Montego Bay pickleball Stays, Resort Rentals, & Homes

About Montego Bay Vacation Rentals

Discover over 5052 amazing vacation rental options in Montego 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 Montego 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 1045.68 ft², with prices averaging US $443 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 Montego Bay.

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Top Pickleball-Ready Accommodation Types in Montego Bay

Type Count
Vacation Homes 1746
Holiday Apartments 1498
Villas 1108
Cottages 51

Use these Quick Filters to Find a Vacation Rental in Montego 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 Montego Bay with PickleTrip™.

Frequently Asked Questions About Montego Bay?

What are the top vacation rentals, resorts, and hotels in Montego 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 Montego 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 Montego Bay!

How many pickleball-ready properties have private pools in Montego Bay?

Discover 638 accommodations with private or nearby pickleball courts in Montego Bay. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Montego Bay? 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 Montego 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 5052 properties listed in Montego 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.

Nearby Neighborhood (16) 
Neighborhood Property Count
IronShore Estates Vacation Rentals in Montego Bay 246
Rhyne Park Village Vacation Rentals in Montego Bay 84
West Gate Hills Vacation Rentals in Montego Bay 54
Mammee Bay Estates Vacation Rentals in Montego Bay 35
Albion Vacation Rentals in Montego Bay 32
Mango Walk Vacation Rentals in Montego Bay 28
Northern Estates Vacation Rentals in Montego Bay 184
Ocean Ridge Estate Vacation Rentals in Montego Bay 994
Mount Salem Vacation Rentals in Montego Bay 1098
White House Vacation Rentals in Montego Bay 926
New Buckfield Vacation Rentals in Montego Bay 1123
Coral Gardens Vacation Rentals in Montego Bay 1079
Crystal Cove Vacation Rentals in Montego Bay 1209
Caribbean Park Vacation Rentals in Montego Bay 427
Glendevon Vacation Rentals in Montego Bay 1137
Paradise Acres Vacation Rentals in Montego Bay 1079

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Finding the best prices in Montego Bay