2 Bedroom Apartments for Rent in Winter Garden, FL (81 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
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Horizons Village
Rent Specials
$1,557 - $2,264

Total Monthly Price

Base Rent$1,331 - $2,264

Total Monthly PriceVaries
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
$2,087 - $2,384

Total Monthly Price

Base Rent$1,555 - $2,384

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Apollo Apartments

7000 Kiran Patel DrWinter Garden, FL 34787
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Prose Avalon Pointe
Rent Specials
$1,610 - $2,159

Total Monthly Price

Base Rent$1,430 - $2,159

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Prose Avalon Pointe

14505 Tristan CirWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

close
View Me
Windermere Cay
$2,082 - $2,709

Total Monthly Price

Base Rent$1,950 - $2,825

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
IMT Sonoma Hills
Rent Specials
$1,805 - $2,050

Total Monthly Price

Base Rent$1,575 - $2,590

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

IMT Sonoma Hills

14619 Casita RidgeWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Garden City Apartments
Rent Specials
$1,499 - $1,749

Total Monthly Price

Base Rent$1,499 - $1,749

Total Monthly Price$1,499 - $1,749
2 Bedroom Apartments Available Now

Garden City Apartments

521 S Park AveWinter Garden, FL 34787
Senior Living
  • Verified
  • Utilities Included
  • 3D Tour
close
View Me
Corban Horizon West
Rent Specials
$2,280 - $3,087

Total Monthly Price

Base Rent$1,802 - $3,459

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Corban Horizon West

15000 Stratus LoopWinter Garden, FL 34787
Family Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Lodge at Hamlin
Rent Specials
$2,289 - $2,823

Total Monthly Price

Base Rent$1,589 - $3,095

Total Monthly PriceVaries
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
$1,599 - $1,770

Total Monthly Price

Base Rent$1,399 - $1,979

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Country Gardens

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

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

close
View Me
Overture Hamlin
Rent Specials
$2,620 - $3,271

Total Monthly Price

Base Rent$2,113 - $3,271

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Overture Hamlin

5795 Citrus Village BlvdWinter Garden, FL 34787
Senior Living
  • Verified
  • Customer Reviewed
  • Smoke Free
property at 1345 Winter Green Way
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now
Affordability

1345 Winter Green Way

Winter GardenFL34787
property at 14200 Avalon Rd
$2,585 - $3,452

Total Monthly Price

Base Rent$2,973

Total Monthly Price$2,973
2 Bedroom Rentals
Available Sep 19
Furnished

14200 Avalon Rd

Winter GardenFL34787

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.

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

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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

Winter Garden, FL Local Guide

Winter Garden 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 12, 2026

There are currently 48 available 2 Bedroom apartment units in Winter Garden, FL neighborhoods that range in price from $1,479 to $5,872. Heres is today's list of the top neighborhoods in Winter Garden with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
West Orlando48$2,160$1,479

Largest Available Winter Garden 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Garden, FL is found at The Alibi at Lake Lilly in the Ashton Park neighborhood and is 1,575 square feet priced from $2,760. The Haven at Lake Britt in the Southwest neighborhood has the second largest 2 Bedroom, which is sized at 1,553 square feet and currently listed start at $3,320. Here is today’s list of the largest available 2 Bedroom units in Winter Garden:

Apartment ListingModel NameSquare FootagePriced From
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$2,760
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,320
Waterleigh Village Luxury ApartmentsB41,476 Sq Ft$2,345
Casa MirellaB21,408 Sq Ft$1,951
Arya at WindermereSky1,371 Sq Ft$3,395
Birchstone WaterleighB41,365 Sq Ft$2,319
The RegencyB31,333 Sq Ft$2,519
Halston WaterleighB21,306 Sq Ft$2,101
The Oasis at Lake BennetSerenity1,302 Sq Ft$2,030
Arbours at Crown PointThe Hawthorn1,293 Sq Ft$1,829

Cheapest Available Winter Garden 2 Bedroom Apartments

As of September 12, 2026 the lowest priced 2 Bedroom apartment unit in Winter Garden, FL is the Standard Model starting from $1,499 at Garden City Apartments in the Courtlea Park neighborhood. The second most affordable Winter Garden 2 Bedroom is the Cypress Model at Advenir at The Oaks starting at $1,519 in the Ashton Park neighborhood. The average price for all 2 Bedroom apartments in Winter Garden is currently $2,243. Here is today’s list of the cheapest available 2 Bedroom options in Winter Garden:

Apartment ListingModel NamePriced From
Garden City ApartmentsStandard$1,499
Advenir at The OaksCypress$1,519
Prose Horizons VillageB1$1,562
Country GardensTwo Bedroom Two Bath$1,599
Prose Avalon PointeB1 LL$1,615
Inland Seas ApartmentsTwo Bed/ One Bath$1,660
Palm CrossingValencia$1,669
The WesterlyB1$1,711
Integra AvalonB1-Seine 2B/2B 1095sf$1,799
Arbours at Crown PointThe Elm$1,799

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

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Read Article

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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

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

Explore Winter Garden, FL Rentals by Map

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 Garden City Apartments listed at $1,499.

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 $2,243.

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 1,575 square feet unit starting from $2,760 at The Alibi at Lake Lilly.

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 1,074 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 Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities article

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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.

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 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.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.