2 Bedroom Apartments in Winter Park, FL
1 - 30
of
40
Results
36
$2,837 - 4,495
1305 Morgan Stanley Ave Winter Park, FL
2 BR
|
Sep. 14, 2026
Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
36
$1,446 - 2,309
3207 Rosebud Lane Winter Park, FL
2 BR
|
Available Now
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
32
$1,499 - 1,819
Deal
2890 Red Lion Sq Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
16
$1,899 - 1,999
2001 Glenridge Way Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
52
$1,508 - 1,763
5 Autumn Breeze Way Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
60
$1,329 - 1,859
Deal
3650 Summer Wind Dr Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
34
$1,299 - 1,779
Deal
1699 Semoran N Cir Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
44
$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
23
3D Tour
$1,495 - 1,875
7000 University Blvd Winter Park, FL
2 BR
|
Aug. 29, 2026
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
10
$1,369 - 1,629
210 Welcome Way Fern Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
43
3D Tour
$1,590 - 1,825
3250 Whisper Lake Lane Winter Park, FL
2 BR
|
Available Now
Furnished
Virtual Tour
Luxury
Air Conditioning
Surface Parking
19
$1,395 - 1,750
3440 N Goldenrod Rd Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,795
2704 Tortoise Cv Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Storage
5
$1,299 - 1,399
Deal
1485 Ash Cir Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
11
$1,670 - 1,851
7502 Sun Key Blvd Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Fitness Center
11
$1,375
Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$2,095
937 Aragon Ave Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$1,600
3043 Antique Oaks Cir Unit 170 Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
House
Pool
1
$1,730
659 Montego Bay Ct Winter Park, FL
2 BR
|
Available Now
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
Pool
1 - 30 of 40 Results
Frequently Asked Questions
How many two-bedroom apartments are available in Winter Park, FL on Rentable.co?
There are 40 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 $1,600.
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 $64,000.