Discover Naples, Florida Pickleball Communities

Esplanade by the Islands

Naples, Florida
Esplanade by the Islands is a gated resort community featuring new homes by Taylor Morrison, award-winning amenities, wellness programming, pickleball, tennis, luxury spa services, and the signature Esplanade lifestyle near Marco Island and the Gulf Coast.

Pricing: Lot Premiums $50,000 to $250,000; Homes $599,999 to $1,110,999

Community Type: All Ages

Dining

Dog Park

Fitness

Gatehouse

Golf Nearby

Lake

Pickleball

Playground

Spa

Swimming

Tennis

Walking Trails

SkySail

Naples, Florida
SkySail is one of Collier County’s newest lifestyle communities in Naples, FL. The expansive amenity-rich community in Southwest Florida features low maintenance living among 246 acres of crystal-clear lakes. Amenities include a lake house, fitness center, resort pool, tennis and pickleball courts, fishing pier, kayak launch, and walking trails.

Pricing: Maintenance-assisted homes range from 1,407 square feet to 2,450 square feet. Priced from the low $500,000s.

Community Type: All Ages

Biking Trails

Clubhouse