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Windermere FL Condos for Rent under $2,000

3 Rentals Available

8365 Lookout Pointe Dr Unit Guest Suite

8365 Lookout Pointe Dr Unit Guest Suite, Windermere, FL 34786

For Rent

By Owner
1 / 29
1 Bed, 1 Bath, 750 sq ft

$1,600

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Furnished Walk-In Closets Yard Lounge Island Kitchen Smoke Free
8264 Maritime Flag St Unit 1419

8264 Maritime Flag St Unit 1419, Windermere, FL 34786
1 / 5
2 Beds, 2 Baths, 1,161 sq ft

$1,995

Pets Allowed Pool
804 Oakdale St Unit Suite

804 Oakdale St, Windermere, FL 34786
1 / 19
1 Bed

$2,000

Dogs Allowed Pool Furnished Hardwood Floors Fenced Lot Security System Vaulted Ceiling
More Rentals Near Windermere, FL

We found 25 more rentals that closely match your search.
3338 Robert Trent Jones Dr Unit 40104

3338 Robert Trent Jones Dr Unit 40104, Orlando, FL 32835
1 / 5
3 Beds, 2 Baths, 1,247 sq ft

$2,000

Total Monthly Price

Total Monthly Price New

Prices include all required monthly fees.

Pool Gated
2801 Biltmore Park Dr Unit 02-107

2801 Biltmore Park Dr, Orlando, FL 32835
1 / 20
1 Bed

$1,660

Pets Allowed Pool Furnished Basement Fitness Center
126 Windtree Ln

126 Windtree Ln, Winter Garden, FL 34787
1 / 13
2 Beds

$1,550

Pets Allowed Pool
2801 Biltmore Park Dr Unit 04-107

2801 Biltmore Park Dr, Orlando, FL 32835
1 / 20
1 Bed

$1,660

Pets Allowed Pool Furnished Basement Fitness Center
2801 Biltmore Park Dr Unit 14-105

2801 Biltmore Park Dr, Orlando, FL 32835
1 / 20
1 Bed

$1,660

Pets Allowed Pool Furnished Basement Fitness Center
2801 Biltmore Park Dr Unit 22-208

2801 Biltmore Park Dr, Orlando, FL 32835
1 / 20
1 Bed

$1,743

Pets Allowed Pool Furnished Basement Fitness Center
2801 Biltmore Park Dr Unit 17-201

2801 Biltmore Park Dr, Orlando, FL 32835
1 / 20
1 Bed

$1,743

Pets Allowed Pool Furnished Basement Fitness Center
7340 Westpointe Blvd Unit #326

7340 Westpointe Blvd Unit #326, Orlando, FL 32835

For Rent

By Owner
1 / 3
2 Beds, 2 Baths, 1,080 sq ft

$1,800

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Patio Walk-In Closets Yard Gated Smoke Free Fitness Center
3281 Soho St Unit 103

3281 Soho St Unit 103, Orlando, FL 32835

For Rent

By Owner
1 / 20
1 Bed, 1 Bath, 885 sq ft

$1,325

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool Walk-In Closets Gated Fitness Center Clubhouse
122 Windtree Ln Unit 122 - O

122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787

For Rent

By Owner
1 / 6
2 Beds, 2 Baths, 950 sq ft

$1,750

Total Monthly Price
12 Month Lease

Total Monthly Price New

Prices include all required monthly fees.

Pool
3280 Soho St Unit 201

3280 Soho St Unit 201, Orlando, FL 32835
1 / 5
2 Beds, 2 Baths, 1,107 sq ft

$1,700

Pets Allowed
2632 Robert Trent Jones Dr Unit 110

2632 Robert Trent Jones Dr Unit 110, Orlando, FL 32835
1 / 5
2 Beds, 2 Baths, 1,150 sq ft

$1,795
7210 Westpointe Blvd Unit 1335

7210 Westpointe Blvd Unit 1335, Orlando, FL 32835
1 / 5
1 Bed, 1 Bath, 842 sq ft

$1,295
7280 Westpointe Blvd Unit 831

7280 Westpointe Blvd Unit 831, Orlando, FL 32835
1 / 5
2 Beds, 2 Baths, 1,072 sq ft

$1,795
1101 Vintage Village Ln Unit 108

1101 Vintage Village Ln Unit 108, Ocoee, FL 34761
1 / 5
2 Beds, 2 Baths, 1,153 sq ft

$1,800

Pets Allowed Fireplace
1212 S Hiawassee Rd Unit 535

1212 S Hiawassee Rd Unit 535, Orlando, FL 32835
1 / 5
3 Beds, 2 Baths, 1,408 sq ft

$1,850

Pets Allowed
2528 Robert Trent Jones Dr Unit 1622

2528 Robert Trent Jones Dr Unit 1622, Orlando, FL 32835
1 / 5
2 Beds, 1 Bath, 933 sq ft

$1,550
2000 Erving Cir Unit 208

2000 Erving Cir Unit 208, Ocoee, FL 34761
1 / 5
3 Beds, 2 Baths, 1,292 sq ft

$1,950
7250 Westpointe Blvd Unit 1028

7250 Westpointe Blvd Unit 1028, Orlando, FL 32835
1 / 5
1 Bed, 1 Bath, 665 sq ft

$1,300

Dogs Allowed
3324 Parkchester Square Blvd Unit 201

3324 Parkchester Square Blvd Unit 201, Orlando, FL 32835
1 / 4
2 Beds, 2 Baths, 1,181 sq ft

$1,700
7250 Westpointe Blvd Unit 1034

7250 Westpointe Blvd Unit 1034, Orlando, FL 32835
1 / 5
2 Beds, 1 Bath, 1,021 sq ft

$1,825
6413 Astor Village Ave Unit 309

6413 Astor Village Ave Unit 309, Orlando, FL 32835
1 / 5
1 Bed, 1 Bath, 816 sq ft

$1,390

Pets Allowed
165 Windtree Ln Unit U

165 Windtree Ln Unit U, Winter Garden, FL 34787
1 / 5
2 Beds, 2 Baths, 918 sq ft

$1,750

Pets Allowed
3326 Robert Trent Jones Dr Unit 202

3326 Robert Trent Jones Dr Unit 202, Orlando, FL 32835
1 / 5
2 Beds, 2 Baths, 1,112 sq ft

$1,695

Pets Allowed
3318 Greenwich Village Blvd Unit 203

3318 Greenwich Village Blvd Unit 203, Orlando, FL 32835
1 / 5
2 Beds, 2 Baths, 1,181 sq ft

$1,800

Dogs Allowed

Condos Florida Orange County Windermere

Windermere, FL Condos for Rent Under $2,000

Search for condos for rent in Windermere, FL on Apartments.com. With 3 available, you can find the right condo with the floor plan and amenities that fit your needs. When you rent a condo, you’ll likely rent from an individual owner rather than a property management company. This means units in the same building may have different features and layouts. Be sure to check out the photos and take a tour of the unit as you search for your Windermere home.

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