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apartments with pool
Last updated September 25 at 9:03 PM

1,908 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 >
Calirosa Winter Park- 55+ Active Adult Photo Gallery 1
1 of 39
Senior Housing
1 Bedroom
$1,725
704 sqft
2 Bedrooms
$2,338
1000 sqft
Now Open! Schedule a tour today to view our 55+, senior, luxury apartments and visit us in our Leasing Office at the community! . Where your best days bloom. Welcome to Calirosa Winter Park, where the sun shines brighter and life is designed to flourish. Our 55+ Active Adult Apartment Community makes every day effortless, so you can focus on your best days ahead. Relaxed, but full of possibility. That’s the casual, carefree spirit of Calirosa. We offer 9 different floor plans with one and two-bedroom options amongst a single four-story building. Our corridors are enclosed and air-conditioned, with several elevators. This community is for those ages 55 and up, please contact us directly for detailed information.
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Vintage Winter Park Photo Gallery 1
1 of 41
1 Bedroom
$1,852
668 sqft
2 Bedrooms
$2,269
952 sqft
3 Bedrooms
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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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Juno Winter Park Photo Gallery 1
1 of 30
Studio
Ask
1 Bedroom
$1,957
657 sqft
2 Bedrooms
$2,409
1010 sqft
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.
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Paseo at Winter Park Village Photo Gallery 1
1 of 35
1 Bedroom
$1,826
758 sqft
2 Bedrooms
$2,687
1078 sqft
3 Bedrooms
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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.
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Summerlin at Winter Park Apartments Photo Gallery 1
1 of 24
1 Bedroom
$1,452
732 sqft
2 Bedrooms
$1,748
980 sqft
3 Bedrooms
$2,035
1232 sqft
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.
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Seven41 Winter Park Photo Gallery 1
1 of 52
Verified
6 Units Available
Studio
Ask
1 Bedroom
$2,000
739 sqft
2 Bedrooms
$2,365
1055 sqft
Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.
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Central Place at Winter Park Photo Gallery 1
1 of 22
1 Bedroom
$1,209
550 sqft
2 Bedrooms
$2,045
911 sqft
3 Bedrooms
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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.
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Liv at Winter Park Photo Gallery 1
1 of 17
Studio
$1,320
500 sqft
1 Bedroom
$1,475
533 sqft
2 Bedrooms
$1,725
912 sqft
This property features lakeside studio, one, two and three bedroom apartments with six floorplans. Located just outside Orlando close to major highways, shops and restaurants. Community has tennis courts, hiking trails and playground.
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Westmount at Winter Park Photo Gallery 1
1 of 24
Studio
$1,555
409 sqft
1 Bedroom
$1,637
776 sqft
2 Bedrooms
$1,783
997 sqft
Newly renovated homes with in-unit laundry, stainless steel appliances and granite countertops. The pet-friendly community has a resort-style pool and a 24-hour gym, among other amenities. Walking distance from Winter Park Village.
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Poste Winter Park Photo Gallery 1
1 of 24
1 Bedroom
$1,833
710 sqft
2 Bedrooms
$1,896
950 sqft
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.
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Elon at Winter Park Photo Gallery 1
1 of 29
1 Bedroom
$1,608
740 sqft
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 residents 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.
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Signal Pointe Apartments Photo Gallery 1
1 of 30
1 Bedroom
$1,440
520 sqft
2 Bedrooms
$1,680
975 sqft
3 Bedrooms
$2,335
1270 sqft
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.
