135+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Puerto Rico
  2. Vieques
  3. Esperanza

Esperanza pickleball Stays, Resort Rentals, & Homes

About Esperanza Vacation Rentals

Discover over 135 amazing vacation rental options in Esperanza 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 Esperanza.

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 736.2 ft², with prices averaging US $317 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 Esperanza.

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Top Pickleball-Ready Accommodation Types in Esperanza

Type Count
Vacation Homes 46
Holiday Apartments 43
Villas 17
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Esperanza

★ 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 Esperanza with PickleTrip™.

Weather in Esperanza, PR

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

December - February
High 85°F       Low 70°F
March - May
High 87°F       Low 71°F
June - August
High 89°F       Low 75°F
September - November
High 88°F       Low 73°F

Top Attractions Around Esperanza, PR

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


Esperanza Malecon
Playa Esperanza
Coconut Beach
Museo de Esperanza
Flamenco Beach
Bioluminescent Bay
Ceiba Ferry Terminal
Caracas Beach
Vieques Ferry Terminal
Culebra Ferry Terminal
La Chiva Beach
Sun Bay
Palomino Island
Black Sand Beach
Flamenco Peninsula
Vieques National Wildlife Refuge
Luis Pena Island
Tamarindo Beach
Isabel Segunda Harbor

Other Places to Stay in Esperanza, PR


Playa Esperanza 146 Properties
Museo de Esperanza 141 Properties
Esperanza Malecon 130 Properties
Coconut Beach 124 Properties
Puerto Real 118 Properties

Frequently Asked Questions About Esperanza?

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

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

Discover 3 accommodations with private or nearby pickleball courts in Esperanza. Some of the best destinations to stay and play pickleball are:

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

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

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 135 properties listed in Esperanza 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 135 Esperanza, PR Vacation Rentals

Recently Booked Vacation Rentals in Esperanza