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Winter Haven Homes for Rent

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  • /38

    $1,450 per month

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

    513 Winter Terrace Unit 513, Winter Haven, FL 33881

    This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with all appliances, including a washer and dryer, ample counter space,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 722-1224

    513 Winter Terrace Unit 513, Winter Haven, FL 33881
  • /4

    $975 - $1,000 per month

    Oakcrest Apartments

    1 Bed

    101-123 Oak Crest Dr NW, Winter Haven, FL 33881

    Ideally located with access to US Hwy 17-92, I-4, Winter Haven and Central Florida. Cozy one-bedroom apartments with Energy Efficient Central A/C, tile floors, W/D hookups and newly updated appliances. Located next to beautiful lake and Rails to Trails walking and bicycle path that makes travel to work or shopping or just sight seeing around Winter Haven by bike a breeze. Bus stop adjacent to

    101-123 Oak Crest Dr NW, Winter Haven, FL 33881
  • /34

    $1,895 per month

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

    2614 Tanoak Terrace, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2614 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location.Step into an

    Jacob Hara TRANSCEND REALTY

    2614 Tanoak Terrace, Winter Haven, FL 33881
  • /15

    $1,570 per month

    • 3 Beds
    • 2 Baths
    • 1,621 Sq Ft
    • House for Rent

    4693 Osprey Way, Winter Haven, FL 33881

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    4693 Osprey Way, Winter Haven, FL 33881
  • /19

    $1,695 per month

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • House for Rent

    3541 Harbor Cir NW, Winter Haven, FL 33881

    Presenting a delightful retreat in a gated community at 3541 Harbor Cir NW, Winter Haven, FL 33881, where charm and comfort coalesce in perfect harmony. This inviting 1574 sq ft home offers two spacious bedrooms with a split floor plan , ensuring ample privacy and relaxation for all occupants. With two full baths, mornings will be a breeze, and evenings can end with a soothing soak. The open

    Leann Bandy PMI ARRICO REALTY AND PRTP MGT

    3541 Harbor Cir NW, Winter Haven, FL 33881
  • /16

    $2,209 per month

    • 4 Beds
    • 2 Baths
    • 2,829 Sq Ft
    • House for Rent

    2753 Rochelle Dr, Winter Haven, FL 33881

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 2,829 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

    2753 Rochelle Dr, Winter Haven, FL 33881
  • /45

    $2,160 per month

    • 4 Beds
    • 3 Baths
    • 2,205 Sq Ft
    • House for Rent

    4932 St James St, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Check out this move in ready 4 bedroom 3 bath with a great water view! Enjoy this great home that was built in 2018. This home boasts an open floor plan, freshly painted inside. Open kitchen with center island, granite counter tops and stainless steel appliances as well as a walk in pantry. Large primary bedroom with walk in closet and ensuite bath

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    4932 St James St, Winter Haven, FL 33881
  • /19

    $2,075 per month

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

    4766 Osprey Way, Winter Haven, FL 33881

    Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! This home, constructed in 2017, is located in the St James Crossing community. This property is professionally managed by AMH Living, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by offering self-guided

    4766 Osprey Way, Winter Haven, FL 33881
  • /33

    $1,950 per month

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

    2574 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. ***Move in today and enjoy your first month absolutely FREE! Don’t miss this limited-time offer to snag the perfect home at an unbeatable value!***Discover 2562 Pine Place, a beautifully maintained 3-bedroom, 2.5-bath home offering the perfect blend of modern comfort and tranquil waterfront living. Wake up to peaceful water views from your own

    Jacob Hara TRANSCEND REALTY

    2574 Pine Place, Winter Haven, FL 33881
  • /7

    $1,899 per month

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft
    • House for Rent

    485 Lanham Dr, Winter Haven, FL 33881

    Property Id: 2106141This beautiful 1,834 sq. ft. home combines comfort, style, and functionality. Featuring 3 spacious bedrooms and 2 full bathrooms, the open floor plan fills the home with natural light, creating a warm and inviting atmosphere perfect for everyday living or entertaining guests.Enjoy the convenience of a two-car garage— the perfect retreat for relaxing or hosting

    485 Lanham Dr, Winter Haven, FL 33881
  • /33

    $1,950 per month

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

    2568 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2568 Pine Pl, a stunning 3-bedroom, 2.5-bath home nestled in the heart of Winter Park, FL—where comfort meets serene waterfront living. Enjoy peaceful water views right from your backyard, perfect for morning coffee or evening relaxation. This beautifully maintained property offers a spacious, open layout, modern kitchen, and a primary

    Jacob Hara TRANSCEND REALTY

    2568 Pine Place, Winter Haven, FL 33881
  • /15

    $1,715 per month

    • 4 Beds
    • 3 Baths
    • 2,070 Sq Ft
    • House for Rent

    2805 Shumard St, Winter Haven, FL 33881

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    2805 Shumard St, Winter Haven, FL 33881
  • /33

