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Winter Garden, FL Condos for Rent

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  • 14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
    /20

    $2,294 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 $2,294/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 ID1244709P, Winter Garden, FL 34787
  • 143 Windtree Ln Unit R, Winter Garden, FL 34787
    143 Windtree Ln Unit R, Winter Garden, FL 34787
    143 Windtree Ln Unit R, Winter Garden, FL 34787
    /10

    $1,650 per month

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

    143 Windtree Ln Unit R, Winter Garden, FL 34787

    Discover your ideal living space in this charming 918 square foot newly renovated condo in the highly sought after Windtree Gardens community located in the heart of Winter Garden, FL. This delightful residence features a split floorplan of two spacious bedrooms and two bathrooms, providing ample room for relaxation and comfort. The open-concept layout seamlessly connects the living areas,

    Caroline Coto FLORIDA BREEZE REALTY

    143 Windtree Ln Unit R, Winter Garden, FL 34787
  • 9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
    /20

    $2,594 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 $2755/mo12-Month+ Stay base rent: starts at $2594/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 3108, Winter Garden, FL 34787
  • 165 Windtree Ln Unit U, Winter Garden, FL 34787
    165 Windtree Ln Unit U, Winter Garden, FL 34787
    165 Windtree Ln Unit U, 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
  • 9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
    /20

    $2,484 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 $2647/mo12-Month+ Stay base rent: starts at $2484/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 4208, Winter Garden, FL 34787
  • 304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
    304 Southern Pecan Cir Unit 205, 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
  • 14200 Avalon Rd Unit SI ID1244648P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244648P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244648P, Winter Garden, FL 34787
    /20

    $2,120 per month

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

    14200 Avalon Rd Unit SI ID1244648P, Winter Garden, FL 34787

    The advertised rate of $2,121/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 11, 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 ID1244648P, Winter Garden, FL 34787
  • 1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
    1301 Eastern Pecan Place Unit 203, 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
  • 14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787
    /20

    $2,296 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 $2,297/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
  • 431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
    431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
    431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
    /34

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • Condo for Rent

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

    Do you need living space but not added responsibility? This 1499 sq Ft condo delivers just that. It has 3 bedrooms with a split plan and 2 full baths. A large solurium with built-in shelves for a home office, or if you homeschool. No Carpets!!!! easy cleaning... laminate floors throughout the unit, including the stairs. The community offers many great amenities. Indoor Basketball court, fully

    Maria Lloret HOMESMART

    431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
  • 14200 Avalon Rd Unit SI ID1244711P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244711P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244711P, Winter Garden, FL 34787
    /20

    $2,292 per month

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

    14200 Avalon Rd Unit SI ID1244711P, Winter Garden, FL 34787

    The advertised rate of $2,292/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 ID1244711P, Winter Garden, FL 34787
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    /19

    $2,293 per month

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

    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787

    The advertised rate of $2,294/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 ID1244736P, Winter Garden, FL 34787
  • 233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    233 Southern Pecan Cir Unit 101, 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
  • 14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    /20

    $2,510 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 $2,510/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
  • 118 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    118 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    118 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    /5

    $1,650 per month

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

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

    Your new Condo with 1/1 with attached garage, is waiting for you, located on the Beautiful Southern Pines, a gated community with Resort Style Amenities, conveniently located near Supermarket, Shopping, Dining this will make your dream like home.

    Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

    118 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • 9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
    /20

    $2,271 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 $2486/mo12-Month+ Stay base rent: starts at $2271/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
  • 304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
    304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
    304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
    /13

    $1,545 per month

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

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

    Come and see this stunning 1-bedroom and 1-bathroom condo, located on the second floor of the gated community of Southern Pines. The open floor plan concept features carpeted living areas and tiled wet areas, while the kitchen and bathroom boast granite countertops. The master bedroom comes with a walk-in closet. All appliances are included in the lease. The community offers many amenities such

    Gerardo Ramirez AGENT TRUST REALTY CORPORATION

    304 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
  • 8907 Frodsham Way Unit B, Winter Garden, FL 34787
    8907 Frodsham Way Unit B, Winter Garden, FL 34787
    8907 Frodsham Way Unit B, 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: 1351911Welcome 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 utilities included — just move in and relax.Separate bedroom

    8907 Frodsham Way Unit B, Winter Garden, FL 34787
  • 420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787
    420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787
    420 E Cypress St Unit SI ID1256812P, Winter Garden, FL 34787
    /16

    $4,015 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 $4,015/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
  • 14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    /20

    $2,276 per month

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

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787

    The advertised rate of $2,276/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 ID1244738P, Winter Garden, FL 34787
  • 9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
    /20

    $2,089 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 $2431/mo12-Month+ Stay base rent: starts at $2089/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
  • 14200 Avalon Rd Unit SI ID1244638P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244638P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244638P, Winter Garden, FL 34787
    /30

    $2,342 per month

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

    14200 Avalon Rd Unit SI ID1244638P, Winter Garden, FL 34787

    The advertised rate of $2,342/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 ID1244638P, Winter Garden, FL 34787
  • 9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
    /20

    $2,594 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 $3127/mo12-Month+ Stay base rent: starts at $2594/moLanding's apartments at Vintage Horizon

    9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
  • 16024 Micelli Dr Unit 1, Winter Garden, FL 34787
    16024 Micelli Dr Unit 1, Winter Garden, FL 34787
    16024 Micelli Dr Unit 1, Winter Garden, FL 34787
    /35

    $1,299 per month

    • 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
  • 15098 Lebeau Loop Unit House, Winter Garden, FL 34787
    15098 Lebeau Loop Unit House, Winter Garden, FL 34787
    15098 Lebeau Loop Unit House, Winter Garden, FL 34787
    /45

    $3,258 per month

    • 4 Beds
    • 2.5 Baths
    • 2,441 Sq Ft
    • Condo for Rent

    15098 Lebeau Loop Unit House, Winter Garden, FL 34787

    Spacious 4-bedroom, 2.5-bath single family home in Winter Garden, FL — built in 2021. Water, electric, trash, recycling, and HOA are ALL INCLUDED in rent — a rare find in this market. 2,439 sq ft of modern living space with open floor plan.Community highlights:Beautiful community poolAcross the street from soccer field and playgroundDisney fireworks visible from

    15098 Lebeau Loop Unit House, Winter Garden, FL 34787
Florida Orange County Winter Garden

Condos for Rent in Winter Garden, FL

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