57+ Tobago Cays Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Tobago Cays

Discover more than 57 holiday rentals in Tobago Cays. PickleTrip™ holiday homes has everything you need to find a place to stay near Tobago Cays, .

Whether you are looking for luxury villas in Tobago Cays, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Tobago Cays with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Tobago Cays for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Tobago Cays with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Tobago Cays Holiday Rentals

There are a lot of options in Tobago Cays. If you plan on staying in the Tobago Cays area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Tobago Cays:

There are many holiday rentals available in Tobago Cays; however, here are a few of the most popular holiday homes listed in Tobago Cays on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Tobago Cays to find one that works for you.
Yes, there are 57 self-catering family homes and holiday rentals in Tobago Cays.
There are more than 57 luxury holiday homes in or near Tobago Cays, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 57 pet friendly rentals that are available in Tobago Cays.