Where to stay around Tobago, TT?

Our 2019 property listings offer a large selection of 235 vacation rentals near Tobago. From 84 Villas to 78 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Tobago for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Tobago?

There are many lovely places to stay for a holiday trip or just for a weekend in Tobago. From VRBO travelers, the top most popular destinations to visit are:

  • Caribbean: 42,971 vacation rentals
  • Canaan: 198 vacation rentals
  • Black Rock: 217 vacation rentals
  • Golden Grove: 198 vacation rentals
  • Scarborough: 225 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Tobago! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Tobago?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Tobago:

  • Canaan: 198 rentals
  • Black Rock: 217 rentals
  • Golden Grove: 198 rentals
  • Scarborough: 225 rentals
  • Lowlands: 198 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Take time out in Tobago

Set aside plenty of hammock time for Tobago _ this island's the chilled half of the T&T nation. The crooked planks of rum bars dot its shoreline and the calls of exotic chachalacas echo in its dense rainforests, forging the perfect backdrop for long, laid-back sessions of sunbathing and swimming. From hidden Englishman's Bay beneath its jungle-dressed coastal hills to reef-ringed Pigeon Point, there are plenty of spots to kick back and relax. Tobago vacation rentals mirror the lackadaisical vibes perfectly, too _ think pool-fringed villas with patios and charming Carib family homes.

Trawling the beaches of Tobago

Tobago's one darn fine place to be for rest and relaxation by the side of the Caribbean Sea. Beaches fringe its whole shoreline, going from the white sands of Pigeon Point to the glowing yellow arc of Englishman's Bay _ like something out of a pirate flick. The shores aren't inundated with swish Tobago vacation rentals and condos like other Caribbean getaways, meaning local vibes and salt-washed rum shacks are still the name of the game. Dive outfitters pepper some of the beaches, too, offering a chance to get into the underwater wonderworld of Buccoo Reef, Tyrrel's Bay and beyond.

Enjoy tales of Tobago's past

Make for the formidable bulwarks and cannon-topped keeps of Fort James to begin your journey into the fascinating past of Tobago island. There, the lichen-spotted walls of the 1760s give way to gun batteries and reveal enthralling tales of slave rebellions and colonial wars. The Tobago Historical Museum in Scarborough is a fine place to continue on. It's housed in the old officer rooms of Fort King George _ another 18th-century relic of England's power in these parts _ and has curious pre-Columbian relics next to geological finds from the island valleys.

Top times in Tobago

Tobago has 2 distinct seasons in the year: Dry and wet. Most people will come seeking a tropical escape from the cold of the north in the winter months, which run from December to March. They are the driest, with minimal rainfall and pleasant temperatures from day to day. They also have some of the annual highlights, like the rambunctious carnival of February and the turtle hatching season of midwinter. Visits in spring's April and May are great if you're looking at Tobago vacation rentals that will let you laze on the beach. Things get hot then. Really hot.

Tiny Tobago has loads to offer

Tobago is just a speck on the map compared to its compatriot, Trinidad. Scarred through the middle by rugged rows of volcanic peaks and ringed by untouched beaches, it certainly packs plenty into its diminutive size. On the eastern end of the isle is Tyrrel's Bay, a mecca for divers out of Speyside that comes adorned with gorgeous reefs and inlets. In the west, there's the handsome powder of Pigeon Point. That's perhaps the prettiest beach going, with white sand and stooping palms. The hinterland is a place of misty rainforests packed with tropical birds and scented with cocoa beans.