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Apartments for Rent in Winter Garden, FL under $2000

Apartments for Rent in Winter Garden, FL under $2000. 203 Rentals Available
203 Rentals Available
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  • Rent specials
    1 bd $1,679+
    Base rent
    Verified Listing

    4.5 (2)
    9005 Solay Road, Winter Garden, FL 34787
    Apply online • Pet friendly • Dishwasher
  • Rent specials 12 units available
    1 bd $1,544+
    2 bd $1,649+
    3 bd $1,979
    Base rent Income restricted
    Verified Listing

    4.0 (0)
    15122 West Colonial Drive, Winter Garden, FL 34787
    Apply online • Pet friendly
  • 1 bd $1,491+
    2 bd $1,633+
    Base rent
    Verified Listing

    4.0 (0)
    1240 Winter Garden Vineland Rd, Winter Garden, FL 34787
    Apply online • Pet friendly

  • More Rentals Near Winter Garden, FL

  • 1 bd $1,664+
    2 bd $1,982+
    Base rent
    Verified Listing

    4.5 (2)
    906 Oasis Palm Circle, Ocoee, FL 34761
    Apply online • Pet friendly • Parking
  • Rent specials Rewards
    Studio $1,673+
    1 bd $1,718+
    Base rent
    Verified Listing

    4.5 (0)
    15055 Lake Britt Circle, Winter Garden, FL 34787
    Apply online • Pet friendly
  • 4 units available
    1 bd $1,555+
    Base rent
    Verified Listing

    4.0 (0)
    100 Maguire Park St, Ocoee, FL 34761
    Apply online • Pet friendly
  • Rent specials Rewards
    Studio $1,480
    1 bd $1,690+
    2 bd $1,890
    Base rent
    Verified Listing

    4.5 (0)
    2760 Southside Drive, Ocoee, FL 34761
    Apply online • Pet friendly
  • Rent specials 34 units available
    1 bd $1,385+
    2 bd $1,726+
    3 bd $1,922+
    Base rent
    Verified Listing

    4.5 (0)
    2415 Treasure Landing Pkwy, Ocoee, FL 34761
    Apply online • Pet friendly
  • 1 bd $1,325+
    2 bd $1,950+
    Base rent
    Verified Listing

    4.5 (0)
    13644 Tortona Lane, Windermere, FL 34786
    Apply online • Pet friendly
  • 1 bd $1,050+
    2 bd $1,341+
    Base rent
    Verified Listing

    4.0 (0)
    1024 Vizcaya Lake Road, Ocoee, FL 34761
    Apply online • Pet friendly
  • 12 units available
    1 bd $1,750
    2 bd $1,975
    Base rent
    Verified Listing

    4.5 (0)
    1236 Arbour Point Way, Ocoee, FL 34761
    Apply online • Pet friendly
  • 4 units available
    2 bd $1,749
    3 bd $1,590+
    4 bd $1,931
    Base rent Income restricted
    Verified Listing

    1724 London Crest Drive, Orlando, FL 32818
    Apply online • Pet friendly
  • Ask for pricing
    Income restricted
    Verified Listing

    3.0 (0)
    1724 London Crest Drive, Orlando, FL 32818
    Pet friendly
  • 6 units available
    1 bd $1,108
    2 bd $1,332
    3 bd $1,540
    Base rent Income restricted
    Verified Listing

    4.0 (0)
    7351 Woodridge Park Drive, Orlando, FL 32818
    Apply online • Pet friendly
  • 1 bd $1,300
    Base rent
    Verified Listing

    7240 Westpointe Blvd, Orlando, FL 32835
    Pet friendly
  • Rent specials 7 units available
    1 bd $1,598+
    Base rent
    Verified Listing

    4.5 (0)
    11598 Lachlan Lane, Windermere, FL 34786
    Apply online • Pet friendly
  • Rent specials 5 units available
    1 bd $1,775+
    Base rent
    Verified Listing

    4.5 (0)
    7826 Crosswater Trail, Windermere, FL 34786
    Apply online • Pet friendly
  • 2 bd $1,600
    Base rent
    Verified Listing

    6312 Raleigh St, Orlando, FL 32835
    Pet friendly
  • Rent specials
    1 bd $1,717+
    Total monthly cost
    Verified Listing

    4.5 (0)
    15000 Stratus Loop, Winter Garden, FL 34787
    Apply online • Pet friendly
  • Rent specials 12 units available
    1 bd $1,660+
    2 bd $1,795+
    3 bd $1,995+
    Base rent
    Verified Listing

    4.0 (0)
    2423 ARECA PALM DRIVE, APOPKA, FL 32703
    Apply online • Pet friendly
  • 2 bd $1,500
    Base rent
    Verified Listing

    5.0 (0)
    102 & 106 S Hudson Street, Orlando, FL 32835
    Pet friendly
  • Rent specials 25 units available
    1 bd $1,506+
    2 bd $1,845+
    Base rent
    Verified Listing

    5915 Raleigh St, Orlando, FL 32835
    Apply online • Pet friendly
  • Only 1 unit left
    4 bd $1,730
    Base rent
    Verified Listing

    3639 Shalimar Court, Orlando, FL 32818
    Apply online • Pet friendly
  • Rent specials
    1 bd $1,533+
    2 bd $1,876+
    Base rent
    Verified Listing

    4.5 (0)
    2101 Lakeview Ridge Circle, Apopka, FL 32703
    Apply online • Pet friendly
  • 33 units available
    Studio $1,043+
    1 bd $1,134
    2 bd $1,526+
    Base rent
    Verified Listing

    4.0 (0)
    5900 Park Hamilton, Orlando, FL 32808
    Apply online • Pet friendly
3-22-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 4 May 2026.

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

In Winter Garden, 31% of the residents are renting compared to 69% 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, 48% are small-scale complexes with under 50 units, and 42% are single-family rentals.