Clear

Winter Park FL Condos for Rent under $2,000

783 Formosa Ave Unit B2

783 Formosa Ave Unit B2, Winter Park, FL 32789

For Rent

By Owner
1 / 5
$1,100

1 Bed, 1 Bath, 500 sq ft

Patio Smoke Free High Ceilings
7296 Daniel Webster Dr Unit 1

7296 Daniel Webster Dr, Winter Park, FL 32792
1 / 20
$1,745

2 Beds, 2.5 Baths, 1,230 sq ft

Pets Allowed Pool
2948 Antique Oaks Cir Unit 91

2948 Antique Oaks Cir, Winter Park, FL 32792
1 / 8
$1,375

1 Bed, 1 Bath, 750 sq ft

Pets Allowed Pool
3045 Aaron Burr Ave Unit C

3045 Aaron Burr Ave, Winter Park, FL 32792
1 / 9
$1,500

1 Bed, 1 Bath, 940 sq ft

Pets Allowed Pool Security System
2521 Caper Ln Unit 205

2521 Caper Ln, Maitland, FL 32751
1 / 9
$1,350

1 Bed, 1 Bath, 550 sq ft

Pets Allowed Pool Fitness Center
2423 Branch Way Unit 201

2423 Branch Way, Maitland, FL 32751
1 / 11
$1,875

3 Beds, 2 Baths, 1,428 sq ft

Pets Allowed Pool
1606 Ridgewood Ave Unit 1606 Ridgewood Ave

1606 Ridgewood Ave, Maitland, FL 32751
1 / 18
$1,975

2 Beds, 1 Bath, 1,200 sq ft

Pets Allowed Hardwood Floors Fenced Lot Vaulted Ceiling
1224 Moselle Ave Unit 3

1224 Moselle Ave, Orlando, FL 32807
1 / 5
$850

1 Bed, 1 Bath

Room for Rent

Furnished Fenced Lot
1224 Moselle Ave Unit 2

1224 Moselle Ave, Orlando, FL 32807
1 / 7
$720

1 Bed, 1 Bath

Room for Rent

Furnished Fenced Lot
7449 Wynnewood Square Unit 182

7449 Wynnewood Square Unit 182, Winter Park, FL 32792
1 / 5
$1,595

2 Beds, 2.5 Baths, 1,031 sq ft
316 Scottsdale Square Unit 316

316 Scottsdale Square Unit 316, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 1.5 Baths, 1,085 sq ft
3267 Forest Oaks Ct Unit 111

