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Apartments for Rent in Winter Park FL with a Swimming Pool

1,256 Rentals Available

Gables Baldwin Park

2050 Jake St, Orlando, FL 32814
1 / 61

Videos

Virtual Tours
Studio

$2,243+

1 Bed

$2,907+

2 Beds+

$3,326+

Total Monthly Price

Total Monthly Price New

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

Base Rent:

Studio

$2,195+

1 Bed

$2,859+

2 Beds+

$3,278+

Specials

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Walk-In Closets Clubhouse EV Charging
The Majestic at Downtown Baldwin Park

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

Videos

Virtual Tours
Studio

$1,750+

1 Bed

$1,900+

2 Beds

$2,200+

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

100 Reflections Cir, Casselberry, FL 32707
1 / 34

Videos

Virtual Tours
Studio

$1,210+

1 Bed

$1,380+

2 Beds

$1,665+

Specials

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

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

Videos

Virtual Tours
1 Bed

$1,898+

2 Beds

$2,497+

3 Beds

$3,182+

Specials

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

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

Videos

Virtual Tours
1 Bed

$1,847+

2 Beds

$2,240+

3 Beds

$2,830+

Total Monthly Price

Total Monthly Price New

Prices include required monthly fees of $8 - $132.

Base Rent:

1 Bed

$1,714+

2 Beds

$2,107+

3 Beds

$2,697+

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

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

Videos

Virtual Tours
1 Bed

$1,684+

2 Beds

$2,643+

3 Beds

$3,082+

Pool Pets Allowed In Unit Washer & Dryer Clubhouse Balcony Elevator
Seabrook

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

Virtual Tours
1 Bed

$1,271+

2 Beds

$1,677+

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

$1,597+

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

$1,425+

3 Beds

$2,025+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Central Place At Winter Park

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

Virtual Tours
1 Bed

$1,215+

2 Beds

$1,530+

3 Beds

$1,815

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Walk-In Closets
Cranes Landing Apartments

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

Videos

Virtual Tours
1 Bed

$1,352

2 Beds

$1,490+

3 Beds

$1,889+

Specials

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Clubhouse
The Ivy Residences at Health Village Apartment Homes

2650 Dade Ave, Orlando, FL 32804
1 / 33

Videos

Virtual Tours
1 Bed

$1,799+

2 Beds

$2,403+

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $100. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,699+

2 Beds

$2,303+

Pool Pets Allowed Fitness Center Maintenance on site Package Service Online Services
Enders Place at Baldwin Park

4220 New Broad St, Orlando, FL 32814
1 / 39

Videos

Virtual Tours
Studio

$1,828+

1 Bed

$2,494

2 Beds+

$2,674

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $24. Variable costs based on usage may apply.

Base Rent:

Studio

$1,804+

1 Bed

$2,470

2 Beds+

$2,650

1 Month Free

Pool Pets Allowed Fitness Center Dishwasher Refrigerator Kitchen
Baldwin Harbor

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

Videos

Virtual Tours
1 Bed

$2,277+

2 Beds

$3,120+

3 Beds

$3,832+

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

$2,220+

2 Beds

$3,063+

3 Beds

$3,775+

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

$1,705+

2 Beds

$1,857+

3 Beds

$2,787

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

$1,670+

2 Beds

$1,822+

3 Beds

$2,752

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

$1,677+

2 Beds

$2,013+

3 Beds

$2,112+

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

$1,593+

2 Beds

$1,929+

3 Beds

$2,028+

Pool Pets Allowed Fitness Center In Unit Washer & Dryer Walk-In Closets Stainless Steel Appliances Granite Countertops
The Adeline

304 Lake Ave, Maitland, FL 32751
1 / 20

Videos

Virtual Tours
1 Bed

$1,684+

2 Beds

$2,221+

3 Beds

$3,263+

Specials

Pool Pets Allowed Fitness Center Stainless Steel Appliances Ceiling Fans Granite Countertops
MAA Baldwin Park

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

Videos

Virtual Tours
1 Bed

$1,835+

2 Beds

$2,445+

3 Beds

$3,215+

Specials

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
Infinity off Baldwin Park

4000 Maguire Blvd, Orlando, FL 32803
1 / 55

Virtual Tours
1 Bed

$1,673+

2 Beds

$2,774+
Village at Baldwin Park

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

Virtual Tours
1 Bed

$1,882+

2 Beds

$2,580+

3 Beds

$2,885+
Maitland City Centre

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

Virtual Tours
1 Bed

$1,957+

2 Beds

$2,301+
Perla Gem Lake

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

Virtual Tours
1 Bed

$2,425+

2 Beds

$2,751+

3 Beds

$3,571+

Specials
Calibre Bend Apartments

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

Virtual Tours
1 Bed

$1,614+

2 Beds

$1,903+
Seven41 Winter Park

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

Virtual Tours
Studio

$1,585+

1 Bed

$1,695+

2 Beds

$2,280+

Specials
Paseo at Winter Park Village

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

Virtual Tours
1 Bed

$2,026+

2 Beds

$3,025

3 Beds

$3,498
Juno Winter Park

1305 morgan stanley Ave, Winter Park, FL 32789
1 / 50

Virtual Tours
Studio

$1,830+

1 Bed

$2,219+

2 Beds+

$2,813+
Sapphire Winter Park

1743 Semoran North Cir, Winter Park, FL 32792
1 / 20

Virtual Tours
1 Bed

$1,199+

2 Beds

$1,299+

3 Beds

$1,699+

2 Months Free
Summerlin at Winter Park Apartments

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

Virtual Tours
1 Bed

$1,361+

2 Beds

$1,446+

Discounts
Liv at Winter Park Apartment Homes

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

Virtual Tours
Studio

$1,364+

1 Bed

$1,535+

2 Beds+

$1,604+
Winter Park Woods Apartments

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

Virtual Tours
1 Bed

$1,088+

2 Beds

$1,525+

3 Beds

$1,581+
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
400 North

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

Virtual Tours
2 Beds

$2,354+

3 Beds

$2,915

Total Monthly Price

Total Monthly Price New

Prices include base rent and required monthly fees of $41. Variable costs based on usage may apply.

Base Rent:

2 Beds

$2,312+

3 Beds

$2,873
Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Virtual Tours
Studio

$1,775

1 Bed

$1,815+

2 Beds+

$2,298+

Total Monthly Price

Total Monthly Price New

Prices include required monthly fees of $75.

Base Rent:

Studio

$1,700

1 Bed

$1,740+

2 Beds+

$2,223+
Vida at Health Village

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

Virtual Tours
Studio

$1,702+

1 Bed

$1,929+

2 Beds+

$2,598

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

$1,614+

1 Bed

$1,841+

2 Beds+

$2,510

1 Month Free
Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807
1 / 50

Virtual Tours
1 Bed

$1,285+

2 Beds

$1,470+

3 Beds

$1,802+

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

Studio

$1,142

1 Bed

$1,375+

2 Beds+

$1,589+
Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

1 Bed

$1,592+

2 Beds

$1,919+

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

$1,441+

2 Beds

$1,768+

3 Beds

$1,805+
Solis at Winter Park

7502 Sun Key Blvd, Winter Park, FL 32792

1 Bed

$1,261+

2 Beds

$1,664+

Total Monthly Price

Total Monthly Price New
Prices include base rent and required monthly fees of $118. Variable costs based on usage may apply.

Base Rent:

1 Bed

$1,143+

2 Beds

$1,546+
Showing 40 of 76 Results - Page 1 of 2
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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 1,256 available Winter Park apartments with a pool for rent to start your staycation.

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