Apartments for Rent in Winter Garden, FL under $2000
-
Rent specials Rewards1 bd $1,729+Base rent4.5 (18)9005 Solay Road, Winter Garden, FL 34787Apply online • Pet friendly • Dishwasher
-
Rent specials1 bd $1,493+2 bd $1,651+Base rent4.5 (14)1240 Winter Garden Vineland Rd, Winter Garden, FL 34787Apply online • Pet friendly
-
Rent specials 13 units available1 bd $1,514+2 bd $1,749+3 bd $1,949+Base rent Income restricted4.0 (6)15122 West Colonial Drive, Winter Garden, FL 34787Apply online • Pet friendly • Fitness center
-
Only 1 unit left3 bd $1,870Base rent1683 Christopher Street, Winter Garden, FL 34787Apply online • Pet friendly • Dishwasher
-
More Rentals Near Winter Garden, FL
-
Rent specials1 bd $1,714+2 bd $1,858+Base rent4.5 (14)906 Oasis Palm Circle, Ocoee, FL 34761Apply online • Pet friendly • Parking
-
Rent specials RewardsStudio $1,533+1 bd $1,583+2 bd $1,993+Base rent4.5 (4)15055 Lake Britt Circle, Winter Garden, FL 34787Apply online • Pet friendly • Fitness center
-
17 units available1 bd $1,697+2 bd $1,862+Base rent4.0 (133)100 Maguire Park St, Ocoee, FL 34761Apply online • Pet friendly • Parking
-
Rent specials RewardsStudio $1,4801 bd $1,685+2 bd $1,945Base rent4.5 (4)2760 Southside Drive, Ocoee, FL 34761Apply online • Pet friendly • Parking
-
22 units available1 bd $1,339+2 bd $1,805+Base rent4.5 (260)2415 Treasure Landing Pkwy, Ocoee, FL 34761Apply online • Pet friendly • Parking
-
1 bd $1,472+2 bd $1,924+Base rent4.5 (60)13644 Tortona Lane, Windermere, FL 34786Apply online • Pet friendly
-
Rent specials1 bd $1,098+2 bd $1,431+Base rent4.0 (17)1024 Vizcaya Lake Road, Ocoee, FL 34761Apply online • Pet friendly • Fitness center
-
27 units available1 bd $1,500+2 bd $1,799+Base rent4.5 (104)1236 Arbour Point Way, Ocoee, FL 34761Apply online • Pet friendly • Pool
-
1 bd $1,435+2 bd $1,735+Base rent8008 Balasands Blvd, Orlando, FL 32818Pet friendly
-
Rent specials 10 units available2 bd $1,7493 bd $1,720+4 bd $1,954Base rent Income restricted1724 London Crest Drive, Orlando, FL 32818Apply online • Pet friendly • Parking
-
4 units available2 bd $1,649+3 bd $1,999Base rent Income restricted3.0 (2)1724 London Crest Drive, Orlando, FL 32818Apply online • Pet friendly • Parking
-
8 units available1 bd $1,2162 bd $9463 bd $1,625Base rent Income restricted4.0 (4)7200 Woodhill Park Drive, Orlando, FL 32818Apply online • Pet friendly • Fitness center
-
12 units available1 bd $1,528+2 bd $1,728+Base rent4.0 (24)11598 Lachlan Lane, Windermere, FL 34786Apply online • Pet friendly • Parking
-
Rent specials 10 units available1 bd $1,626+Total monthly cost4.5 (13)6506 San Francesco Way, Windermere, FL 34786Apply online • Pet friendly • Fitness center
-
Rent specials 14 units available1 bd $1,500+2 bd $1,845+Base rent4.5 (30)7826 Crosswater Trail, Windermere, FL 34786Apply online • Pet friendly • Parking
-
Rent specials 29 units available1 bd $1,436+2 bd $1,846+Base rent3.5 (32)14680 Westerly Drive, Winter Garden, FL 34787Apply online • Pet friendly • Parking
-
Rent specials 25 units available1 bd $1,396+2 bd $1,608+Base rent4.0 (23)2207 Lake Debra Drive, Orlando, FL 32835Apply online • Pet friendly • Parking
-
Rent specialsStudio $1,599+1 bd $1,772+Base rent2317 Ocoee Apopka Road, Apopka, FL 32703Apply online • Pet friendly • Parking
-
1 bd $1,2162 bd $1,3753 bd $1,688Base rent Income restricted4.0 (14)7351 Woodridge Park Drive, Orlando, FL 32818Pet friendly • Parking • Fitness center
-
1 bd $875Base rent704 Center Street, Ocoee, FL 34761In unit laundry • Dishwasher • Air conditioner
-
1 bd $1,350Base rent2950 White Magnolia Loop, Clermont, FL 34711Pet friendly • In unit laundry • Air conditioner
- 4-21-city
Explore popular searches
Explore more rentals
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 3 Nov 2026.
What are the best apartments in Winter Garden, FL?
The best apartments in Winter Garden, FL are: Solay Horizon West, Palm Crossing, Country Gardens, 427 S Main Street Winter Garden, FL 34787 and 1683 Christopher Street Winter Garden, FL 34787.
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.
Apartments in Winter Garden, FL under $2,000
Balancing snug and cheap is no joke when it comes to renting a place to live. “Are there any apartments near me under $2,000?” is a great question to start from. Knowing your budget means you’re one step ahead and on the right track. We’ve taken care of the rest and found 255 apartments for rent in Winter Garden, FL on which you’ll spend less than $2,000. A small, cheap rental means you’ll have to budget your living space as well. The great news is that keeping it simple pays off in more than one way. The cost of utilities is likely to run low, and you get the added benefit of not having to spend too much time cleaning up the whole place. Smaller apartments are more likely to be closer to the city center, so there are potential cuts to your transportation costs too. And here’s one more very special secret to add to your book-of-perks: you’re less likely to overshop when you know your space is limited.
Rentals near you under $2,000
Our goal is to help you find cheap apartments that live up to your dreams without crushing your budget. It may be a long shot to go looking for 3 bedroom apartments or even 2 bedroom for less than $2,000. The average rental size in Winter Garden, FL is 1,019 Sqft, but the $2,000 limit will probably narrow your search to places with a smaller square footage. Go through our listings and be on the look-out for a hassle-free studio or a 1 bedroom apartment. We trust you’ll turn it into a cozy home which is also budget-friendly to the core.