Holiday rentals in Western Tobago

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Top-rated holiday rentals in Western Tobago

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Guest favourite
A comfortable living area features two gray sofas adorned with patterned throw pillows, positioned across from a light wooden coffee table. A decorative vase sits on the table, and a subtle area rug completes the space. A door and artwork are visible in the background.
Guest house in Scarborough
5 out of 5 average rating, 13 reviews

Carlton’s Haven at Robyn’s Nest

Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

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.
Flat 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
4.83 out of 5 average rating, 90 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
4.79 out of 5 average rating, 119 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
The villa exterior is showcased under a starry night sky, with a tranquil saltwater pool reflecting the lights of the structure. Surrounding lounge chairs are arranged by the poolside, and vibrant wall art adds character to the setting.
Villa in Tobago
4.79 out of 5 average rating, 103 reviews

Nirvana Tobago Villa Saltwater Pool & Ocean View

Nirvana Tobago is a luxurious Private Villa on the Caribbean coast with Ocean Views. Ample alfresco dining space, poolside cabana bar and saltwater pool. Over 4000+ sq. ft residence is graced with 12-foot ceilings and skylights. Interiors feature a chef kitchen and well-appointed bedrooms with ensuite bathrooms, no better place to restore your sense of bliss! Perfect for weekend getaways, extended stays and remote working. We have fast and reliable wifi and laptop friendly workspaces.

Top guest favourite
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.
Flat in Lowlands
4.96 out of 5 average rating, 73 reviews

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

Welcome to Casa Josepha, our bright, 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.

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, 4 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
An open living area features a large, soft sectional sofa and a round coffee table. A dining space with circular chairs is visible, and large glass doors bring in natural light while opening to a patio area with outdoor seating and a pool.
Villa in Canaan
4.95 out of 5 average rating, 20 reviews

Cardinal Villas TobagoThe Glass House,Samaan Grove

Cardinal Villas Tobago Welcome to our Luxury Edition Villa. This elegant and stylish villa blends modern finishes with Bali-inspired design, creating a dreamy escape where relaxation and tranquility are the main focus. Every detail of the villa has been carefully curated to exude a zen-like ambiance, perfect for unwinding and escaping the daily grind. Whether you're here for a special occasion, a romantic getaway, or simply to relax, our villa provides the ideal setting.

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**

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.

Guest favourite
The inviting pool area features a circular pool surrounded by a stone patio, with lounge chairs and umbrellas providing shade. Lush greenery and tall trees create a natural backdrop, enhancing the serene outdoor space. A gazebo adds to the charm, offering a shaded seating area.
Villa in Tobago
4.88 out of 5 average rating, 59 reviews

Mock Turtle is an Enchanting & Affordable Escape!

This delightfully charming one-level holiday home is graced with high ceilings and tastefully furnished in island style. Mock Turtle has three (3) en-suite bedrooms, a well-equipped full kitchen, and a well-maintained landscaped garden. The open plan living and dining area lead out to the pool and sun terrace - perfect place for relaxing and watching the sunset. Perfect for families and small groups.

Superhost
A secluded pool area is framed by a well-maintained deck featuring sun loungers and an umbrella. The wooden lodge is visible in the background, surrounded by lush greenery, enhancing the serene atmosphere. The pool's clear blue water invites relaxation under the sunny sky.
Guest house in Arnos Vale
4.84 out of 5 average rating, 19 reviews

Mary's Hill Guest house

Introduction This beautifully built wooden lodge is situated on a hillside off the quiet Scarborough to Plymouth road. It looks out over mature trees across the valley to the green hills on the other side, and at the rear of the premises there’s a garden laid to lawn with pretty shrubs, at the top of which is a chain link fence and a line of palms giving privacy to the house, its garden and pool.

Popular amenities for Western Tobago holiday rentals