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apartments with pool
Last updated February 7 2023 at 2:50 AM

546 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 >
The Westerly Apartment Homes Photo Gallery 1
1 of 24
1 Bedroom
$2,002
801 sqft
2 Bedrooms
$2,498
1085 sqft
3 Bedrooms
$2,909
1302 sqft
Luxury living has never been easier than in your dream apartment home at The Westerly Apartments. Offering irresistible amenities paired with contemporary interiors and stylish designs, our apartments for rent in Winter Garden are the hallmark of contemporary charm. With exceptional craftsmanship and attention to detail, our pet-friendly community has been designed for your enjoyment. A private pool with an elevated deck and sun-shelf makes for the perfect backdrop to unwind, while the clubhouse is the ideal space for connecting with fellow residents or enjoying hours of fun with friends.
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Cortland Independence Photo Gallery 1
1 of 24
1 Bedroom
$1,838
751 sqft
2 Bedrooms
$2,130
1100 sqft
3 Bedrooms
$2,444
1293 sqft
Secluded community with well-designed homes and large swimming pool, shouting distance from Orange County National Golf Center. Air conditioning and high-speed internet access. Tennis courts, basketball courts and bark park located on-site.
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The Promenade Photo Gallery 1
1 of 19
1 Bedroom
$1,550
600 sqft
2 Bedrooms
$1,775
800 sqft
3 Bedrooms
$2,405
1150 sqft
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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IMT Sonoma Hills Photo Gallery 1
1 of 26
1 Bedroom
$1,830
752 sqft
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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Vida Winter Garden Photo Gallery 1
1 of 39
Studio
$1,742
637 sqft
1 Bedroom
$1,963
704 sqft
2 Bedrooms
$2,238
1168 sqft
VIDA WINTER GARDEN Luxury Apartments for rent in Winter Garden, FL The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter Garden apartment community, with all the shopping and conveniences you expect, plenty of space to roam and explore including nearby West Orange Trail and an easy commute to Orlando or business parks in the surrounding area.
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Overture Hamlin Age 55+ Apartment Homes Photo Gallery 1
1 of 29
Senior Housing
1 Bedroom
$1,865
758 sqft
2 Bedrooms
$2,360
1036 sqft
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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Braxton at Waterleigh Photo Gallery 1
1 of 30
1 Bedroom
$1,732
796 sqft
2 Bedrooms
$2,107
1160 sqft
3 Bedrooms
$2,285
1484 sqft
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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Prose Avalon Pointe Photo Gallery 1
1 of 15
1 Bedroom
$1,640
835 sqft
2 Bedrooms
$2,100
1180 sqft
Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center, co-working spaces, a pet park, and resort-style pool, it’s time to Live Your Story at Prose Avalon Pointe.
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The Lodge at Hamlin Photo Gallery 1
1 of 51
1 Bedroom
$1,824
702 sqft
2 Bedrooms
$2,633
1280 sqft
3 Bedrooms
$2,959
1401 sqft
It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.
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1478 Broken Oak Dr Photo Gallery 1
1 of 21
3 Bedrooms
$2,415
1544 sqft
Welcome to the sought after gated community of Tucker Oaks in Winter Garden, FL! You'll feel right at home from the moment you step into this beautiful 3 bedroom and 2.5 bathroom townhome with a 2-car garage. The kitchen has beautiful wood cabinets with ample storage, plenty of counter space and features a full Stainless Steel appliance package including a double oven. This unit features an open floor plan with a living a spacious Living Room and Dining Room combo that lead out to a patio with a wonderful view of nature! The first floor provides a convenient half bath for guests and access to a roomy 2-car garage. Make your way up to the second floor and into the Master Bedroom with ample space, a bathroom en-suite featuring a large vanity and sliding glass, walk-in shower. The other two bedrooms are a great size for all ages and share a full bathroom. The community has great amenities that include a swimming pool, playground areas, basketball courts, a dog park, walking trail, picnic and grilling areas! Enjoy your weekends at the FAMOUS FARMER'S MARKET or walk to the community pool and covered cabanas. Conveniently located minutes from local shops, restaurants, the Turnpike, Historic Downtown District, Plant Street Market, West Orange Bike Trail and much more. Zoned for Sunridge Elementary School, Lakeview Middle School and West Orange High School. Pets negotiable per owner approval. Lawn Care Included. This property is professionally managed by Atrium Management. Please call 407-585-2721 to schedule your private showing! Available on February 10 2023!!!! **BONUS AMENITY INCLUDED** A portion of Tenant's total amount due will be used to have HVAC filters delivered to their home approximately every 60 days under the Utility & Maintenance Reduction Program.** Amenities: community pool, community tennis court, community basketball court, walking trails, community fitness center, gated community, range, refrigerator, dishwasher, microwave, clothes washer, clothes dryer
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585 Setting Sun Drive Photo Gallery 1
1 of 33
3 Bedrooms
$3,095
2719 sqft
NO SIGHT UNSEEN APPLICATIONS - Spacious 3/3 Beautiful Home with a 2 Car Garage in the Lovely Gated Community of Black Lake Park - Winter Garden! Available Now! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located across the street from the gorgeous community park. As you enter this beautiful home you will notice the spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom and ensuite bathroom provide additional privacy, plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home has an inside utility room (washer and dryer not included) and a spacious 2 car garage. Don't miss it. Near shopping, restaurants and entertainment with easy access to major highways. Pets will be considered. All residents are enrolled in the Resident Benefits Package which includes AC filter delivery, utility concierge, our best-in-class resident rewards program, and much more! More details in our Rental Selection Criteria or upon application. This property allows self guided viewing without an appointment. Contact for details.
