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apartments with pool
Last updated December 4 at 2:42 AM

1,388 Apartments for rent in Winter Garden, FL with Pools

Finding apartments with a pool in Winter Garden means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before... Read Guide >
Ascend Waterleigh Photo Gallery 1
1 of 31
Verified
31 Units Available
Ascend Waterleigh
10091 Tuller Loop, Winter Garden, FL 34787
1 Bedroom
$1,585
769 sqft
2 Bedrooms
$2,083
1160 sqft
Last updated December 4 at 2:19 AM
Redefine your lifestyle with the splendor of Braxton Waterleigh. An intentionally lavish community in Winter Garden, Florida with 1, 2 and 3-bedroom apartment homes. Come home and enjoy extravagent design, natural light, advanced technology and endless comfort. Every day will feel like a vacation with access to our heated saltwater pool, expansive fitness center, dog park and a plethora of additional amenities.
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IMT Sonoma Hills Photo Gallery 1
1 of 26
Verified
3 Units Available
IMT Sonoma Hills
14619 Casita Ridge, Winter Garden, FL 34787
1 Bedroom
$1,615
716 sqft
2 Bedrooms
$2,035
954 sqft
Last updated December 4 at 2:17 AM
Located near Disney's Magic Kingdom, and the Daniel Webster-Western Beltway. Modern apartments feature gourmet kitchens and master suites with carpet and stall showers. Pet-friendly property amenities include summer kitchen with gas grills and dog park.
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Lakewalk at Hamlin Photo Gallery 1
1 of 27
Verified
2 Units Available
Lakewalk at Hamlin
14012 Shoreside Way, Winter Garden, FL 34787
1 Bedroom
$2,175
908 sqft
3 Bedrooms
$2,020
1384 sqft
Last updated December 4 at 1:27 AM
Lakewalk at Hamlin is a community of luxury apartments in Winter Garden, FL with something for everybody. Enjoy a variety of upscale amenities and close proximity to shopping, dining, and theme parks. We offer 1-, 2-, and 3-bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at Hamlin.
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Overture Hamlin Age 55+ Apartment Homes Photo Gallery 1
1 of 18
Verified
53 Units Available
Overture Hamlin Age 55+ Apartment Homes
5795 Citrus Village Blvd, Winter Garden, FL 34787
1 Bedroom
$1,565
758 sqft
2 Bedrooms
$2,185
1036 sqft
Last updated December 4 at 1:07 AM
We are offering in-person tours via scheduled appointments and virtual touring at this time. Please schedule yours today! Our touring schedules and operating hours may vary as we continue to follow guidelines from local health officials. Please visit our community website for up to date information. Contact us or call us to schedule your tour and learn more about our engaging active adult lifestyle. We are NOW OPEN! Experience a maintenance-free, worry-free life where you can truly focus on yourself. Welcome to Overture Hamlin. Our vibrant community offers spacious living, an engaging lifestyle, and meaningful mind-body-social amenities. There is no other community that is so well thought out and inviting. This property has been designated as Senior housing by the property Mangement Company. Please see property details for age restrictions
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Slate Luxury Apartments Photo Gallery 1
Verified
4 Units Available
Slate Luxury Apartments
584 W Bay St, Winter Garden, FL 34787
1 Bedroom
$1,755
622 sqft
2 Bedrooms
$2,095
922 sqft
Last updated December 4 at 1:00 AM
Virtual/Facetime Tours Offered! Call for details. Welcome to Winter Gardens newest and most desirable address. Slate Luxury Apartment Living offers modern and sleek, first floor one bedrooms, two bedrooms and two bedroom townhomes for rent. With Slate Luxury Apartments in Winter Garden, FL, your home and community will have a very distinct look that will be sure to impress. Experience the convenience of living within a minutes walk of Historic Downtown Winter Garden, Orange Trail and all the opportunities that Orlando, FL has to offer.
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Alta Winter Garden Photo Gallery 1
Verified
47 Units Available
Alta Winter Garden
1223 E Plant Street, Winter Garden, FL 34787
Studio
$1,611
637 sqft
1 Bedroom
$1,663
704 sqft
2 Bedrooms
$2,134
1151 sqft
Last updated December 3 at 11:55 PM
