9846+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Costa Rica
  2. Guanacaste

Guanacaste pickleball Stays, Resort Rentals, & Homes

About Guanacaste Vacation Rentals

Discover over 9846 amazing vacation rental options in Guanacaste 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 Guanacaste.

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 1154.21 ft², with prices averaging US $436 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 Guanacaste.

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Top Pickleball-Ready Accommodation Types in Guanacaste

Type Count
Vacation Homes 3814
Holiday Apartments 1951
Villas 1449
Cottages 35

Use these Quick Filters to Find a Vacation Rental in Guanacaste

★ 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 Guanacaste with PickleTrip™.

Top Attractions Around Guanacaste, CR

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


Coco Beach
Tamarindo Beach
Samara Beach
Rincon de la Vieja Volcano National Park
Flamingo Beach
Conchal Beach
Lake Arenal
Playa Hermosa
Carrillo Beach
Playa Brasilito
Ocotal Beach
Penca Beach
Liberia Parque Central
San Juanillo Beach
Palo Verde National Park
Marina Papagayo
Nosara Beach
Rincon de la Vieja Volcano
Santa Rosa National Park
Junquillal Beach
Playa Pelada
Hacienda Pinilla Golf Course
Miravalles Volcano
Avellana Beach
Selvatura Adventure Park
Mansita Beach
Playa Prieta
Guiones Beach
Ostional National Wildlife Refuge

Other Places to Stay in Guanacaste, CR


Nicoya Peninsula 7,578 Properties
North Pacific Coast 6,918 Properties
Canton Santa Cruz 3,239 Properties
Tamarindo 1,608 Properties
Canton Carrillo 1,302 Properties
Canton of Nicoya 1,025 Properties
Coco 790 Properties
Nosara 622 Properties
Canton Liberia 519 Properties
Tempate District 457 Properties
Potrero 435 Properties
Playa Flamingo 427 Properties

Frequently Asked Questions About Guanacaste?

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

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

Discover 2588 accommodations with private or nearby pickleball courts in Guanacaste. Some of the best destinations to stay and play pickleball are:

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

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

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 9846 properties listed in Guanacaste 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 9846 Guanacaste, CR Vacation Rentals

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