Apartments for Rent in Windermere, FL Under $2,000 (40 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
Venetian Isle
Rent Specials
$1,801 - $5,702
Total Monthly Price

Total Monthly Price

Base Rent
$1,801 - $5,702
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Venetian Isle

6506 San Francesco WayWindermere, FL 34786
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Casa Mirella
Rent Specials
$1,676 - $2,384
Total Monthly Price

Total Monthly Price

Base Rent
$1,676 - $2,384
Total Monthly Price
$1,676 - $2,384
1 to 3 Bedroom Apartments Available Jul 1

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 11564 Mizzon Dr

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

2 Bedroom, 2 Bath Condo for Rent

Available Now

11564 Mizzon Dr, Unit 902

11564 Mizzon Dr
WindermereFL34786

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

Read Article
property at 13841 Ancilla Blvd

$1,475

1 Bedroom, 1 Bath Rentals

Available Now

ADU

13841 Ancilla Blvd
WindermereFL34786
close
View Me
Zen
Rent Specials
$1,958 - $3,628
Total Monthly Price

Total Monthly Price

Base Rent
$1,958 - $3,628
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Zen

9835 Namaste LoopOrlando, FL 32836
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Read Article
close
View Me
Regency
$1,724 - $3,100
Total Monthly Price

Total Monthly Price

Base Rent
$1,724 - $3,100
Total Monthly Price
$1,724 - $3,100
Studio to 3 Bedroom Apartments Available Now

Regency

1601 Maguire RdOcoee, FL 34761
Affordability
  • Verified
close
View Me
Kestra
Rent Specials
$1,704 - $5,823
Total Monthly Price

Total Monthly Price

Base Rent
$1,704 - $5,823
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Kestra

10387 Vista Oaks CtOrlando, FL 32836
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
IMT Sonoma Hills
$1,610 - $2,575
Total Monthly Price

Total Monthly Price

Base Rent
$1,610 - $2,575
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

IMT Sonoma Hills

14619 Casita RidgeWinter Garden, FL 34787
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Lodge at Hamlin
Rent Specials
$1,589 - $3,095
Total Monthly Price

Total Monthly Price

Base Rent
$1,589 - $3,095
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
Outdoors
  • Verified
  • Customer Reviewed
  • Smoke Free

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
close
View Me
Windermere Cay
Rent Specials
$1,513 - $3,178
Total Monthly Price

Total Monthly Price

Base Rent
$1,513 - $3,178
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Hawthorne Groves
Rent Specials
$1,475 - $2,006
Total Monthly Price

Total Monthly Price

Base Rent
$1,475 - $2,006
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Hawthorne Groves

204 Hawthorne Groves BlvdOrlando, FL 32835
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

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
close
View Me
Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Corporate Housing
close
View Me
Harbortown Apartments
1 to 3 Bedroom Apartments

Harbortown Apartments

2333 Lake Debra DrOrlando, FL 32835
Corporate Housing
close
View Me
Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing

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
Showing Results 1-40, Page 1 of 1

Windermere, FL Local Guide

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

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

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

Decorative image of map

See the most popular apartments and homes in Windermere, FL

View Map
Windermere, FL Apartments Map
View Map
Windermere, FL Rental Homes Map

Frequently Asked Questions about Windermere

What is the current price range for One Bedroom Windermere Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Windermere ranges from $1,136 to $2,690 with an average monthly rent of $1,808.

What does renting a Two Bedroom Apartment in Windermere cost?

The monthly rent prices of Two Bedroom Apartments currently available in Windermere range from $1,459 to $3,550. Today's average rental price for Two Bedrooms here is $2,125.

How expensive are Windermere Three Bedroom Apartments?

There are currently 35 Three Bedroom Apartments listings available in Windermere on ApartmentHomeLiving.com. The pricing ranges from $1,861 to $3,736 - averaging $2,513 for the location.

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 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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.