Alta Winter Garden features spacious floor plans, best-in-class amenities and service, and top-of-the line finishes, including stainless-steel appliances, oversized side-by-side refrigerators, vinyl wood flooring and quartz countertops. All the amenities you’d find in a modern downtown apartment – tucked away in the laid-back community you prefer to call home.
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The Promenade Photo Gallery 1
Verified
5 Units Available
The Promenade
1240 Winter Garden Vineland Rd, Winter Garden, FL 34787
1 Bedroom
$1,565
600 sqft
2 Bedrooms
$1,770
800 sqft
3 Bedrooms
$1,980
1150 sqft
Last updated December 3 at 11:55 PM
Unique residential community designed to compliment and enhance the active lifestyle of its residents. The Promenade offers an exceptional living environment with generous floor plans and a variety of amenities and services. Select from our one, two, and three bedroom apartment homes with distinctive highlights such as European cabinetry, vaulted ceilings, and lake views. Conveniently located in central Florida, the Promenade is just eight minutes away from Walt Disney World and in close proximity to many major businesses.
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316 SOUTHERN PECAN CIRCLE Photo Gallery 1
1 Unit Available
316 SOUTHERN PECAN CIRCLE
316 Southern Pecan Circle, Winter Garden, FL 34787
2 Bedrooms
$1,850
1276 sqft
Last updated December 4 at 2:42 AM
Beautiful condo at Winter Garden! This charming and cozy apartment has 2 spacious Bedrooms and 2 Bathrooms. The gated community has lots to offer: pool, tennis court, indoor basketball and tennis court, club house and playground. The location is great! It is close to Winter Garden Villages, grocery stores, banks, etc. Must see it!!
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16672 BROADWATER AVENUE Photo Gallery 1
1 Unit Available
16672 BROADWATER AVENUE
16672 Broadwater Avenue, Winter Garden, FL 34787
4 Bedrooms
$3,800
3036 sqft
Last updated December 4 at 2:42 AM
Beautifully upgraded single family home located in Twinwaters, just minutes from Winter Garden Village & Downtown Winter Garden. This spacious 4 bedroom home features a large kitchen with stainless steel Kitchen Aid appliances and plenty of room to entertain. Fresh neutral colors, high ceilings and dark wood floors are found throughout the common areas and in the quiet Master Bedroom. Extra large walk-in closets can be found throughout the home. The property is on an oversized corner lot just a couple minutes walk along the neighborhood path to the large community pool and playground.
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322 Windford Court Photo Gallery 1
1 Unit Available
322 Windford Court
322 Windford Court, Winter Garden, FL 34787
4 Bedrooms
$2,190
1392 sqft
Last updated December 4 at 2:42 AM
At Main Street Renewal, we provide our residents with an easy leasing experience starting with the flexibility to tour between 8 am - 8 pm, applying for a home online, and our dedicated teams ready to assist with any needs. Our homes are pet friendly, but breed restrictions may apply. Main Street Renewal is a licensed Real Estate broker in this market. We do not advertise on Craigslist and will never ask you to wire money or request funds through a payment app on your mobile device. Recurring fee: If the home includes a pool, the pool's maintenance will be provided, and the resident will be billed a $150 per month pool maintenance fee. Home may have additional HOA (Homeowner's Association) requirements. The appliances, fixtures and interior finishes in the property may be different from what is shown in the above photographs at the time of move-in. This property allows self guided viewing without an appointment. Contact for details.
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1346 Priory Circle Photo Gallery 1
1 Unit Available
1346 Priory Circle
1346 Priory Circle, Winter Garden, FL 34787
Stoneybrook West
3 Bedrooms
$2,195
1898 sqft
Last updated December 3 at 5:15 AM
