424+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. California
  3. San Simeon

San Simeon pickleball Stays, Resort Rentals, & Homes

About San Simeon Vacation Rentals

Discover over 424 amazing vacation rental options in San Simeon 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 San Simeon.

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 841.29 ft², with prices averaging US $399 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 San Simeon.

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Top Pickleball-Ready Accommodation Types in San Simeon

Type Count
Vacation Homes 296
Cottages 18
Holiday Apartments 7
Villas 3

Use these Quick Filters to Find a Vacation Rental in San Simeon

★ 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 San Simeon with PickleTrip™.

Weather in San Simeon, CA

View the weather forecast for San Simeon before booking your San Simeon 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

Top Attractions Around San Simeon, CA

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


Hearst Castle
Ragged Point
Moonstone Beach Park
Elephant Seal Rookery
San Simeon State Park
San Simeon Pier
Piedras Blancas Lighthouse
Cambria Center for the Arts
Fiscalini Ranch Preserve
Nitt Witt Ridge
Hearst Ranch Winery
Leffingwell Landing
Jade Cove
William Randolph Hearst State Park
William Randolph Hearst Memorial Beach
Sebastian General Store
Coastal Discovery Center at San Simeon Bay
National Geographic Theater
Cambria’s Historical Museum
San Simeon Nature Preserve

Other Places to Stay in San Simeon, CA


Leffingwell Landing 344 Properties
Pine Knolls Estates 329 Properties
East Village 329 Properties
Moonstone Beach Park 329 Properties
Santa Rosa Creek Nature Preserve 329 Properties
Nitt Witt Ridge 329 Properties
Cambria 270 Properties
Marine Terrace 144 Properties
Lodge Hill 144 Properties
Ragged Point 81 Properties
Park Hill 64 Properties
Happy Hill 25 Properties

Frequently Asked Questions About San Simeon?

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

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

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

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

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

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 424 properties listed in San Simeon 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 (4) 
Neighborhood Property Count
Marine Terrace Vacation Rentals in San Simeon, California 144
Park Hill Vacation Rentals in San Simeon, California 64
Pine Knolls Estates Vacation Rentals in San Simeon, California 329
East Village Vacation Rentals in San Simeon, California 329

People Also Ask

There are 424 San Simeon, CA Vacation Rentals

Recently Booked Vacation Rentals in San Simeon