1,295

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

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  • /15

    $1,945 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,

    (863) 588-7104

    502 Glad Rd, Winter Haven, FL 33880
  • /20

    $2,010 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

    (863) 334-2782

    2069 Whispering Trails Blvd, Winter Haven, FL 33884
  • /15

    $2,075 Per Month

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

    1581 Lemon Ave, 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, could be just what you’re looking for. See the

    (863) 264-5215

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

    $2,050 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.

    (863) 451-8439

    301 Majestic Gardens Dr, Winter Haven, FL 33880
  • /15

    $1,750 Per Month

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

    3320 Timberline Rd W, 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,

    (863) 431-4711

    3320 Timberline Rd W, Winter Haven, FL 33880
  • /16

    $2,250 Per Month

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

    3808 Mckinley Dr, 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

    (863) 887-7467

    3808 Mckinley Dr, Winter Haven, FL 33880
  • /2

    $1,855 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.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

    (863) 343-0941

    206 Kingshill Ct SE, Winter Haven, FL 33884
  • /14

    $1,175 Per Month

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

    3074 St Paul Dr, Jan Phyl Village, FL 33880

    Property Id: 13559002 Bedroom / 1 Bathroom Home for Rent - Winter Haven, FLAddress: 3078,3076,3074,3072 Saint Paul Drive, Winter Haven, FL(3076 is currently for rent)Affordable 2-bedroom, 1-bathroom single-family home located in a Winter Haven neighborhood walking distance from the Publix plaza. This home offers a comfortable layout, perfect for small families,

    (239) 208-1520

    3074 St Paul Dr, Jan Phyl Village, FL 33880
  • /16

    $2,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Condo for Rent

    1708 Teagan Ln, Winter Haven, FL 33884

    Welcome to this charming property located in the beautiful city of Winter Haven, Florida. Offering a spacious living environment, this home is ideal for anyone looking to embrace a comfortable lifestyle in a welcoming community. With nearby conveniences, including a department store and the AdventHealth Lake Wales just 13 minutes away, everything you need is just around the corner.Key

    (914) 537-6515

    1708 Teagan Ln, Winter Haven, FL 33884
  • /15

    $1,945 Per Month

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft
    • House for Rent

    3211 Timberline Rd, Jan Phyl Village, 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,

    (863) 431-4651

    3211 Timberline Rd, Jan Phyl Village, FL 33880
  • /16

    $1,720 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,

    (863) 474-2506

    108 Brad Cir, Winter Haven, FL 33880
  • /8

    $1,595 Per Month

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • House for Rent

    3823 Ave J NW, Winter Haven, FL 33881

    COMING SOONThis home is coming soon. Please check to see the estimated availability date.Welcome to 3823 Avenue J NW, a refreshed 3-bedroom, 1-bathroom home offering 1,050 square feet of comfortable living space in Winter Haven. Surrounded by mature greenery and set behind a gated front entry, this home combines practical everyday living with convenient access to local shopping,

    (863) 837-4492

    3823 Ave J NW, Winter Haven, FL 33881
  • /20

    $2,525 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, might be the perfect fit for your lifestyle. See

    (863) 563-2217

    3638 Queens Cove Blvd, Winter Haven, FL 33880
  • /16

    $2,185 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 $2329.90. That covers your base rent, $2185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (863) 869-4606

    608 Terranova Dr, Winter Haven, FL 33884
  • /15

    $2,235 Per Month

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

    219 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

    (863) 313-1598

    219 Southern Breeze Lp, Winter Haven, FL 33880
  • /15

    $1,620 Per Month

    • 3 Beds
    • 2 Baths
    • 1,109 Sq Ft
    • House for Rent

    449 Red Hawk Loop, 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. The fenced

    (863) 251-6437

    449 Red Hawk Loop, Winter Haven, FL 33880
  • /16

    $2,125 Per Month

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft
    • House for Rent

    1633 Wallace Manor Blvd, 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.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

    (863) 509-1907

    1633 Wallace Manor Blvd, Winter Haven, FL 33880
  • /15

    $2,265 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, might be the perfect fit for your lifestyle. See

    (863) 312-0215

    850 Terranova Rd, Winter Haven, FL 33884
  • /15

    $1,855 Per Month

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • House for Rent

    4301 Larrys Lagoon, 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 3-bedroom, 2-bathroom rental home in Winter Haven, FL, might be the perfect fit for your lifestyle. See

    (863) 474-9529

    4301 Larrys Lagoon, Winter Haven, FL 33884
  • /20

    $2,841

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1630 17th St NW Unit SI ID1385730P, Winter Haven, FL 33881

    The advertised rate of $2,842/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 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

    (863) 281-5828

    1630 17th St NW Unit SI ID1385730P, Winter Haven, FL 33881
  • /20

    $1,899 Per Month

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

    449 Kensington View Dr, Winter Haven, FL 33880

    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 1,541 square feet, this well-maintained home offers a high standard of rental living,

    (863) 264-6417

    449 Kensington View Dr, Winter Haven, FL 33880
  • /4

    $1,975 Per Month

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft
    • House for Rent

    121 Brandy Chase Blvd, 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 $2119.90. That covers your base rent, $1975.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (863) 473-7527

    121 Brandy Chase Blvd, Winter Haven, FL 33880
  • /16

    $1,925 Per Month

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft
    • House for Rent

    812 Whisper Lake Ct, 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

    (863) 622-9626

    812 Whisper Lake Ct, Winter Haven, FL 33880
  • /16

    $2,120 Per Month

    • 4 Beds
    • 3 Baths
    • 2,067 Sq Ft
    • House for Rent

    292 Cloverdale 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.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

