Apartments for Rent in Winter Park, FL with Pools

37 rentals available

Winter Park Woods Condos
$1,224
115 Scottsdale Square, Winter Park, FL 32792
(321) 221-5091
11 units available
Studio • 1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Pet friendly, Parking, Pool + more
Charming Oasis
Tranquil living near Winter Park's vibrant amenities
Winter Park Woods Condos offer a charming living experience with exceptional local amenities. Enjoy the convenience of walking to delicious cafes and shops nearby. The community is tucked away in a serene setting with mature landscaping that invites peaceful strolls. Both cats and dogs are welcome, making it a perfect home for pet lovers.
Recently updated units
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Vintage Winter Park Apartments
$1,661
7490 Dwell Well Way, Winter Park, FL 32792
(407) 537-7506
29 units available
1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Pet Amenities
Ideal retreat in popular Winter Park neighborhood.
Vintage Winter Park Apartments offer outstanding amenities and a great location. Located in a popular neighborhood, residents enjoy modern kitchens and screened patios, with cleanliness emphasized throughout the property. Pet amenities like a dog park and grooming facilities make it perfect for pet owners.
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Paseo at Winter Park Village
$2,170
940 West Canton Avenue, Winter Park, FL 32789
(407) 357-0131
15 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Resort Amenities
Prime Locale Near Shopping and Entertainment
Paseo at Winter Park Village boasts upscale features and prime amenities, making it a gem in Winter Park, FL. Located within walking distance to shopping, dining, and entertainment, this property offers a vibrant lifestyle. Residents love the resort-style pool, 24-hour fitness center, and friendly, responsive staff who are often praised for organizing engaging social events.
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630 North Lakemont Avenue
$2,190
630 North Lakemont Avenue, Winter Park, FL 32792
(844) 395-3959
1 unit available
3 bed
Amenities
W/D hookup, Patio / balcony, Dishwasher, Pet friendly, New construction, Pool + more
Recently updated units
2500 LEE ROAD
$1,500
2500 Lee Road, Winter Park, FL 32789
(407) 745-4980
1 unit available
1 bed
Amenities
Dishwasher, Parking, Pool, Ceiling fan, Microwave, and Range
Community Oasis
Exclusive Lake Access and Serene Community Living
Discover the beautifully renovated condo in Winter Park, boasting exclusive access to Lake Killarney. Residents cherish the well-maintained pool and lakefront amenities, ideal for relaxation and socializing. The condo's prime location offers superb dining and entertainment nearby, merging comfort with convenience.
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200 SANDLEWOOD TRAIL
$1,875
200 Sandlewood Trail, Winter Park, FL 32789
(407) 644-1234
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Parking, Pool, Ceiling fan + more
Recently updated units
690 OSCEOLA AVENUE
$2,100
690 Osceola Avenue, Winter Park, FL 32789
(407) 622-1111
1 unit available
1 bed
Amenities
Patio / balcony, Dishwasher, Garage, Recently renovated, Gym, Pool + more
Recently updated units
851 MILES AVENUE
$1,605
851 Miles Avenue, Winter Park, FL 32789
(877) 366-2213
1 unit available
2 bed
Amenities
Hardwood floors, Stainless steel, Pool, Ceiling fan, Range, and Refrigerator
Convenient Locale
Prime Location Near Dining and Colleges
Experience modern living with stylish upgrades in this beautifully renovated condo. Located just a stone's throw away from popular dining and top-notch groceries. Enjoy relaxing moments at the community's inviting pool. Proximity to prominent colleges enhances its appeal for those seeking convenience and comfort.
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640 N PARK AVENUE
$3,700
640 North Park Avenue, Winter Park, FL 32789
(407) 644-1234
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Garage, Recently renovated + more
Recently updated units
232 Sandlewood Trail - 1
$1,875
232 Sandlewood Trail, Winter Park, FL 32789
(321) 377-0341
1 unit available
2 bed
Amenities
W/D hookup, Patio / balcony, Dishwasher, Pet friendly, Parking, Recently renovated + more
Recently updated units
1860 Via Contessa
$16,550
1860 Vía Contessa, Winter Park, FL 32789
(407) 592-5044
1 unit available
8 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Garage, Walk in closets + more
Recently updated units
2627 VERONA TRAIL
$4,400
2627 Verona Trail, Winter Park, FL 32789
(407) 440-3798
1 unit available
4 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Garage, Stainless steel, Walk in closets + more
Recently updated units
1205 MAYFIELD AVENUE
$6,245
1205 Mayfield Avenue, Winter Park, FL 32789
(407) 629-6330
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Recently updated units
1701 PALMER AVENUE
$5,400
1701 Palmer Avenue, Winter Park, FL 32789
(321) 296-9355
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Garage, Walk in closets, Pool, Fireplace + more
Recently updated units
1681 Woodland Avenue
$4,100
1681 Woodland Avenue, Winter Park, FL 32789
(256) 337-5624
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Dogs allowed, Garage + more
Recently updated units
147 S Interlachen Ave
$10,500
147 South Interlachen Avenue, Winter Park, FL 32789
(303) 587-9980
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Garage, Pool + more
Recently updated units

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Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Winter Park range from $1,050 to $16,550 per month.

Currently, there are 71 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.

Apartments for Rent in Winter Park, FL with Pools

Winter Park Woods Condos

Vintage Winter Park Apartments

Paseo at Winter Park Village

630 North Lakemont Avenue

2500 LEE ROAD

200 SANDLEWOOD TRAIL

690 OSCEOLA AVENUE

851 MILES AVENUE

640 N PARK AVENUE

232 Sandlewood Trail - 1

1860 Via Contessa

2627 VERONA TRAIL

1205 MAYFIELD AVENUE

1701 PALMER AVENUE

1681 Woodland Avenue

147 S Interlachen Ave

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Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Winter Park?

How many apartments with pools are available for rent in Winter Park?

How can I find a cheap apartment in Winter Park?