197+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. British Virgin Islands
  2. Tortola
  3. Road Town
  4. Waterfront

Waterfront pickleball Stays, Resort Rentals, & Homes

About Waterfront Vacation Rentals

Discover over 197 amazing vacation rental options in Waterfront with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Waterfront.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 802.85 ft², with prices averaging $715 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Waterfront.

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Top Pickleball-Ready Accommodation Types in Waterfront

Type Count
Holiday Apartments 73
Villas 56
Vacation Homes 24
Cottages 7

Use these Quick Filters to Find a Vacation Rental in Waterfront

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Waterfront with PickleTrip™.

Other Places to Stay in Waterfront, VG


Virgin Islands Folk Museum 163 Properties
Road Town Methodist Church 161 Properties
Her Majesty’s Prison Museum 160 Properties
Government House 159 Properties

Frequently Asked Questions About Waterfront?

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

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

Discover 19 accommodations with private or nearby pickleball courts in Waterfront. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Waterfront 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.

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

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 197 properties listed in Waterfront 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Wickhams Cay 1 Vacation Rentals in Road Town, Tortola 166

People Also Ask

There are 197 Waterfront, VG Vacation Rentals

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