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Holiday rentals in Bloody Bay

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Top-rated holiday rentals in Bloody Bay

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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, 40 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 favourite
Flat in Castara
4.7 out of 5 average rating, 10 reviews

SunsetView- Castara Roundhouse

Self-Catering SunsetView is an entire 2-bed 2-bath upper-floor apartment at Castara Roundhouse with a spectacular 200° wraparound balcony overlooking the sea, village, and rainforest. There’s an open-plan living room and kitchen with wooden shutters that open fully onto the balcony. Both bedrooms have ensuite bathrooms, and the space is naturally cooled by ocean breezes, finished in natural wood and concrete for relaxed Caribbean luxury and unforgettable sunsets. 55" TV -Prime/Netflix & Chill

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, 143 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
4.8 out of 5 average rating, 126 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 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
4.85 out of 5 average rating, 74 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
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
4.79 out of 5 average rating, 39 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.

Top guest favourite
Home in Scarborough
5 out of 5 average rating, 16 reviews

Blanket & Brew Accommodation

Welcome to Blanket & Brew! This private home is tucked away in Bacolet, Tobago, and was designed for dreamers, readers, and anyone craving a little peace. Inside, you’ll find: • Plush blankets and throws for ultimate snuggling • A self-serve coffee and tea station. • Ambient lighting, calming décor, and the scent of vanilla or cedarwood in the air • A few books and games to enjoy. Outside, enjoy: • A private patio to enjoy morning brews with sunrise or sunset views

Guest favourite
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
4.89 out of 5 average rating, 132 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.

Top 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.
Guest house in Charlotteville
4.91 out of 5 average rating, 159 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.

Guest favourite
Two white adirondack chairs are positioned on a tiled floor, facing a panoramic view of lush green hills through large glass windows. Natural light brightens the space, while decorative pillows are placed on the floor, enhancing the serene setting.
Home in Englishman’s Bay
4.82 out of 5 average rating, 22 reviews

Villa Escalante TBGO Lower Level

Lower Level. If you’re searching for an experience then this is your destination!! Villa Escalante is a modern architect designed gem, nestled in the Main Ridge Forest. The Villa is designed to capture the view of Englishman’s Bay and the Main Ridge, a perfect spot for viewing both the flora and fauna. The Main Ridge Forest is a designated UNESCO biosphere reserve. The architect designed the villa so that nearly every living space has a 180-degree view.

Top 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, 22 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
The covered porch area features wooden lounge chairs, inviting relaxation. A backdrop of lush greenery and the tranquil bay is visible beyond the railing, where palm trees sway gently. The patio flooring is wooden, enhancing the natural ambiance.
Cabin in Parlatuvier
4.93 out of 5 average rating, 123 reviews

Tamarind House Villa Parlatuvier

Tamarind House Villa is situated on the leeward coast of Tobago in the beautiful fishing village of Parlatuvier. It is suitable for small groups, couples and families who enjoy a relaxed lifestyle away from commercial tourist areas. The villa overlooks the bay on one side and pristine tropical rainforest on the other. Guests will have sole occupancy of the house, pool and gardens.

Popular amenities for Bloody Bay holiday rentals