Caldera pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Caldera
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Top-Rated Villas with a Pool in Caldera
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Pet-Friendly Villas in Caldera
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Large Private Villas in Caldera
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Wheelchair Accessible Holiday Homes in Caldera
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Caldera Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Caldera
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Book a Last Minute Place to Stay in Caldera
About Caldera Vacation Rentals
Discover over 112 amazing vacation rental options in Caldera 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 Caldera.
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 2302.71 ft², with prices averaging US $352 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 Caldera.
Top Pickleball-Ready Accommodation Types in Caldera
| Type | Count |
|---|---|
| Vacation Homes | 46 |
| Holiday Apartments | 21 |
| Villas | 17 |
| Cottages | 4 |
Use these Quick Filters to Find a Vacation Rental in Caldera
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★ 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 Caldera with PickleTrip™.
Top Attractions Around Caldera, CR
PickleTrip offers a large selection of top attractions around Caldera . Research things to do on your vacation before you visit Caldera.
Other Places to Stay in Caldera, CR
Frequently Asked Questions About Caldera?
What are the top vacation rentals, resorts, and hotels in Caldera 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 Caldera. 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 Caldera!
- El Roble: villa directly on the beach.
- Costa Rica's Countryside Oasis: Serene Green Haven. Breakfast included
- Tivives kikala Lodge
- Quinta La Joya
- Atardecer D Oro, Casa de playa
- Beach Front 1940 retro 3-bedrm house AC/Wifi: Privacy & Comfort in Puntarenas.
- Hotel Sirius
- Costa Rican Beach House Rental in Puntarenas
- NEW YEARS WEEK NOW AVAILABLE! BEST VALUE IN A FAMILY VACATION IN COSTA RICA.
- A chance for you and your loved ones to get away from the rest of the world.
How many pickleball-ready properties have private pools in Caldera?
Discover 10 accommodations with private or nearby pickleball courts in Caldera. Some of the best destinations to stay and play pickleball are:
- Modern Beach House-Aslan's Country
- Villa Congo 6 near the peñon guacalillo
- Beautiful and comfortable mountain property with sea views!
- Wonderful beachfront property in Tivives with palm trees, private pool, and AC
Which vacation rentals, resorts, or hotels in Caldera is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Caldera? 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.
- Toucan Family Bungalow at Jane's Beach Resort
- COTTON HOUSE DE LABRADOR
- Colibri Room at Jane's Beach Resort
How many PickleTrip vacation rentals or resorts are available in Caldera?
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 112 properties listed in Caldera 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.