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Holiday houses in Tobago

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Top-rated holiday rentals in Tobago

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Guest favourite
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
4.95 out of 5 average rating, 39 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 🤍

Top Guest favourite
The entrance features an ornate black iron door, adorned with intricate designs. Vibrant red flowers hang gracefully from planters on either side, framing the entryway. Tall white columns rise beside the entrance, enhancing the sophisticated appearance of the villa.
Apartment in Lowlands
4.95 out of 5 average rating, 56 reviews

Vida Roma, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring breezy lux apartment Vida Roma (upstairs, 1 flight of 21 steps). Wake up to tropical bird songs in our lush gardens. Enjoy bright living & kitchen areas, retreat to your work space or siesta in a cozy bedroom. 12 min from the airport, a 5-12 min 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.

Top Guest favourite
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, 141 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.

Guest favourite
The exterior of a modern villa is displayed, featuring a spacious upper balcony with white railings above large glass doors. Lush greenery surrounds the property, and a private pool is visible on the lower level, creating a serene outdoor atmosphere.
Villa in Lowlands
4.84 out of 5 average rating, 92 reviews

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Sea front villa with scenic entrance near the Magdalena Hotel with an international Golf Course. Minutes away from iconic beaches and shopping malls. Furnished, 2 bedrooms with upgraded ensuite bathrooms, open concept, and a private pool with sundeck on the ground floor of the duplex. Gated community(manned 24 hours) Fully air-conditioned along with ceiling fans & Netflix. Contains outside bathroom and utility room. * Maid service available at an additional charge.(Mandatory after 3nights)

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
4.8 out of 5 average rating, 122 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.

Superhost
A spa hot tub is visible, featuring water rippling gently. The scene is framed by an open outdoor space, highlighted by a blue sky with fluffy clouds. Architectural elements include clean lines and white columns, contributing to a serene environment.
Condo in Lowlands
4.79 out of 5 average rating, 98 reviews

La Villa Sereine

La Villa Sereine (no pool), a tranquil upstairs villa designed for the ultimate relaxation. The main living space opens up to breathtaking vistas, creating a natural extension of your living area. Inside, you'll find a well-equipped kitchen with all the amenities needed to prepare a light meal or a full feast. While there is no pool access, you are invited to unwind in your private spa hot tub. It’s the perfect way to recharge during the day and ensure a deep, tranquil sleep at night.

Guest favourite
Place to stay in Buccoo
4.82 out of 5 average rating, 106 reviews

Charming private studio in Buccoo

Cute artistic studio in the heart of Buccoo with just a short walk (5 mins) to the nearest beach and groceries/eateries/restaurants, making it easy to plan your visit to our beautiful island. 2 other stunning beaches (Grange Bay/Mt Irvine) are within walking distance and we're just 15 minutes drive from the airport or 20 minutes from the port. **we only accept direct bookings (no 3rd party bookings) so the person making the booking should be one of the 2 guests staying**

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, 156 reviews

Beautiful View Cottage

Charlotteville (within the UNESCO biosphere reserve) is approximately 1.2hrs from the Tobago Airport, and off the beaten path. The property is 100% smoke free, this includes the balcony. 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.

Top Guest favourite
A private pool is surrounded by well-maintained greenery and decorative planters. The pool features a smooth edge with stairs leading into the water, and the bright blue surface reflects the sky above. A storage tank is positioned discreetly in the background.
Home in Bon Accord
4.98 out of 5 average rating, 127 reviews

Villa Magnolia

This cozy duplex is located just walking distance from both the airport and the world famous Pigeon Point beach. You can also enjoy several varieties of food just minutes away from this villa. Guests are sure to enjoy a memorable vacation in this fully furnished, cozy 3 bedroom villa, each with its individual bathroom with a powder room located on the main floor. The villa also includes a warm and private salt water pool.

Superhost
A charming blue house is nestled amidst a backdrop of lush greenery and tropical foliage. The structure features a sloping roof, vibrant windows, and a balcony that invites natural light while providing a serene atmosphere. Sunlight filters through the leaves, enhancing the tranquil setting.
Home in Carnbee
4.78 out of 5 average rating, 18 reviews

Outta de Blue

Tucked away amidst nature's lush foliage at the end of a peaceful residential street, you'll discover a charming blue house—Outta de Blue. Outta de Blue offers open plan living, where you can enjoy dining both indoors and outdoors, a fully equipped kitchen, 2 bedrooms, a newly renovated bathroom and a private pool. Enjoy and relax in this peaceful & happy place.

Top Guest favourite
A round table is set on a porch, showcasing a bottle of sparkling water and fruit. Lush trees with colorful flowers provide shade, while the ocean is visible in the background. The expansive grounds are framed with a clear blue sky and distant sailboats.
Apartment in Crown Point
4.92 out of 5 average rating, 101 reviews

Beachfront Cabana, Crown Point Beach, Tobago

Relaxing destination for those who love a white sandy beach, expansive grounds for morning walks or just enjoy an evening stroll. Witness romantic sunsets and enjoy the clear night skies lit up with stars while sipping on your favourite drink. Ideal for couples. This location is close to all amenities including the airport.

Superhost
A two-level house is seen from the outside, featuring a turquoise-colored porch with ample seating. A large outdoor pool is surrounded by tropical plants and manicured lawns, creating an inviting space. The property is situated under a clear blue sky.
Villa in Bon Accord
4.74 out of 5 average rating, 77 reviews

177 Sea Shell Villa, Tobago W.I.

Private home with three bedrooms with AC and in rooms toilet and bath. All amenities for cooking, washing, Wi-Fi. Large outdoor pool and located five minutes from airport. Easy walk to beaches, shopping, banking, eating. Property recently painted and renovated February 2025

Popular amenities for Tobago holiday rentals

Frequently Asked Questions

  • Where is Tobago located?

    Tobago is one of the two main islands that make up Trinidad and Tobago, a nation in the southern Caribbean. It is situated near the coast of northeastern South America, surrounded by the Caribbean Sea and Atlantic Ocean.

  • When is the best time to visit Tobago?

    Tobago’s climate stays warm year-round, averaging 72–91°F (22–33°C). Many travelers appreciate the drier period from January to April, while late spring and summer bring more rainfall and lush scenery.

  • What are some things to do near Tobago?

    Tobago has sandy beaches, coral reefs for snorkeling and diving, and the Tobago Main Ridge Forest Reserve, which is often recommended for nature walks. You can also explore local markets, historical sites, and communities known for their vibrant cultural traditions.

  • How is the weather near Tobago?

    Tobago experiences consistently warm temperatures, ranging from 72 to 91°F (22 to 33°C) throughout the year. The dry season typically features lighter rainfall, while June through November sees increased showers and humidity.