2 Bedroom Apartments for Rent in Windermere, FL (50 Rentals)

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Venetian Isle
Rent Specials
$1,985 - $3,401

Total Monthly Price

Base Rent$1,784 - $6,778

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Venetian Isle

6506 San Francesco WayWindermere, FL 34786
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Casa Mirella
$1,856 - $2,001

Total Monthly Price

Base Rent$1,676 - $2,538

Total Monthly Price$1,676 - $2,538
2 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
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The Regency
Rent Specials
$2,295 - $2,574

Total Monthly Price

Base Rent$1,724 - $2,995

Total Monthly Price$1,724 - $2,995
2 Bedroom Apartments Available Now

The Regency

1601 Maguire RdOcoee, FL 34761
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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
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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
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Kestra
Rent Specials
$1,697 - $1,824

Total Monthly Price

Base Rent$1,513 - $3,728

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Kestra

10387 Vista Oaks CtOrlando, FL 32836
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Zen
$2,206 - $2,386

Total Monthly Price

Base Rent$1,909 - $3,672

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Zen

9835 Namaste LoopOrlando, FL 32836
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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
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Hawthorne Groves
$1,561 - $1,722

Total Monthly Price

Base Rent$1,346 - $1,912

Total Monthly PriceVaries
2 Bedroom Apartments Available Now

Hawthorne Groves

204 Hawthorne Groves BlvdOrlando, FL 32835
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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
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property at 7340 Westpointe Blvd
$2,900

Total Monthly Price

Base Rent$2,500 - $2,900

Total Monthly Price$2,500 - $2,900
2 Bedroom Condos for Rent
Available Now
Furnished

7340 Westpointe Blvd

OrlandoFL32835
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7240 Westpointe Blvd
2 Bedroom Apartments

7240 Westpointe Blvd

7240 Westpointe BlvdOrlando, FL 32835
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Bordeaux
2 Bedroom Apartments

Bordeaux

1975-2045 Erving CirOcoee, FL 34761

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Bay View Reserve
2 Bedroom Apartments

Bay View Reserve

7550 Hinson StOrlando, FL 32819
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8105 W Colonial Dr
2 Bedroom Apartments

8105 W Colonial Dr

8105 W Colonial DrOrlando, FL 32818
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The Rialto
2 Bedroom Apartments

The Rialto

7343 W Sand Lake RdOrlando, FL 32819
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Palm Crossing
2 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
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Harbortown Apartments
2 Bedroom Apartments

Harbortown Apartments

2333 Lake Debra DrOrlando, FL 32835
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Cortland Independence
2 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
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Windermere, FL Local Guide

Windermere 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 12, 2026

There are currently 195 available 2 Bedroom apartment units in Windermere, FL neighborhoods that range in price from $1,479 to $3,575. Heres is today's list of the top neighborhoods in Windermere with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Windermere133$2,241$1,479
Summerlake62$2,330$1,724

Largest Available Windermere 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Windermere, 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 Windermere:

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
Casa MirellaB21,408 Sq Ft$1,951
Arya at WindermereSky1,371 Sq Ft$3,395
Ellery at Lake SherwoodThe Fair Haven1,348 Sq Ft$1,955
The RialtoAsti1,340 Sq FtCall for Rates
The Debra MetrowestB4R1,334 Sq Ft$2,078
The RegencyB31,333 Sq Ft$2,519
The Oasis at Lake BennetSerenity1,302 Sq Ft$2,030
Citra at WindermereTangelo1,242 Sq Ft$1,724

Cheapest Available Windermere 2 Bedroom Apartments

As of September 12, 2026 the lowest priced 2 Bedroom apartment unit in Windermere, FL is the Cypress Model starting from $1,519 at Advenir at The Oaks in the Ashton Park neighborhood. The second most affordable Windermere 2 Bedroom is the B1 Model at ARIUM Lakeview starting at $1,539 . The average price for all 2 Bedroom apartments in Windermere is currently $2,164. Here is today’s list of the cheapest available 2 Bedroom options in Windermere:

Apartment ListingModel NamePriced From
Advenir at The OaksCypress$1,519
ARIUM LakeviewB1$1,539
Hawthorne GrovesRidgemont UP$1,566
Palm CrossingValencia$1,669
Citra at WindermereTangelo$1,724
MAA Windermere22C$1,763
KestraSterling$1,766
The Oasis at Lake BennetPalm$1,852
IMT Sonoma HillsB1$1,870
Ellery at Lake SherwoodThe Tamarin$1,890

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

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Frequently Asked Questions about 2 Bedroom Windermere Apartments

What is the Cheapest apartment in Windermere with 2 Bedroom?

Currently the most affordable 2 Bedroom in Windermere is at Advenir at The Oaks listed at $1,519.

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

The average rent for a 2 Bedroom Apartment in Windermere is $2,164.

What is the largest available 2 Bedroom Windermere Apartment for rent?

Today's apartment with the most square footage in Windermere is a 1,575 square feet unit starting from $2,760 at The Alibi at Lake Lilly.

What is the average size for Windermere 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Windermere is currently 1,166 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.

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