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Winter Garden, FL Condos for Rent

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  • /20

    $2,996 per month

    • 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 $2,996/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 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

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
  • /23

    $1,750 per month

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

    80 Windtree Ln Unit J203, Winter Garden, FL 34787

    Very nice 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Enjoy your morning coffee or a good book from your private screened in front porch.

    Brian Lemay ROMAN REALTY GROUP, LLC

    80 Windtree Ln Unit J203, Winter Garden, FL 34787
  • /20

    $3,194 per month

    • 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 $3,195/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 13, 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

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • /17

    $1,750 per month

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

    165 Windtree Ln Unit U, Winter Garden, FL 34787

    Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

    Cheryl Good ZEAL REALTY

    165 Windtree Ln Unit U, Winter Garden, FL 34787
  • /20

    $2,671 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2671/mo12-Month+ Stay base rent: starts at $2671/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
  • /46

    $1,990 per month

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

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Beautiful 2 bedroom 2 bath condo, located in Winter Garden in the popular Southern Pines of Orange County. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with recently upgraded stainless steel appliances. Washer & dryer in a separate room. Rent includes water, sewer and trash.

    Seyed Azimi AFT PROPERTY LLC

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
  • /22

    $3,907 per month

    • 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 $3,908/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 21, 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

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • /49

    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

    Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
  • /20

    $2,552 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2552/mo12-Month+ Stay base rent: starts at $2552/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
  • /23

    $2,100 per month

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

    Unlisted Address

    Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
  • /33

    $4,442 per month

    • 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 $4,443/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 2, 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
  • /17

    $1,825 per month

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

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines/ The community has a fully equipped state-of-the-art gym, inside basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound

    Maria Lloret HOMESMART

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /20

    $2,988 per month

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

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787

    The advertised rate of $2,988/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 ID1244724P, Winter Garden, FL 34787
  • /20

    $3,272 per month

    • 3 Beds
    • 2 Baths
    • 1,291 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787

    The advertised rate of $3,272/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 be

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
  • /20

    $2,247 per month

    • 1 Bed
    • 1 Bath
    • 762 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2357/mo12-Month+ Stay base rent: starts at $2247/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
  • /10

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    8907 Frodsham Way Unit B, Winter Garden, FL 34787

    Property Id: 1351911Utilities Included! Garage Apartment in Winter GardenWelcome home to 8907 Frodsham Way - B. Right in the heart of Winter Garden! This charming and cozy garage apartment offers the perfect blend of privacy and convenience ideal for a single professional or college student offering a comfortable, low-maintenance lifestyle.The unit features:All

    8907 Frodsham Way Unit B, Winter Garden, FL 34787
  • /16

    $3,971 per month

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • Condo for Rent

    420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787

    The advertised rate of $3,972/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 23, 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

    420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787
  • /20

    $2,097 per month

    • 1 Bed
    • 1 Bath
    • 765 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2295/mo12-Month+ Stay base rent: starts at $2097/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
  • /20

    $2,671 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $3017/mo12-Month+ Stay base rent: starts at $2671/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
  • /37

    $4,185 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787

    The advertised rate of $4,186/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 27, 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 ID1511054P, Winter Garden, FL 34787
  • /20

    $2,662 per month

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft
    • Condo for Rent

    9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $3005/mo12-Month+ Stay base rent: starts at $2662/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787
  • /35

    $1,299 total monthly price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    16024 Micelli Dr Unit 1, Winter Garden, FL 34787

    Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

    16024 Micelli Dr Unit 1, Winter Garden, FL 34787
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