    (863) 356-0587

    292 Cloverdale Rd, Winter Haven, FL 33884
  • /12

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • Condo for Rent

    1935 Ave O SW Unit 201, Winter Haven, FL 33880

    Property Id: 2515636Home features: Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living roomIn-unit washer & dryer Bedroom and living room are cable-readyLocation: Minutes to downtown Winter Haven—close to shopping, restaurants,

    (863) 837-4814

    1935 Ave O SW Unit 201, Winter Haven, FL 33880
  • /18

    $1,990 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 $2134.90. That covers your base rent, $1990.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (863) 509-1961

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

    $2,119 Per Month

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • House for Rent

    443 Sandestin Dr SE, Winter Haven, FL 33884

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 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

    (863) 341-0086

    443 Sandestin Dr SE, Winter Haven, FL 33884
  • /16

    $1,250 Per Month

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

    1059 Spirit Lake Rd, Winter Haven, FL 33880

    This 900 SqFt unit offers comfort and convenience in a desirable location.- Electric range, microwave, and refrigerator included - Forced air heating and central cooling for year-round comfort - Tile flooring and ceiling fan(s)- Dryer included for ease of laundry - Fenced yard and patio for outdoor enjoyment - On-street parking available Perfectly situated

    (659) 207-5228

    1059 Spirit Lake Rd, Winter Haven, FL 33880
  • /16

    $1,949 Per Month

    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • House for Rent

    304 Kensington View Dr, Winter Haven, FL 33880

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,678 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

    (863) 220-9423

    304 Kensington View Dr, Winter Haven, FL 33880
  • /17

    $1,899 Per Month

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • House for Rent

    914 Whisper Lake Dr, Winter Haven, FL 33880

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,961 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

    (863) 334-3587

    914 Whisper Lake Dr, Winter Haven, FL 33880
  • /20

    $2,190 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    1331 11th St NE, Winter Haven, FL 33881

    Property Id: 2117741THIS IS NOT YOUR TYPICAL RENTAL. IT’S YOUR OPPORTUNITY TO OWN!HomeWays makes homeownership accessible to everyone.If you've struggled with qualifying for a traditional home loan, HomeWays' "Homeownership Now" program is designed specifically for you. Low Credit is OKAY, student debt and medical bills, NO PROBLEM. Don’t miss out on this chance to make

    (314) 899-8889

    1331 11th St NE, Winter Haven, FL 33881
  • /12

    $1,375

    Total Monthly Price

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

    448 Avenue A NE Unit Cozy Cottage, Winter Haven, FL 33881

    This cozy Cottage is a 1/1 in Winter Haven Fl. Walk to downtowns restaurant and local shops and breweries. Close to Legoland. Short term unit with small kitchenette. Fenced yard with private spa. This home is set up for short term rental and has kitchenette with Convection Microwave, coffee pot, and all dishware. Washer Dryer, queen bed, TVs in the living room and bedroom. This is a duplex

    448 Avenue A NE Unit Cozy Cottage, Winter Haven, FL 33881
  • /12

    $1,825

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    711 Avenue B NE, Winter Haven, FL 33881

    This is a 3/2 home in Winter Haven Fl. This home is move in ready and had been freshly updated. Call for you're showing today. Close to downtown and convenient to all winter haven has to offer.

    711 Avenue B NE, Winter Haven, FL 33881
  • /10

    $1,750

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    330 Avenue G SE Unit Apartment, Winter Haven, FL 33880

    330 Avenue G SE Unit Apartment, Winter Haven, FL 33880
  • /7

    $1,450

    Total Monthly Price

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

    5624 Struthers Ct, Winter Haven, FL 33884

    Freshly updated 2 bed, 1 bath duplex in a quiet Winter Haven location near US-27 and Legoland.Available now. Clean, updated unit ready for immediate move-in.• Washer & dryer included• New central A/C• Tile floors throughout (no carpet)• Fresh interior updates• Private parking• Shared yard$1,450/month$1,450 security deposit Available now.

    5624 Struthers Ct, Winter Haven, FL 33884
  • /12

    $1,350

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    5663 Struthers Ct Unit 5663 Struthers Ct, Winter Haven FL, 33837, Winter Haven, FL 33884

    Spacious condoPeaceful family friendly neighborhoodNear Garden Grove Elementary and LegolandBig yard Ceiling fansCeiling fans in bedroomsPets allowed

    5663 Struthers Ct Unit 5663 Struthers Ct, Winter Haven FL, 33837, Winter Haven, FL 33884
  • /9

    $1,525

    Total Monthly Price

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

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

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

    1407 N Lake Shipp Dr SW, Winter Haven, FL 33880
  • /35

    $2,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,883 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful 4-bedroom, 3-bath home located in a great family-friendly neighborhood! This spacious home features a desirable 3-way split floor plan, vaulted ceilings, and stylish LVP wood-look plank flooring throughout the main living areas. The open kitchen offers granite countertops, ample cabinet space, and overlooks the bright living and dining areas, creating the perfect space for everyday

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    Unlisted Address
  • /2

    $1,595 Per Month

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • House for Rent

    876 Crestwood Dr, Winter Haven, FL 33881

    This home located in a quiet and desirable area of Winter Haven. This well-maintained property offers a comfortable layout with plenty of natural light, creating a warm and inviting living space.The home features spacious bedrooms, a cozy living area, and a functional kitchen with ample cabinet space, perfect for everyday living. The property also includes a nice outdoor area, ideal for

    876 Crestwood Dr, Winter Haven, FL 33881
  • /12

    $1,425 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880

    FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the

    Linda Andre COLDWELL BANKER REALTY

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880

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