505+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. California
  3. San Jose
  4. Downtown San Jose

Downtown San Jose pickleball Stays, Resort Rentals, & Homes

About Downtown San Jose Vacation Rentals

Discover over 505 amazing vacation rental options in Downtown San Jose 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 Downtown San Jose.

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 533.67 ft², with prices averaging US $315 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 Downtown San Jose.

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Top Pickleball-Ready Accommodation Types in Downtown San Jose

Type Count
Holiday Apartments 198
Vacation Homes 167
Cottages 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Downtown San Jose

★ 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 Downtown San Jose with PickleTrip™.

Weather in Downtown San Jose, CA

View the weather forecast for Downtown San Jose before booking your Downtown San Jose Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Downtown San Jose, CA


San Jose 1,182 Properties
SAP Center at San Jose 977 Properties
Auzerais - Josefa 928 Properties
Pellier Historical Park 926 Properties
Adobe Corporate Headquarters 921 Properties
Peralta Adobe and Fallon House Historic Site 917 Properties
San Pedro Square 868 Properties
Saint James Park 857 Properties
Children's Discovery Museum 857 Properties
Parkside Hall 835 Properties
The Tech Interactive 832 Properties
St. Joseph Cathedral Basilica 830 Properties

Frequently Asked Questions About Downtown San Jose?

What are the top vacation rentals, resorts, and hotels in Downtown San Jose 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 Downtown San Jose. 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 Downtown San Jose!

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

Discover 3 accommodations with private or nearby pickleball courts in Downtown San Jose. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Downtown San Jose? 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 Downtown San Jose?

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 505 properties listed in Downtown San Jose 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 (5) 
Neighborhood Property Count
Willow Glen Vacation Rentals in San Jose, California 97
Auzerais - Josefa Vacation Rentals in San Jose, California 928
Horace Mann Vacation Rentals in San Jose, California 828
Washington - Guadalupe Vacation Rentals in San Jose, California 736
Ryland Vacation Rentals in San Jose, California 928

People Also Ask

There are 505 Downtown San Jose, CA Vacation Rentals

Recently Booked Vacation Rentals in Downtown San Jose