163

Winter Haven, FL Homes for Rent under $2,000

Section Image
  • /17

    $1,800 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
  • /14

    $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
  • /7

    $1,400 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
  • /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
  • /25

    $1,948 per month

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

    1156 Cambridge Dr, Winter Haven, FL 33881

    Available for move-in starting May 22! Beautiful and well-maintained 3-bedroom, 2-bath home in the desirable Lucerne Park Reserve community of Winter Haven. Built in 2021, this modern single-story home offers approximately 1,500 sq ft of open living space with a bright and functional layout connecting the living, dining, and kitchen areas. The kitchen includes essential appliances—range,

    Ana Vera AGENT TRUST REALTY CORPORATION

    1156 Cambridge Dr, Winter Haven, FL 33881
  • /11

    $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
  • /21

    $1,650 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
  • /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
  • /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
  • /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
  • /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
  • /20

    $950 - $1,208 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
  • /7

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • House for Rent

    3007 Eagle Nest View Dr, Winter Haven, FL 33881

    Beautiful home for rent in Eagle Crest, Winter Haven, just minutes from Polk State College. This property offers an open floor plan with 3 bedrooms and 2 bathrooms, den for office space, screened lanai, plus a fenced-in yard.HOA approval required. Tenant must provide renters insurance.

    Marisol Padilla CENTURY 21 WATSON & MYERS REALTY

    3007 Eagle Nest View Dr, Winter Haven, FL 33881
  • /2

    $1,000 per month

    1 Lamplight Ln

    1 Bed

    1 Lamplight Ln, Winter Haven, FL 33884

    Great location; super value in Garden Grove area of Winter Haven. Bus stop on corner of property. Water and garbage pickup are included in rent of $950 due on the first day of each month. Credit and background report mandatory with proof of minimum $3,000 per month income and no prior evictions.

    1 Lamplight Ln, Winter Haven, FL 33884
  • /41

    $1,700 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
  • /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
  • /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
  • /2

    $1,850 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
  • /16

    $1,919 per month

    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,707 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /16

    $1,670 per month

    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft
    • House for Rent

    3235 Timberline 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,

    3235 Timberline Rd, Winter Haven, FL 33880
  • /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
  • /18

    $1,965 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
  • /8

    $1,800 per month

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • House for Rent

    2363 Twin Lake View Rd, Winter Haven, FL 33881

    MOVE-IN READY in Winter Haven!? Looking for a remodeled home with space, style, and a fenced yard? This 4BR/2BA beauty in Eagle Crest checks every box! Fresh + Updated Vaulted ceilings & wood-look floors Bright kitchen w/ stainless steel appliances Open living & dining leading to a covered lanai Spacious primary suite w/ dual vanities + soaking tub Interior laundry 2-car garage. Fully fenced

    Maria Villacis AVANTI WAY REALTY LLC

    2363 Twin Lake View Rd, Winter Haven, FL 33881
  • /2

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • House for Rent

    530 17th St NE, Winter Haven, FL 33881

    MOVE-IN READYThis home is move-in ready. Schedule your tour now or start your application today.Monthly Recurring Fees:$25.00 - Smart HomeWelcome to 530 17th Street in Winter Haven, FL, a 3-bedroom, 2-bathroom home offering approximately 1,204 square feet of versatile living space, designed with multiple areas to spread out and enjoy.Step inside to find tile

    530 17th St NE, Winter Haven, FL 33881
  • /20

    $1,500 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 Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First

    Andrea Jastemski DALTON WADE INC

    1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884
  • /16

    $1,870 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
  • /11

    $1,975 per month

    • 4 Beds
    • 2 Baths
    • 2,150 Sq Ft
    • House for Rent

    2702 Rochelle Dr, Winter Haven, FL 33881

    HOME IS REALTY BEAUTIFUL WIDE OPEN FLOOR PLAN. VAULTED CEILING IN PART OF HOME. A MUST TO SEE.

    William Beasley STAR REALTY OF WINTER HAVEN

    2702 Rochelle Dr, Winter Haven, FL 33881
  • /8

    $1,275 per month

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

    1925 Ave O SW Unit 106, Winter Haven, FL 33880

    Property Id: 2173355Home featuresPlank flooring throughout (easy to clean)Wood cabinetry + granite countertopsStainless steel appliances including dishwasher and garbage disposalCeiling fans in the bedroom and living roomIn-unit washer & dryerBedrooms and living room are cable-readyLocationMinutes to downtown Winter Haven—close

    1925 Ave O SW Unit 106, Winter Haven, FL 33880
  • /24

    $1,595 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    113 Avenue C SE, Winter Haven, FL 33880

    Welcome to 113 Avenue C SE, Winter Haven – a freshly updated and cozy 3-bedroom, 1-bathroom home perfect for a new family! This home boasts gorgeous hardwood floors throughout, a beautifully updated kitchen and bathroom, and central air for year-round comfort. A washer and dryer are conveniently included, (tenant is responsible for ALL UTILITIES INCLUDING Water, electric and cable/internet). The

    Nomar Rosa LPT REALTY, LLC

    113 Avenue C SE, Winter Haven, FL 33880
  • /19

    $1,925 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 17, Get 2 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
  • /16

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • House for Rent

    14 Lamplight Ln, Winter Haven, FL 33884

    Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

    Leila Torres LA ROSA REALTY PRESTIGE

    14 Lamplight Ln, Winter Haven, FL 33884
  • /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
  • /41

    $1,795 per month

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

    3063 Laurel Oak Ln, Winter Haven, FL 33884

    2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a

    Katrina Anarumo RENT A FLORIDA HOME

    3063 Laurel Oak Ln, Winter Haven, FL 33884
  • /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
  • /25

    $1,295 per month

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

    320 Spirit Landings Cir, Winter Haven, FL 33880

    Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near

    Laura Medina Ruiz RE/MAX HERITAGE PROFESSIONALS

    320 Spirit Landings Cir, Winter Haven, FL 33880
  • /16

    $1,820 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 + $35/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
  • /15

    $1,749 per month

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,718 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /15

    $1,840 per month

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • House for Rent

    948 Gotthard Pass Dr, 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

    948 Gotthard Pass Dr, Winter Haven, FL 33881
  • /18

    $1,425 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE Unit B6, Winter Haven, FL 33881

    Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.

    Mindy Hunley TRIBUTE REALTY LLC

    1550 11th St NE Unit B6, Winter Haven, FL 33881
  • /14

    $1,952 per month

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • House for Rent

    237 St Georges Cir, Eagle Lake, FL 33839

    Property Id: 1568095This 1690 square foot single family home has 3 bedrooms and 2 bathrooms for rent. Completely fenced in neighborhood. Included an attached 2-car garage. Home was built in 2020. NEW LUXURY LAMINATE FLOORS installed before you move in! $1950 per month + $2 ACH transaction fee = $1952 per month for a year contract . Shorter terms are negotiable for a higher

    237 St Georges Cir, Eagle Lake, FL 33839

Showing Results 41 - 80, Page 2 of 4

How to Rent a Home