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Apartments for Rent in Winter Park FL with a Swimming Pool

1,315 Rentals Available

Gables Baldwin Park

2050 Jake St, Orlando, FL 32814
1 / 61

Videos

Virtual Tours
Studio

$2,318

1 Bed

$2,403+

2 Beds+

$3,203+

Total Monthly Price
13 Month Lease

Total Monthly Price New

Prices include base rent and required monthly fees of $47. Variable costs based on usage may apply.

Base Rent:

Studio

$2,270

1 Bed

$2,355+

2 Beds+

$3,155+

Specials

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Walk-In Closets Clubhouse EV Charging
Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707
1 / 34

Videos

Virtual Tours
Studio

$1,225+

1 Bed

$1,445+

2 Beds

$1,670+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator In Unit Washer & Dryer
The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814
1 / 89

Videos

Virtual Tours
Studio

$1,750+

1 Bed

$1,800+

2 Beds

$2,150+

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Controlled Access Elevator
Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792
1 / 81

Videos

Virtual Tours
1 Bed

$1,842+

2 Beds

$2,173+

3 Beds

$2,686

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $132. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,709+

2 Beds

$2,040+

3 Beds

$2,553+

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

3114 Terry Brook Dr, Winter Park, FL 32792
1 / 32

Virtual Tours
1 Bed

$1,166+

2 Beds

$1,411+

Specials

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

712 Nicolet Ave, Winter Park, FL 32789
1 / 28

Videos

Virtual Tours
1 Bed

$1,609+

Discounts

Pool Pets Allowed Fitness Center Dishwasher Kitchen Walk-In Closets Microwave
Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792
1 / 131

Videos

Virtual Tours
1 Bed

$1,295+

2 Beds

$1,495+

3 Beds

$2,025+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
1 / 50

Videos

Virtual Tours
1 Bed

$1,355+

2 Beds

$1,575+

3 Beds

$1,719+

Pool Fitness Center Dishwasher Refrigerator Clubhouse Range
Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
1 / 75

Videos

Virtual Tours
1 Bed

$1,464+

2 Beds

$2,426+

3 Beds

$2,609+

Pool Pets Allowed In Unit Washer & Dryer
Baldwin Harbor

1771-1887 Jake St, Orlando, FL 32814
1 / 46

Videos

Virtual Tours
1 Bed

$2,017+

2 Beds

$2,795+

3 Beds

$3,746+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $57. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,960+

2 Beds

$2,738+

3 Beds

$3,689+

Pool Pets Allowed Fitness Center Dishwasher Kitchen In Unit Washer & Dryer
The Village at Lake Lily

925 S Orlando Ave, Maitland, FL 32751
1 / 73

Videos

Virtual Tours
1 Bed

$1,553+

2 Beds

$2,134+

3 Beds

$3,040

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $34. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,518+

2 Beds

$2,099+

3 Beds

$3,005+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707
1 / 46

Videos

Virtual Tours
1 Bed

$1,639+

2 Beds

$1,998+

3 Beds

$2,042+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $84. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,555+

2 Beds

$1,914+

3 Beds

$1,958+

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Walk-In Closets Stainless Steel Appliances Granite Countertops
The Ivy Residences at Health Village Apartment Homes

2650 Dade Ave, Orlando, FL 32804
1 / 33

Videos

Virtual Tours
Studio

$1,745+

1 Bed

$1,820+

2 Beds

$2,190+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $40. Variable costs based on usage may apply.

Base Rent:

Studio

$1,705+

1 Bed

$1,780+

2 Beds

$2,150+

Pool Pets Allowed Fitness Center Maintenance on site Package Service Online Services
MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814
1 / 34

Videos

Virtual Tours
1 Bed

$1,660+

2 Beds

$2,470+

3 Beds

$3,385+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Enders Place at Baldwin Park

4220 New Broad St, Orlando, FL 32814
1 / 38

Videos

Virtual Tours
Studio

$1,795+

1 Bed

$2,265+

2 Beds

$2,559+

1 Month Free

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707
1 / 33

Videos

Virtual Tours
1 Bed

$1,375+

2 Beds

$1,599+

3 Beds

$2,075+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814
1 / 109

Videos

Virtual Tours
1 Bed

$1,923+

2 Beds

$2,443+

3 Beds

$3,127+

Specials

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

304 Lake Ave, Maitland, FL 32751
1 / 20

Videos

Virtual Tours
1 Bed

$1,583+

2 Beds

$2,247+

3 Beds

$3,054+

Pool Pets Allowed Fitness Center Stainless Steel Appliances Ceiling Fans Granite Countertops
Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751
1 / 37

