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

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  • /18

    $2,005 Per Month

    • 4 Beds
    • 3 Baths
    • 2,101 Sq Ft
    • House for Rent

    3638 Queens Cove Blvd, Winter Haven, FL 33880

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 3-bathroom rental home in Winter Haven, FL, could be just what you’re looking for. See the

    3638 Queens Cove Blvd, Winter Haven, FL 33880
  • /15

    $1,790 Per Month

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    850 Terranova Rd, Winter Haven, FL 33884

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Haven, FL, has a lot to offer; does it check all your boxes?

    850 Terranova Rd, Winter Haven, FL 33884
  • /13

    $2,045 Per Month

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • House for Rent

    1881 N Lake Eloise 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 $2189.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1881 N Lake Eloise Dr, Winter Haven, FL 33884
  • /18

    $1,945 Per Month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    196 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. Apply now or schedule your self-tour today and take the first step toward getting more than just a place to

    196 Southern Breeze Lp, Winter Haven, FL 33880
  • /17

    $1,025 Per Month

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

    3058 St Paul Dr, Jan Phyl Village, FL 33880

    Enjoy a comfortable living space with 2 bedrooms and 1 bathroom. Perfect for those seeking convenience and style.- Includes appliances: Refrigerator and Electric Range- Cooling and heating: Central, Heat Pump- Off-street parking available- Flooring: Tile and Carpet- Ceiling fans and hookups availablePets: Yes to dogs and cats. Small, 2 max.Residents are

    3058 St Paul Dr, Jan Phyl Village, FL 33880
  • /15

    $2,155 Per Month

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

    228 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. Apply now or schedule your self-tour today and take the first step toward getting more than just a place to

    228 Southern Breeze Lp, Winter Haven, FL 33880
  • /20

    $2,450 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • House for Rent

    1273 Zambrana Ct, Winter Haven, FL 33884

    Property Id: 2739644 Welcome to your dream home in the Villa Mar community. The property is located at 1273 Zambrana Ct in Winter haven, FL! This stunning 4-bed, 2 1/2bath single-family home is available starting 7/27/2026 for $2450 a month. Enjoy modern amenities, stainless steel appliances, granite countertops, vinyl flooring upstairs, and tile downstairs. There is a playground and

    1273 Zambrana Ct, Winter Haven, FL 33884
  • /16

    $1,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,142 Sq Ft
    • House for Rent

    3810 High St NE, Winter Haven, FL 33881

    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,

    3810 High St NE, Winter Haven, FL 33881
  • /16

    $1,990 Per Month

    • 4 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • House for Rent

    839 Cinnamon Dr, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    839 Cinnamon Dr, Winter Haven, FL 33880
  • /16

    $2,155 Per Month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    1506 Kaylor Ct NE, Winter Haven, FL 33881

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    1506 Kaylor Ct NE, Winter Haven, FL 33881
  • /2

    $1,910 Per Month

    • 4 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • House for Rent

    1916 Wallace Manor Dr, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    1916 Wallace Manor Dr, Winter Haven, FL 33880
  • /16

    $1,950 Per Month

    • 4 Beds
    • 3 Baths
    • 2,806 Sq Ft
    • House for Rent

    1501 7th St SE, Winter Haven, FL 33880

    This spacious single-story ranch in Winter Haven offers 5 bedrooms and 3 bathrooms across 2,806 square feet of thoughtfully updated living space. The fresh interior paint and wood-look flooring create a bright and modern atmosphere, while multiple ceiling fans with lights keep the rooms comfortable year-round.An open-concept kitchen with white cabinetry, light countertops, and a mosaic

    1501 7th St SE, Winter Haven, FL 33880
  • /16

    $1,965 Per Month

    • 4 Beds
    • 2 Baths
    • 1,797 Sq Ft
    • House for Rent

    4736 Summerfield Cir, Winter Haven, FL 33881

    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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    4736 Summerfield Cir, Winter Haven, FL 33881
  • /18

    $1,799 Per Month

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft
    • House for Rent

    2112 Jonathan Ln, 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 $1943.90. That covers your base rent, $1799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2112 Jonathan Ln, Winter Haven, FL 33884
  • /18

    $2,345 Per Month

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft
    • House for Rent

    668 Squires Grove Dr, Winter Haven, FL 33880

    This home is move-in ready. Schedule your tour now or start your application today.Welcome to 668 Squires Grove Dr in Winter Haven, FL, a 5-bedroom, 3-bath home offering 2,601 square feet of space with an easy, functional flow. The two-story layout and 2-car garage set the tone from the curb, and inside, the mix of soft carpet and tile creates a comfortable feel that works well for

    668 Squires Grove Dr, Winter Haven, FL 33880
  • /16

    $2,149 Per Month

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • House for Rent

    3111 Buckeye Point Dr, Winter Haven, FL 33881

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,340 square feet, this well-maintained home offers a high standard of rental living,

    3111 Buckeye Point Dr, Winter Haven, FL 33881
  • /18

    $1,685 Per Month

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

    163 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. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience come together

    163 Southern Breeze Lp, Winter Haven, FL 33880
  • /16

    $2,285 Per Month

    • 4 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • House for Rent

    557 Reddicks Cir, Winter Haven, FL 33884

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent

    557 Reddicks Cir, Winter Haven, FL 33884
  • /15

    $2,250 Per Month

    • 4 Beds
    • 3 Baths
    • 2,576 Sq Ft
    • House for Rent

    3637 Queens Cove Blvd, Winter Haven, FL 33880

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW STAINLESS-STEEL APPLIANCES. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent

    3637 Queens Cove Blvd, Winter Haven, FL 33880
  • /17

    $2,466

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Condo for Rent

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881

    The advertised rate of $2,466/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
  • /16

