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apartments with pool
Last updated June 11 at 6:51 PM

1,639 Apartments for rent in Winter Park, FL with Pools

Finding apartments with a pool in Winter Park means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before sig... Read Guide >
$
Verified
130 Units Available
Alexan WP2
741 Clay Street
Winter Park, FL | Fairview Shores
Studio
$1,470
672 sqft
1 Bedroom
$1,570
739 sqft
2 Bedrooms
$1,905
1055 sqft
Last updated June 11 at 6:42 PM
Alexan WP2 is an apartment community designed with you in mind, putting extra care into every detail. Details that make your living space an extension of you, with open floor plans and extra touches like keyless entry and USB outlets. Our social spaces, like the clubhouse and courtyard with pool, help you make the most of socializing or downtime. Located just east of I-4, you’ll find yourself in the middle of the charm and history of Winter Park, but also connected to the energy of Orlando. Alexan WP2 checks all the boxes, giving you everything you need to live the life you choose, in style.
Verified
1 Unit Available
Vintage Winter Park
7490 Dwell Well Way
Winter Park, FL | Goldenrod
1 Bedroom
$1,560
780 sqft
2 Bedrooms
Ask
3 Bedrooms
Ask
Last updated June 11 at 6:51 PM
Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenties welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.
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Verified
18 Units Available
Juno Winter Park
1305 Morgan Stanley Ave
Winter Park, FL
Studio
$1,555
640 sqft
1 Bedroom
$1,574
657 sqft
2 Bedrooms
$1,977
1010 sqft
Last updated June 11 at 6:51 PM
Pet-friendly apartment home community featuring a gym, a yoga studio, a resort-style pool with cabanas, and a bike storage and repair shop. The designer apartment homes feature plank flooring, walk-in closets and USB ports.
Verified
6 Units Available
Cranes Landing
3440 N Goldenrod Rd
Winter Park, FL
1 Bedroom
$1,328
710 sqft
2 Bedrooms
$1,567
1050 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:49 PM
Luxurious unit amenities include private balcony, premium appliances, and washer and dryer. Community features volleyball court, fitness center and lighted tennis courts. Excellent location within walking distance to Full Sail University and Rollins College.
Verified
6 Units Available
Paseo at Winter Park Village
940 W Canton Ave
Winter Park, FL
1 Bedroom
$1,788
758 sqft
2 Bedrooms
$2,166
1000 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:47 PM
Luxury units include laundry, patio or balcony, stainless steel appliances, and walk-in closets. Community features pool, parking, and game room. Great location, close to Trader Joe's, dining options, and movie theater.
Verified
11 Units Available
Stonecastle
2015 New Stonecastle Ter
Winter Park, FL | Goldenrod
1 Bedroom
$1,589
780 sqft
2 Bedrooms
$1,669
1141 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:46 PM
Luxury apartment homes with hardwood flooring, granite counters, in-unit laundry and patio/balcony. Fully equipped grounds feature pools, gym, business center and clubhouse. Ideal location close to all of the amenities of downtown Orlando.
Verified
5 Units Available
Summerlin at Winter Park Apartments
3207 Rosebud Lane
Winter Park, FL
1 Bedroom
Ask
2 Bedrooms
$1,269
980 sqft
3 Bedrooms
$1,640
1232 sqft
Last updated June 11 at 6:45 PM
These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or take Fido to our fenced-in dog park.
Verified
7 Units Available
Venue at Winter Park
5 Autumn Breeze Way
Winter Park, FL
1 Bedroom
$1,085
720 sqft
2 Bedrooms
$1,335
976 sqft
3 Bedrooms
$1,575
1270 sqft
Last updated June 11 at 6:26 PM
Great location for commuters close to highways 417, 408, and I-4. Units feature laundry, patio or balcony, and dishwasher. Community amenities include 24-hour maintenance, carport, pool, and playground.
Verified
3 Units Available
Central Place at Winter Park
7000 University Blvd
Winter Park, FL
1 Bedroom
$1,035
550 sqft
2 Bedrooms
$1,315
911 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:26 PM
Located just minutes from State Road 436, the East/West Expressway and The Greenway. In-unit amenities include washer/dryer hookup, patio or balcony, and dishwasher. Community features pool, bike storage, parking and clubhouse.
Verified
18 Units Available
Bainbridge Winter Park
1400 Morgan Stanley Avenue
Winter Park, FL
1 Bedroom
$1,932
860 sqft
2 Bedrooms
$2,100
1082 sqft
3 Bedrooms
$2,971
1385 sqft
Last updated June 11 at 6:20 PM
Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.
