559+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Costa Rica
  2. Guanacaste
  3. Tamarindo
  4. Pinilla

Pinilla pickleball Stays, Resort Rentals, & Homes

About Pinilla Vacation Rentals

Discover over 559 amazing vacation rental options in Pinilla 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 Pinilla.

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 1323.51 ft², with prices averaging $534 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 Pinilla.

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Top Pickleball-Ready Accommodation Types in Pinilla

Type Count
Vacation Homes 330
Villas 126
Holiday Apartments 36
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Pinilla

★ 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 Pinilla with PickleTrip™.

Weather in Pinilla, CR

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

December - February
High 92°F       Low 67°F
March - May
High 95°F       Low 66°F
June - August
High 93°F       Low 71°F
September - November
High 90°F       Low 71°F

Top Attractions Around Pinilla, CR

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


Tamarindo Beach
Flamingo Beach
Conchal Beach
Playa Brasilito
Penca Beach
San Juanillo Beach
Junquillal Beach
Hacienda Pinilla Golf Course
Avellana Beach
Mansita Beach
Playa Prieta
Ostional National Wildlife Refuge
Reserva Conchal Golf Course
Las Baulas de Guanacaste National Marine Park
Grande Beach
Danta Beach
Monkey Park
Casino Diria
Las Baulas National Marine Park
Tamarindo Church

Frequently Asked Questions About Pinilla?

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

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

Discover 168 accommodations with private or nearby pickleball courts in Pinilla. Some of the best destinations to stay and play pickleball are:

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

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 559 properties listed in Pinilla 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.


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There are 559 Pinilla, CR Vacation Rentals

Recently Booked Vacation Rentals in Pinilla