No open play posted in Winding Cypress yet
We'll tell you when a club, venue or player posts a game here. Run one? Post it free.
Places to play
60 in and around Winding Cypress, nearest first. Showing 1–24.
Filter courts
60 places on the map. The full list is below.
Free public courts
Parks and rec courts. Walk on, first-come, first-served.
Clubs, gyms & rec centers
Membership, day pass or drop-in fee.
- 1.4miOasis Indoor Pickleball12725 Tamiami Trl E Ste 134, Naples, FLPay per visit
- 1.8miRookery Bay Reserve Lands pickleball courts (South)Winding Cypress, FLMembershipOutdoor6 courts
- 2.2miLely Resort Golf And Country Club pickleball courts (East)Lely Resort, FLMembershipOutdoor2 courts
- 2.2miLely Resort Golf And Country Club pickleball courts (West)Lely Resort, FLMembershipOutdoor4 courts
- 2.4miLely Resort Golf And Country Club pickleball courtsNaples Manor, FLMembershipOutdoor2 courts
- 2.4miThe Classics Course at Lely Resort pickleball courtsLely Resort, FLMembershipOutdoor2 courts
- 3.9miPickleball courts in Lely ResortLely Resort, FLMembershipOutdoor2 courts
- 4.3miHammock Bay Golf & Country Club pickleball courtsMarco Shores-Hammock Bay, FLMembershipOutdoor4 courts
- 4.9miNaples Heritage Golf & Country Club pickleball courtsLely Resort, FLMembershipOutdoor4 courts
- 5.9miForest Glen Golf & Country Club pickleball courtsGolden Gate, FLMembershipOutdoor4 courts
- 6.2miUSOP National Pickleball Center3520 Thomasson Dr, Naples, FLPay per visit
- 6.4miCountryside Golf & Country Club pickleball courts (South)Berkshire Lakes, FLMembershipOutdoor2 courts
- 6.6miGlen Eagle Golf & Country Club pickleball courtsBerkshire Lakes, FLMembershipOutdoor4 courts
- 6.6miThe Glades Golf & Country Club pickleball courtsLely, FLMembershipOutdoor3 courts
- 6.7miCountryside Golf & Country Club pickleball courts (Central)Berkshire Lakes, FLMembershipOutdoor2 courts
- 6.8miCountryside Golf & Country Club pickleball courts (North)Berkshire Lakes, FLMembershipOutdoor2 courts
- 7.4miFoxfire Country Club pickleball courtsBerkshire Lakes, FLMembershipOutdoor2 courts
- 8.1miHideaway Beach Golf Course pickleball courtsMarco Island, FLMembershipOutdoor6 courts
Limited access
Schools, churches, campuses and bases: check who can play.
- 1.1miManatee School Campus pickleball courts (East)Winding Cypress, FLLimited accessOutdoor14 courts
- 1.2miManatee School Campus pickleball courts (West)Winding Cypress, FLLimited accessOutdoor2 courts
- 2.9miParkside Elementary School pickleball courtsNaples Manor, FLLimited accessOutdoor2 courts
- 3.1miLely High School pickleball courtsNaples Manor, FLLimited accessOutdoor2 courts
3 unnamed courtsListed as “Pickleball courts in Lely”: nobody has named them on the map yet.
7 unnamed courtsListed as “Pickleball courts in Winding Cypress”: nobody has named them on the map yet.
- 0.7miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor4 courts
- 0.9miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor3 courts
- 0.9miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor1 court
- 1.1miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor2 courts
- 1.1miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor4 courts
- 1.2miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor3 courts
- 1.9miPickleball courts in Winding CypressWinding Cypress, FLAccess not confirmedOutdoor6 courts
4 unnamed courtsListed as “Pickleball courts in Verona Walk”: nobody has named them on the map yet.
- 1.9miPickleball courts in Verona WalkVerona Walk, FLAccess not confirmedOutdoor9 courts
- 2.4miPickleball courts in Verona WalkVerona Walk, FLAccess not confirmedOutdoor4 courts
- 2.9miPickleball courts in Verona WalkVerona Walk, FLAccess not confirmedOutdoor2 courts
- 3.1miPickleball courts in Verona WalkVerona Walk, FLAccess not confirmedOutdoor4 courts
3 unnamed courtsListed as “Pickleball courts in Naples Manor”: nobody has named them on the map yet.
6 unnamed courtsListed as “Pickleball courts in Berkshire Lakes”: nobody has named them on the map yet.
- 6.5miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor1 court
- 6.7miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor6 courts
- 7.0miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor2 courts
- 7.4miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor1 court
- 7.7miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor1 court
- 7.9miPickleball courts in Berkshire LakesBerkshire Lakes, FLAccess not confirmedOutdoor2 courts
5 unnamed courtsListed as “Pickleball courts in Naples”: nobody has named them on the map yet.
- 7.0miPickleball courts in NaplesNaples, FLAccess not confirmedOutdoor1 court
- 7.4miPickleball courts in NaplesNaples, FLAccess not confirmedOutdoor4 courts
- 7.6miPickleball courts in NaplesNaples, FLAccess not confirmedOutdoor1 court
- 7.9miPickleball courts in NaplesNaples, FLAccess not confirmedOutdoor1 court
- 8.0miPickleball courts in NaplesNaples, FLAccess not confirmedOutdoor2 courts