Vacation rentals in Tobago

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Top-rated vacation rentals in Tobago

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Guest favorite

The exterior of the villa is presented, featuring a sloped roof and vibrant orange window frames. A green wooden fence encloses the property, complemented by neatly trimmed hedges and a manicured lawn, which adds to the welcoming ambiance of the gated community.

Villa in Canaan

4.94 out of 5 average rating, 31 reviews

Cardinal Villas Tobago-Bram Villa, Samaan Grove

Our Villa is located in the gated community of Samaan Grove Tobago. One of the few gated communities. The villa itself is comfortable and spacious and just feels like a home away from home. The surroundings are lush and peaceful with birds chirping and beautiful greenery. Our outdoor patio invites you to unwind and relax and have fun pool days with family and kids absolutely love it. Finally connect to our Bluetooth fan lights on our patio, and enjoy your favorite playlist while enjoying the company of your party, taking a nap on the patio or swimming in the pool. Come experience a truly relaxing vacation disconnecting from the “busyness” of life and connecting with those that matter 🤍

Guest favorite

A serene beach scene is captured, featuring soft sandy shores leading to calm turquoise waters. The sky displays a mix of clouds and sunlight, reflecting a tranquil atmosphere. Gentle waves lap at the beach, enhancing the peaceful coastal view.

Apartment in Crown Point

4.78 out of 5 average rating, 232 reviews

A lovely 2bedroom apartment

My place is situated on the western end of Tobago close to the airport & local beaches about 5minutes drive, 15 minutes walk . The apartment is furnished and consists of 2 double bedroom with air conditioning which sleeps a maximum of 4, bathroom and open plan living area. The kitchen is fully equipped for self catering with Wi-Fi and cable TV. Wakeup to the sound of roosters crowing and birds singing. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Top guest favorite

An infinity pool glistens under a bright blue sky, with clouds casting soft shadows. Comfortable lounge chairs with umbrellas line the poolside, surrounded by lush greenery. The structure of the villa features large windows and a wooden overhang, blending seamlessly with the natural environment.

Apartment in Bethel

4.99 out of 5 average rating, 130 reviews

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.

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, 95 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 favorite

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

4.93 out of 5 average rating, 148 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.

Top guest favorite

The villa's exterior showcases a modern design with white walls and elegant columns. Flowering plants, including red blossoms, frame the entrance, enhancing the welcoming ambiance. The balcony features decorative ironwork, and soft lighting illuminates the facade against a twilight sky.

Apartment in Lowlands

4.97 out of 5 average rating, 59 reviews

El Romeo, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our exquisite new villa, featuring our romantic lux apartment- El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to your work space or siesta in your cozy bedroom. Only 12 minutes from the airport, a 5-12 minute drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf, and spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping and movies.

Guest favorite

A communal living area features a spacious sectional sofa arranged around a central ottoman. Natural light fills the room through large windows, showcasing the modern kitchen in the background with wood cabinetry and high chairs at the island.

Home in Bon Accord

4.92 out of 5 average rating, 111 reviews

The House of Serenity, Play & Family

This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

Guest favorite

The living area is framed by large windows overlooking a pool and views of the lagoon. Two wooden chairs with blue cushions are positioned beside a wooden coffee table, while natural light fills the space, highlighting the woven rug and surrounding tropical scenery.

Cottage in Lowlands

5 out of 5 average rating, 20 reviews

Beautiful 2-bedroom cottage with pool

Villa Laguna: a beautiful , comfortable and serene cottage… Unwind in this little piece of paradise. Paddle in the Petit Trou Lagoon and take in its wide variety of flora and fauna. Laguna’s kayaks are at your doorstep (1 double and 1 single.) Tobago is an an ideal location for bird watching, several of which can be seen within Tobago Plantations and right from your deck. Or take in its exquisite sunsets with a sundowner, or while finishing a round of golf.

Top guest favorite

A tranquil swimming pool is framed by a brick patio, with clear blue waters reflecting the sky above. Green sun loungers and a shaded umbrella offer relaxing spots. In the background, lush greenery and ocean views complete the serene setting.

Villa in Plymouth

4.94 out of 5 average rating, 18 reviews

Top O Tobago Villa & Cabanas: Main House

Sleeping 6, the main house at Top O’ Tobago is ideal for a small family. It is the largest of the accommodations on the property which also includes 3 cabanas. Its sole position on the hilltop gives 360 degree views. You can walk to Arnos Vale Beach, one of the island’s best snorkeling beaches, and it is a 25 min. drive to the airport and the many tourist activities on Tobago’s south. Silja, our manager, lives onsite. You’ll love the inside/outside living.

Guest favorite

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, 140 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.

Superhost

The villa's exterior displays a striking white facade, complemented by large windows and a central cupola. Lush green lawns surround the structure, while tropical foliage provides a vibrant backdrop against the clear blue sky, creating a welcoming atmosphere.

Villa in Bon Accord

4.69 out of 5 average rating, 32 reviews

Luxury villa, pool and the best botanical garden!

Only 300m or yds from the sparkling Caribbean Sea in the Bon Accord district lies this exquisite, luxury 3-bedroom villa. Villa de Lena is specially designed to capture the warmth and comfort of Tropical Tobago. It facilitates walking distance to the Crown Point area which houses two of Tobago's finest beaches, Pigeon Point and Store Bay. Glass bottom boats to the famous Buccoo Coral Reef leave from here.

Guest favorite

A bright living and dining area is featured, with large windows allowing natural light to fill the space. A comfortable gray sectional couch and a light-colored coffee table are positioned in front of a television. A dining table with chairs and artwork on the wall add to the inviting ambience.

Apartment in Black Rock

4.97 out of 5 average rating, 30 reviews

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.