    $1,730 Per Month

    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • House for Rent

    3702 Imperial Dr, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    3702 Imperial Dr, Winter Haven, FL 33880
  • /15

    $1,575 Per Month

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

    311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881

    Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any

    311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
  • /15

    $2,030 Per Month

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • House for Rent

    505 Reddicks Cir, 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

    505 Reddicks Cir, Winter Haven, FL 33884
  • /16

    $1,250 Per Month

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

    1007 37th St NW Unit 1, Winter Haven, FL 33881

    Property Id: 1919782 This beautifully renovated unit is located in close proximity to Winter Haven Downtown as well as major highways. Unit features new kitchen cabinets with granite countertops and all new stainless steel appliances, with washer and dryer available. More photos coming soon. It’s equipped with new AC - will be able to save on electricity, new tile flooring

    1007 37th St NW Unit 1, Winter Haven, FL 33881
  • /20

    $2,055

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft
    • House for Rent

    4766 Osprey Way, Winter Haven, FL 33881

    Now offering 19-month leases. Sign today and lock in today’s low rate for the next 19 months! Offer valid for new applicants who sign a 19-month lease and move-in by August 31, 2026. Base rent will remain at the 12-month lease rate for the duration of the 19-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home,

    4766 Osprey Way, Winter Haven, FL 33881
  • /16

    $2,145 Per Month

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

    878 Terranova Rd, 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 $2409.90. That covers your base rent, $2145.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    878 Terranova Rd, Winter Haven, FL 33884
  • /16

    $2,060 Per Month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    436 Fish Hawk Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    436 Fish Hawk Dr, Winter Haven, FL 33884
  • /17

    $2,249 Per Month

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

    112 Waterside Cir, Winter Haven, FL 33880

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,821 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    112 Waterside Cir, Winter Haven, FL 33880
  • /15

    $1,725 Per Month

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • House for Rent

    502 Glad Rd, Winter Haven, FL 33880

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

    502 Glad Rd, Winter Haven, FL 33880
  • /6

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    4320 Dundee Rd, Winter Haven, FL 33884

    Property Id: 2768547 This 1/1 is a brand new park model - manufactured up to 2025 building codes for environmental resistance - comes complete with all new appliances. Located in an up-and-coming part of Winter Haven, right across the street from a newly built Publix and a ton of new business development, within 5 miles of Legoland! Water and sewage is included, alongside the usual

    4320 Dundee Rd, Winter Haven, FL 33884
  • /16

    $1,730 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • House for Rent

    2024 10th St NW, Winter Haven, FL 33881

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    2024 10th St NW, Winter Haven, FL 33881
  • /15

    $2,280 Per Month

    • 4 Beds
    • 2 Baths
    • 1,999 Sq Ft
    • House for Rent

    4753 Osprey Way, Winter Haven, FL 33881

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. See the pictures to

    4753 Osprey Way, Winter Haven, FL 33881
  • /16

    $1,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,356 Sq Ft
    • House for Rent

    5850 Cypress Gardens Blvd, Winter Haven, FL 33884

    Property Id: 987474 Spacious 3BR / 2.5BA Townhome in Cypress Gardens Area Welcome to this well maintained 3-bedroom, 2.5-bath townhome located in a convenient and desirable area of Cypress Gardens. This home features a bright, open living space, a functional kitchen, and a comfortable layout ideal for everyday living. All three bedrooms are generously sized, with the primary suite

    5850 Cypress Gardens Blvd, Winter Haven, FL 33884
  • /15

    $1,895 Per Month

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

    835 Summer Glen Dr, Winter Haven, FL 33880

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy the privacy

    835 Summer Glen Dr, Winter Haven, FL 33880
  • /15

    $2,220 Per Month

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft
    • House for Rent

    444 Lanham Dr, Winter Haven, FL 33881

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy outdoor

    444 Lanham Dr, Winter Haven, FL 33881
  • /20

    $2,195 Per Month

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • House for Rent

    397 Corso Loop, Winter Haven, FL 33884

    Property Id: 1220815 Beautiful and spacious 4-bedroom, 2-bath single-family home located in the highly desirable Villamar community in Winter Haven. Built in 2020, this modern home features an open-concept floor plan with a bright living area, spacious kitchen, stainless steel appliances, laminate floor throughout, and a large island perfect for entertaining. The split-bedroom layout offers

    397 Corso Loop, Winter Haven, FL 33884
  • /16

    $1,730 Per Month

    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • House for Rent

    3740 Imperial Dr, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    3740 Imperial Dr, Winter Haven, FL 33880
  • /16

    $1,820 Per Month

    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • House for Rent

    2520 Ave a SW, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    2520 Ave a SW, Winter Haven, FL 33880
  • /12

    $2,050 Per Month

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

    1336 Axel Cir, Winter Haven, FL 33880

    Property Id: 836169 4 bedroom 2 Bathroom Single Family Home Easy commute to either Tampa or Orlando. Large kitchen granite countertops, large pantry, stainless steel appliances, Washer and Dryer included, vaulted ceiling, 2-car garage. Security deposit due at signing. $2000 1st and Last and security due at move in. Well qualified applicants may be

    1336 Axel Cir, Winter Haven, FL 33880
  • /20

    $1,800 Per Month

    • 4 Beds
    • 2 Baths
    • House for Rent

    1108 Carefree Cove Dr, Winter Haven, FL 33881

    Property Id: 1524046 Large House for a family with fenced in large yard, tiles floors, updated kitchen and bathrooms with lots of extras. Available July 2025. Please call both contact numbers to get more information on property and terms of rental.

    1108 Carefree Cove Dr, Winter Haven, FL 33881

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