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Apartments for Rent in Winter Garden, FL under $2000

Apartments for Rent in Winter Garden, FL under $2000. 167 Rentals Available
167 Rentals Available
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  • a living room with blue chairs and a white coffee table
    1 bd $1,729+
    Base rent
    Verified Listing

    9005 Solay Road, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a living room with orange couches and a coffee table
    1 bd $1,547+
    2 bd $1,728+
    Base rent
    Verified Listing

    1240 Winter Garden Vineland Rd, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a living room with a couch and a kitchen with a sink
    15 units available
    Studio $1,773+
    1 bd $1,620+
    Base rent
    Verified Listing

    1223 East Plant Street, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a kitchen with black appliances and granite counter tops
    Only 1 unit left
    4 bd $1,945
    Base rent
    Verified Listing

    1030 Maxey Drive, Winter Garden, FL 34787
    Apply online • Pet friendly
  • 150 move in cost on select 2 bedroom apartment homes starting at only 950
    7 units available
    1 bd $1,469+
    2 bd $1,735+
    3 bd $1,929
    Base rent Income restricted
    Verified Listing

    15122 West Colonial Drive, Winter Garden, FL 34787
    Apply online • Pet friendly

  • More Rentals Near Winter Garden, FL

  • the lobby of a library with blue chairs and a yellow table
    Rent specials
    Studio $1,673
    1 bd $1,778+
    Base rent
    Verified Listing

    15055 Lake Britt Circle, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a living room with a couch and a ceiling fan
    9 units available
    1 bd $1,594+
    2 bd $1,908+
    Base rent
    Verified Listing

    100 Maguire Park St, Ocoee, FL 34761
    Apply online • Pet friendly
  • the living room has a stone fireplace and a large rug
    1 bd $1,675+
    Base rent
    Verified Listing

    101 Casa Mirella Way, Windermere, FL 34786
    Apply online • Pet friendly
  • a living room with couches and a coffee table
    Rent specials
    Studio $1,620
    1 bd $1,750+
    Base rent
    Verified Listing

    2760 Southside Drive, Ocoee, FL 34761
    Apply online • Pet friendly
  • a living room with leather furniture and a fireplace
    1 bd $1,797+
    Base rent
    Verified Listing

    906 Oasis Palm Circle, Ocoee, FL 34761
    Apply online • Pet friendly
  • a living room with a couch and a table
    14 units available
    1 bd $1,474+
    Base rent
    Verified Listing

    2415 Treasure Landing Pkwy, Ocoee, FL 34761
    Apply online • Pet friendly
  • a living room with blue walls and a couch and a chair
    1 bd $1,685+
    Base rent
    Verified Listing

    13644 Tortona Lane, Windermere, FL 34786
    Apply online • Pet friendly
  • a birds eye view of a house with a large pool
    1 bd $1,225+
    2 bd $1,720+
    Base rent
    Verified Listing

    1024 Vizcaya Lake Road, Ocoee, FL 34761
    Apply online • Pet friendly
  • a large living room with couches and a table
    11 units available
    1 bd $1,750
    Base rent
    Verified Listing

    1236 Arbour Point Way, Ocoee, FL 34761
    Pet friendly
  • a large living room with a table and chairs
    5 units available
    2 bd $1,599
    3 bd $1,479
    4 bd $1,629
    Base rent Income restricted
    Verified Listing

    1724 London Crest Drive, Orlando, FL 32818
    Apply online • Pet friendly
  • a living room with a couch and chairs and
    Only 2 units left
    2 bd $1,775
    Base rent Income restricted
    Verified Listing

    1724 London Crest Drive, Orlando, FL 32818
    Apply online • Pet friendly
  • a living room with blue chairs and a fireplace
    Rent specials 12 units available
    1 bd $1,563+
    2 bd $1,983+
    Base rent
    Verified Listing

    11598 Lachlan Lane, Windermere, FL 34786
    Apply online • Pet friendly
  • a living room with chairs and a table
    Rent specials 4 units available
    1 bd $1,975+
    Base rent
    Verified Listing

    7826 Crosswater Trail, Windermere, FL 34786
    Apply online • Pet friendly
  • a living room with a couch and a table
    16 units available
    Studio $1,723+
    1 bd $1,655+
    Base rent
    Verified Listing

    14680 Westerly Drive, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a living room with a couch and a ceiling fan
    12 units available
    1 bd $1,615+
    2 bd $1,733+
    Base rent
    Verified Listing

    2207 Lake Debra Drive, Orlando, FL 32835
    Apply online • Pet friendly
  • a home with a lawn and a sidewalk in front of it
    Only 1 unit left
    3 bd $1,770
    Base rent
    Verified Listing

    3428 Westland Dr, Orlando, FL 32818
    Apply online • Pet friendly
  • a spacious living room with carpet and a ceiling fan
    Only 1 unit left
    3 bd $1,995
    Base rent
    Verified Listing

    2376 Locke Ave, Orlando, FL 32818
    Apply online • Pet friendly
  • a living room with a blue couch and a coffee table
    6 units available
    1 bd $1,804+
    Base rent
    Verified Listing

    15000 Stratus Loop, Winter Garden, FL 34787
    Apply online • Pet friendly
  • a living room with couches and chairs in front of a brick wall
    20 units available
    1 bd $1,625+
    2 bd $1,895+
    Base rent
    Verified Listing

    2423 ARECA PALM DRIVE, APOPKA, FL 32703
    Apply online • Pet friendly
  • a white house with a driveway and a garage door
    Only 1 unit left
    3 bd $1,835
    Base rent
    Verified Listing

    3307 Lake Tiny Cir, Orlando, FL 32818
    Apply online • Pet friendly
5-20-city

Frequently asked questions

When were prices and availability in Winter Garden, FL last updated?

Prices and availability in Winter Garden, FL were last updated on 24 May 2026.

What are the best apartments in Winter Garden, FL?
What type of rental buildings are in Winter Garden, FL?

In Winter Garden, 34% of the residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 8% of Winter Garden's rentals, 49% are small-scale complexes with under 50 units, and 41% are single-family rentals.