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1250 S Denning Drive Unit 230 Photo Gallery 1
1 of 12
2 Bedrooms
$1,600
913 sqft
Amazing 2/2 condo with conservation view in Winter Park! - ******The Jander Group, Inc. is acting as the exclusive rental listing firm for the property owner. The tenant will sign a lease agreement directly with the property owner.****** Amazing 2 Bedroom, 2 Bathroom Condo in Mead Garden Community. You will enter the condo on wood-like laminate flooring which extends into the updated Kitchen featuring island, marble-style countertops, gorgeous cabinets, and stainless steel style appliances. The Great Room has carpet flooring and sliding glass door that opens to the balcony area. On the rear of the condo is the Primary Bedroom which also looks to the conservation area. The attached Primary Bathroom has tile flooring and a tiled shower. Bedroom 2 is on the front of the condo and there is also a full Hall Bathroom with shower/tub combo. The Mead Garden Community has a community pool and laundry facility. It is located close to Park Avenue shopping and dining, Trader Joes/Whole Foods and easy access to Downtown and I4. Additionally, the Mead Botanical Gardens is next to the community. NO PETS HOA LEASING RULES AND RESTRICTIONS: -Minimum 12 month lease -Occupancy max of 4 persons -No commercial vehicles, trailers, boats or motor homes may be parked in community **HOA APPLICATION AND APPROVAL REQUIRED** After LEASING ONLY APPLICATION approval from The Jander Group, Inc., the prospective tenant is required to complete a separate HOA lease application at $50 per application. Please request additional details if you decide to apply to lease this home. Always check our website - www.jandergroup.com - for up-to-date info and availability of this home or email us at Leasing@jandergroup.com. ****IMPORTANT**** When replying please make sure to send to leasing@jandergroup.com. Most sites will send your reply to a site specific address instead of our leasing@jandergroup.com address. Financial Requirements: There is a nonrefundable lease application fee per adult or married couple, which must be paid to process a lease application. Please find the LEASING ONLY APPLICATION on the specific property page on The Jander Group, Inc. website. Applicants meeting the standard and customary qualifications for rental have a security deposit equal in value to one month's rent. Conditional approvals require a higher security deposit and/or advanced rent. At minimum, lease applications will have the following checks completed: full-time local employment (no co-signers), current and previous verifiable rental/mortgage payment history, standard retail credit report, eviction search, criminal record history, bankruptcies and foreclosures/short sales search. Please note that applicants with a bankruptcy discharged for less than two years cannot be approved (NO Exceptions). At minimum, any required deposits and first month's rent is due to the property owner at lease commencement. No Pets Allowed (RLNE7655786)
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1695 Lee Road Unit B-107 Photo Gallery 1
1 of 16
1 Bedroom
$1,275
638 sqft
2 Bedrooms
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3 Bedrooms
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1695 Lee Road-B-107 - Don't let this cozy, 1 bed / 1 bath condo slip away!!! The unit is newly painted throughout, black appliances in the kitchen, upgraded blinds, ceiling fans, and full size washer and dryer. The community offer a pool and park for children. Waterfall Cove is in a great location close to great restaurants, shopping and major highways! LRES Property Management Residents are enrolled in the Resident Benefits Package (RBP) for $45.95/month which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building to help boost your credit score with timely rent payments, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. Qualifications: There is a $100 non-refundable application fee PER ADULT. We look for a credit score of 600+, no eviction histories and income equaling at least 3 times the rent. NO SECURITY DEPOSIT REQUIRED if enrolled in a Rhino Policy. Additional fees apply once selected for tenancy. NO PETS. No Pets Allowed (RLNE7681547)
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2809 Sanbina Street Photo Gallery 1
1 of 25
2 Bedrooms
Ask
3 Bedrooms
$2,950
1140 sqft
Beautiful Winter Park Single Family Home on Large Lot with Pool!! - Beautiful Winter Park Single Family Home on Large Lot with Pool!! You will fall in love with this gorgeous 3 bedroom 2 bath home situated on a large lot with mature landscaping in a well established neighborhood. The updated interior boasts of laminate wood flooring throughout, granite countertops, a fully equipped kitchen with white cabinets, stainless steel appliances, tons of storage and a window overlooking the backyard. Added bonuses include an additional room that can be used as an office, den or bedroom, and a Florida room which stretches across the entire back length of the house. **Monthly pool and lawn service is included** Relax in your large private fenced backyard with pool that is perfect for family gatherings. Minutes to SR 436, the Winter Park Village, local employment and more. PLEASE DO NOT APPLY ON THIRD-PARTY WEBSITES. ALL APPLICATIONS SUBMITTED THROUGH THIRD-PARTY WEBSITES WILL NOT BE CONSIDERED. TO APPLY PLEASE VISIT OUR WEBSITE AT WWW.FLAREALTYINVESTMENTS.COM AND BE SURE YOU MEET OUR REQUIREMENTS. To schedule your own private tour, Call: (407) 736-9309 Email: info@Flarealtyinvestments.com $2950.00 Monthly Rent $2950.00 Security Deposit $75.00 Application Fee per applicant over 18 $250.00 Non-Refundable Pet Fee per Pet Rental Qualifications: -Minimum income equal to or greater than 3x the monthly rent -2 years of verifiable rental history -2 years of verifiable employment history -No Evictions or Bankruptcy No Cats Allowed (RLNE7672934)
