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Your own private country club pickleball court in Annapolis, MD

Get monthly passes to private pickleball courts in Annapolis, MD with Swimply!
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Annapolis, MD
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225K reviews
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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.
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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 Annapolis, MD

Tennis and pickle court with night lighting in complete privacy. Covered patio or pool house for re...

Amazing experiences at Swimply pickleball courts

Review from Melissa
Melissa
SERENITY NOW!!!
absolutely perfect in every way! this was our third time at serenity now and we can’t wait to go back. the hosts are gracious, warm and welcoming. they provide a five star luxury experience. thanks again, robert and zoe!
Review from Justin
Justin
SERENITY NOW!!!
gorgeous pool and wonderful hosts!! extremely private and beautifully landscaped backyard. the indoor basement and bathroom area offer a cool respite and nice changing and eating area. our family enjoyed this pool very much!
Review from Kathleen
Kathleen
SERENITY NOW!!!
another lovely swim at robert’s pool. the hosts are very welcoming and the pool and the yard/garden are gorgeous & peaceful. they have lounges, umbrellas for shade, and a table, along with some pool floats. a perfect place for r&r!
Review from Adriane
Adriane
SERENITY NOW!!!
robert's pool was fabulous...pristine clean and the perfect temperature nestled among a lovely large private yard surrounded by greenery. the downstairs guest suite was great too. robert was an incredibly considerate host. looking forward to renting again!
Review from Caroline
Caroline
SERENITY NOW!!!
we had a fantastic afternoon swimming in robert’s pool. his pool is beautiful; his pool toys were so much fun; his bathroom area for guests was private and so appreciated; and his warm hospitality made us feel right at home.
Review from Tonya
Tonya
SERENITY NOW!!!
wonderful, relaxing, and beautiful pool and grounds. sparkling clean and an all-around fantastic space. such warm, welcoming, and gracious hosts. our family had a truly wonderful time.

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