Verified
21 Units Available
Signal Pointe Apartments
2500 Howell Branch Rd
Winter Park, FL
1 Bedroom
$1,135
520 sqft
2 Bedrooms
$1,345
925 sqft
3 Bedrooms
$1,645
1270 sqft
Last updated June 11 at 10:55 AM
Close to Casselberry Commons, Market Square, US 436, Lake Howell, Glen Haven Memorial Park Cemetery, downtown Winter Park, Full Sail University, Florida Hospital. Pet-friendly apartments with yoga studio, 3 pools with sundeck, clubhouse with golf simulator, recycling program, wine tasting room.
Verified
4 Units Available
Elon at Winter Park
712 Nicolet Avenue
Winter Park, FL
1 Bedroom
$1,380
740 sqft
Last updated June 9 at 4:04 PM
Virtual/Facetime Tours Offered! Call for details. Elon Winter Park Apartments near the heart of Winter Park is the definition of peaceful living. Located just minutes from Rollins College and Downtown Orlando, our resident's can enjoy a home at a prime location. Head over to Winter Park Village to enjoy a movie at Regal Park Cinemas or take a trip to Park Avenue to enjoy an array of fine dining and luxury shopping options. Whether it's close to local Winter Park businesses such as Trader Joe's, The Wine Room, or Whole Foods, Elon Winter Park Apartments has something to offer everyone.
Verified
4 Units Available
Poste Winter Park
800 Semoran Park Dr.
Winter Park, FL
1 Bedroom
Ask
2 Bedrooms
$1,335
810 sqft
Last updated June 11 at 9:03 AM
Easy access to Highway 17, Lake Talmo, Longwood Lakes Shopping Center, Winter Springs Elementary. Amenities include: dog park, fitness center, lighted tennis and sport courts, natural fishing lake, two pools with sundeck, and spacious closets.
1 Unit Available
1701 SUMMERLAND AVENUE
1701 Summerland Avenue
Winter Park, FL
4 Bedrooms
$6,000
3148 sqft
Last updated June 11 at 5:50 PM
Lease this elegantly finished home in the desirable Green Oaks area of Winter Park off of North Park Avenue. Driving through the neighborhood, the massive oak trees, and large well-manicured homes will delight your senses. A circular stone-paver driveway leads to the entrance flanked by two fountains. Greet your guests in the travertine-floored foyer with its guest entry closet, then have them step into the expansive living and dining room combination. Hardwood floors, Venetian plaster walls, and crown moldings appoint. The adjacent butler’s pantry is complete with a wet bar, wine refrigerator, and a wine storage cabinet. The travertine floored kitchen is replete with hardwood cabinets, stainless steel appliances, granite countertops, and stone tile backsplashes. The center island features a gas cooktop and a bar-height eating area. There is even a built-in espresso/cappuccino machine. Next to the kitchen, you will find the family room with a gas/wood-burning fireplace that gives access to the backyard. Step outside to take in the fully screen-enclosed tropical saltwater swimming pool and spa. The upstairs level dedicates itself to the master suite, complete with an enormous deck overlooking the pool. Downstairs there are three additional bedrooms and two additional full bathrooms.
1 Unit Available
151 N ORLANDO AVENUE
151 Orlando Avenue
Winter Park, FL
2 Bedrooms
Ask
3 Bedrooms
$1,799
1000 sqft
Last updated June 11 at 5:50 PM
If you LOVE the Winter Park life style, look no further. 3 Bedroom, 2 Bath Condo on Lake Killarney near Trader Joe's. A Classic mid-century solid concrete structure with original polished Terrazzo floors. This top floor unit has been Completely remodeled with loads of upgrades, granite, new stainless appliances. Just steps away, a park setting with a custom lakeside pool, with Famous Lake Killarney in the background. The Perfect place to unwind after work watching the beautiful sunsets across the lake. Or if night life, fashionable shopping, and eateries are your passion, the area is bursting with fine dining and the atmosphere of Park Ave is just 5 min away.
1 Unit Available
220 Hampden Place
220 Hampden Place
Winter Park, FL | Virginia Heights
5 Bedrooms
$5,950
3668 sqft
Last updated June 11 at 7:17 AM
Located in the highly desirable and historic Virginia Heights neighborhood. This contemporary home boast an open floor plan with almost 3,700 Sqft, high ceilings and oversized rooms. The first floor of this custom home includes formal living room and dining room, kitchen (newly painted in neutral color), large master suite, and a 24'x32' great room that opens to the screened in pool. The upstairs bedrooms are separated by a Jack & Jill style bathroom with double sinks and a separate water closet ideal for sharing. Guest bathroom has been totally redesigned with Jacuzzi tub with light chronotherapy, marble, custom made niches, high quality faucets, glass shelves. The oak wood floors have recently been refinished throughout the home, new stainless steel appliances, fixtures with remote control and dimmable light, new hardware and freshly painted exterior. The gorgeous heated pool has a Salt water system. Virginia Heights Community lake access with lake front park to enjoy. Lush landscaping with tropical plants: bird of paradise, heliconia, Hawaii plumeria, hibiscus, palms trees. Zoned for top rated schools including new Park Audubon K-8. Close to shopping, dining, entertainment and excellent schools. You will love this home! For showing please contact property manager below. Thank you.
