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3 bedsHousesWith a pool
2 Bedroom Rentals in Winter Garden, FL
19 listings

2 Bedroom Rentals for Rent in Winter Garden, FL

2 Bedroom Rentals for Rent in Winter Garden, FL

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19 Listings
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2 Bedroom Rentals for Rent in Winter Garden, FL

19 Listings

  1. 170 Windtree Ln #U — photo20Active

$1,750/mo

2 bd · 2 ba · 918 sqft

170 Windtree Ln #U, Winter Garden, FL

Romina Cabanas · LA ROSA REALTY LLC

  • 417 Southern Pecan Cir #208 — photoNew40Active

    $1,825/mo

    2 bd · 2 ba · 1,264 sqft

    417 Southern Pecan Cir #208, Winter Garden, FL

    Vicky Ramos · ALL COUNTY CFL PROPERTY MGMT

  • 14501 Grove Resort Ave #3135 — photo20Active

    $2,500/mo

    2 bd · 2 ba · 1,434 sqft

    14501 Grove Resort Ave #3135, Winter Garden, FL

    Consuelo Vilar · WELCOME HOME REALTY GROUP LLC

  • 634 Foster Ave — photo20Active

    $1,550/mo

    2 bd · 1 ba · 696 sqft

    634 Foster Ave, Winter Garden, FL

    Anthony O'Reilly Brookes · WINTER GARDEN REAL ESTATE

  • 405 Southern Pecan Cir #108 — photo21Active

    $1,950/mo

    2 bd · 2 ba · 1,152 sqft

    405 Southern Pecan Cir #108, Winter Garden, FL

    Francisco Orchilles · LAKESIDE REALTY WINDERMERE INC

  • 509 Varsity St — photo8Active

    $1,750/mo

    2 bd · 1 ba · 780 sqft

    509 Varsity St, Winter Garden, FL

    Angela Chapman · CAPITAL REALTY GROUP FLORIDA

  • 15134 Windflower Aly — photo19Active

    $2,300/mo

    2 bd · 3 ba · 1,195 sqft

    15134 Windflower Aly, Winter Garden, FL

    Victor Barroeta · MBT REALTY LLC

  • 502 Dunbar Ave — photoPrice Reduced13Active

    $1,399/mo

    2 bd · 1 ba · 816 sqft

    502 Dunbar Ave, Winter Garden, FL

    Nancy Guadagnino · SPECIALIZED PROPERTY MANAGEMENT

  • 314 S Boyd St — photo14Active

    $2,050/mo

    2 bd · 2 ba · 1,054 sqft

    314 S Boyd St, Winter Garden, FL

    Nancy Guadagnino · SPECIALIZED PROPERTY MANAGEMENT

  • 200 Southern Pecan Cir #206 — photoPrice Reduced53Active

    $1,800/mo

    2 bd · 2 ba · 1,276 sqft

    200 Southern Pecan Cir #206, Winter Garden, FL

    Nicole Howell · FANNIE HILLMAN & ASSOCIATES

  • 92 Windtree Ln #L — photo10Active

    $1,650/mo

    2 bd · 2 ba · 918 sqft

    92 Windtree Ln #L, Winter Garden, FL

    Maria Perez · ROMAN'S PRO REALTY LLC

  • 502 Varsity St — photoPrice Reduced5Active

    $1,675/mo

    2 bd · 1 ba · 780 sqft

    502 Varsity St, Winter Garden, FL

    Angela Chapman · CAPITAL REALTY GROUP FLORIDA

  • 508 Varsity St — photoPrice Reduced10Active

    $1,675/mo

    2 bd · 1 ba · 780 sqft

    508 Varsity St, Winter Garden, FL

    Angela Chapman · CAPITAL REALTY GROUP FLORIDA

  • 407 Douglas Way #66 — photoPrice Reduced15Active

    $1,795/mo

    2 bd · 2 ba · 930 sqft

    407 Douglas Way #66, Winter Garden, FL

    Justin LaManna · HOMEVEST REALTY

  • 1301 Eastern Pecan Pl #208 — photoPrice Reduced33Active

    $1,900/mo

    2 bd · 2 ba · 1,264 sqft

    1301 Eastern Pecan Pl #208, Winter Garden, FL

    Neyla Alvarez · EXP REALTY LLC

  • 417 Southern Pecan Cir #204 — photo14Active

    $1,950/mo

    2 bd · 2 ba · 1,264 sqft

    417 Southern Pecan Cir #204, Winter Garden, FL

    Alejandro Hernandez · HP PROPERTY SOLUTIONS, LLC

  • 1432 Broken Oak Dr #31a — photo20Active

    $1,900/mo

    2 bd · 2 ba · 1,216 sqft

    1432 Broken Oak Dr #31a, Winter Garden, FL

    Dan Thompson · OPTIMA ONE REALTY, INC.

  • 200 Southern Pecan Cir #203 — photoPrice Reduced30Active

    $1,830/mo

    2 bd · 2 ba · 1,276 sqft

    200 Southern Pecan Cir #203, Winter Garden, FL

    Hans Tank · FLORIDA SCANDI REALTY LLC

  • 15000 Stratus Loop #B2 — photoPrice Reduced23Active

    $2,351/mo

    2 bd · 2 ba · 1,130 sqft

    15000 Stratus Loop #B2, Winter Garden, FL

    AJ Rebhan · THE APARTMENT BROTHERS LLC

  • Explore Winter Garden rentals

    By price

    • Rentals Under $2,000/mo
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    • Rentals Under $4,000/mo

    By bedrooms

    • 2 Bedroom Rentals
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    • 5 Bedroom Rentals

    By type

    • Single-Family Rentals
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    By feature

    • Rentals with a Pool
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    Listing data & MLS disclosures

    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 Garden, FL community profile

    Population
    50,261
    Median income
    $102,195
    Housing units
    18,962
    People per sq. mi.
    562.2
    Area
    89.4 sq. mi.

    Source: HJN community data