Naples, FL Pickleball Vacation Rentals Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + Bathrooms 0 + 1 + 2 + 3 + 4 + Clear Filters Amenities Air Conditioning Arcade Machine Babysitter On - Request Baking Sheet Bathtub BBQ Grill - Gas BBQ Grill - Private BBQ Grill Area BBQ Grill Utensils Beach Essentials Bed Linens Bedroom - Step Free Access Bedroom - Wide Doorway Bicycle Bird Watching Blender Boating Body Soap Car - Necessary Car - Recommended Carbon Monoxide Detector Ceiling Fan Chef - Fee Chef - On Request Childrens Dinnerware Cleaning During Stay - Available Cleaning During Stay - Fee Cleaning During Stay - On Request Cleaning Products Clothes Drying Rack Coffee Coffee Maker Common Space - Wide Doorway Common Surfaces Disinfected Concierge - Available Conditioner Cooking Basics Deadbolt Lock Desk Chair Dining Area or Room Dining table Dishes & Silverware Dishwasher Disinfectant Used While Cleaning Downtown Dry Cleaning - On Request Eco Tourism Electric Vehicle Charger Essentials Extra Pillows & Blankets Fenced Yard Fire Extinguisher First Aid Kit Fishing - Bay Fishing - Deep Sea Fishing - Pier Fishing - Surf Flat Smooth Pathway to Front Door Freezer Gambling Game Room Groceries - Fee Groceries - On Request Guest Gap Period - 24 Hours Guest Gap Period - 48 Hours Gym/Fitness Room - Community Hair Dryer Hammock Hangers Heating High Chair Horseback Riding Hospital Hot Tub Hot Tub - Private Hot Water Hot Water Kettle Ice Maker Iron & Ironing Board Jet Skiing Kitchen Kitchen Island Laptop Friendly Workspace Laundry - Fee Linens High Temp Wash (140 degrees) Living Room Long Term Stays Allowed Luggage Dropoff Allowed Marina Microwave On the Golf Course Outdoor Dining Outdoor Seating & Furniture Outlet Covers Outlet Shopping Oven Pack & Play Travel Crib Paddle Boating Parasailing Parking - Free Parking - Private Path to Entrance Lit at Night Patio or Balcony Pets - Not Allowed Playground or Play Area Playroom Pool - Community Pool - Heated Pool - Private Refrigerator Sailing Satellite or Cable Self Check-In & Check-Out Shampoo Shopping Shower Gel Single Level Home Smart TV Smoke Detector Snorkeling Sound System Stove Sun Loungers Swimming Tennis Court - Community Toaster Towels Toys TV View - Golf Course View - Lake Washer - Private Water Sports - Available Waterfront Wifi Wifi - Free Wildlife Viewing Wind Surfing Wine Glasses Zoo Pet Friendly Type Apartment Condo House Apply Filters Where SkyRun Naples United States Florida Greater Naples Area Ave Maria East Bonita Springs East Naples Fort Myers Beach Golden Gate City Naples Park & Vanderbilt Beach North Naples 34120 Twin Eagles Old Naples Park Shore & The Moorings - People 2+ Guests 3+ Guests 4+ Guests 5+ Guests 6+ Guests 7+ Guests 8+ Guests 9+ Guests 10+ Guests 0 Pets 1 Pets 2 Pets Search 1-10 of 10 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Ave Maria Golf Retreat Condo Golf Membership Transfer Available Ave Maria, FL 3 Bdrms 2 Baths 6 Guests From $239/night incl. feesnext avail Nov 1–28 · 27-night min View Details Bonita National Golf & Social Membership | Ideal 30-Night Stay” Bonita Springs, FL 2 Bdrms 2 Baths 4 Guests From $319/night incl. feesnext avail Sep 11 – Oct 8 · 27-night min View Details Naples Lakes_Barrington Village Golf 17th Green Pickleball Monthly Naples, FL 0 Bdrms 0 Baths 4 Guests From $231/night incl. feesnext avail Oct 31 – Nov 27 · 27-night min View Details New PropertyFeatured Property Naples on Talon 2 Month Minimum April _May Twin Eagles Golf Course Naples, FL 4 Bdrms 4 Baths 8 Guests View Details Naples Pickleball - Thomasson Drive - across from USOP Naples, FL 0 Bdrms 0 Baths 6 Guests From $151/night incl. feesnext avail Oct 8 – Nov 4 · 27-night min View Details New PropertyFeatured Property Naples The Palms Luxury Pool Home by SkyRun Naples Naples, FL 3 Bdrms 3 Baths 6 Guests From $477/night incl. feesnext avail Sep 11–16 · 5-night min 5.0 View Details Naples Twin Eagles Dundee Full Golf Privileges Monthly Naples, FL 0 Bdrms 0 Baths 6 Guests View Details New PropertyFeatured Property Naples Twin Eagles Kinross Home Golf pool spa pickleball Naples, FL 0 Bdrms 0 Baths 6 Guests From $548/night incl. feesnext avail May 31 – Jun 27, 2027 · 27-night min View Details New PropertyFeatured Property Sapphire Lakes Monthly Quartz Subdivision 1 floor no stairs Pickleball 3BR Naples | Gated | Pool Naples, FL 0 Bdrms 0 Baths 6 Guests From $176/night incl. feesnext avail Sep 11 – Oct 8 · 27-night min View Details New PropertyFeatured Property The Strand Monthly Naples Condo by SkyRun Naples Naples, FL 0 Bdrms 0 Baths 4 Guests From $203/night incl. feesnext avail Sep 11 – Oct 8 · 27-night min View Details Search while moving Prev1LastNext Naples has become one of Florida’s top destinations for pickleball, with plenty of options for visitors who want to stay close to the courts. East Naples Community Park on Thomasson Drive is home to dozens of courts and hosts the US Open Pickleball Championships each spring. SkyRun offers Naples pickleball vacation rentals near the park, along with homes and condos in communities that have pickleball courts of their own. Court access can vary by property, so check the details before you book. Public courts at East Naples Community Park and Veterans Community Park in North Naples have their own open-play schedules and fees. In private communities, pickleball may be included with your stay, available through the club, or tied to a membership transfer that needs to be arranged in advance. Many Naples vacation rentals with pickleball access are also well suited for longer stays. Winter and spring are especially popular, and monthly rentals make it easy to spend several weeks playing regularly while still enjoying Naples beaches, golf, restaurants, and shopping. If you are visiting for the US Open Pickleball Championships or another major event, book your Naples rental early!