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1050 Dolphin Drive Photo Gallery 1
1 of 17
3 Bedrooms
$1,720
1440 sqft
Townhouse in highly desirable Winter Garden located in the newer side of Westside Townhomes. Dining room and living room area that connects to the patio. Enjoy the private fenced back yard area with a fire pit and storage area. The master bedroom is on the first floor. Bedrooms 2 and 3 are upstairs. Kitchen features appliances with gas cooking range, refrigerator, microwave, dishwasher. The property has quick access to major highways and is close to Highway 50 bus line. Enjoy Downtown Winter Garden and Winter Garden Village with all the entertainment and weekend fun. Minutes to the West Orange Bike Trail for your outdoor exploring fun times. The community has a large pool to cool off in on those hot Florida days as well. HOA takes care of front yard grass. The tenant is responsible for cutting the shrub in the front yard and small green area in the back yard. All Ackley Florida tenants are required to enroll in the Resident Benefits Package (RBP) for $50/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 approval. Call today to schedule your private showing! Ackley Florida Property Management 407-846-8846 www.ackleyflorida.com Sorry no pets. 12 Month Lease $75 Application Fee $150 Lease Processing fee due once application is approved. $50 Resident Benefits Package ***FRAUD ALERT*** If you see this property advertised anywhere else for less, it's a SCAM!!!! Rental Terms: Rent: $1,720, Application Fee: $75, Security Deposit: $1,720, Available Now Pet Policy: Cats not allowed, Dogs not allowed Contact us to schedule a showing.
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15142 MASTHEAD LANDING CIRCLE Photo Gallery 1
1 of 12
4 Bedrooms
$3,200
1886 sqft
This 4 bedroom 3 bathroom open-floor concept home. Updated granite counters, and newly painted cabinets and stainless steel appliances. Stoneybrook West offers 24-hour manned, security-guarded and gated, golf-course community. Located, minutes from Downtown Plant Street & Florida Hospital. Community amenities are an Olympic sized swimming pool, Town Center includes the gym (Tennis, Basketball, Beach Volleyball and In-line Hockey Rink), and large playground. Cable, high-speed internet and electricity are included in the rent! Schedule a showing today, as this beautiful home will not last long! More Pictures to come.
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545 LAKE COVE POINTE CIRCLE Photo Gallery 1
1 of 31
4 Bedrooms
$6,500
3458 sqft
Amazing Home at Lake Apopka. Located in a gated community near downtown winter garden. This home comes with 4 bedroom and 3 full bathroom and a half bath. It also offers an office on the first floor and a loft on the second floor. The master bedroom is located on the first floor with a built-in closet. The outside features a covered lanai, screen enclosure, pool and a private dock. Perfect to enjoy with family and friends. This home also has SOLAR PANELS which makes the electrical bill at really low cost. A water softener is also installed at this property. You cannot miss this opportunity.
