79+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Costa Rica
  2. Guanacaste
  3. Sierra

Sierra pickleball Stays, Resort Rentals, & Homes

About Sierra Vacation Rentals

Discover over 79 amazing vacation rental options in Sierra 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 Sierra.

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 366.58 ft², with prices averaging US $132 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 Sierra.

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Top Pickleball-Ready Accommodation Types in Sierra

Type Count
Vacation Homes 38
Holiday Apartments 12
Villas 4
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Sierra

★ 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 Sierra with PickleTrip™.

Top Attractions Around Sierra, CR

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


Tabacon Hot Springs
Arenal Volcano National Park
Baldi Hot Springs
La Fortuna Waterfall
Tenorio Volcano National Park
Lake Arenal
Monteverde Cloud Forest Biological Reserve
Arenal Volcano
Kalambu Hot Springs
Los Lagos Hot Springs
Mistico Arenal Hanging Bridges Park
Palo Verde National Park
Paradise Hot Springs
Costa Rica Sky Adventures
Ecotermales Fortuna
Selvatura Adventure Park
Costa Rica Chocolate Tour
Reserva Biologica Bosque Nuboso Monteverde
Children's Eternal Rainforest
Chato Volcano

Frequently Asked Questions About Sierra?

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

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

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

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 79 properties listed in Sierra 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 79 Sierra, CR Vacation Rentals

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