Holiday rentals in Eastern Tobago

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Top-rated holiday rentals in Eastern Tobago

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Superhost
A colorful hammock is suspended between posts on a wooden deck, inviting relaxation. The deck offers expansive views of the Caribbean Sea and surrounding greenery, with distant islands visible on the horizon. A wooden chair is positioned nearby, enhancing the comfortable outdoor setting.
Villa in Bloody Bay
4.82 out of 5 average rating, 103 reviews

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.

Guest favourite
A contemporary sleeping area features a spacious bed with white linens, complemented by a sleek headboard. A nightstand holds decorative items, while an oval mirror leans against the textured black wall. Warm wood flooring enhances the modern aesthetic of the room.
Villa in Union
4.9 out of 5 average rating, 58 reviews

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.

Superhost
An outdoor seating area features a round stone table surrounded by white benches, illuminated by string lights. A hammock is suspended nearby, and lush tropical plants frame the space, creating a relaxing atmosphere in the evening light.
Cottage in Castara
4.86 out of 5 average rating, 101 reviews

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.

Superhost
The kitchen area features modern appliances with two stainless steel refrigerators and a central island with a light wood countertop. Four blue stools surround the island, creating a casual dining space. Natural light is filtered through a window, highlighting wooden accents throughout.
Villa in Parlatuvier
4.91 out of 5 average rating, 11 reviews

Parlatuvier Blue Villa ocean view | group stay

Parlatuvier Blue is a family friendly, beachfront villa just feet away from the blue sea. This villa is perfect for anyone who loves a good ocean view, loves the sea and is looking for a peaceful getaway to make special memories with their loved ones. Our villa is fully equipped with everything you would need and perfect for group stays. With sun shining, snorkels and fins and your friends and family, there is no better place to stay to experience true Tobago. Seaside fun awaits you!

Superhost
A comfortable living area features woven seating, with a light-colored couch and accent pillows. Large glass doors open to a lush green view, showcasing vibrant foliage. A glass table is set with bowls and a teapot, creating an inviting atmosphere for relaxation.
Home in Castara
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
A spacious bed is dressed with crisp white linens, complemented by colorful decorative pillows featuring floral patterns. A soft lamp with an intricate base sits beside the bed, and gentle light filters through the light-colored curtains.
Flat in Moriah
4.97 out of 5 average rating, 59 reviews

HOUSE IN THE MOUNTAIN! APARTMENT 2

A home away from home.....that comfortable relaxed feeling. Wake up to fresh air, and the sound of Tobago birds, including the Cocorico. Feel like listening to music......there is a Bluetooth speaker available! Feel like television......Direct TV is available! Feel like swimming and lounging - check out our pool and our floating breakfast - or - the beaches are not far away. Feel for entertainment....you can book our preferred entertainer! ....SAXOPHONIST....RICARDO SEALES!!!!!!

Superhost
A shaded pool area features a spacious in-ground pool with calm blue waters, accented by a rock feature. Two lounge chairs are positioned beside the pool, while panoramic sea views and lush greenery surround the space, creating a serene outdoor environment.
Home in Castara
4.77 out of 5 average rating, 35 reviews

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.

Guest favourite
The studio apartment features a spacious bed with decorative pillows, complemented by a couch and a kitchenette area. Natural light enters through glass doors leading to the outside patio, where views of the garden are visible. An inviting atmosphere is created by the light-colored walls.
Guest suite in Scarborough
4.92 out of 5 average rating, 155 reviews

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.

Guest favourite
A modern villa is positioned along the coastline, featuring a saltwater pool adjacent to a spacious open area. The ocean can be seen in the background, while lounge chairs are arranged around the pool, creating an inviting outdoor space. Lush greenery surrounds the property.
Villa in Hope estates
4.91 out of 5 average rating, 23 reviews

"Malibu" in Tobago at the Ocean's Edge!

Think 'Malibu in Tobago' and you will know what it feels like to be welcomed into this luxurious penthouse villa at the ocean's edge. This stunning 3-bdrm villa located in Hope Estate, about a 10-min drive from the port in Scarborough, offers an unparalleled oceanfront experience with breathtaking views of the Atlantic and a salt water pool to make Malibu an even more enticing choice. All rooms are air-conditioned and minimally, yet beautifully, appointed with an ocean view.

Guest favourite
A multi-level building is nestled among lush greenery, positioned on a hillside overlooking tranquil waters. The structure features wooden elements and spacious balconies that provide views of the surrounding landscape. Sunlight filters through the trees, creating a serene atmosphere.
Flat in Castara
5 out of 5 average rating, 10 reviews

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!

Guest favourite
A serene landscape perspective showcases a lush green hillside leading down to a glistening coastline. Sunlight reflects off the calm water, surrounded by dense foliage and distant cliffs. The sky is partially cloudy, enhancing the tranquil atmosphere of this natural setting.
Guest house in Castara
4.92 out of 5 average rating, 13 reviews

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.

Guest favourite
A wooden deck provides an expansive view of the Caribbean Sea and the lush, green hills of Charlotteville. The railing features a natural wood design, allowing for unobstructed scenery of the bay and coastline under a partly cloudy sky.
Cottage in Charlotteville
4.9 out of 5 average rating, 145 reviews

Bella Vista 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.

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