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1346 scarlet oak loop Photo Gallery 1
1 of 34
3 Bedrooms
$2,900
1701 sqft
Villa for rent at Tucker Oaks, Winter Garden - Property Id: 71137 Nearly New Townhome in Gated Community - This 2013 townhome is loaded with upgrades and convenient to the Turnpike. The open, spacious, tiled kitchen has 42 inch cabinets, granite counters and stainless steel appliances. The downstairs is completely tiled. Your laundry room is located downstairs as well. Three bedrooms are upstairs with two full baths. Two car garage with opener and small patio off of the living room. Community is gated and has community pool. Apply at TurboTenant: http://rental.turbotenant.com/p/1346-scarlet-oak-loop-winter-garden-fl/71137 Property Id 71137 (RLNE7919871)
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2244 Romanum Drive UNIT Photo Gallery 1
1 of 20
5 Bedrooms
$2,995
2562 sqft
Make this charming 5 bedroom, 4 bathroom house your new home! This home features a bright and spacious kitchen and dining room perfect for entertaining! The inviting living room offers ample room to enjoy an evening in or take your night outside to relax on back patio! If you see an ad for this home on Craigslist, please notify leasemarketing@pathlightmgt.com. We do not advertise any of our homes on Craigslist and it is likely fraud. **Professionally managed by Pathlight Property Management, the exclusive property manager for Home Partners of America, offering excellent customer service, 24/7 emergency maintenance service, online application and payments, and pet-friendly options. HOA occupancy restrictions may apply. The listing agent offers competitive rental co-broke commissions depending on the standard in the metropolitan area. To make your move-in smooth, trash, sewer, and water services are maintained in the owner’s name and are available at the time of move-in. A utility service charge will be charged monthly, along with a one-time fee; all other utilities, such as electricity and gas, need to be maintained in the resident’s name. Pathlight is pet-friendly with no breed restrictions. The lease agreement outlines applicable pet fees. In most states, there is a one-time $300 non-refundable pet deposit and $30 monthly pet rent. If your home has a pool, there is a $150 monthly pool fee. To ensure the best care for your HVAC system and, in turn, the air quality in your home, a monthly $15 fee for bi-monthly filter service applies. Broker participation welcome, so please contact your leasing agent for more information. For additional information on our application process and lease fees, please visit our online help center. Advertised rental prices and promotions are subject to change at any time. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Any i (RLNE7804846)
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14627 Masthead Landing Cir Photo Gallery 1
1 of 5
4 Bedrooms
$3,495
2457 sqft
Available 04/01/23 Former model home in a resort-like gated community - Property Id: 1108468 This 2,456 square foot freshly painted two story family home has 4 bedrooms; 3 bathrooms; 3 car garage with a screened and heated pool. Open downstairs concept with a large formal living and dining room area for entertaining; updated open kitchen boasts with stainless appliances and oversized island. This home is located in a resort style community offering more amenities such as: 24/7 guarded entrance; onsite management and security staff; gym; community pool; tennis and basketball courts; sand volleyball court; in-line hockey rink, and private lake access with boat ramp and fishing pier. The 18-hole championship golf course and restaurant are schedule to open in the near future. Residents will also enjoy living near to newly built elementary and middle schools within walking or bike riding distance. This ideal location is minutes to Florida's Turnpike and State Roads 535 and 429, providing an easy drive for commuters to destinations as downtown Orland Apply at TurboTenant: http://rental.turbotenant.com/p/14627-masthead-landing-cir-winter-garden-fl/1108468 Property Id 1108468 No Pets Allowed (RLNE7916038)
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1588 Scarlet Oak Loop Photo Gallery 1
1 of 26
3 Bedrooms
$2,425
1700 sqft
Large Lakefront Townhome in Tucker Oaks - Lakefront Townhome includes Attached 2 car garage and screened patio. Patio faces East for beautiful sunrises and shaded comfortable sunsets!! This is the larger of the two different 3 Bedroom Floor Plans in each building. NEW PAINT and NEW LVP FLOORING. Community includes gated entrance, pool, basketball court, playground, designated dog walk areas, Covered Mailbox kiosk. Nearby Access to the West Orange Trail. This community entrance is located at the border between Oakland and Winter Garden with easy access to the FL Turnpike. EZ commute location. (RLNE4438384)
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1452 Scarlet Oak Loop Photo Gallery 1
1 of 5
3 Bedrooms
$2,700
1592 sqft
Amazing 3 bedroom, 2.5 bathroom townhouse in a gated community in Winter Garden. Amenities included: central air, central heat, dishwasher, pool, stainless steel appliance, updated kitchen, washer, dryer, lanai, and valet trash (door pick-up). Landlord will pay landscaping/ yard maintenance and pest control. No pets. No smoking. Date Available: April 8, 2023. $2,700/month rent. $2,700 security deposit required. Please submit the form on this page to learn more. Background and credit check required. This property is managed by a responsible landlord using Avail landlord software. Not available to show until end of March 2023. Currently tenant occupied. Please do not disturb current tenants.
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1404 AZALEA WAY Photo Gallery 1
1 of 20
3 Bedrooms
$1,750
1012 sqft
Available Now! Winter Garden 3 bedroom, 2 bath corner townhome. Walk in to open living with kitchen bar overlooking family room, stainless steel appliances. Fully fenced in backyard with screened in patio. Kitchen opens to living area with sliding door to backyard. Home is tiled throughout with washer and dryer included! Property includes access to the community pool for those hot summer days. Located minutes from Downtown Winter Garden, Fowlers Grove shops, Attractions, and 429/turnpike for quick commute to anywhere in Central Florida.
