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Condos for Rent in Winter Garden, FL with 2-Bedrooms

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  • /14

    $2,315 Per Month

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Condo for Rent

    16200 Ascend Vlg Ln Unit 2 - 2, Winter Garden, FL 34787

    Welcome to your new home in the charming district of Winter Garden, FL! This delightful property is perfectly situated near a variety of fantastic restaurants and department stores, making it an ideal choice for those seeking convenience and a vibrant community atmosphere. With Orlando Health Horizon West Hospital just 9 minutes away, you can enjoy peace of mind knowing that medical services are

    16200 Ascend Vlg Ln Unit 2 - 2, Winter Garden, FL 34787
  • /37

    $7,692

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787

    The advertised rate of $7,692/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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 be

    1223 E Plant St Unit SI ID1511055P, Winter Garden, FL 34787
  • /20

    $4,343

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $4,343/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 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

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • /20

    $3,510

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $3,510/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 8, 2027. 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 be

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /41

    $6,230

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 12,916 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787

    The advertised rate of $6,230/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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 be

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
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    $2,000

    Total Monthly Price

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

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden! This charming apartment offers all the amenities you need for comfortable living and is perfectly situated in a wonderful neighborhood. You’ll also enjoy a shared, fully-fenced yard where you can pick fresh fruit or let your dog out to roam free!Located in a beautiful and friendly neighborhood, this apartment is in the golf cart

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
  • /20

    $3,438

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787

    The advertised rate of $3,438/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 31, 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 be

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /21

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    405 Southern Pecan Cir Unit 108, Winter Garden, FL 34787

    Virtually Staged. Move-in ready 2-bedroom, 2-bath first-floor condo in the gated Southern Pines community of Winter Garden. The open floor plan features luxury vinyl and tile flooring, crown molding, ceiling fans, and a dining area with a chandelier. The kitchen offers white cabinetry, granite counters, a breakfast bar, and a full appliance package: refrigerator, range, microwave, and dishwasher.

    Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

    405 Southern Pecan Cir Unit 108, Winter Garden, FL 34787
  • /16

    $1,450 Per Month

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

    36 Windtree Ln Unit 202, Winter Garden, FL 34787

    Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, tile, and two assigned parking spaces. Rental application is $75 per lease holder that will run a credit check, criminal background, and a rental history. We also do verify income, so between the lease holders combined together will have to make three times the monthly rent

    36 Windtree Ln Unit 202, Winter Garden, FL 34787
  • /53

    $1,825 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    200 Southern Pecan Cir Unit 206, Winter Garden, FL 34787

    Welcome to this beautifully maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan features spacious living areas, granite countertops, abundant natural light, and a versatile den—perfect for a home office, study, reading room, or additional flex space.Enjoy low-maintenance living with

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    200 Southern Pecan Cir Unit 206, Winter Garden, FL 34787
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    $1,830 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

    Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy.The well-appointed kitchen features granite

    Hans Tank FLORIDA SCANDI REALTY LLC

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
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    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Stunning second floor 2B/2B located on the beautiful Southern Pines , This Unit is in move in ready conditions, featuring Laminate Flooring throughout all living area and Tile on wet areas such as Kitchen and Bathrooms, near major shopping areas and major roadways.

    Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

    417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /20

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Condo for Rent

    1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787

    Will be available to show on 7/19/2026. Located in the City of Winter Garden, this move in ready, maintenance free 2/2 Condo with attached garage is in the sought after Tucker Oaks neighborhood. Location is key, and living in this West Orange County community puts you near the heart of everything! This 2/2 features a split plan, fridge, microwave, oven, washer, and dryer. Master features an

    Dan Thompson OPTIMA ONE REALTY, INC.

    1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787
  • /10

    $1,650 Per Month

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

    92 Windtree Ln Unit L, Winter Garden, FL 34787

    CONDO FOR RENT IN WINTER GARDEN 2/2 SECOND FLOOR, ASSIGN 2 PARKINGS, ALLOW SMALL PETS,ALL APLIANCES INCLUDED, THE COMMUNITY HAVE A SWIMMING POOL AND BASKETBALL COURT, CLOSE TO MAYORS ROADS, SHOPPING CENTRS, HOSPITALS, RESTAURANTS , SCHOOLS AND MUCH MORE. IS AVAILABLE FOR NOVEMBER.

    maria perez ROMAN'S PRO REALTY LLC

    92 Windtree Ln Unit L, Winter Garden, FL 34787
  • /15

    $1,795 Per Month

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

    407 Douglas Way Unit 66, Winter Garden, FL 34787

    Welcome home to this beautiful 2-bedroom, 2-bathroom residence in the highly desirable Winter Garden area! This inviting home features a bright and open floor plan, spacious living areas, and comfortable bedrooms designed for easy everyday living. Enjoy a low-maintenance lifestyle with community-maintained exterior and grounds, giving you more time to relax and take advantage of the community

    Justin V LaManna HOMEVEST REALTY

    407 Douglas Way Unit 66, Winter Garden, FL 34787
  • /22

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    430 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    Welcome home to this clean, move-in-ready, second-floor end-unit condo in the gated Southern Pines community! Offering 1,264 square feet, this spacious 2-bedroom, 2-bath residence features a desirable split-bedroom floor plan and a separate office or den with built-in shelving—perfect for working from home or creating a flexible bonus space. The kitchen includes granite countertops, a breakfast

    Lauren Foley JULIAN PROPERTIES, INC.

    430 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

Rental Home Trends

Number of 2 Bedroom Condos for Rent
16
Median 2 Bedroom Condo Rent
$1,890
Median 2 Bedroom Townhouse Rent
$1,748
How to Rent a Home