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Apartments for Rent with Pools in Winter Park, FL

Apartments for Rent with Pools in Winter Park, FL. 246 Rentals Available
246 Rentals Available
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  • New units available 20 units available
    Studio $1,356+
    1 bd $1,449+
    2 bd $1,502+
    Base rent
    Verified Listing

    4.0 (21)
    1701 Lee Road, Winter Park, FL 32789
    Apply online • Pet friendly • Fitness center
  • 1 bd $1,959+
    3 bd $3,498+
    Base rent
    Verified Listing

    4.0 (6)
    940 W. Canton Avenue, Winter Park, FL 32789
    Apply online • Pet friendly • Parking
  • 1 bd $2,795
    4 bd $5,500
    Base rent
    Verified Listing

    690 Osceola Ave, Winter Park, FL 32789
    Pet friendly • Pool • Dishwasher
  • 3 bd $9,500
    Base rent
    Verified Listing

    147 S Interlachen Ave, Winter Park, FL 32789
    Pet friendly • Pool • Dishwasher
  • New listing
    3 bd $2,500
    Base rent
    Verified Listing

    1840 Bachman Way, Winter Park, FL 32792
    Pool • Dishwasher
  • 3 bd $2,950
    Base rent
    Verified Listing

    223 Sandlewood Trail, Winter Park, FL 32789
    Pet friendly • Pool • Dishwasher
  • 1 bd $1,300
    Base rent
    Verified Listing

    1695 Lee Rd, Winter Park, FL 32789
    Pet friendly • Pool • Dishwasher

  • More Rentals Near Winter Park, FL

  • Rent specials New units available
    1 bd $1,923+
    2 bd $2,482+
    3 bd $3,127+
    Base rent
    Verified Listing

    4.5 (15)
    4460 Lower Park Road, Orlando, FL 32814
    Apply online • Pet friendly • Parking
  • 11 units available
    1 bd $2,027+
    2 bd $2,438+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • Rent specials
    1 bd $1,839+
    2 bd $2,078+
    3 bd $2,999+
    Base rent
    Verified Listing

    4.5 (19)
    955 N Orlando Ave, Maitland, FL 32751
    Apply online • Pet friendly • Pool
  • Rent specials Only 3 units left
    1 bd $1,295+
    2 bd $1,495+
    3 bd $2,025
    Base rent
    Verified Listing

    4.5 (5)
    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Parking
  • New units available
    Studio $1,852+
    1 bd $2,257+
    2 bd $2,426+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly • Parking
  • New units available 11 units available
    1 bd $1,300+
    2 bd $1,400+
    3 bd $1,750
    Base rent
    Verified Listing

    4.0 (113)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly • Pool
  • Rent specials New units available
    Studio $1,585+
    1 bd $1,695+
    2 bd $2,365+
    Base rent
    Verified Listing

    4.5 (31)
    741 Clay Street, Winter Park, FL 32789
    Apply online • Pet friendly • Parking
  • 1 bd $1,372+
    2 bd $1,675+
    Base rent
    Verified Listing

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly • Fitness center
  • Rent specials 22 units available
    Studio $2,268+
    1 bd $2,403+
    2 bd $3,065+
    Base rent
    Verified Listing

    5.0 (2)
    2050 Jake Street, Orlando, FL 32814
    Apply online • Pet friendly • Fitness center
  • Rent specials New units available
    1 bd $1,835+
    2 bd $2,460+
    3 bd $3,460+
    Base rent
    Verified Listing

    4.0 (49)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly • Parking
  • New units available 22 units available
    Studio $2,071+
    1 bd $1,726+
    2 bd $2,150+
    Base rent
    Verified Listing

    4.0 (13)
    2650 Dade Avenue, Orlando, FL 32804
    Apply online • Pet friendly • Parking
  • Rent specials New units available
    1 bd $1,299+
    2 bd $1,599+
    3 bd $2,075+
    Base rent
    Verified Listing

    4.0 (92)
    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    Apply online • Pet friendly • Fitness center
  • Only 1 unit left
    3 bd $2,900
    Base rent
    Verified Listing

    2233 Shadowland Loop, Winter Park, FL 32792
    Apply online • Pool
  • Rent specials New units available
    1 bd $1,291+
    2 bd $1,699+
    Base rent
    Verified Listing

    4.5 (23)
    3935 Sutton Place Blvd, Winter Park, FL 32792
    Apply online • Pet friendly • Fitness center
  • Rent specials 8 units available
    Studio $1,894+
    1 bd $2,327+
    2 bd $2,859+
    Base rent
    Verified Listing

    4.5 (2)
    295 NE Ivanhoe Blvd., Orlando, FL 32804
    Apply online • Pet friendly • Parking
  • Rent specials
    Studio $1,895+
    1 bd $1,905+
    2 bd $2,555+
    Base rent
    Verified Listing

    4.5 (2)
    601 Trelago Way, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • Rent specials New units available
    Studio $1,235+
    1 bd $1,230+
    2 bd $1,465+
    Base rent
    Verified Listing

    4.0 (13)
    1001 Shoreview Drive, Orlando, FL 32807
    Apply online • Pet friendly • Fitness center
  • Rent specials Rewards
    1 bd $1,363+
    2 bd $1,446+
    Base rent
    Verified Listing

    4.0 (36)
    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Fitness center
7-18-city

Renting an apartment with a pool in Winter Park, FL

The listings above feature apartments with an on-site pool available in Winter Park, FL. We update pricing and availability daily to ensure you always have the most current information. Having access to a pool right at home brings the advantage of easy relaxation and resort-style living, elevating your lifestyle in Winter Park, FL.

Explore these poolside living options, compare the amenities and ambiance and contact the properties directly for details on pool hours, rules, availability and to schedule a tour.