382+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Jamaica
  2. Saint Ann
  3. Montego Bay
  4. St. Ann's Bay

St. Ann's Bay pickleball Stays, Resort Rentals, & Homes

About St. Ann's Bay Vacation Rentals

Discover over 382 amazing vacation rental options in St. Ann's Bay 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 St. Ann's Bay.

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 739.91 ft², with prices averaging US $333 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 St. Ann's Bay.

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Top Pickleball-Ready Accommodation Types in St. Ann's Bay

Type Count
Vacation Homes 182
Villas 145
Holiday Apartments 36
Cottages 2

Use these Quick Filters to Find a Vacation Rental in St. Ann's Bay

★ 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 St. Ann's Bay with PickleTrip™.

Top Attractions Around St. Ann's Bay, JM

PickleTrip offers a large selection of top attractions around St. Ann's Bay . Research things to do on your vacation before you visit St. Ann's Bay.


Maima Seville Great House & Heritage Park
Our Lady of Perpetual Help Roman Catholic Church
Cranbrook Flower Forest
Priory Beach
Dunn's River Falls
Dolphin Cove
Turtle Beach
James Bond Beach
Mystic Mountain
Jamaica Beaches
Green Grotto Caves
Mahogany Beach
Turtle River Park
Ocho Rios Fort
Runaway Bay Beach
Golf Club at Jewel Runaway Bay
Reggae Beach
Fern Gully
Shaw Park Gardens
Puerto Seco Beach Park

Other Places to Stay in St. Ann's Bay, JM


Maima Seville Great House & Heritage Park 708 Properties
Our Lady of Perpetual Help Roman Catholic Church 678 Properties
Priory Beach 544 Properties
Banks 368 Properties
Plantation Village 361 Properties
Cranbrook Flower Forest 361 Properties
Priory 35 Properties

Frequently Asked Questions About St. Ann's Bay?

What are the top vacation rentals, resorts, and hotels in St. Ann's Bay 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 St. Ann's Bay. 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 St. Ann's Bay!

How many pickleball-ready properties have private pools in St. Ann's Bay?

Discover 16 accommodations with private or nearby pickleball courts in St. Ann's Bay. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in St. Ann's Bay 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 St. Ann's Bay?

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 382 properties listed in St. Ann's Bay 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 382 St. Ann's Bay, JM Vacation Rentals

Recently Booked Vacation Rentals in St. Ann's Bay