4265+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. U.S. Virgin Islands
  2. St. Thomas and St. John

St. Thomas and St. John pickleball Stays, Resort Rentals, & Homes

About St. Thomas and St. John Vacation Rentals

Discover over 4265 amazing vacation rental options in St. Thomas and St. John 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 St. Thomas and St. John.

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 738.41 ft², with prices averaging US $736 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 St. Thomas and St. John.

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Top Pickleball-Ready Accommodation Types in St. Thomas and St. John

Type Count
Villas 870
Holiday Apartments 752
Vacation Homes 493
Cottages 106

Use these Quick Filters to Find a Vacation Rental in St. Thomas and St. John

★ 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 St. Thomas and St. John with PickleTrip™.

Weather in St. Thomas and St. John, VI

View the weather forecast for St. Thomas and St. John before booking your St. Thomas and St. John Vacation Rentals to confirm your best time to go.

December - February
High 84°F       Low 72°F
March - May
High 85°F       Low 72°F
June - August
High 88°F       Low 74°F
September - November
High 88°F       Low 73°F

Top Attractions Around St. Thomas and St. John, VI

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


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
University of Virgin Islands

Other Places to Stay in St. Thomas and St. John, VI


St. Thomas 2,885 Properties
St. John 1,449 Properties
East End 1,443 Properties
Cruz Bay 1,019 Properties
Estate Smith Bay 894 Properties
Northside 736 Properties
Gifft Hill 587 Properties
Rosendal 544 Properties
Beverhout Point 516 Properties
Cabrita Point 490 Properties
Nazareth 490 Properties
Monte 489 Properties

Frequently Asked Questions About St. Thomas and St. John?

What are the top vacation rentals, resorts, and hotels in St. Thomas and St. John 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 St. Thomas and St. John. 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 St. Thomas and St. John!

How many pickleball-ready properties have private pools in St. Thomas and St. John?

Discover 747 accommodations with private or nearby pickleball courts in St. Thomas and St. John. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in St. Thomas and St. John is best for families looking for a pickleball-getaway?

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

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 4265 properties listed in St. Thomas and St. John 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 (12) 
Neighborhood Property Count
Rosendal Vacation Rentals in St. Thomas and St. John, VI 544
Green Cay Plantation Vacation Rentals in St. Thomas and St. John, VI 147
Maho Bay Quarter Vacation Rentals in St. Thomas and St. John, VI 43
Contant Farms Vacation Rentals in St. Thomas and St. John, VI 40
Seagrape Hill Vacation Rentals in St. Thomas and St. John, VI 36
Rendezvous & Ditleff Vacation Rentals in St. Thomas and St. John, VI 34
Point Rendezvous Vacation Rentals in St. Thomas and St. John, VI 1268
Skytop Vacation Rentals in St. Thomas and St. John, VI 1345
Havensight Vacation Rentals in St. Thomas and St. John, VI 1073
Bellevue Vacation Rentals in St. Thomas and St. John, VI 1030
Contant Hill Vacation Rentals in St. Thomas and St. John, VI 1260
Ditleff Point Vacation Rentals in St. Thomas and St. John, VI 1259

People Also Ask

There are 4265 St. Thomas and St. John, VI Vacation Rentals

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