3/2.5 Townhome In Stoneybrook West - A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE! 3-bedroom, 2-1/2 bath townhome located in Westbrook community at Stoneybrook West, near area shopping and attractions. This home features high ceilings and open floor plan. The family room features wood laminate flooring. The kitchen offers stainless steel appliances, wood cabinets, a closet pantry, granite countertops, and tile flooring. The kitchen has an adjacent dining space and a screened-in patio. The half bathroom is located downstairs near the attached two-car garage. The second floor features a large loft area; the master bedroom has two walk-in closets, a bathroom with dual sinks, a linen closet, and a spacious shower. The two additional bedrooms share a full bath with a linen closet. The laundry room is conveniently located upstairs. There are 2,494 total square feet and 1,898 square feet under air conditioning. Enjoy the newly renovated community pool, nearby shopping, and dining at Winter Garden Village and Downtown Winter Garden, just minutes away. The Westbrook community is conveniently located near the 429 with easy access to Florida's Turnpike and the 408 expressways. Call to see this lovely home today! All information deemed reliable, but not guaranteed. Wilson Management Group does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. Property Manager: Lionel Hebert 407-896-1200 ext 233 lionelhebert@wmgi.net TO APPLY ONLINE, please go to our Home page and click the Apply Online link at the top left corner of the page. APPLY NOW: https://wmgi.quickleasepro.com/d/apply/103802 View All Listings: www.wilsonmanagementgroup.com No Pets Allowed (RLNE5074707)
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Results within 1 mile of Winter Garden
14763 Woodard Cove Court Photo Gallery 1
1 Unit Available
14763 Woodard Cove Court
14763 Woodard Cove Court, Tildenville, FL 34787
3 Bedrooms
$1,820
1152 sqft
Last updated December 4 at 2:42 AM
At Main Street Renewal, we provide our residents with an easy leasing experience starting with the flexibility to tour between 8 am - 8 pm, applying for a home online, and our dedicated teams ready to assist with any needs. Our homes are pet friendly, but breed restrictions may apply. Main Street Renewal is a licensed Real Estate broker in this market. We do not advertise on Craigslist and will never ask you to wire money or request funds through a payment app on your mobile device. Recurring fee: If the home includes a pool, the pool's maintenance will be provided, and the resident will be billed a $150 per month pool maintenance fee. Home may have additional HOA (Homeowner's Association) requirements. The appliances, fixtures and interior finishes in the property may be different from what is shown in the above photographs at the time of move-in. This property allows self guided viewing without an appointment. Contact for details.
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2114 GROVE POINT LN Photo Gallery 1
1 Unit Available
2114 GROVE POINT LN
2114 Grove Point Lane, Orange County, FL 34786
4 Bedrooms
$6,000
2805 sqft
Last updated December 4 at 2:38 AM
One or more photo(s) has been virtually staged. Located in one of the most beautiful Guard gated communities in Windermere, this fully remodeled Mediterranean style home sits on a gorgeous private 1.22 acre lot. As soon as you step foot into this beautiful home you can see that it is perfect for a family or for entertaining. This 4 Bedroom/3 Bath home has been fully renovated. The impressive kitchen boasts hand-built custom cabinets, as well as stunning cream and gold quartz countertops. The Viking appliances, including a brand new 48" stainless steel refrigerator and dishwasher make this a gourmet chef’s dream. The owners suite is exceptional. This retreat offers a large bedroom with a very comfortable seating area. The owners retreat en-suite features hand painted Kohler vessel sinks atop marble counters, hammered copper soaking tub, and the shower with 3 bronze heads and a rainfall head. The family room has an impressive French GAS fireplace and is a great place to gather to watch tv or play games. The Living room is the perfect spot for a formal seating area or a FLEX space for entertaining guests as it has its own Viking built-in wall wine cooler. This home is full of amazing details that go above and beyond! NEWLY painted inside and out with all wood ceilings redone on the exterior. NEWLY Installed Salt Water Pool System and new pool pumps with fully automated controls. NEWLY Installed Seamless Gutters, NEWLY Professionally Installed and Sealed Paver Driveway. NEWLY Installed Professional Landscaping with additional irrigation added and corrected. NEWLY Installed well tank system.NEWLY Installed Travertine tile shower in the 3rd bathroom to match the other showers. The pool was resurfaced and a travertine stacked stone border was added, full deck pavers, and a rock waterfall in 2015. A new AC Air Handler and Condenser were installed 2016 and a BRAND NEW Water Softener System was added in 2021. The roof was replaced in 2019 and professionally maintenanced in 2021. Access to the lake, dock, tennis courts, clubhouse and playground in this community make it simply amazing! Do not miss this wonderful home today!