3267 Forest Oaks Ct Unit 111, Winter Park, FL 32792
1 / 5
$1,600

2 Beds, 2 Baths, 1,031 sq ft
7337 Cedar Creek Ct Unit 75

7337 Cedar Creek Ct Unit 75, Winter Park, FL 32792
1 / 5
$1,895

2 Beds, 2 Baths, 1,031 sq ft
1950 Killarney Dr Unit 2

1950 Killarney Dr Unit 2, Winter Park, FL 32789
1 / 5
$1,325

1 Bed, 1 Bath, 502 sq ft
1250 S Denning Dr Unit 232

1250 S Denning Dr Unit 232, Winter Park, FL 32789
1 / 5
$1,750

2 Beds, 2 Baths, 913 sq ft
3057 Aaron Burr Ave Unit 2

3057 Aaron Burr Ave Unit 2, Winter Park, FL 32792
1 / 5
$1,450

2 Beds, 2 Baths, 1,066 sq ft

Pets Allowed
1000 S Semoran Blvd Unit 703

1000 S Semoran Blvd Unit 703, Winter Park, FL 32792
1 / 5
$1,450

1 Bed, 1 Bath, 735 sq ft

Pets Allowed
851 Miles Ave Unit 8

851 Miles Ave Unit 8, Winter Park, FL 32789
1 / 5
$1,705

2 Beds, 1 Bath, 808 sq ft

Pets Allowed Pool
3651 N Goldenrod Rd Unit F103

3651 N Goldenrod Rd Unit F103, Winter Park, FL 32792
1 / 5
$1,525

2 Beds, 2 Baths, 840 sq ft

Pets Allowed
200 St Andrews Blvd Unit 1205

200 St Andrews Blvd Unit 1205, Winter Park, FL 32792
1 / 5
$1,900

3 Beds, 2 Baths, 1,165 sq ft
1695 Lee Rd Unit E215

1695 Lee Rd Unit E215, Winter Park, FL 32789
1 / 5
$1,700

3 Beds, 2 Baths, 1,149 sq ft
851 Miles Ave Unit 9

851 Miles Ave Unit 9, Winter Park, FL 32789
1 / 5
$1,795

2 Beds, 1 Bath, 808 sq ft

Pets Allowed
640 N Park Ave Unit 4

640 N Park Ave Unit 4, Winter Park, FL 32789
1 / 5
$2,000

1 Bed, 1 Bath, 673 sq ft
3060 George Mason Ave Unit 10C

3060 George Mason Ave Unit 10C, Winter Park, FL 32792
1 / 5
$1,600

1 Bed, 1 Bath, 803 sq ft
222 E Yale St Unit 222

222 E Yale St Unit 222, Orlando, FL 32804
1 / 5
$1,690

2 Beds, 1.5 Baths, 1,150 sq ft

Pets Allowed Pool
1150 Carmel Cir Unit 308

1150 Carmel Cir Unit 308, Casselberry, FL 32707
1 / 5
$2,000

3 Beds, 2 Baths, 1,615 sq ft
401 Niblick Way Unit 5

401 Niblick Way Unit 5, Orlando, FL 32804
1 / 4
$1,400

2 Beds, 1 Bath, 900 sq ft

Pets Allowed
825 N Primrose Dr Unit 106

825 N Primrose Dr Unit 106, Orlando, FL 32803
1 / 5
$1,400

2 Beds, 1 Bath, 832 sq ft

Pets Allowed
550 Flemming Way Unit 200

550 Flemming Way Unit 200, Maitland, FL 32751
1 / 5
$1,550

2 Beds, 2 Baths, 1,051 sq ft

Pets Allowed
2962 Plaza Terrace Dr Unit 2962

2962 Plaza Terrace Dr Unit 2962, Orlando, FL 32803
1 / 5
$1,800

2 Beds, 2 Baths, 890 sq ft

Pets Allowed
113 E Smith St Unit 6

113 E Smith St Unit 6, Orlando, FL 32804
1 / 5
$1,395

2 Beds, 1 Bath, 930 sq ft

Pets Allowed
421 E Kennedy Blvd

421 E Kennedy Blvd, Eatonville, FL 32751
1 / 4
$1,000

1 Bed, 1 Bath, 450 sq ft

Cats Allowed
1166 Paseo De Las Flores Unit C

1166 Paseo De Las Flores Unit C, Casselberry, FL 32707
1 / 5
$1,550

2 Beds, 2 Baths, 1,040 sq ft

Pets Allowed
2512 Musselwhite Ave Unit #1

2512 Musselwhite Ave Unit #1, Orlando, FL 32804
1 / 5
$1,995

2 Beds, 1 Bath, 900 sq ft

Pets Allowed Furnished
1140 S Orlando Ave Unit B 1

1140 S Orlando Ave Unit B 1, Maitland, FL 32751
1 / 5
$1,850

2 Beds, 1.5 Baths, 816 sq ft

Waterfront
214 E Yale St Unit C

214 E Yale St Unit C, Orlando, FL 32804
1 / 5
$1,395

2 Beds, 1 Bath, 836 sq ft

Pets Allowed
496 Banyon Tree Cir Unit 204

496 Banyon Tree Cir Unit 204, Maitland, FL 32751
1 / 5
$1,550

2 Beds, 2 Baths, 1,051 sq ft
$1,575

2 Beds, 2.5 Baths, 1,090 sq ft

3007 George Mason Ave Unit H, Winter Park, FL 32792
$1,625

2 Beds, 2 Baths, 1,105 sq ft

2923 Antique Oaks Cir Unit 35, Winter Park, FL 32792
$1,900

3 Beds, 2 Baths, 1,165 sq ft

200 St Andrews Blvd Unit 1205, Winter Park, FL 32792
Showing 40 of 126 Results - Page 1 of 4
1. 1
2. 2
3. 3
4. 4
5. Next

Condos Florida Orange County Winter Park

Find the Perfect Winter Park, FL Rental

Search by Bedrooms

Filter by Popular Amenities

Pet Friendly Condos in Winter Park

Stay on Budget

Other Rental Types

Find Specialty Housing

Winter Park, FL Condos for Rent Under $2,000

Search for condos for rent in Winter Park, FL on Apartments.com. With 1,173 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are Pet Friendly to fit renters' lifestyles. 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 Winter Park home. There are some terrific Winter Park neighborhoods with condos for rent, including Eastside, Downtown Orlando and South Orlando. While the average rent for a condo in Winter Park is $1,799, prices can vary by location, ranging anywhere from $1,000 to $4,850. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Maitland, Fairview Shores and Eatonville.