San Juan pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About San Juan?

What are the top vacation rentals, resorts, and hotels in San Juan with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in San Juan. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in San Juan!

• Spacious Rio Mar Villa with Spectacular Ocean View & Golf Cart!
• THE BEST OCEAN VIEW GUARANTEED!
• Beachfront Apartment 3rd floor, with Terrace Overlooking the Ocean
• < NEW > Completely Renovated, Playa Azul-Tower 1, 18th Floor, 1 Bedroom1 Bath
• Bahia Beach 4 BDRM Penthouse- Villa Clara
• Bahia Beach Ground Level 3BDRM- Villa Paloma
• Bahia Beach 3BDRM Stunning View- Villa Palacio
• San Juan, guest suite w/private POOL, outdoor kitchen/BBQ & peaceful
• BEST AQUATIKA PENTHOUSE: truly beachfront, 10 beds, 5 rooms, 10 person capacity
• 🍹 Coco de Mer Villa: Sumptuous Caribbean Getaway at Bahia Beach Resort

How many pickleball-ready properties have private pools in San Juan?

Discover 593 accommodations with private or nearby pickleball courts in San Juan. Some of the best destinations to stay and play pickleball are:

• 10 minutes from the beach Isla Verde/San Juan
• Courtyard by Marriott Isla Verde Beach Resort
• Ocean View | Pool Private Patio | Parking
• AQUA Casa A8 · Private & FUN 3 BR House with Pool

Which vacation rentals, resorts, or hotels in San Juan is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in San Juan? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

• Aura - Apartamento Luminoso y Equilibrado
• Courtyard by Marriott Isla Verde Beach Resort
• Prime Spot Getaway - Peaceful and quiet close to everything you need.

How many PickleTrip vacation rentals or resorts are available in San Juan?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 8094 properties listed in San Juan in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

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