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Results within 5 miles of Winter Garden
Retreat at Windermere Photo Gallery 1
Verified
11 Units Available
Retreat at Windermere
5820 Nature View Dr, Horizon West, FL 34786
Summerport Village Center
1 Bedroom
$1,652
773 sqft
2 Bedrooms
$2,060
1161 sqft
Last updated December 4 at 2:14 AM
Close to Lake Speer, I-429, Windermere Preparatory School, ScribbleSpace. Amenities include: pool, fitness trails, poolside fire pit and grills, community organic garden, yoga studio, children's playground, onsite retail, and 24-hour cardio studio.
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Ellery at Lake Sherwood Photo Gallery 1
Verified
21 Units Available
Ellery at Lake Sherwood
8008 Bala Sands Blvd, Orlando, FL 32818
1 Bedroom
$1,580
783 sqft
2 Bedrooms
$2,080
1164 sqft
3 Bedrooms
$2,480
1401 sqft
Last updated December 4 at 2:13 AM
Near West Oaks Mall and Florida's Turnpike with access to Disney World. Enjoy outdoor amenities, including resort-style pools and private attached garages. Apartment units with up to three bedrooms feature crown molding and built-in bookshelves.
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Advenir at the Oaks Photo Gallery 1
Verified
1 Unit Available
Advenir at the Oaks
3100 Old Winter Garden Rd, Ocoee, FL 34734
2 Bedrooms
$1,745
1002 sqft
Last updated December 4 at 1:26 AM
Elegant apartments with vaulted ceilings and spacious layouts. Tenants can enjoy basketball, tennis and swimming on site. Easy access to Florida's Turnpike. Close to West Oaks Mall.
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Advenir at Castle Hill Photo Gallery 1
Verified
8 Units Available
Advenir at Castle Hill
13600 Hartle Groves Pl, Clermont, FL 34711
1 Bedroom
$1,600
682 sqft
2 Bedrooms
$1,965
1181 sqft
3 Bedrooms
$2,410
1446 sqft
Last updated December 4 at 1:16 AM
Welcome to Advenir at Castle Hill pet friendly apartments Clermont. Visit us and learn why we are the best option of apartments for rent in Clermont, Fl. We are a luxury residential community featuring spacious one-bedroom, two-or three-bedroom apartments. Our open-concept floor plan layouts and diverse amenities welcome you home along with exceptional service from our friendly professional office staff. Our prime location of houses for rent in Clermont fl is less than 20 miles from the best shopping, dining and entertainment options in Orlando, Florida. This makes us the best selection of Clermont apartments. We are walking distance to shopping groceries at Publix Super Market at East Towne Center. If you want to check a new movie, The Epic Theater of Clermont is just 10 minutes away by car.
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Citra at Windermere Photo Gallery 1
Verified
10 Units Available
Citra at Windermere
11353 Citra Cir., Windermere, FL 34786
Windermere
1 Bedroom
$1,624
864 sqft
2 Bedrooms
$1,939
1220 sqft
3 Bedrooms
$2,399
1460 sqft
Last updated December 4 at 1:11 AM
Located within walking distance of restaurants, fitness clubs, shopping and public transportation. Three-story buildings with distinctive one-, two- and three-bedroom apartments, all with granite counters, stainless steel appliances and patio/balconies. Small pets welcome.
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Residences at West Place Photo Gallery 1
Verified
24 Units Available
Residences at West Place
753 Sherwood Terrace Dr, Orlando, FL 32818
Silver Ridge
1 Bedroom
$1,521
736 sqft
2 Bedrooms
$1,607
1158 sqft
3 Bedrooms
$2,002
1240 sqft
Last updated December 4 at 1:09 AM
Area schools: Frangus Elementary, Central Florida Christian Academy, Magnolia School, Robinswood Middle School. Close to Westland Terrace Plaza, West Orange Trail, Lake Sherwood, 408 Expressway, Florida's Turnpike, West Oaks Mall. Pet-friendly apartments with pool, recreation room, bark park, and business center.
