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Apartments for Rent in Winter Garden, FL under $2000

122 Rentals Available
Apartments for Rent in Winter Garden, FL under $2000. 122 Rentals Available
  • Top Rated for Location
    Rent Specials
    Kitchen Resident Guest Suite
    4.5
    Today

    9005 Solay Road, Winter Garden, FL 34787
    Available
    1 BED $1,714+
    Kitchen Resident Guest Suite Relaxing Saltwater Pool with Wi-Fi, Sun Shelves & Grill Areas Two-Story Fitness Center with Cardio, Resistance & Free Weights
    Property reviews
    5/5 Momo on Jul 31, 2025

    Solay apartments is safe clean and residents are respectful of each other. No complaints so far

    5/5 Anonymous on May 3, 2025

    Great place to live . Office staff is very freindky. Neighborhood is safe

  • a living room and dining room with a table and chairs
    Today

    15122 West Colonial Drive, Winter Garden, FL 34787
    Income Restricted
    1 BED $1,514
    2 BEDS $1,699+
    3 BEDS $1,929+
  • a living room with two orange couches and a fireplace
    22
    Today

    1240 Winter Garden Vineland Rd, Winter Garden, FL 34787
    1 BED $1,487+
    2 BEDS $1,666+
  • A living room with a white couch and a flat screen TV mounted on the wall.
    Today

    11 E Smith Street, Winter Garden, FL 34787
    1 BED $1,926+

  • More Rentals Near Winter Garden, FL

  • a living room with leather furniture and a fireplace
    Today

    906 Oasis Palm Circle, Ocoee, FL 34761
    1 BED $1,758+
    2 BEDS $1,920+
  • a living room with a couch and a coffee table
    14
    Today

    15055 Lake Britt Circle, Winter Garden, FL 34787
    STUDIO $1,658+
    1 BED $1,810
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  • a living room with a couch and a ceiling fan
    21
    Today

    100 Maguire Park St, Ocoee, FL 34761
    1 BED $1,628+
  • a living room with couches and a coffee table
    10
    Today

    2760 Southside Drive, Ocoee, FL 34761
    STUDIO $1,605+
    1 BED $1,655+
  • a living room with a couch and a table
    52
    Today

    2415 Treasure Landing Pkwy, Ocoee, FL 34761
    1 BED $1,464+
    2 BEDS $1,943+
    3 BEDS $1,773+
  • a living room with blue walls and a couch and a chair
    20
    Today

    13644 Tortona Lane, Windermere, FL 34786
    1 BED $1,795+
  • a living room with a couch and a table
    370
    Today

    1024 Vizcaya Lake Road, Ocoee, FL 34761
    1 BED $1,035+
    2 BEDS $1,487+
  • A living room with brown leather couches and a coffee table.
    37
    Today

    1236 Arbour Point Way, Ocoee, FL 34761
    1 BED $1,750
    2 BEDS $1,960
  • Interactive banner bedroom
    How many bedrooms are you
    looking for?
  • a large living room with a table and chairs
    Today

    1724 London Crest Drive, Orlando, FL 32818
    Income Restricted
    2 BEDS $1,749
    3 BEDS $1,550+
    4 BEDS $1,789
  • a living room with a couch and chairs and
    Today

    1724 London Crest Drive, Orlando, FL 32818
    Income Restricted
    2 BEDS $1,749
    3 BEDS $1,949+
  • A modern living room with a dining table and a couch.
    Today

    7351 Woodridge Park Drive, Orlando, FL 32818
    Income Restricted
    1 BED $1,108
    2 BEDS $1,332
    3 BEDS $1,540
  • A kitchen with a white counter and blue chairs.
    21
    Today

    11598 Lachlan Lane, Windermere, FL 34786
    1 BED $1,753+
    2 BEDS Ask for Pricing
  • a large living room with chairs and tables and a fireplace
    17
    Today

    7826 Crosswater Trail, Windermere, FL 34786
    1 BED $1,865+
  • A kitchen with brown cabinets and a white microwave.
    1 day ago

    1061 S Hiawassee Rd, Orlando, FL 32835
    2 BEDS $1,600
  • A living room with a large rug and a wooden coffee table.
    Today

    15000 Stratus Loop, Winter Garden, FL 34787
    1 BED $1,708+
  • a living room with couches and chairs in front of a brick wall
    22
    5 days ago

    2423 ARECA PALM DRIVE, APOPKA, FL 32703
    1 BED $1,495+
    2 BEDS $1,845+
  • A kitchen with wooden cabinets and a white refrigerator.
    1 day ago

    5979 Westgate Drive, Orlando, FL 32835
    3 BEDS $1,750
  • A kitchen with a counter and cabinets is shown in this image.
    Today

    3350 Lake Tiny Circle, Orlando, FL 32818
    3 BEDS $1,995
  • A kitchen with white cabinets and a granite countertop.
    1 day ago

    810 North Hudson Street, Orlando, FL 32808
    2 BEDS $1,500
  • a large living room with a wooden table in the middle
    19
    1 day ago

    2101 Lakeview Ridge Circle, Apopka, FL 32703
    1 BED $1,489+
    2 BEDS $1,805+
  • A kitchen with a white stove top oven and a marble counter top.
    Today

    3694 Rundo Dr, Orlando, FL 32818
    4 BEDS $1,755
4-21-city
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Getting around in Winter Garden, FL

34 /100
Car-Dependent
34 /100
Somewhat Bikeable
Walk Score®: 34, Bike Score®: 34

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 25 Nov 2025.

What are the best apartments in Winter Garden, FL?

The best apartments in Winter Garden, FL are: Solay Horizon West, Country Gardens, Palm Crossing, Smith & Main and The Exchange.

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

In Winter Garden 31% of the housing is rented out compared to 69% of homes are owned, according to the most recent Census Bureau estimates. 8% of Winter Garden’s apartments are found in large buildings of 50 units or more, 48% are located in smaller apartment complexes with less than 50 units, and 42% are single-family rentals.

Your search for apartments in Winter Garden, FL under $2,000 stops here

Finding apartments for rent in Winter Garden, FL for less than $2,000 has never been so easy! At RentCafe nice cheap apartments are just one click away. There are currently 122 available units in Winter Garden, FL, renting for under $2,000. On average, $1,894 can get you 1,081 Sqft in this area. Be sure to search for the apartment that is best for you. Under “More”, check the amenities that you consider a must-have, and don’t forget to look at the pet policy. Fitness enthusiasts can even check the Fitness Center box. Whether you are looking for studio apartments, 1 bedroom apartments, 2 bedroom apartments or 3 bedroom apartments, you are sure to find one that will make you want to move in right away.

We’ll help you find the best rental near you

Having to compromise on either price or location can turn your “apartments near me under $2,000” search into a nightmare. At RentCafe we recognize the importance of both. Therefore, we offer a variety of filters that can help you find exactly what you want. Sorting the results by rent, ascending, will make the cheapest units show up first on the list. Try it out! You will find that right now the cheapest apartment under $2,000 in Winter Garden, FL goes for $1,035 per month. If some of the results are outside the area of your choice, you can go to the left side of the screen and draw a radius or a polygon around your location. Now you will only see results that are relevant to you.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!