Apartments for Rent in Winter Park FL with a Swimming Pool - 1,136 Rentals

Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
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Virtual Tour
$1,505 - $3,654

1-3 Beds

Pool Pets Allowed Fitness Center Refrigerator Kitchen In Unit Washer & Dryer

(689) 219-8568
Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707
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Videos

Virtual Tour
$1,290 - $1,790

Studio - 2 Beds

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator In Unit Washer & Dryer

(689) 219-8872
The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814
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Videos

Virtual Tour
$1,915 - $3,270

Studio - 2 Beds

Specials

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Controlled Access Elevator

(689) 220-7768
POSTE Winter Park

800 Semoran Park Dr, Winter Park, FL 32792
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Virtual Tour
$1,556 - $1,601

1-2 Beds

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen

(321) 415-7565
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
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Virtual Tour
$1,479 - $3,809

1-3 Beds

Pool Pets Allowed Fitness Center Kitchen In Unit Washer & Dryer Walk-In Closets Clubhouse

(689) 219-5442
Affinity at Winter Park Apartments

600 N Semoran Blvd, Winter Park, FL 32792
1 / 111

Videos

Virtual Tour
$1,167 - $1,484

1-3 Beds

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Walk-In Closets

(689) 219-5785
Paseo at Winter Park Village

940 W Canton Ave, Winter Park, FL 32789
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Videos

Virtual Tour
$1,981 - $3,727

1-3 Beds

Specials

Pool Pets Allowed Stainless Steel Appliances Package Service

(689) 219-4397
Juno Winter Park

1305 Morgan Stanley Ave, Winter Park, FL 32789
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Videos

Virtual Tour
$1,628 - $2,683

Studio - 3 Beds

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Clubhouse High-Speed Internet Controlled Access

(689) 219-5062
Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792
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Videos

Virtual Tour
$1,789 - $6,213

1-3 Beds

1 Month Free

Pool Pets Allowed Fitness Center Dishwasher In Unit Washer & Dryer Gated

(689) 220-5580
The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792
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Virtual Tour
$1,316 - $1,502

Studio - 3 Beds

Pool Pets Allowed Fitness Center Clubhouse Stainless Steel Appliances

(562) 568-9229
Seabrook

3114 Terry Brook Dr, Winter Park, FL 32792
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Virtual Tour
$1,328 - $1,793

1-2 Beds

Pool Pets Allowed Fitness Center Kitchen In Unit Washer & Dryer Walk-In Closets

(689) 220-6237
Elon Winter Park

712 Nicolet Ave, Winter Park, FL 32789
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Virtual Tour
$1,557 - $1,613

1 Bed

Discounts

Pool Pets Allowed Fitness Center Dishwasher Kitchen Walk-In Closets Microwave

(689) 219-5245
Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792
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Videos

Virtual Tour
$1,525 - $2,075

1-3 Beds

1 Month Free

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen

(689) 220-7702
The Village at Lake Lily

925 S Orlando Ave, Maitland, FL 32751
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Videos

Virtual Tour
$1,441 - $7,053

1-3 Beds

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen

(689) 220-6208
Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707
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$1,454 - $5,331

1-3 Beds

Specials

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Stainless Steel Appliances EV Charging

(689) 219-8774
Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751
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Videos

Virtual Tour
$1,881 - $4,194

1-2 Beds

Pool Pets Allowed Fitness Center Stainless Steel Appliances Controlled Access Granite Countertops Elevator

(321) 340-2932
The Adeline

304 Lake Ave, Maitland, FL 32751
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Videos

Virtual Tour
$1,758 - $7,468

1-3 Beds

Pool Pets Allowed Fitness Center Kitchen In Unit Washer & Dryer Walk-In Closets

(689) 219-8896
Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804
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Videos

Virtual Tour
$1,790 - $7,572

Studio - 3 Beds

Pool Pets Allowed Fitness Center Kitchen Balcony Maintenance on site

(321) 385-8601
The Ivy Residences at Health Village Apart...

