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

• 

  

  

  /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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  /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 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.

  509 Kensington View Dr, Winter Haven, FL 33880
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  /37

  $2,100 per month

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

  312 Kayden Cove, Winter Haven, FL 33884

  Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community.

  Ashley Porto GLASSTONE GROUP INC

  312 Kayden Cove, Winter Haven, FL 33884
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  /15

  $2,290 per month

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • House for Rent

  109 Solis Dr, Winter Haven, FL 33880

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

  109 Solis Dr, Winter Haven, FL 33880
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  /21

  $1,600 per month

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

  1661 Teagan Ln, Winter Haven, FL 33884

  3beds,2baths 2024 built. Available immediately.

  Lora Harper Keller Williams Realty of PSL

  1661 Teagan Ln, Winter Haven, FL 33884
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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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  /36

  $2,400 per month

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • House for Rent

  393 Kayden Cove, Winter Haven, FL 33884

  Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex

  Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

  393 Kayden Cove, Winter Haven, FL 33884
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  /17

  $1,299 per month

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

  3060 St Paul Dr, Jan Phyl Village, FL 33880

  This 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 flooring- Washer and dryer hookups for easy laundry

  3060 St Paul Dr, Jan Phyl Village, FL 33880
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  /30

  $2,100 per month

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

  1458 Austin St, Winter Haven, FL 33884

  Welcome to Peace Creek Reserve! This like-new Atlanta Plan home offers exceptional space and modern living with 4 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and a beautifully designed kitchen with a large quartz island, stainless steel appliances, ample counter space, and a generous pantry—perfect for everyday living

  Shira Bhagavatula STAR BAY REALTY CORP.

  1458 Austin St, Winter Haven, FL 33884
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  /16

  $1,889 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 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 journey.

  1532 Wallace Manor Ave, Winter Haven, FL 33880
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  /7

  $1,300 per month

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

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880

  Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!

  Marisol Padilla CENTURY 21 WATSON & MYERS REALTY

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880
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  /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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  /87

  $2,350 per month

  • 4 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • House for Rent

  233 Towhee Rd, Winter Haven, FL 33881

  Check out this move-in ready rental home located in the desirable Hamilton West community in Winter Haven. This well-maintained residence offers 4 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, along with excellent curb appeal. Inside, you’ll find brand-new carpeting throughout, a formal dining room, and a versatile den/office space. The spacious kitchen includes all appliances,

  David Fridovich REMAX EXPERTS

  233 Towhee Rd, Winter Haven, FL 33881
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  /15

  $2,100 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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  /23

  $2,500 per month

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft
  • House for Rent

  2371 Brassie Ct, Winter Haven, FL 33884

  This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The

  Karina Turcios LPT REALTY, LLC

  2371 Brassie Ct, 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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  /21

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881

  AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with

  Alvaro Molina TWIN HOMES REALTY

  361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881
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  /17

  $1,745 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
• 

  

  /22

  $2,600 per month

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

  326 Meadowbrook Blvd, Winter Haven, FL 33881

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

  David Gonzalez Martell LPT REALTY, LLC

  326 Meadowbrook Blvd, Winter Haven, FL 33881
• 

  

  /19

  $1,795 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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  /8

  $1,950 per month

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

  855 Turner Ln, Winter Haven, FL 33884

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

  Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC

  855 Turner Ln, Winter Haven, FL 33884
• 

  

  /20

  $2,015 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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  /8

  $1,200 per month

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

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

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

  Pedro Cartagena 1513 REALTY LLC

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

  

  /19

  $1,860 per month

  • 4 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • House for Rent

  822 Terranova Rd, 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

  822 Terranova Rd, Winter Haven, FL 33884
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  /14

  $2,150 per month

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

  258 Meadowbrook Blvd, Winter Haven, FL 33881

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

  Ruth Romero LA ROSA REALTY INTERNACIONAL L

  258 Meadowbrook Blvd, Winter Haven, FL 33881
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  /15

  $2,470 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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  /41

  $1,695 per month

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

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

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

  Dorothea Bogert FL REALTY

  2500 21st St NW Unit 31, Winter Haven, FL 33881
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  /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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  /27

  $2,100 per month

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

  1019 Gotthard Pass Dr, Winter Haven, FL 33881

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

  Maria Villacis AVANTI WAY REALTY LLC

  1019 Gotthard Pass Dr, Winter Haven, FL 33881
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  /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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  /37

  $1,850 per month

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

  44 Saint Kitts Cir, Winter Haven, FL 33884

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

  Manny Quiros RE/MAX HERITAGE PROFESSIONALS

  44 Saint Kitts Cir, Winter Haven, FL 33884
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  /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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  /11

  $2,200 per month

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

  1237 Denali Dr, Winter Haven, FL 33881

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

  ALFREDO BASTIDAS MY REALTY GROUP, LLC.

  1237 Denali Dr, Winter Haven, FL 33881
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  /15

  $2,340 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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  /24

  $1,800 per month

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

  5202 Waterview Way, Winter Haven, FL 33884

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

  Christin Davis PROPERTY MANAGEMENT OF POLK

  5202 Waterview Way, Winter Haven, FL 33884
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  /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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  /24

  $2,200 per month

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

  1454 Austin St, Winter Haven, FL 33884

  Located in Peace Creek Reserve—one of Winter Haven’s most tranquil and appealing communities—this property offers the ideal balance between peace, comfort, and convenient access to everything a family needs for daily living. Surrounded by charming natural scenery and situated close to lakes, trails, recreational areas, shops, and major roadways, this neighborhood has become an excellent choice

  Carla Moreno Pineda EXP REALTY LLC

  1454 Austin St, Winter Haven, FL 33884
• 

  

  /16

  $2,130 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
• 

  

  /20

  $1,475 per month

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

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

  One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full

  Andrea Jastemski DALTON WADE INC

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

  

  /15

  $1,815 per month

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • House for Rent

  171 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

  171 Southern Breeze Lp, Winter Haven, FL 33880

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