Start your Winter Park search
How many bedrooms do you need?
1 of 16
$1,899
4 units available
1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Verified
1 of 23
$1,754+
19 units available
Studio • 1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Nest technology, Patio / balcony, Granite counters, Dishwasher, Pet friendly + more
Verified
1 of 61
$2,047+
14 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Verified
1 of 31
$1,494+
8 units available
1 bed • 2 bed
Amenities
In unit laundry, Nest technology, Patio / balcony, Granite counters, Hardwood floors, Dishwasher + more
Verified
1 of 1
Cozy Move-in ready 2 Bed / 2.5 Bath Townhouse in Sandlewood Creek in Winter Park!(386) 204-6668
136 Sandlewood Trail, Winter Park FL 32789
$1,885
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Pet friendly, Parking, Pool + more
1 of 1
Location , Location this one bedroom one bath apartment close to shopping and dinning(407) 933-5478
1500 Gay Road, Winter Park FL 32789
$1,499
1 unit available
1 bed • 2 bed
Amenities
On-site laundry, Dishwasher, Pet friendly, Pool, Air conditioning, and Garbage disposal
1 of 1
Executive Lakefront Living – 3 Bed, 2.5 Bath Condo on Lake Virginia(407) 846-8846
690 Osceola Avenue, Winter Park FL 32789
$3,900
1 unit available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Parking + more
1 of 1
Updated 3/2 condo for rent in PRIME Downtown Winter Park Location! Rollins Students Welcomed!(321) 316-6819
644 North Knowles Avenue, Winter Park FL 32789
$2,950
1 unit available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Recently renovated, Stainless steel, Pool + more
1 of 1
Beautifully Renovated Condo in the Heart of Winter Park(321) 972-6823
2500 Lee Road, Winter Park FL 32789
$1,650
1 unit available
1 bed • 2 bed
Amenities
Pet friendly, Recently renovated, and Pool
1 of 42
$6,800
1 unit available
2 bed
Amenities
On-site laundry, Patio / balcony, Garage, Recently renovated, Stainless steel, Pool + more
1 of 10
$1,375
1 unit available
1 bed • 2 bed • 3 bed
Amenities
Patio / balcony, Pet friendly, Pool, Air conditioning, Playground, Shuffle board + more
1 of 22
$5,195
1 unit available
3 bed
Amenities
In unit laundry, Hardwood floors, Dishwasher, Pet friendly, Garage, Recently renovated + more
1 of 48
$6,200
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Parking, Recently renovated + more
1 of 55
$2,995
1 unit available
2 bed
Amenities
On-site laundry, Patio / balcony, Dishwasher, Garage, Recently renovated, Pool + more
1 of 1
Exquisite 4-Bed, 5.5-Bath Executive Retreat with Lap Pool in Prime Winter Park Location(407) 585-2721
2234 Howard Drive, Winter Park FL 32789
$7,995
1 unit available
4 bed
Amenities
Dishwasher, Pet friendly, Gym, Pool, Hot tub, and Range
1 of 46
$7,250
1 unit available
4 bed
Amenities
Patio / balcony, Dishwasher, Garage, Walk in closets, Pool, Ceiling fan + more
More Rental Options
Amenities
Property Type
Cities
- Goldenrod Apartments with Pools (7)
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- Orlando Apartments with Pools (447)
- Sanford Apartments with Pools (64)
- Doctor Phillips Apartments with Pools (26)
- Apopka Apartments with Pools (31)
- Winter Garden Apartments with Pools (42)
- Kissimmee Apartments with Pools (148)
- Orange City Apartments with Pools (5)
- Celebration Apartments with Pools (33)
Counties
Frequently Asked Questions (FAQs)
Rental prices for apartments with pools in Winter Park range from $1,150 to $7,950 per month.
Currently, there are 39 apartments with pools available for rent in Winter Park.
You can find the lowest-priced apartments in Winter Park by using the cheap apartments filter or you can search by apartments that are offering move-in specials.