    $1,950 per month

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

    2562 Pine Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. ***Move in today and enjoy your first month absolutely FREE! Don’t miss this limited-time offer to snag the perfect home at an unbeatable value!***Welcome to 2562 Pine Pl, a stunning 3-bedroom, 2.5-bath home nestled in the heart of Winter Park, FL—where comfort meets serene waterfront living. Enjoy peaceful water views right from your

    Jacob Hara TRANSCEND REALTY

    2562 Pine Place, Winter Haven, FL 33881
  • /19

    $1,695 per month

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • House for Rent

    3541 Harbor Cir NW, Winter Haven, FL 33881

    Presenting a delightful retreat in a gated community at 3541 Harbor Cir NW, Winter Haven, FL 33881, where charm and comfort coalesce in perfect harmony. This inviting 1574 sq ft home offers two spacious bedrooms with a split floor plan , ensuring ample privacy and relaxation for all occupants. With two full baths, mornings will be a breeze, and evenings can end with a soothing soak. The open

    3541 Harbor Cir NW, Winter Haven, FL 33881
  • /33

    $1,795 per month

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

    2603 Tanoak Terrace, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. ***Move in today and enjoy your first month absolutely FREE! Don’t miss this limited-time offer to snag the perfect home at an unbeatable value!***Welcome to 2603 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend

    Jacob Hara TRANSCEND REALTY

    2603 Tanoak Terrace, Winter Haven, FL 33881
  • /38

    $2,025 per month

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • House for Rent

    276 Arbuthnot St, Winter Haven, FL 33881

    Nestled in the sought-after Sanctuary by the Lake community in Winter Haven, this 3 Bedroom, 2 Bathroom residence boasts numerous premium features. The large, open kitchen is equipped with stainless steel appliances, a spacious L-shaped breakfast bar perfect for casual dining and entertaining, elegant 42-inch wood shaker cabinets for ample storage, and stunning quartz countertops that add a

    Sherlyn Arauma SKY CONSULTANTS REALTY & PROPERTY MANAGEMENT LLC

    276 Arbuthnot St, Winter Haven, FL 33881
  • /6

    $1,800 per month

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

    912 Lake Jessie Dr Unit 2, Winter Haven, FL 33881

    Be the first to live in this fully renovated 1 bedroom, 1 bath unit on Lake Jessie in Winter Haven! This all-new lakefront home offers boat dock access, perfect for enjoying the Chain of Lakes lifestyle. The interior is bright and modern, with stylish finishes and plenty of natural light. Water, electric, and internet are all included — just move in and start living. Conveniently located in-town,

    Lucy Hinson RE/MAX HERITAGE

    912 Lake Jessie Dr Unit 2, Winter Haven, FL 33881
  • /8

    $2,000 per month

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

    912 Lake Jessie Dr Unit 3, Winter Haven, FL 33881

    Beautifully renovated upstairs 1 bedroom, 1 bathroom unit with a sleek, modern design. Enjoy the convenience of in-unit laundry and stunning views of Lake Jessie. This property includes access to a dock, and water, electric, and internet are all included in the rent. Whether you're relaxing indoors or enjoying the lakeside lifestyle, this unit offers comfort and convenience in a serene setting.

    Lucy Hinson RE/MAX HERITAGE

    912 Lake Jessie Dr Unit 3, Winter Haven, FL 33881
  • /8

    $2,000 per month

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

    912 Lake Jessie Dr Unit 1, Winter Haven, FL 33881

    Enjoy lakefront living in this beautifully upgraded 2 bedroom, 1 bath unit on Lake Jessie — complete with a private boat dock and serene water views. This bright and airy home features modern finishes, updated flooring, and a spacious open layout that invites natural light throughout. Water, electric, and internet are all included, making for stress-free living. Located in-town, you’re just

    Lucy Hinson RE/MAX HERITAGE

    912 Lake Jessie Dr Unit 1, Winter Haven, FL 33881
  • /12

    $1,500 per month

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

    506 Winter Terrace Unit 506, Winter Haven, FL 33881

    FOR RENT - 2 BEDROOM/2 BATH CONDOMINIUM - TAKE A DIP IN THE BEAUTIFUL SWIMMING POOL AT WINTER RIDGE, PLAY BINGO WITH THE NEIGHBORS IN THE CLUBHOUSE, OR TAKE YOUR FAMILY TO HAVE FUN FISHING OFF THE PRIVATE PIER ON LAKE SMART WHICH IS PART OF THE CHAIN OF LAKES. WHATEVER YOU DO, YOU'LL LOVE THIS IMMACULATE UNIT THAT COMES WITH ALL THE APPLIANCES INCLUDING THE WASHER AND DRYER. THE BACK PORCH IS

