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3 bedsHouses
Rentals Under $2,000/mo in Winter Haven, FL
30 listings

Rentals Under $2,000/mo for Rent in Winter Haven, FL

Rentals Under $2,000/mo for Rent in Winter Haven, FL

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22 of 30 Listings
Map

Rentals Under $2,000/mo for Rent in Winter Haven, FL

22 of 30 Listings

  1. 689 NW Lake Howard Dr #3B — photoPrice Reduced25
Active

$1,700/mo

2 bd · 2 ba · 1,077 sqft

689 NW Lake Howard Dr #3B, Winter Haven, FL

Buffy Barrott · RESIDENTIAL MATCHMAKERS LLC

  • 5850 Cypress Gardens Blvd #608 — photo1Active

    $1,450/mo

    2 bd · 2 ba · 1,260 sqft

    5850 Cypress Gardens Blvd #608, Winter Haven, FL

    Carmen Torres Berra · LEVO REAL ESTATE LLC

  • 900 Avenue Z SE #C2 — photo16Active

    $1,375/mo

    2 bd · 1 ba · 840 sqft

    900 Avenue Z SE #C2, Winter Haven, FL

    Nomar Rosa · LPT REALTY, LLC

  • 2085 Isle Royale Ct SE #189 — photoPrice Reduced12Active

    $1,175/mo

    1 bd · 1 ba · 648 sqft

    2085 Isle Royale Ct SE #189, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  • 306 Eagle Pond Drive #306 — photo22Active

    $1,700/mo

    2 bd · 2 ba · 1,017 sqft

    306 Eagle Pond Drive #306, Winter Haven, FL

    Amy Sullivan · FLORIDA HOME REALTY GROUP, LLC

  • 2050 San Marcos Dr SE #112 — photo14Active

    $1,200/mo

    1 bd · 1 ba · 666 sqft

    2050 San Marcos Dr SE #112, Winter Haven, FL

    Marisol Padilla · CENTURY 21 WATSON & MYERS REALTY

  • 5850 Cypress Gardens Boulevard 608 — photo8Active

    $1,450/mo

    2 bd · 2 ba · 1,260 sqft

    5850 Cypress Gardens Boulevard 608, Winter Haven, FL

    Margarita Lijeron · United Realty Group Inc.

  • 2025 San Marcos Dr SE #29 — photoPrice Reduced19Active

    $1,200/mo

    1 bd · 1 ba · 912 sqft

    2025 San Marcos Dr SE #29, Winter Haven, FL

    Avihai Sela · SAFETYNET REALTY

  • 259 Winter Ridge Blvd #259 — photoPrice Reduced12Active

    $1,375/mo

    2 bd · 2 ba · 1,073 sqft

    259 Winter Ridge Blvd #259, Winter Haven, FL

    Carmen Montes · CHARLES RUTENBERG REALTY ORLANDO

  • 235 6th St NW #303 — photoPrice Reduced1Active

    $1,200/mo

    2 bd · 2 ba · 1,123 sqft

    235 6th St NW #303, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  • 1802 Garden Lake Dr #1802 — photo19Active

    $1,500/mo

    2 bd · 2 ba · 1,103 sqft

    1802 Garden Lake Dr #1802, Winter Haven, FL

    Christin Davis · PROPERTY MANAGEMENT OF POLK

  • 606 Pavare Ct #606 — photo16Active

    $1,295/mo

    2 bd · 2 ba · 823 sqft

    606 Pavare Ct #606, Winter Haven, FL

    Amy Reynolds · LOCKHART & ASSOCIATES INC

  • 101 Eagle Pond Dr #101 — photoPrice Reduced24Active

    $1,550/mo

    2 bd · 2 ba · 1,017 sqft

    101 Eagle Pond Dr #101, Winter Haven, FL

    Kayly Malinas, PA · JOHN WOOD REALTY, INC.

  • 2001 San Marcos Dr SE #2 — photo8Active

    $1,400/mo

    2 bd · 2 ba · 960 sqft

    2001 San Marcos Dr SE #2, Winter Haven, FL

    Linda Andre · COLDWELL BANKER REALTY

  • 715 Magnolia Pl #715 — photoPrice Reduced47Active

    $1,600/mo

    2 bd · 2 ba · 1,078 sqft

    715 Magnolia Pl #715, Winter Haven, FL

    CarLee Marchetti · STAR REALTY OF WINTER HAVEN

  • 679 Ave G 1 — photo5Active

    $1,000/mo

    1 bd · 1 ba · — sqft

    679 Ave G 1, Winter Haven, FL

    Jules Paul · First World Realty Group,LLC

  • 106 Eagle Pond Dr — photo23Active

    $1,500/mo

    2 bd · 2 ba · 1,017 sqft

    106 Eagle Pond Dr, Winter Haven, FL

    Kayly Malinas, PA · JOHN WOOD REALTY, INC.

  • 2050 San Marcos Dr SE #214 — photoPrice Reduced11Active

    $1,350/mo

    2 bd · 2 ba · 1,078 sqft

    2050 San Marcos Dr SE #214, Winter Haven, FL

    Christin Davis · PROPERTY MANAGEMENT OF POLK

  • 7904 Waterview Way — photoPrice Reduced11Active

    $1,500/mo

    2 bd · 2 ba · 930 sqft

    7904 Waterview Way, Winter Haven, FL

    Shannon Cornell · PMI ARRICO REALTY AND PRTP MGT

  • 1100 Martinique Dr #106 — photo28Active

    $1,400/mo

    2 bd · 1 ba · 826 sqft

    1100 Martinique Dr #106, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  • 333 Lake Howard Dr NW #211B — photo38Active

    $1,650/mo

    3 bd · 2 ba · 1,218 sqft

    333 Lake Howard Dr NW #211B, Winter Haven, FL

    Steven Smith, PA · LOCKHART & ASSOCIATES INC

  • 1103 Cypress Gardens Blvd #51 — photoPrice Reduced21Active

    $1,200/mo

    2 bd · 1 ba · 531 sqft

    1103 Cypress Gardens Blvd #51, Winter Haven, FL

    Mayolet Bornas Moreira · MAYOLET REALTY LLC

  • 12

    Explore Winter Haven rentals

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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Listing data & MLS disclosures

    MiamiSouthFlorida
    Listing information provided by MiamiSouthFlorida.
    Stellar MLS
    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

    Winter Haven, FL community profile

    Population
    58,351
    Median income
    $56,564
    Housing units
    26,800
    People per sq. mi.
    605.3
    Area
    96.4 sq. mi.

    Source: HJN community data