Friendship pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Friendship?

What are the top vacation rentals, resorts, and hotels in Friendship 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 Friendship. 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 Friendship!

• 5* Affordable luxury* with views and an Infinity Pool to take your breath away
• 5* HIBISCUS Cottage* Breathtaking VIEWS- Incredible INFINITY POOL-Amazing ISLAND
• Tropical Hideaway Penthouse Suite - Stunning Views - 5* Accommodation
• 1-5 BR. Shown price is for 1 BR. 5 min WALK to BEACH.n HOUSE NEVER SHARED!
• Tropical Hideaway Palm Cottage - Stunning Views - 5* Boutique Accommodation
• Stunning Beachfront Sunset Flamingo 4 Bedroom Villa sleeps 8 With Private Pool
• Luxury private villa with pool. Great for 2 or 4 guests
• Elegant Villa in Private Hope Bay. Infinity Pool with Sea View.
• Private Luxury Vacation Villa In Lush Tropical Setting With Stunning Ocean Views
• Friendship Breezes - The Perfect Island Getaway

How many pickleball-ready properties have private pools in Friendship?

Discover 18 accommodations with private or nearby pickleball courts in Friendship. Some of the best destinations to stay and play pickleball are:

• Ravenala House, Lower Bay, Named in The Times 50 best Villas in the Caribbean.
• Bay Tree Villa Pool Suite - peaceful and romantic with private pool and gym.
• One of the most beautiful views of the island!
• Beautiful villa close to Beach with ocean views

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

Looking for a fun and active getaway with pickleball courts in ? 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.

• Ravenala House, Lower Bay, Named in The Times 50 best Villas in the Caribbean.
• Sea View Apartments
• Immaculate 3 Bed Villa Overlooking Admiralty Bay

How many PickleTrip vacation rentals or resorts are available in Friendship?

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 157 properties listed in Friendship in 2025, 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.