119+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Trinidad and Tobago
  2. Western Tobago
  3. Scarborough

Scarborough pickleball Stays, Resort Rentals, & Homes

About Scarborough Vacation Rentals

Discover over 119 amazing vacation rental options in Scarborough 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 Scarborough.

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 1386.75 ft², with prices averaging $277 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 Scarborough.

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Top Pickleball-Ready Accommodation Types in Scarborough

Type Count
Holiday Apartments 48
Villas 33
Vacation Homes 22
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Scarborough

★ 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 Scarborough with PickleTrip™.

Weather in Scarborough, TT

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

December - February
High 87°F       Low 73°F
March - May
High 87°F       Low 73°F
June - August
High 88°F       Low 74°F
September - November
High 89°F       Low 75°F

Top Attractions Around Scarborough, TT

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


Fort King George
Scarborough Botanical Garden
Royalton Casino
Tobago Museum
Botanical Gardens
Pigeon Point Beach
Turtle Beach
Store Bay
Englishman's Bay
Mount Irvine Bay
Pirate’s Bay
Buccoo Reef
Tobago Main Ridge Forest Reserve
Castara Beach
Dwight Yorke Stadium
Man-o-War Bay
Stonehaven Bay
Buccoo Beach
Nylon Pool
Gulf City Mall

Other Places to Stay in Scarborough, TT


Western Tobago 553 Properties
Signal Hill 372 Properties
Patience Hill 364 Properties
Diamond 331 Properties
Orange Hill 304 Properties
Roselle 252 Properties
Botanical Gardens 145 Properties
Scarborough Botanical Garden 141 Properties
Royalton Casino 135 Properties
Lower Scarborough 45 Properties
Bacolet 27 Properties
Lambeau 25 Properties

Frequently Asked Questions About Scarborough?

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

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

Discover 7 accommodations with private or nearby pickleball courts in Scarborough. Some of the best destinations to stay and play pickleball are:

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

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 119 properties listed in Scarborough 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 119 Scarborough, TT Vacation Rentals

Recently Booked Vacation Rentals in Scarborough