222+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Jamaica
  2. Portland
  3. Port Antonio
  4. Drapers

Drapers pickleball Stays, Resort Rentals, & Homes

About Drapers Vacation Rentals

Discover over 222 amazing vacation rental options in Drapers 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 Drapers.

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 612.91 ft², with prices averaging $392 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 Drapers.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Drapers

Type Count
Vacation Homes 95
Villas 43
Holiday Apartments 25
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Drapers

★ 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 Drapers with PickleTrip™.

Top Attractions Around Drapers, JM

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


Frenchman's Cove Beach
Jamaica Beaches
Blue Lagoon
Blue and John Crow Mountains National Park
Boston Bay Beach
Trident Castle
Blue Mountain Peak
Winnifred Beach
Reach Falls
Somerset Falls
Port Antonio Square
Rio Grande
Errol Flynn Marina
San San Beach
Portland Parish Church
Musgrave Market
Long Bay Beach
Folly Ruins
Bikini Beach
Fort George

Other Places to Stay in Drapers, JM


Frenchman's Cove Beach 189 Properties

Frequently Asked Questions About Drapers?

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

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

Discover 2 accommodations with private or nearby pickleball courts in Drapers. Some of the best destinations to stay and play pickleball are:

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

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 222 properties listed in Drapers 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 222 Drapers, JM Vacation Rentals

Recently Booked Vacation Rentals in Drapers