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

Eastern Tobago pickleball Stays, Resort Rentals, & Homes

About Eastern Tobago Vacation Rentals

Discover over 166 amazing vacation rental options in Eastern Tobago 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 Eastern Tobago.

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 1119.65 ft², with prices averaging $168 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 Eastern Tobago.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Eastern Tobago

Type Count
Holiday Apartments 60
Vacation Homes 36
Villas 25
Cottages 11

Use these Quick Filters to Find a Vacation Rental in Eastern Tobago

★ 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 Eastern Tobago with PickleTrip™.

Weather in Eastern Tobago, TT

View the weather forecast for Eastern Tobago before booking your Eastern Tobago 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 Eastern Tobago, TT

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


Englishman's Bay
Pirate’s Bay
Tobago Main Ridge Forest Reserve
Man-o-War Bay
Argyle Falls
Argyle Waterfall
Batteaux Bay
Goat Island
Speyside Bay
Little Tobago
Pigeon Point Beach
Turtle Beach
Store Bay
Mount Irvine Bay
Buccoo Reef
Castara Beach
Dwight Yorke Stadium
Fort King George
Scarborough Botanical Garden
Royalton Casino
Stonehaven Bay
Buccoo Beach
Nylon Pool
Gulf City Mall
Tobago Museum
Grafton Caledonia Wildlife Sanctuary
Extra Divers Tobago
Canoe Bay
Fort Millford
Kilgwyn Bay

Other Places to Stay in Eastern Tobago, TT


Tobago 595 Properties
Scarborough 113 Properties
Speyside 107 Properties
Les Coteaux 103 Properties
Charlotteville 102 Properties
Tobago Main Ridge Forest Reserve 91 Properties
Parlatuvier 90 Properties
Prospect 68 Properties
Concordia 68 Properties
Castara 46 Properties
Mason Hall 42 Properties
Lower Scarborough 41 Properties

Frequently Asked Questions About Eastern Tobago?

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

How many pickleball-ready properties have private pools in Eastern Tobago?

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

Which vacation rentals, resorts, or hotels in Eastern Tobago 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 Eastern Tobago?

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 166 properties listed in Eastern Tobago 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 166 Eastern Tobago, TT Vacation Rentals

Recently Booked Vacation Rentals in Eastern Tobago