2650 Dade Ave, Orlando, FL 32804
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Videos

Virtual Tour
$1,697 - $3,893

Studio - 3 Beds

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Maintenance on site Package Service Online Services

(321) 204-8366
MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814
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Videos

Virtual Tour
$1,800 - $3,815

1-2 Beds

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen

(407) 389-5142
Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707
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Videos

Virtual Tour
$1,350 - $2,135

1-3 Beds

Specials

Pool Pets Allowed Fitness Center Dishwasher Kitchen In Unit Washer & Dryer

(689) 220-6165
Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814
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Videos

Virtual Tour
$1,828 - $4,186

1-3 Beds

Specials

Pool Pets Allowed Fitness Center Kitchen In Unit Washer & Dryer Walk-In Closets Clubhouse

(321) 320-8639
Baldwin Harbor

1771-1887 Jake St, Orlando, FL 32814
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Videos

Virtual Tour
$1,853 - $5,386

1-3 Beds

Pool Pets Allowed Fitness Center Dishwasher Kitchen In Unit Washer & Dryer

(689) 220-5495
Seven41 Winter Park

741 Clay St, Winter Park, FL 32789
1 / 50

Virtual Tour
$1,595 - $3,511

Studio - 2 Beds

Specials

(689) 219-8058
Calibre Bend Apartments

3924 Calibre Bend Ln, Winter Park, FL 32792
1 / 50

Virtual Tour
$1,477 - $1,998

1-2 Beds

(689) 220-7836
Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789
1 / 50

Virtual Tour
$1,623 - $5,652

1-3 Beds

1 Month Free

(689) 220-6346
Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792
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Virtual Tour
$1,240 - $2,015

1-3 Beds

Specials

(689) 220-7951
Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789
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Virtual Tour
$1,329 - $2,186

Studio - 3 Beds

Discounts

(321) 248-5471
Winter Park Woods

115 Scottsdale Sq, Winter Park, FL 32792
1 / 50

Virtual Tour
$1,185 - $1,715

Studio - 3 Beds

1 Month Free

(689) 407-8026
Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792
1 / 36

Virtual Tour
$1,216 - $3,149

1-3 Beds

Discounts

(321) 415-0553
San Jose Apartments

2353 Winter Woods Blvd, Winter Park, FL 32792
1 / 50

Virtual Tour
$820 - $1,397

1-3 Beds

(689) 207-3265
Infinity off Baldwin Park Apartments

4000 Maguire Blvd, Orlando, FL 32803
1 / 50

Virtual Tour
$1,635 - $2,155

1-3 Beds

(689) 220-7851
Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
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Virtual Tour
$1,589 - $2,690

Studio - 3 Beds

Specials

(689) 219-5619
The Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807
1 / 50

Virtual Tour
$1,351 - $3,576

1-3 Beds

Specials

(689) 207-3682
District On Baldwin Park

5590 Baldwin Park St, Orlando, FL 32807
1 / 50

Virtual Tour
$1,110 - $2,010

Studio - 3 Beds

Discounts

(689) 220-6939
The Vista at Winter Park

4704 Lucier Ct, Winter Park, FL 32792

$1,579 - $1,899

2 Beds

(321) 415-9984
Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

$1,379 - $3,064

1-3 Beds

(689) 219-6082
Park Apartments

7528 Park Promenade Dr, Winter Park, FL 32792

$1,250 - $1,800

1-3 Beds

(321) 340-7430
Venue At Winter Park

5 Autumn Breeze Way, Winter Park, FL 32792

$1,190 - $2,014

1-3 Beds

(321) 414-9184
Atlas at Winter Park

3733 N Goldenrod Rd, Winter Park, FL 32792

$1,487 - $2,048

1-3 Beds

(689) 219-8922
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Florida Orange County

Winter Park, FL Apartments with Pool for Rent

Find an apartment for rent with a pool in Winter Park, FL. Whether you choose to socialize at the clubhouse or go solo on the sundeck, you can enjoy a variety of potential features such as tanning ledges, grilling areas, and luxurious infinity-style edges. When you search for apartment amenities, a swimming pool can make living more enjoyable and help you build relationships within the community. Browse 1,136 available Winter Park apartments with a pool for rent to start your staycation.