Swimply Winter Garden, FL - Country Club with Pickleball

Your own private country club pickleball court in Winter Garden, FL

Get monthly passes to private pickleball courts in Winter Garden, FL with Swimply!

Winter Garden, FL

Find Pickleball Courts

4M+

Guests

600K

Bookings

4.9

225K reviews

20,000+

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About Swimply

Dive into fun with Swimply! Discover amazing pools, tennis courts, and more private hourly escapes, right in your neighborhood. Whether you're teaching your kid to swim, getting in a workout, or just lounging by the pool, there’s a place for you on Swimply.

Book your own private country club pickleball court with Passes

Swimply Passes grant you unlimited access to your favorite pickleball court, just like a gym membership or country club - but private! You pay monthly in exchange for FREE bookings (within certain restrictions).

Search Swimply

Search through hundreds of pickleball courts that offer monthly Passes, and find the one that works for you!

Purchase a Pass

Buy a monthly pass to unlock free access to your pickleball court.

Book for free

For the next month, enjoy payment-free and easy reservations at your preferred pickleball court.

Passes for every preference

Early bird

For morning people! Enjoy free bookings during the morning hours.

Weekday

For casual, off peak drop-ins! Capitalize on free bookings during week days.

Anytime

The best pass on Swimply! Book any time for ultimate flexibility.

Popular pickleball courts with passes in Winter Garden, FL

$80/hr

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Pickleball Courts

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Amazing experiences at Swimply pickleball courts

Felix

Large, sun filled pool and backyard

this pool was even better in person ! really nice neighborhood too ! the host was very kind and attended any and all of our needs & also gave us lots of privacy. i will absolutely be booking again!!!!

Sam

Large, sun filled pool and backyard

amazing, clean pool and yard! dogs had the best time! the host was friendly and checked on us to make sure everything was good! we will definitely be back!

Michael

Large, sun filled pool and backyard

we had a blast! phenomenal pool, great location, and robert couldn’t have been nicer. thank you for a great swim!

Shaina

Large, sun filled pool and backyard

rob was very welcoming and his pool was wonderful! it was a very comfortable temperature- very clean and the area felt safe. i would absolutely book again and definitely recommend his pool!