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1250 S Denning Dr Photo Gallery 1
1 of 16
1 Bedroom
Ask
2 Bedrooms
$2,050
2 Bedroom / 2 Bath Condo - Prime Location - Property Id: 346094 Spacious living area, large master bedroom w/ private renovated bathroom. Wide Closets. Quiet neighborhood. Lots of sunlight enters the apartment. Shaded and screened patio faces a courtyard/garden w/ seating. Brand new sliding glass patio door. GREAT LOCATION! Short distance to Park Avenue, & Trader Joes/Whole Foods, Downtown, I4, & shopping plazas. Mead Botanical Gardens is next to the condominium. -One reserved parking spot in front of unit door. Several visitor parking spots along side unit -ramp or stair access -Community pool -On-site laundry facility. -Zoned for Killarney Elementary School, Glenridge Middle School and Winter Park High School. FEES -$50.00 Condominium Application fee p/person. -$900.00 Refundable Security Deposit -$200.00 Cleaning Move Out Fee, deducted from security deposit at end of lease. Apply at TurboTenant: http://rental.turbotenant.com/p/1250-s-denning-dr-winter-park-fl/346094 Property Id 346094 No Pets Allowed (RLNE7621429)
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700 Melrose Ave. Unit #G-21 Photo Gallery 1
1 of 56
3 Bedrooms
$1,900
1379 sqft
Spacious 3 Bedroom, 2.5 Bath Condo in the highly sought after community of Winter Park Gardens. This 2nd Floor unit, with elevator access, has an amazing view of the pond and park-like setting with mature shade trees and manicured landscaping. The condo boasts a large living and dining area, split bedroom plan, generous sized bedrooms and TONs of closet space. Water, grounds maintenance, and community pool are included in the rental amount. Very accessible Winter Park location close to Park Ave, grocery stores, restaurants and Avent Hospital South. Available for immediate occupancy with HOA approval. This is a 55 + community and all residents that occupy the unit must be at least 55 or older. No Smoking and No Pets. No Pets Allowed (RLNE6807693)
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Results within 1 mile of Winter Park
Infinity off Baldwin Park Photo Gallery 1
1 of 21
Verified
12 Units Available
1 Bedroom
$1,720
695 sqft
2 Bedrooms
$2,215
1096 sqft
3 Bedrooms
Ask
Great location for commuters, just minutes from I-4 and FL-408. Residents enjoy units with laundry, patio or balcony, and garbage disposal. Community has pool, trash valet, parking and car wash area.
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The Ivy Photo Gallery 1
1 of 19
Verified
17 Units Available
Studio
$1,726
681 sqft
1 Bedroom
$1,797
700 sqft
2 Bedrooms
$2,650
1077 sqft
Upscale apartments near Interstate 4. Large windows offer sweeping views. Kitchens have island counters and stainless steel appliances. Amenities include a game room and a 24-hour fitness center.
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Alta at Health Village Photo Gallery 1
1 of 89
Studio
$1,910
636 sqft
1 Bedroom
$2,245
843 sqft
2 Bedrooms
$3,310
1132 sqft
Alta at Health Village is the new standard of refinement for Orlando apartment living. Our studio, one, two and three-bedroom apartment homes are designed to impress with two-toned cabinetry, premium quartz countertops, wood-inspired plank flooring throughout and even a premium gas cooking range. But it is the finer details, Nest thermostats, under-cabinet lighting, hideaway wastebaskets and pull-out pet bowls that truly make your space feel like home.
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Enders Place at Baldwin Park Photo Gallery 1
1 of 35
1 Bedroom
$1,642
552 sqft
2 Bedrooms
$2,197
1024 sqft
3 Bedrooms
Ask
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.
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Azul Baldwin Park Photo Gallery 1
1 of 30
Verified
21 Units Available
1 Bedroom
$1,902
705 sqft
2 Bedrooms
$2,326
1055 sqft
3 Bedrooms
$3,698
1418 sqft
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.
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The Adeline Photo Gallery 1
1 of 20
1 Bedroom
$1,687
757 sqft
2 Bedrooms
$2,017
1189 sqft
3 Bedrooms
Ask
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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Onyx Winter Park Photo Gallery 1
1 of 24
Studio
$1,500
460 sqft
1 Bedroom
$1,660
684 sqft
2 Bedrooms
$1,740
818 sqft
Set amid lushly landscaped grounds with beautiful private-lake views, our resort-style one and two bedroom apartments near Altamonte Springs invite you to live each day in style and comfort. Inviting and pet-friendly, our apartments offer handsome wood-style flooring, spacious screened patios and balconies, and elegant open-plan designs that are bathed in natural sunlight. The greater Onyx Winter Park community provides residents with a boutique living experience, complete with an elegant resort-inspired swimming pool, state-of-the-art 24-hour fitness center, and a supportive staff ready to assist you with any need. This is just the lifestyle you’ve been looking for.
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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 $1,200 to $3,600 per month.

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

Currently, there are 17 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.