704+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Trinidad and Tobago
  2. Trinidad

Trinidad pickleball Stays, Resort Rentals, & Homes

About Trinidad Vacation Rentals

Discover over 704 amazing vacation rental options in Trinidad 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 Trinidad.

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 676.15 ft², with prices averaging US $189 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 Trinidad.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Trinidad

Type Count
Holiday Apartments 299
Vacation Homes 215
Villas 40
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Trinidad

★ 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 Trinidad with PickleTrip™.

Top Attractions Around Trinidad, TT

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


Maracas Beach
Mayaro Beach
Blanchisseuse Beach
University of the West Indies
Movietowne
Queen's Park Savanah
Manzanilla Beach
Toco Beach
Las Cuevas Beach
Trincity Mall
Queen's Park Oval
Point Radix
Salybia Beach
Hasely Crawford Stadium
Holy Trinity Cathedral
Long Circular Mall
Chaguaramas Boardwalk
Cedros Beach
Clifton Hill Beach
Asa Wright Nature Centre

Other Places to Stay in Trinidad, TT


Trinidad and Tobago 1,177 Properties
Port of Spain 220 Properties
Tunapuna-Piarco 176 Properties
San Juan-Laventille 144 Properties
Downtown 97 Properties
Piarco 66 Properties
Diego Martin 52 Properties
Couva-Tabaquite-Talparo 47 Properties
San Juan 28 Properties
Woodbrook 26 Properties
Arouca 26 Properties
San Fernando 25 Properties

Frequently Asked Questions About Trinidad?

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

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

Discover 34 accommodations with private or nearby pickleball courts in Trinidad. Some of the best destinations to stay and play pickleball are:

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

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

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 704 properties listed in Trinidad 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 (6) 
Neighborhood Property Count
Downtown Vacation Rentals in Trinidad, TT 97
Glencoe Vacation Rentals in Trinidad, TT 71
La Romain Vacation Rentals in Trinidad, TT 33
Cocorite Vacation Rentals in Trinidad, TT 226
Success Vacation Rentals in Trinidad, TT 144
Lisas Gardens Vacation Rentals in Trinidad, TT 75

People Also Ask

Finding the best prices in Trinidad

There are 704 Trinidad, TT Vacation Rentals

Recently Booked Vacation Rentals in Trinidad