2 Bedroom Apartments for Rent in Winter Garden, FL (79 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Horizons Village
Rent Specials
$1,874 - $2,262
Total Monthly Price

Total Monthly Price

Base Rent
$1,499 - $2,110
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Prose Horizons Village

16810 Easthampstead RdWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Apollo Apartments
Rent Specials
$2,099 - $2,327
Total Monthly Price

Total Monthly Price

Base Rent
$1,495 - $2,219
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Apollo Apartments

7000 Kiran Patel DrWinter Garden, FL 34787
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Homestead at Hamlin
$2,088 - $3,306
Total Monthly Price

Total Monthly Price

Base Rent
$1,631 - $4,109
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Homestead at Hamlin

15100 Free Range RunWinter Garden, FL 34787
Outdoors
  • Verified
  • Customer Reviewed

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Read Article
close
View Me
Prose Avalon Pointe
Rent Specials
$1,825 - $2,252
Total Monthly Price

Total Monthly Price

Base Rent
$1,475 - $2,100
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Prose Avalon Pointe

14505 Tristan CirWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed
close
View Me
Windermere Cay
Rent Specials
$1,821 - $2,572
Total Monthly Price

Total Monthly Price

Base Rent
$1,587 - $3,380
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Lodge at Hamlin
Rent Specials
$2,285 - $3,423
Total Monthly Price

Total Monthly Price

Base Rent
$1,655 - $3,392
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
Outdoors
  • Verified
  • Customer Reviewed
  • Smoke Free
close
View Me
Country Gardens
Rent Specials
$1,649 - $1,820
Total Monthly Price

Total Monthly Price

Base Rent
$1,544 - $1,989
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

Read Article

Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

Read Article
property at 14200 Avalon Rd

$1,750 - $2,536

2 Bedroom Rentals

Available Now

14200 Avalon Rd

Winter GardenFL34787

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Read Article
close
View Me
Parkside Trails
2 Bedroom Apartments

Parkside Trails

4597 Golden Birch AveWinter Garden, FL 34787
close
View Me
50 W Story Rd
2 Bedroom Apartments

50 W Story Rd

50 W Story RdWinter Garden, FL 34787
close
View Me
166 W Morgan St
2 Bedroom Apartments

166 W Morgan St

166 W Morgan StWinter Garden, FL 34787
close
View Me
320 S Main St
2 Bedroom Apartments

320 S Main St

320 S Main StWinter Garden, FL 34787
close
View Me
West Pointe Villas
2 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included
close
View Me
Park Avenue Villas
2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
  • Utilities Included
close
View Me
Smith & Main
2 Bedroom Apartments

Smith & Main

11 E Smith StWinter Garden, FL 34787

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Read Article
Showing Results 1-50, Page 1 of 2

Winter Garden, FL Local Guide

Winter Garden 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: March 15, 2026

There are currently 49 available 2 Bedroom apartment units in Winter Garden, FL neighborhoods that range in price from $1,444 to $3,070. Heres is today's list of the top neighborhoods in Winter Garden with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
West Orlando49$1,987$1,444

Largest Available Winter Garden 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Garden, FL is found at The Lodge at Hamlin in the Southbridge Village Townhomes neighborhood and is 1,616 square feet priced from $3,023. The Alibi at Lake Lilly in the Ashton Park neighborhood has the second largest 2 Bedroom, which is sized at 1,575 square feet and currently listed start at $2,960. Here is today’s list of the largest available 2 Bedroom units in Winter Garden:

Apartment ListingModel NameSquare FootagePriced From
The Lodge at HamlinB51,616 Sq Ft$3,023
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$2,960
The WesterlyB31,567 Sq Ft$2,684
Ascend Waterleigh VillageB41,476 Sq Ft$2,560
Windermere at Lakes Edge ApartmentsDuval Key1,397 Sq Ft$1,762
Birchstone WaterleighB41,365 Sq Ft$2,325
Talcott at WindermereTranquility with Balcony Upgrade1,338 Sq Ft$2,288
The Haven at Lake BrittEuphoria B61,328 Sq Ft$2,590
Halston WaterleighB21,306 Sq Ft$2,083
Solay Horizon WestB21,305 Sq Ft$2,499

Cheapest Available Winter Garden 2 Bedroom Apartments

As of March 15, 2026 the lowest priced 2 Bedroom apartment unit in Winter Garden, FL is the Cypress Model starting from $1,494 at Advenir at The Oaks in the Ashton Park neighborhood. The second most affordable Winter Garden 2 Bedroom is the Two Bed/1.5 Bath Standard Model at Garden City Apartments starting at $1,500 in the Courtlea Park neighborhood. The average price for all 2 Bedroom apartments in Winter Garden is currently $2,271. Here is today’s list of the cheapest available 2 Bedroom options in Winter Garden:

Apartment ListingModel NamePriced From
Advenir at The OaksCypress$1,494
Garden City ApartmentsTwo Bed/1.5 Bath Standard$1,500
Country GardensTwo Bedroom Two Bath$1,649
Windermere at Lakes Edge ApartmentsCoral Key$1,662
Inland Seas ApartmentsTwo Bed/ One Bath$1,670
Palm CrossingSeville$1,681
Park Place at Maguire ApartmentsB1$1,751
Integra AvalonB1-Seine 2B/2B 1095sf$1,799
IMT Sonoma HillsB1$1,825
Serenza at Ocoee Village ApartmentsB1$1,862

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Decorative image

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Best Local Schools in
Winter Garden, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Garden, FL Rentals by Map

Decorative image of map

See the most popular apartments and homes in Winter Garden, FL

View Map
Winter Garden, FL Apartments Map
View Map
Winter Garden, FL Rental Homes Map

Frequently Asked Questions about 2 Bedroom Winter Garden Apartments

What is the Cheapest apartment in Winter Garden with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winter Garden is at Advenir at The Oaks listed at $1,494.

How much is the average rent for a 2 Bedroom Winter Garden Apartment?

The average rent for a 2 Bedroom Apartment in Winter Garden is $2,271.

What is the largest available 2 Bedroom Winter Garden Apartment for rent?

Today's apartment with the most square footage in Winter Garden is a 1,616 square feet unit starting from $3,023 at The Lodge at Hamlin.

What is the average size for Winter Garden 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winter Garden is currently 1,101 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla Ferrara

For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

Written by: Darla Ferrara

When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

The Soul of the City Beautiful: What Life in Orlando Is Really Like

Written by: Darla Ferrara

When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Articles, How-To's, and Tips

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.