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2 Bedroom Apartments for Rent in Winter Park, FL

2 Bedroom Apartments for Rent in Winter Park, FL. 151 Rentals Available
151 Rentals Available
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  • Only 1 unit left
    2 bd $1,995
    Base rent
    Verified Listing

    Units 1,2,3,4, Winter Park, FL 32792
    Apply online • Pet friendly
  • Only 1 unit left
    2 bd $1,586
    Base rent Income restricted
    Verified Listing

    550 N. Denning Drive, Winter Park, FL 32789
    Apply online • Pet friendly
  • Only 1 unit left
    2 bd $2,300
    Base rent
    Verified Listing

    981 Aragon Ave., Winter Park, FL 32789
    Apply online • Pet friendly
  • 10 units available
    2 bd $1,473+
    Base rent
    Verified Listing

    4.0 (15)
    1701 Lee Road, Winter Park, FL 32789
    Apply online • Pet friendly
  • Rent specials
    2 bd $2,638+
    Base rent
    Verified Listing

    4.0 (6)
    940 W. Canton Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • 2 bd $1,850
    Base rent
    Verified Listing

    1500 Gay Road, Winter Park, FL 32789
  • 2 bd $1,800
    Base rent
    Verified Listing

    205 Lewfield Circle, Winter Park, FL 32792
    Pet friendly
  • 2 bd $2,275
    Base rent
    Verified Listing

    1331 Oneco Avenue, Winter Park, FL 32789
    Pet friendly

  • More Rentals Near Winter Park, FL

  • 9 units available
    2 bd $2,175+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • 2 bd $2,287+
    Base rent
    Verified Listing

    4.5 (19)
    955 N Orlando Ave, Maitland, FL 32751
    Apply online • Pet friendly • Pool
  • Rent specials 20 units available
    2 bd $1,690
    Total monthly cost
    Verified Listing

    3250 Whisper Lake Ln, Winter Park, FL 32792
    Apply online • Pet friendly • Air conditioner
  • Rent specials Only 1 unit left
    2 bd $1,495+
    Base rent
    Verified Listing

    4.5 (5)
    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Parking
  • 2 bd $2,724+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • 6 units available
    2 bd $1,400
    Base rent
    Verified Listing

    4.0 (110)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly
  • Rent specials
    2 bd $2,384+
    Base rent
    Verified Listing

    4.5 (15)
    4460 Lower Park Road, Orlando, FL 32814
    Apply online • Pet friendly
  • Rent specials 4 units available
    2 bd $2,365+
    Base rent
    Verified Listing

    4.5 (30)
    741 Clay Street, Winter Park, FL 32789
    Apply online • Pet friendly
  • 2 bd $1,655+
    Base rent
    Verified Listing

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly
  • Rent specials 12 units available
    2 bd $3,555+
    Base rent
    Verified Listing

    5.0 (2)
    2050 Jake Street, Orlando, FL 32814
    Apply online • Pet friendly
  • Rent specials 8 units available
    2 bd $2,146+
    Base rent
    Verified Listing

    4.0 (13)
    1874 Harmon Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • Rent specials 50 units available
    2 bd $2,430+
    Base rent
    Verified Listing

    4.0 (45)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • Only 1 unit left
    2 bd $1,347+
    Base rent Income restricted
    Verified Listing

    4.0 (13)
    525 Sybelia Pkwy, Maitland, FL 32751
    Apply online • Pet friendly
  • Rent specials
    2 bd $2,487+
    Total monthly cost
    Verified Listing

    4.0 (2)
    2680 North Orange, Orlando, FL 32804
    Apply online • Pet friendly
  • 9 units available
    2 bd $2,357+
    Base rent
    Verified Listing

    3.5 (12)
    2650 Dade Avenue, Orlando, FL 32804
    Apply online • Pet friendly
  • Ask for pricing
    Verified Listing

    4.5 (7)
    4220 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • Rent specials
    2 bd $2,110+
    Base rent
    Verified Listing

    4.5 (24)
    9264 Moss Preserve Pkwy., Orlando, FL 32832
    Apply online • Pet friendly
8-17-city

Frequently asked questions

What is the price of a 2 bedroom apartment in Winter Park, FL?
How many 2 bedroom apartments for rent are available in Winter Park, FL on RentCafe?

There are 4 2 bedroom rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 15 May 2026.

What is the average size of a 2 bedroom apartment in Winter Park, FL?

The average Winter Park, FL 2 bedroom apartment size is 1,029 sq. ft.

What are the advantages of renting a 2 bedroom apartment in Winter Park, FL?

2 bedroom apartments offer more space compared to 1 bedroom or studio apartments. They are more suitable for 2 persons.

What are the downsides of renting a 2 bedroom apartment in Winter Park, FL?

A 2 bedroom apartment is usually slightly more expensive than a 1 bedroom apartment.