Winter Haven, FL Homes for Rent under $2,900

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  $1,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • House for Rent

  922 Martin Luther King Blvd NE, Winter Haven, FL 33881

  Move-in ready rental opportunity in a convenient Winter Haven location. This property offers comfortable living spaces, great natural light, and a functional layout ideal for families or professionals. Located near major roads, shopping, dining, and local amenities, providing both convenience and accessibility. Monthly rent is $1,800.Schedule your showing today—this opportunity won’t last.

  Leidy Marroquin Bello EXP REALTY LLC

  922 Martin Luther King Blvd NE, Winter Haven, FL 33881
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  $1,251 - $1,825 per month

  The Arbours at Garden Grove

  1 - 3 Beds

  4900 Cypress Gardens Rd, Winter Haven, FL 33884

  A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

  4900 Cypress Gardens Rd, Winter Haven, FL 33884
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  /18

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • House for Rent

  4973 Kaia Ave, Winter Haven, FL 33884

  Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, 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 perfect space for both everyday living and entertaining. The

  Paola Martinez CENTURY 21 MCBRIDE REALTY GROUP

  4973 Kaia Ave, Winter Haven, FL 33884
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  $1,000 - $1,275 per month

  Central Haven Apartments

  Studio - 2 Beds

  130 Avenue C SE, Winter Haven, FL 33880

  130 Avenue C SE, Winter Haven, FL 33880
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  /14

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • House for Rent

  3889 Giorgio Dr, Winter Haven, FL 33884

  Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, 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 perfect space for both everyday living and entertaining. The

  Paola Martinez CENTURY 21 MCBRIDE REALTY GROUP

  3889 Giorgio Dr, Winter Haven, FL 33884
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  /23

  $993 - $1,144 per month

  Villas at Lake Smart Apartments

  2 - 3 Beds

  4225 Vista Del Lago Dr, Winter Haven, FL 33881

  You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

  4225 Vista Del Lago Dr, Winter Haven, FL 33881
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  /31

  $1,998 per month

  • 4 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • House for Rent

  1993 Sarah St, Winter Haven, FL 33884

  Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom

  Anna Shi LPT REALTY, LLC

  1993 Sarah St, Winter Haven, FL 33884
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  $1,250 - $1,350 per month

  Lake Buckeye Apartments

  1 - 2 Beds

  101 Parker Ln NE, Winter Haven, FL 33881

  Call for availability! Our apartment complex is nestled back in a residential housing lakeside community, away from busy traffic. Quiet surroundings for families and single professionals to relax in their home. We provide high tech security cameras throughout the whole complex to assure your safety. Lake Buckeye owners want to provide a drug-free and safe environment for your family to call

  101 Parker Ln NE, Winter Haven, FL 33881
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  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 288 Sq Ft
  • House for Rent

  115 Avenue F SW Unit B, Winter Haven, FL 33880

  This brand-new studio apartment in Winter Haven offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area and a bathroom with a walk-in shower. With its fresh construction and easy-care design, the space maintains a straightforward, functional feel ideal for someone seeking a no-frills place to call home.

  Christin Davis PROPERTY MANAGEMENT OF POLK

  115 Avenue F SW Unit B, Winter Haven, FL 33880
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  /35

  $2,300 per month

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

  300 Royal Palm Way, Winter Haven, FL 33881

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

  300 Royal Palm Way, Winter Haven, FL 33881
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  $1,485 per month

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • House for Rent

  1018 Sunshine Way SW, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining.Enjoy the screened-in room overlooking a fully fenced backyard—ideal for

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  1018 Sunshine Way SW, Winter Haven, FL 33880
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  /35

  $2,400 per month

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

  330 Royal Palm Way, Winter Haven, FL 33881

  Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100%

  330 Royal Palm Way, Winter Haven, FL 33881
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  /7

  $700 per month

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

  720 6th St NW Unit 3, 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 3, Winter Haven, FL 33881
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  /31

  $1,800 total monthly price

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

  3960 Avenue U NW, Winter Haven, FL 33881

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

  3960 Avenue U NW, Winter Haven, FL 33881
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  $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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  /18

  $899 - $1,385 per month

  The Landings Apartment Homes

  1 - 2 Beds

  102 Landings Way, Winter Haven, FL 33880

  Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

  102 Landings Way, Winter Haven, FL 33880
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  /18

  $800 per month

  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884

  1 Bed, 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if

  Daniel Gonzalez AT YOUR SERVICE REALTY, LLC

  1111 Cypress Gardens Blvd Unit 12, Winter Haven, FL 33884
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  /20

  $584 - $1,350 per month

  Lakeview Tower

  Studio - 1 Bed

  745 Avenue A SW, Winter Haven, FL 33880

  Lakeview Tower offers newly remodeled studio and one bedroom apartment homes. It is an exceptional senior living, 62+ and disabled Community. Lakeview Tower sits right on Lake Howard, allowing breath taking views from your window.

  745 Avenue A SW, Winter Haven, FL 33880
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  /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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  /16

  $1,695 per month

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

  546 Lake Dexter Blvd, Winter Haven, FL 33884

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  546 Lake Dexter Blvd, Winter Haven, FL 33884
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  /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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  $1,870 per month

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • House for Rent

  206 Kingshill Ct SE, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

  206 Kingshill Ct SE, Winter Haven, FL 33884
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  /22

  $1,300 per month

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

  2025 San Marcos Dr SE Unit 29, Winter Haven, FL 33880

  Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are

  Avi Sela SAFETYNET REALTY

  2025 San Marcos Dr SE Unit 29, Winter Haven, FL 33880
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  /11

  $1,700 per month

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  2504 Ave O NW Unit A Upstairs, Winter Haven, FL 33881

  Property Id: 2366247Spacious 3 Bedroom 1 Bath with large open living / kitchen area. This unit is freshly painted and ready for its next family. This unit’s rent includes electricity and water! Fill out the free pre-screen to start the process. This one won’t last long.

  2504 Ave O NW Unit A Upstairs, Winter Haven, FL 33881
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  /21

  $1,450 per month

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

  1707 Eagle Pond Dr, Winter Haven, FL 33884

  MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main

  Kayly Malinas JOHN WOOD REALTY, INC.

  1707 Eagle Pond Dr, Winter Haven, FL 33884
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  /18

  $1,770 per month

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

  148 Southern Breeze Lp, Winter Haven, FL 33880

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  148 Southern Breeze Lp, Winter Haven, FL 33880
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  $2,200 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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  /16

  $1,820 per month

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

  108 Brad Cir, Winter Haven, FL 33880

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

  108 Brad Cir, Winter Haven, FL 33880
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  /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

  $1,899 per month

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

  497 Kensington View Dr, Winter Haven, FL 33880

  Move in by April 30, 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.

  497 Kensington View Dr, Winter Haven, FL 33880
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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

  $1,715 per month

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

  606 Patrick Ave, Winter Haven, FL 33880

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

  606 Patrick Ave, Winter Haven, FL 33880
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  /20

  $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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  $2,199 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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  $2,150 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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  /18

  $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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  /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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  /16

  $1,740 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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  /14

  $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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  /11

  $2,299 per month

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • House for Rent

  608 Terranova 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 $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  608 Terranova Dr, Winter Haven, FL 33884

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