2 Bedroom Apartments in Winter Park, FL
1 - 30
of
39
Results
1
$1,995
1003 Sherrywood St Fern Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Dishwasher
Pool
98
$1,481 - 1,701
Deal
5 Autumn Breeze Way Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
61
$1,349 - 1,999
Deal
3650 Summer Wind Dr Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
45
$1,329 - 1,379
Deal
2174 Sharp Ct Fern Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
32
3D Tour
$1,433 - 2,007
3114 Terry Brook Dr Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
16
$1,899
2001 Glenridge Way Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
18
$1,532 - 2,073
3440 N Goldenrod Rd Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
43
3D Tour
$1,590 - 1,790
3250 Whisper Lake Lane Winter Park, FL
2 BR
|
Available Now
Furnished
Virtual Tour
Luxury
Air Conditioning
Surface Parking
34
$1,349 - 1,849
Deal
1699 Semoran N Cir Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
10
$1,359 - 1,554
210 Welcome Way Fern Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
19
$1,942 - 2,368
2015 New Stonecastle Terrace Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Section 8
Air Conditioning
32
$1,519 - 1,839
Deal
2890 Red Lion Sq Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
36
$2,353 - 4,661
1305 Morgan Stanley Ave Winter Park, FL
2 BR
|
Available Now
Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
36
$1,446 - 2,394
3207 Rosebud Lane Winter Park, FL
2 BR
|
Available Now
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
11
$1,395
Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
23
3D Tour
$1,495 - 1,865
7000 University Blvd Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
19
$1,455 - 1,865
3440 N Goldenrod Rd Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,750
2304 Inagua Way Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$1,350
7328 Swallow St Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Disability Access
19
$1,588 - 1,675
3440 N Goldenrod Rd Unit 1233 Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
20
$1,140 - 1,280
2400 Howell Branch Road Winter Park, FL
2 BR
|
Ask for Availability
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Balcony/Deck/Patio
5
$1,349 - 1,699
Deal
1485 Ash Cir Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
11
$1,433 - 1,568
7502 Sun Key Blvd Winter Park, FL
2 BR
|
Jul. 2, 2026
Dog Friendly
Cat Friendly
Fitness Center
11
$1,385
Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
11
$1,450
3651 Goldenrod Rd Unit A104 Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Dishwasher
Pool
1 - 30 of 39 Results
Frequently Asked Questions
How many two-bedroom apartments are available in Winter Park, FL on Rentable.co?
There are 39 two-bedroom apartments in Winter Park currently available for rent on Rentable.co.
What is the average rent for a two-bedroom apartment in Winter Park, FL?
The average monthly rent for a two-bedroom apartment in Winter Park is about $1,550.
Can I afford a two-bedroom apartment in Winter Park, FL?
To comfortably afford a two-bedroom apartment in Winter Park based on average rent prices, a household would need an annual income of $62,000.