom includes his and hers closets and an en-suite bathroom with dual sinks, separate shower, and soaker tub. Located within 5 minutes of schools, shopping, dining,

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  1333 Salisbury Dr, Winter Haven, FL 33881
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  /18

  $2,130 per month

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

  637 Sunway Ln, 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

  637 Sunway Ln, Winter Haven, FL 33880
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  /12

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • House for Rent

  137 Woodland Dr, Winter Haven, FL 33881

  Like-new 3 bedroom, 2 bathroom home with only one previous tenant. No carpet throughout—easy-care flooring in every room. Open and functional layout with modern finishes, well-maintained and move-in ready.

  Mindy Hunley TRIBUTE REALTY LLC

  137 Woodland Dr, Winter Haven, FL 33881
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  /19

  $1,960 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 Coming soon! This home is

  344 Sand Pine Trail, Winter Haven, FL 33880
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  /22

  $1,900 per month

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

  263 Hayley St, Winter Haven, FL 33884

  Welcome home beautifully appointed Home Features The chef will love the beautifully appointed Kitchen Complete with large center Breakfast Bar and beautiful Stainless steele appliances and oversized closet Pantry. The 4 Bedrooms are all Very private and situated upstairs In addition upstairs has 2 full Bathrooms with an additional .5 bath with vanity downstairs for guests In Addition upstairs you

  Bob Paulson COLDWELL BANKER REALTY

  263 Hayley St, Winter Haven, FL 33884
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  /17

  $1,770 per month

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

  1405 N Lake Shipp Dr SW, 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,

  1405 N Lake Shipp Dr SW, Winter Haven, FL 33880
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  /20

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • House for Rent

  3904 Osprey Pointe Cir, Winter Haven, FL 33884

  Modern design with comfort in mind! Available for Lease April 1, 2026! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this

  Oswald Carrerou CARREROU ENTERPRISES, LLC

  3904 Osprey Pointe Cir, Winter Haven, FL 33884
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  /17

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft
  • House for Rent

  733 Oleander Dr SE, Winter Haven, FL 33880

  Property Id: 2417966Welcome to your own Florida poolside retreat at 733 Oleander Ave in Winter Haven. This beautifully renovated 3-bedroom, 2-bath home is completely turn-key and move-in ready, featuring bright living spaces, modern updates, and a private backyard pool perfect for relaxing or entertaining. Even better, pool and lawn maintenance are included, so you can enjoy the sunshine

  733 Oleander Dr SE, Winter Haven, FL 33880
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  /15

  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • House for Rent

  319 Avenue P NE, Winter Haven, FL 33881

  Welcome home to this beautifully updated, move-in-ready residence that blends modern finishes with easy, everyday living. Inside, you’ll find a bright, refreshed interior featuring durable new flooring, fresh paint throughout, and a thoughtfully updated kitchen with sleek quartz countertops, new cabinetry, and stainless steel appliances—perfect for both daily use and entertaining. The open,

  Veronica Castro Ramos RODRIGUEZ PROPERTY MANAGEMENT

  319 Avenue P NE, Winter Haven, FL 33881
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  /14

  $1,449 per month

  • 4 Beds
  • 1 Bath
  • 1,900 Sq Ft
  • House for Rent

  3627 Ave S NW, Winter Haven, FL 33881

  Property Id: 1605345 4 Bed • 1 Bath Brick House for Rent - Winter Haven, FL3627 Ave S NW, Winter Haven, FL 33881$1,449 / MonthMove-in Ready (March 1st) & Pet Friendly! ($50/month per pet)Discover your next home in Winter Haven! This charming 4-bed, 1-bath brick house features a huge shaded backyard with large mature oak trees — perfect for relaxing, gardening, or

  3627 Ave S NW, Winter Haven, FL 33881
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  /22

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 1,078 Sq Ft
  • Apartment for Rent

  150 El Dorado Unit 208, Winter Haven, FL 33884

  Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located

  Elsa Gonzalez LPT REALTY, LLC

  150 El Dorado Unit 208, Winter Haven, FL 33884
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  /20

  $2,155 per month

  • 4 Beds
  • 2.5 Baths
  • 2,099 Sq Ft
  • House for Rent

  4761 Osprey Way, Winter Haven, FL 33881

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by March 31, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed in 2017, is located in the St. James Crossing community. This

  4761 Osprey Way, Winter Haven, FL 33881
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  /52

  $3,150 per month

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft
  • House for Rent

  143 Broad St, Winter Haven, FL 33880

  COME SEE THIS BEAUTIFUL POOL HOME IN THE HEART OF CENTRAL FLORIDA! Gently meander through the charming gated community of Hampton Cove to this residence that offers a well-designed floorplan with a perfect blend of open-concept living areas and defined spaces. This spacious 4-bedroom, 3-bathroom home presents an inviting screened lanai entrance into the 2,720 SqFt of modern luxury living. The

  Erin Floyd COLDWELL BANKER REALTY

  143 Broad St, Winter Haven, FL 33880
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  /15

  $2,020 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, nestled

  930 Deming Dr, Winter Haven, FL 33880
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  /35

  $1,900 per month

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  3993 Warbler Dr, Winter Haven, FL 33880

  Lovely 4 bedroom home, conveniently located at the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty of cabinets & counter space, a nice

  Lienyvette Grimaldo MAZELG REALTY

  3993 Warbler Dr, Winter Haven, FL 33880
• 

  

  /20

  $3,085 per month

  • 6 Beds
  • 4.5 Baths
  • 3,920 Sq Ft
  • House for Rent

  356 Fish Hawk Dr, 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 $3229.90. That covers your base rent, $3085.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  356 Fish Hawk Dr, Winter Haven, FL 33884
• 

  

  /33

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • House for Rent

  1735 Carnostie Rd, Winter Haven, FL 33884

  Well-maintained 3 bedroom, 2 bathroom home located in the desirable Villa Mar community in Winter Haven, FL. This home offers 1,505 square feet of living space with a functional open layout, a 2-car garage, and a fully fenced backyard. The interior features a combined living and dining area, ideal for everyday living and entertaining. Breakfast bar is perfect for grabbing a quick bite. The

  Jacob Bellamy REMAX EXPERTS

  1735 Carnostie Rd, Winter Haven, FL 33884

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