Virtual Tours
1 Bed

$2,121+

2 Beds

$2,809+

3 Beds

$3,490+

Specials
Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751
1 / 31

Virtual Tours
1 Bed

$1,840+

2 Beds

$2,315+
Village at Baldwin Park

2055 Lake Baldwin Ln, Orlando, FL 32814
1 / 32

Virtual Tours
1 Bed

$1,850+

2 Beds

$2,724+

3 Beds

$3,240+
Infinity off Baldwin Park

4000 Maguire Blvd, Orlando, FL 32803
1 / 55

Virtual Tours
1 Bed

$1,820+

2 Beds

$2,083+

3 Beds

$2,481+
Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792
1 / 44

Virtual Tours
Studio

$1,117+

1 Bed

$1,534+

2 Beds+

$1,507+

1 Month Free
Calibre Bend Apartments

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

Virtual Tours
1 Bed

$1,614+

2 Beds

$1,799+
Paseo at Winter Park Village

940 W Canton Ave, Winter Park, FL 32789
1 / 50

Virtual Tours
1 Bed

$1,829+

2 Beds

$2,761+
Seven41 Winter Park

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

Virtual Tours
Studio

$1,585+

1 Bed

$1,695+

2 Beds

$2,365+

Specials
Juno Winter Park

1305 Morgan Stanley Ave, Winter Park, FL 32789
1 / 50

Virtual Tours
Studio

$1,799+

1 Bed

$2,319+

2 Beds+

$2,548+

Specials
Berkshire Winter Park

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

Virtual Tours
Studio

$1,582+

1 Bed

$1,855+

2 Beds

$2,109+

1 Month Free
Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792
1 / 26

Virtual Tours
1 Bed

$1,205+

2 Beds

$1,530+

3 Beds

$1,840+

Specials
Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792
1 / 35

Virtual Tours
1 Bed

$1,361+

2 Beds

$1,454+

Discounts
Winter Park Woods Apartments

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

Virtual Tours
1 Bed

$1,093+

2 Beds

$1,295+

3 Beds

$1,593+
San Jose Apartments

2353 Winter Woods Blvd, Winter Park, FL 32792
1 / 39

Virtual Tours
1 Bed

$910+

2 Beds

$1,097+

3 Beds

$1,544

Specials
Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Virtual Tours
Studio

$1,775

1 Bed

$1,835+

2 Beds+

$2,180+

Total Monthly Price

Total Monthly Price New

Prices include required monthly fees of $75.

Base Rent:

Studio

$1,700

1 Bed

$1,760+

2 Beds+

$2,105+

2 Months Free
Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804
1 / 50

Virtual Tours
Studio

$1,723+

1 Bed

$2,010+

2 Beds+

$2,383+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $88. Variable costs based on usage may apply.

Base Rent:

Studio

$1,635+

1 Bed

$1,922+

2 Beds+

$2,295+

1 Month Free
400 North

400 N Orlando Ave, Maitland, FL 32751
1 / 47

Virtual Tours
1 Bed

$1,818+

2 Beds

$2,030+

3 Beds

$2,927+
Birchwood Landing

1485 Ash Cir, Casselberry, FL 32707
1 / 13

Virtual Tours
1 Bed

$1,119+

2 Beds

$1,395
Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807
1 / 50

Virtual Tours
1 Bed

$1,415+

2 Beds

$1,545+

3 Beds

$1,606+

1 Month Free
District On Baldwin Park

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

Virtual Tours
Studio

$1,000

1 Bed

$1,044+

2 Beds+

$1,341+

Specials
The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792

1 Bed

$1,328+

2 Beds

$1,509+

3 Beds

$2,331+
Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

1 Bed

$1,565+

2 Beds

$1,811+

3 Beds

$1,956+

Total Monthly Price

Total Monthly Price New
Prices include base rent and required monthly fees of $151. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,414+

2 Beds

$1,660+

3 Beds

$1,805+
Showing 40 of 83 Results - Page 1 of 3
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Florida Orange County Winter Park

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 1,315 available Winter Park apartments with a pool for rent to start your staycation.

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