Vacation rentals in Eastern Tobago

Chachalaca Villa | Eco Lovers Rain Forest Getaway

Thoughtfully updated 3 bedroom villa perched on Flagstaff Hill with stunning views of Man-O-War bay. We are located in the rain forest of Eastern Tobago. Perfect for nature lovers and divers. A few minutes drive down the hill leads right to the beach. Updates include new stainless steel appliances, new beds & linens, smart TV Wifi speakers, lighting fixtures, etc. The amenities you’d expect in the city, in the rain forest. However, you’ll find it hard to leave the veranda’s breathtaking view.

Firefly Villa - 'Roots'

A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. ‘Roots’ has two cozy double bedrooms, comfortable work spaces and fully-equipped kitchen with kitchen island, and deluxe double fronted fridge, en-suite bathrooms and wooden floors. Lie by the infinity pool and watch as a bright blue-grey tanager flies right over your head from one tree to the next. The perfect blend of treehouse and charming, stylish Caribbean poolside villa.

Auchenbago rustic luxury, stunning panoramic views

Relax and catch the breezes and spectacular views of the Caribbean Sea at a rustic villa offering total privacy and comfort. Marvel at the nearby turtles' nesting grounds and, weather permitting, take paths along the 4.5 acre landscaped property to the sandy beach and waterfalls below. Relax with a book from our library, perhaps in one of the Mexican hammocks on the villa's wraparound deck. Prepare meals in the well-equipped kitchen and enjoy leisurely dining in the screened-in dining room.

Song Bird Suite at Robyn’s Nest

This stylish studio is designed for the utmost comfort of two guests, featuring contemporary furnishings and amenities. The highlight of the space is undoubtedly the view that seamlessly merges the indoors with the beauty of nature. Inside, you'll find a fully equipped kitchenette and a sleek bathroom for your convenience. Step into the shared pool or outside onto the open deck to bask in the gentle breeze and panoramic vistas, accompanied by the melodic tunes of the local birdsong.

Little Houses Tobago - Castara Cozy Cottage

Castara Cozy Cottage features 2 bedrooms, a bathroom, a kitchen, and a living room. A front balcony provides a relaxing spot to enjoy the lush gardens, ideal for bird watching, as well as views down the valley and of the stars at night. The cottage, over 30 years old, offers cozy yet comfortable accommodations for travelers, making it a perfect escape. Castara is situated on the northern coast of the island. Although it is 40 minutes away from the capital, Castara is centrally located.

Couple’s hideaway, Castara

Forget your worries in this spacious and serene space. Our unique home is available to couples as a one bedroom. With beautiful living spaces, patios, glass wall livingroom looking onto the forest and cool private plunge pool to relax. The back deck is an amazing place to observe several varieties of hummingbirds. You are surrounded by mango trees, an avacado tree, coco trees, banana trees, and guava tree. You’re in your own botanical garden, just 3 minutes walk from the beach.

The Wood House

The Wood House is a beautiful, secluded, open-plan cottage with spectacular sea views, a natural setting in a reclaimed woodland, and close proximity to Englishman’s Bay (considered one of the 10 most beautiful beaches in the Caribbean). The natural woodland attracts a large variety of wildlife making it ideal for birders or naturalists interested in exploring the Tobago environment. Walk the terraced grounds, explore Englishman's Bay estate, or just relax in the stunning views.

Ocean view studio

Simple air-conditioned studio apartment with a private bathroom and an outside covered wood patio overlooking the Atlantic ocean. Refrigerator, microwave, teakettle, and toaster oven are located inside the studio. An outdoor counter with a single burner stovetop and sink for light breakfast and snacks. Absolutely no smoking inside the studio. Check-in after 1 pm For liability reasons, guests may not bring any visitors or any others to our home at any time, for any length of time.

Alibaba’s Sea Breeze Apartments

Entspann dich in dieser besonderen und ruhigen Unterkunft. Direkt am Strand von Castara‘a Little Bay gelegen mit Blick auf das Riff und die gesamte Bucht. Alles im Dorf fussläufig erreichbar. Durchdacht eingerichtete Studios mit großem Doppelbett, Moskitonetz und Deckenventilator, eigenem Bad, Küche und Balkon. Naturnaher Urlaub in einem Fischerdorf it einheimischen Restaurants und einem kleinen Supermarkt. Alles was man zum Entschleunigen braucht!

D' Love Shack

D ' Love Shack is a self contained rustic bungalow located on the beautiful beach of Castara. The wooden cabin is ideal for up to two adults and provides a perfect alternative to the traditional Tobago hotel experience. The cabin is made up of a large ensuite bedroom, a bathroom, a well equipped independent kitchen and a covered balcony. The Shack is a minute away from the village center where one can find bars, shops, supermarkets and restaurants.

Hidden Gem, Castara

Nestled in the picturesque hills of Castara, Hidden Gem offers a tranquil escape surrounded by natural beauty. Located away from the bustling bay, it provides stunning views and is just a short walk from hidden beaches. The spacious bedroom with two queen beds is perfect for families or small groups. Featuring a modern bathroom, cozy living area, and a fully equipped kitchen, this peaceful haven has all the comforts you need for a serene getaway.

Beautiful View Cottage

Charlotteville (within the UNESCO biosphere reserve) is approximately 1.2hrs from the Tobago Airport, and off the beaten path. Bella Vista cottage overlooks the village, rainforest and Caribbean Sea. It is situated close enough to experience village life but tucked away to enjoy solitude and the most breath-taking views of the ocean, village, and rainforest! Beautiful beaches are just a 5-10 min walk away.