1173+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. U.S. Virgin Islands
  2. St. Thomas
  3. Canaan

Canaan pickleball Stays, Resort Rentals, & Homes

About Canaan Vacation Rentals

Discover over 1173 amazing vacation rental options in Canaan 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 Canaan.

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 768.12 ft², with prices averaging $695 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 Canaan.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Canaan

Type Count
Holiday Apartments 267
Villas 234
Vacation Homes 214
Cottages 29

Use these Quick Filters to Find a Vacation Rental in Canaan

★ 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 Canaan with PickleTrip™.

Top Attractions Around Canaan, VI

PickleTrip offers a large selection of top attractions around Canaan . Research things to do on your vacation before you visit Canaan.


Sapphire Beach
Trunk Bay
Coki Beach
Honeymoon Beach
Virgin Islands National Park
Bolongo Bay
Magens Bay Beach
Blackbeard's Castle
Cinnamon Bay Beach
Coral World Ocean Park
Caneel Bay Beach
Maho Beach
St. John Spice
Secret Harbour Beach
Morningstar Beach
St. Thomas Synagogue
Lindbergh Bay
Caribbean Genealogy Library
Yacht Haven Grande Marina

Other Places to Stay in Canaan, VI


Estate Herleins Kob 964 Properties
Estate Magens Bay 939 Properties

Frequently Asked Questions About Canaan?

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

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

Discover 157 accommodations with private or nearby pickleball courts in Canaan. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Canaan 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 Canaan?

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 1173 properties listed in Canaan 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
Rosendal Vacation Rentals in St. Thomas 175

People Also Ask

There are 1173 Canaan, VI Vacation Rentals

Recently Booked Vacation Rentals in Canaan