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Windermere at Lake's Edge Photo Gallery 1
Verified
32 Units Available
Windermere at Lake's Edge
2415 Treasure Landing Pkwy, Ocoee, FL 34761
1 Bedroom
$1,693
871 sqft
2 Bedrooms
$2,016
1118 sqft
3 Bedrooms
$2,182
1293 sqft
Last updated December 4 at 1:08 AM
Luxury living within minutes of theme parks and area attractions in Orlando. Apartment homes with vaulted ceilings and great amenities including a 24-hour fitness center and beautiful ponds and picnic grounds.
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Park Place at Maguire Photo Gallery 1
Verified
8 Units Available
Park Place at Maguire
100 Maguire Park St, Ocoee, FL 34761
1 Bedroom
$1,590
650 sqft
2 Bedrooms
$2,175
1115 sqft
Last updated December 4 at 1:08 AM
Park Place at Maguire was designed with you in mind. Every community detail was perfectly planned to ensure you feel right at home. Each apartment home was carefully designed to make you feel comfortable and right at home from the moment you step through the door. Enjoy a community that is close to it all! We're just a mile from Plantation Grove Shopping Center where you can Grab a bite to eat at Ellie Lou's Brew and BBQ or Marco Anthony Italian Do your weekly grocery shop at Publix Super Market Sweat your daily stresses away at Smart Fitness Come check us out for yourself! Call our leasing office today for your personalized tour. We can't wait to show you our beautiful community!
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Casa Mirella Photo Gallery 1
Verified
11 Units Available
Casa Mirella
101 Casa Mirella Way, Ocoee, FL 34786
1 Bedroom
$1,766
986 sqft
2 Bedrooms
$2,091
1408 sqft
3 Bedrooms
$2,473
1751 sqft
Last updated December 4 at 1:07 AM
Accessible via the FL-408 and the Florida Turnpike, Casa Mirella Apartments feature modern and traditional design touches. Swimming pool, heated spa and resident lounge.
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Venetian Isle Photo Gallery 1
Verified
6 Units Available
Venetian Isle
6506 San Francesco Way, Windermere, FL 34786
1 Bedroom
$1,647
863 sqft
2 Bedrooms
$2,247
1200 sqft
Last updated December 4 at 1:05 AM
A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you’ll find awe-inspiring day and night.
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Sundance at Clermont Photo Gallery 1
Verified
6 Units Available
Sundance at Clermont
1601 Johns Lake Rd, Clermont, FL 34711
Lost Lake
1 Bedroom
$1,603
956 sqft
2 Bedrooms
$1,829
1132 sqft
Last updated December 4 at 1:04 AM
Color, glorious color! Sundance apartment living gives you anything but the same-old vanilla, in your next home. Each apartment is color-themed. On 25 beautifully landscaped acres resides a spacious and elegant Cape Cod style clubhouse loaded with special features for residents.
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Winter Garden?

Rental prices for apartments with pools in Winter Garden range from $1,550 to $3,800 per month.

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

Currently, there are 11 apartments with pools available for rent in Winter Garden.
City Guide for Winter Garden, FL

At various points Winter Garden has been known as the "large-mouth bass capital" and the "world's biggest citrus shipping center." That's an interesting breakfast combo! One thing's for sure, though: This attractive little city has more going for it than just fish and oranges.

Winter Garden refers to itself as a "community among friends." Well the secret's out, and the city's nearly tripled in size in the last dozen years. If you're a fan of parks, museums, historic downtowns and open-air shopping, you might want to make some new friends here yourself. The short commute to Orlando means jobs, culture and masses of cute theme animals.

Having trouble with Craigslist Winter Garden? Can't find that special apartment for rent on Apartment Finder or Zillow? Apartment List is here to help! See more

What to keep in mind when looking for apartments with pools in Winter Garden, FL

Finding apartments with a pool in Winter Garden 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 Garden 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.