Results within 1 mile of Winter Park
Verified
11 Units Available
Enders Place at Baldwin Park
4220 New Broad St Unit 104
Orlando, FL | Baldwin Park
1 Bedroom
$1,621
772 sqft
2 Bedrooms
$1,997
1147 sqft
3 Bedrooms
$3,122
1423 sqft
Last updated June 11 at 6:51 PM
Located within walking distance of Lake Baldwin Park, in the Orange County School District. Residents enjoy units with laundry, patio and hardwood floors. Community amenities include pool, playground, gym, garage and community garden.
Verified
38 Units Available
Avenues of Baldwin Park
5800 Auvers Blvd
Orlando, FL | Azalea Park
1 Bedroom
$1,275
784 sqft
2 Bedrooms
$1,381
1163 sqft
3 Bedrooms
$1,597
1141 sqft
Last updated June 11 at 6:49 PM
Incredible waterfront community near Colonial High School. Updated on-site amenities include a pool, playground, gym and dog park. Extra storage, patio or balcony, and washer/dryer hookups available. Grilling area. Car wash area.
$
Verified
19 Units Available
Park at Laurel Oaks
1 Laurel Oaks Drive
Winter Springs, FL
1 Bedroom
$1,283
835 sqft
2 Bedrooms
$1,353
1020 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:49 PM
Welcome home to The Park at Laurel Oaks – a picturesque community tucked away in the heart of Winter Springs, FL. Enjoy the perfect balance of comfort, convenience and value at The Park of Laurel Oaks. Our gated community boasts a quiet residential feel all just minutes from I-4 and the shopping, dining and entertainment of Uptown Altamonte Springs. Escape to outdoor recreation at Lake Jessup on the weekends or any of the fabulous parks and trails throughout Seminole County.
Verified
7 Units Available
Azul Baldwin Park
4460 Lower Park Rd
Orlando, FL | Baldwin Park
1 Bedroom
$1,627
804 sqft
2 Bedrooms
$1,970
1055 sqft
3 Bedrooms
Ask
Last updated June 11 at 6:49 PM
Residents live in units with stainless steel appliances, hardwood floors, dishwasher and granite counters. Community features BBQ grill, garage, pool, gym and clubhouse. Located within walking distance of downtown retail destinations.
Verified
19 Units Available
Maitland City Centre
190 Independence Lane
Maitland, FL
1 Bedroom
$1,510
753 sqft
2 Bedrooms
$1,999
1188 sqft
Last updated June 11 at 6:48 PM
Mediterranean style complex in a walkable community close to shops and dining. Units have private patio/balcony, granite counters, hardwood floors and dishwasher. New construction and community has a swimming pool.
Verified
36 Units Available
Village at Baldwin Park
2055 Lake Baldwin Ln
Orlando, FL | Baldwin Park
1 Bedroom
$1,667
756 sqft
2 Bedrooms
$2,461
1180 sqft
3 Bedrooms
$2,652
1348 sqft
Last updated June 11 at 6:46 PM
Spacious townhome-style apartments near UNC-OH and Franklin Street. On-site volleyball court, bocce court, grilling area and picnic area. Smoke-free community. Apartments include private patios and entries, washers and dryers and hardwood floors.
Verified
3 Units Available
The Q at Maitland Luxury Apartment Homes
430 E Packwood Ave
Maitland, FL
1 Bedroom
Ask
2 Bedrooms
$1,633
973 sqft
3 Bedrooms
$2,302
1560 sqft
Last updated June 11 at 6:23 PM
Apartments have spacious floor plans, walk-in closets and in-home washer/dryer. Community features a swimming pool, tanning deck and fitness center. Located close to the Enzian Theater, museums and restaurants.
$
Verified
22 Units Available
The Adeline
304 Lake Avenue
Maitland, FL
1 Bedroom
$1,575
725 sqft
2 Bedrooms
$2,023
992 sqft
3 Bedrooms
$3,027
1550 sqft
Last updated June 11 at 6:22 PM
A French-styled community with luxurious amenities. New construction community launching in 2018. Homes feature spacious interiors with one, two, or three bedrooms. Sophisticated designs and open floor plans.
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Frequently Asked Questions
Frequently Asked Questions (FAQs)
How much is rent for an apartment with a pool in Winter Park?
Rental prices for apartments with pools in Winter Park range from $1,000 to $6,000 per month.
How many apartments with pools are available for rent in Winter Park?
Currently, there are 16 apartments with pools available for rent in Winter Park.
How can I find a cheap apartment 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.
City Guide for Winter Park, FL
What to keep in mind when looking for apartments with pools in Winter Park, FL

Finding apartments with a pool in Winter Park means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Winter Park could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.