2 Bedroom Apartments for Rent in Windermere, FL (48 Rentals)

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Palm Crossing
2 Bedroom Apartments

Palm Crossing

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

Harbortown

2333 Lake Debra DrOrlando, FL 32835
Corporate Housing

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ARIUM Lakeview
2 Bedroom Apartments

ARIUM Lakeview

1024 Vizcaya Lakes RdOcoee, FL 34761
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7240 Westpointe Blvd
2 Bedroom Apartments

7240 Westpointe Blvd

7240 Westpointe BlvdOrlando, FL 32835
Furnished
  • Utilities Included
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Cortland Independence
2 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Corporate Housing
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8105 W Colonial Dr
2 Bedroom Apartments

8105 W Colonial Dr

8105 W Colonial DrOrlando, FL 32818
  • Smoke Free
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Bordeaux
2 Bedroom Apartments

Bordeaux

1975-2045 Erving CirOcoee, FL 34761

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7550 Hinson St
2 Bedroom Apartments

7550 Hinson St

7550 Hinson StOrlando, FL 32819
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Windermere, FL Local Guide

Windermere 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: November 02, 2025

There are currently 250 available 2 Bedroom apartment units in Windermere, FL neighborhoods that range in price from $1,464 to $3,525. Heres is today's list of the top neighborhoods in Windermere with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Windermere161$2,185$1,464
Summerlake89$2,236$1,639

Largest Available Windermere 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Windermere, FL is found at The Lodge at Hamlin in the Southbridge Village Townhomes neighborhood and is 1,616 square feet priced from $2,992. Veranda Club in the Timberleaf neighborhood has the second largest 2 Bedroom, which is sized at 1,613 square feet and currently listed start at $2,350. Here is today’s list of the largest available 2 Bedroom units in Windermere:

Apartment ListingModel NameSquare FootagePriced From
The Lodge at HamlinB51,616 Sq Ft$2,992
Veranda ClubCastello1,613 Sq Ft$2,350
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$3,070
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,310
HarbortownSt. Lucia1,476 Sq Ft$2,250
Casa MirellaB21,408 Sq Ft$1,891
The Debra MetrowestB5R1,357 Sq Ft$2,315
Talcott at WindermereTranquility with Balcony Upgrade1,338 Sq Ft$2,392
Addison At WindermereThe Casper1,299 Sq Ft$2,225
The RialtoSiena1,285 Sq Ft$2,175

Cheapest Available Windermere 2 Bedroom Apartments

As of November 02, 2025 the lowest priced 2 Bedroom apartment unit in Windermere, FL is the Dogwood Model starting from $1,464 at Advenir at The Oaks in the Ashton Park neighborhood. The second most affordable Windermere 2 Bedroom is the B2 Model at ARIUM Lakeview starting at $1,475 . The average price for all 2 Bedroom apartments in Windermere is currently $2,140. Here is today’s list of the cheapest available 2 Bedroom options in Windermere:

Apartment ListingModel NamePriced From
Advenir at The OaksDogwood$1,464
ARIUM LakeviewB2$1,475
Hawthorne GrovesRidgemont UP$1,524
HarbortownBonair$1,600
Citra at WindermereTangelo$1,639
Palm CrossingSeville$1,666
Windermere at Lakes Edge ApartmentsLong Key$1,757
KestraSterling$1,792
The Debra MetrowestB2$1,798
Windermere CaySagamore$1,806

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

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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.

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Pet Friendly Lifestyle
Windermere, FL

Ranked #410

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
Windermere, FL

School data provided by Great Schools

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

Explore Windermere, FL Rentals by Map

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See the most popular apartments and homes in Windermere, FL

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Getting Around Windermere, FL

Walk Score®

25 / 100

Car-Dependent

Most errands require a car

Bike Score®

43 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 $1,464.

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

The average rent for a 2 Bedroom Apartment in Windermere is $2,140.

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

Today's apartment with the most square footage in Windermere is a 1,616 square feet unit starting from $2,992 at The Lodge at Hamlin.

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

The average size for a 2 Bedroom rental in Windermere is currently 1,379 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.