    Linda Andre COLDWELL BANKER REALTY

    506 Winter Terrace Unit 506, Winter Haven, FL 33881
  • /17

    $750 per month

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 2, Winter Haven, FL 33881

    Check out this awesome 1 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. $50.00 monthly fee for water, garbage and sewerPet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 2, Winter Haven, FL 33881
  • /20

    $897 per month

    • 2 Beds
    • 1 Bath
    • 675 Sq Ft
    • Property for Rent

    2854 Lake Alfred Rd Unit 11, Winter Haven, FL 33881

    Welcome to 2854 Lake Alfred Road, Unit 11 – a beautifully updated 2-bedroom, 1-bath mobile home offering comfort, convenience, and modern touches throughout. Step inside to find a freshly updated interior featuring stylish finishes, new flooring, and an open layout that maximizes space and natural light. $50.00 montly fee for water, garbage and sewerThe kitchen is equipped with

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    2854 Lake Alfred Rd Unit 11, Winter Haven, FL 33881
  • /13

    $1,400 per month

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

    413 Winter Ridge Blvd Unit 413, Winter Haven, FL 33881

    Welcome to Winter Ridge, a desirable waterfront condominium community offering access to Lake Smart, part of the beautiful Winter Haven Chain of Lakes. This 2-bedroom, 2-bath unit features a spacious open floor plan with ceramic tile throughout, a large pantry/utility room, and convenient in-unit laundry hookups (washer and dryer not included). Enjoy relaxing on the oversized screened lanai, and

    Michelle Heath FULL SERVICE PROPERTY MANAGEMENT

    413 Winter Ridge Blvd Unit 413, Winter Haven, FL 33881
  • /25

    $2,350 per month

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

    4023 Island Lakes Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Discover lakeside living at 4023 Island Lakes Drive in Winter Haven, FL. This beautiful 4-bedroom, 2-bathroom home is perfectly situated on the chain of lakes and within city limits and features stunning waterfront views of Lake Conine. The open floor-plan boasts high ceilings, creating a bright and airy ambiance throughout. The kitchen is a

    David Small KELLER WILLIAMS REALTY SMART 1

    4023 Island Lakes Dr, Winter Haven, FL 33881
  • /5

    $1,100 per month

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

    Unlisted Address

    Furnished Mini Master Bedroom Suite for rent in beautiful private home. Rent includes all utilities and Wi-Fi. Private fridge available for tenant's use. Owner looking for single professional or travel nurse.

    Patricia Townsend MAHOGANY REAL ESTATE GROUP

    Unlisted Address
  • /75

    $1,650 per month

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

    2600 Lucerne Park Rd Unit 529, Winter Haven, FL 33881

    HARD TO FIND SPECTACULAR MODERNIZED LAKEFRONT CONDO. This is NOT a typical rental, this is an exclusive resort style 2 bedroom, 2 bath that has been entirely renovated to include porcelain floor tile throughout, gourmet style kitchen with modern cabinets and Stainless Steel appliances, all doors/drawers are self-close in the kitchen and bathrooms, custom-made vanity, top notch designed plumbing

    Irving Santiago CONNECT REALTY.COM INC

    2600 Lucerne Park Rd Unit 529, Winter Haven, FL 33881

Why Live in Winter Haven

Winter Haven is a neighborhood characterized by its proximity to numerous lakes, including Lake Hartridge, Lake Rochelle, and Lake Cannon, offering residents a lakeside lifestyle. Located just over 2 miles from downtown Winter Haven, the area provides easy access to dining and community events. Residents can enjoy various things to do, such as boating on the lakes, utilizing the public boat ramp at Lake Hartridge Nature Park, or exploring Inman Park's fitness trail. The Winter Haven Skate Park at Lake Silver caters to skateboarding enthusiasts with its extensive equipment. Housing in Winter Haven primarily consists of ranch-style homes, some with private pools or docks, and features a mix of two-car garages and carports. The Eagles Landing subdivision offers narrow streets with sidewalks, while Pine Terrace has tree-lined streets without sidewalks. The neighborhood is known for its affordability compared to nearby areas like Lakeland, with homes priced between $250,000 and $400,000. Residents can shop at the nearby Publix at Northgate or local markets like Santiago’s Market and Farm Fresh Market. The Winter Haven Farmers Market and CommunityFest Winter Haven provide regular community activities. Dining options include Lucille’s American Café and Old Man Frank’s, which offers lake views and live music. The Winter Haven Regional Airport is within the neighborhood, and transportation options include buses along Highway 17 and an Amtrak station 4 miles south. While the neighborhood has a lower crime risk compared to the national average, noise from the regional airport may affect some residents.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Winter Haven?
The most popular neighborhoods for renters near Winter Haven are Downtown Winter Haven, Inwood, Poinsettia Park, Lake Lucerne and Southwest Winter Haven.
What are the most popular zip codes for renters near Winter Haven?
The most popular zip codes for renters near Winter Haven are 33881, 33850, 33880, 33823 and 33884.
How to Rent a Home