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1387 Waverunner Lane Photo Gallery 1
1 of 24
4 Bedrooms
$3,195
2522 sqft
Large 4 bedroom 3.5 bath, The Cove at Waterside - This newly built 2021 two story home is located at The Cove at Waterside. It has four bedrooms, 3.5 bathrooms and a two car garage. The first floor has upgraded tile flooring throughout the living spaces. The open kitchen features stainless steel appliances, white quartz countertops, 42" cabinets, and breakfast nook that overlooks the covered patio. The master bedroom and on-suite is located downstairs! 3 additional bedrooms, 2 full bathrooms and a large laundry room are located upstairs together with a massive loft. Other features include: -Garden tub and separate shower stall in master bathroom. -A large walk in closet in the master bedroom -Included washer and dryer set -Energy efficient appliances and water heater. -24 hours emergency maintenance. -Community pool, gym, clubhouse access, walking trails -Weekly lawn care services Schools Include: -Whispering Oak Elementary School -Sunridge Middle School -West Orange High School Minimum approval requirements: -650 credit score, no exceptions. -Household income < 3 times the rent -$95 non-refundable application fee per adult. -One month minimum security deposit. -Small dogs allowed, $395 pet fee Application process: -Applications are processed on a first come basis after the tenant has viewed the property. -A holding fee equal to the security deposit will be required within 24 hours of receiving an approval. The holding fee is non-refundable. Upon lease execution, the holding fee will be transferred to the tenants security deposit and will be fully refundable per lease terms. For more information please visit: https://www.bricrealty.com/available-rentals. For showing times please TEXT Jay 407-810-3991. This home is professionally managed by BRIC PROPERTY MANAGEMENT. (RLNE6888570)
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Results within 1 mile of Winter Garden
5043 RIVER GEM AVENUE Photo Gallery 1
1 of 16
5 Bedrooms
$3,795
2964 sqft
Great location, fenced back yard , great conditional and community offered pool ,gym, basket ball court and tennis court, Great school zone
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13841 ANCILLA BOULEVARD Photo Gallery 1
1 of 22
3 Bedrooms
$2,550
2132 sqft
Spacious townhome, in beautiful Summerport at Windermere! This 2-story sanctuary provides a warm welcome, with a paved walkway leading to a cozy front porch area for relaxation. The large, open, fully-equipped kitchen offers updated granite countertops, impressive 42" maple tone cabinetry providing plenty of storage, a double basin sink, and a breakfast bar. The kitchen shares an open area with the dining room. The floor plan features a living room with French doors leading to the paved back patio, and a formal dining and living room—half bath located downstairs for guests. The family room is wired for surround sound. Tile flooring downstairs, with carpet flooring throughout the upstairs. All bedrooms are located upstairs and offer ceiling fans. The tray ceiling master bedroom is vast and has a master bathroom with dual vanities, a large garden tub, a separate step-in shower, and a walk-in closet. The guest bathroom features a shower/tub combination. The home has an interior laundry room, tenant must provide their own washer and dryer. The 1/1 unit above the garage is not included. This community offers residents a resort-level pool, fitness center, volleyball courts, tennis courts, multiple playgrounds, and ample clubhouse with WIFI and beautiful seating and working areas plus a kitchen. It is available to rent for special occasions. SPECIAL OFFER - $100 CREDIT TOWARD UTILITIES. **RESIDENTS' BENEFIT PACKAGE RentCare Property Management residents are enrolled in the Resident Benefits Package. An additional $35.00 a month charge for this added to the advertised rent is considered additional rent. (RBP) includes HVAC air filter delivery, identity theft protection, POSITIVE credit reporting, our best-in-class resident rewards program, and more! More details upon application. **PETS: Small pets allowed (2 pet max, 40lb weight limit) with approval, additional pet fee per pet, and additional security deposit per pet. There is also an additional $20 pet application fee for the first pet, $15 for the second pet. Please review our full pet policy here: https://rentcare.petscreening.com/ **RENTERS INSURANCE REQUIRED
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4667 INDIAN DEER ROAD Photo Gallery 1
1 of 84
4 Bedrooms
$3,700
2361 sqft
WONDERFUL POOL HOME IN THE DESIRABLE COMMUNITY PF SUMMEROORT IN WINDERMERE. 4 BEDROOMS, 3 FULL BATHS WITH A 2 CAR GARAGE. THE YARD IFENCED FOR PRIVACY SO YOU CAN ENJOY TH POOL WITH FRIENDS AND FAMILY. COMMUNITY AMENITIES, THE WINTER GARDEN HISTORIC DOWNTOWN DISTRICT AND NEAR MANY DINING AND SHOPPING OPTIONS WITH EASY ACCESS TO MAJOR HIGHWAYS AND THE TURNPIKE. SCHEDULE YOUR SHOWING TODAY!
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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 $6,500 per month.

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

Currently, there are 21 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.