66+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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San Simon pickleball Stays, Resort Rentals, & Homes

About San Simon Vacation Rentals

Discover over 66 amazing vacation rental options in San Simon 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 Simon.

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 415.84 ft², with prices averaging US $187 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 Simon.

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Top Pickleball-Ready Accommodation Types in San Simon

Type Count
Vacation Homes 32
Holiday Apartments 2
Cottages 1

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

★ 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 Simon with PickleTrip™.

Weather in San Simon, AZ

View the weather forecast for San Simon before booking your San Simon 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 Simon, AZ

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


Fort Bowie National Historic Site
Apache Springs
Chiricahua National Monument
Shakespeare Ghost Town
Chiricahua Desert Museum
Hot Well Dunes Recreation Area
Chiricahua Gallery
Friends of Marty Robbins Museum
Chiricahua Regional Museum
Heart of Rocks
Historic Railroad Park
Granite Peak
Willcox Playa Wildlife Area
Keeling Schaefer Vineyards
Schwertner House
Post Cemetery
Walker Family Medicine

Other Places to Stay in San Simon, AZ


Apache Springs 83 Properties
Fort Bowie National Historic Site 82 Properties
Bowie 68 Properties

Frequently Asked Questions About San Simon?

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

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

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

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 66 properties listed in San Simon 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.


People Also Ask

There are 66 San Simon, AZ Vacation Rentals

Recently Booked Vacation Rentals in San Simon