Places to stay near Pirate's Bay

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Top-rated vacation rentals near Pirate's Bay

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Guest favorite

The interior space features a wooden four-poster bed, draped with soft curtains. A round table surrounded by chairs is positioned nearby. Natural light floods the area, highlighting the light-colored walls and polished floor. A cozy rug adds texture, complementing the rustic furnishings.

Villa in Bacolet

4.89 out of 5 average rating, 104 reviews

New Beach House: Oceanfront

This spacious villa offers 3 bedrooms, 3 baths, living room, dining room, private patios and a rooftop terrace. The interior rooms were designed with high ceilings to enhance the openness and comfort of the house. Listen to the waves crash on the shore as the sea breeze lulls you to sleep. Enjoy all nature has to offer with the panoramic views of the ocean, hills, sunrise and sunsets. Kick back and enjoy quality time with family and friends. Make lasting memories! Also view: Bago Beach Villa.

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, 236 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).

Superhost

A comfortable rattan chair is positioned on a glass-enclosed veranda, offering unobstructed views of the ocean and distant hills. Brightly patterned cushions add a touch of color, while the surrounding greenery enhances the natural ambiance of the space.

Home in Charlotteville

4.85 out of 5 average rating, 46 reviews

Chachalaca Villa | Eco Lovers Rain Forest Getaway

Thoughtfully updated 3 bedroom villa perched on Flagstaff Hill with stunning views of Man-O-War bay. We are located in the rain forest of Eastern Tobago. Perfect for nature lovers and divers. A few minutes drive down the hill leads right to the beach. Updates include new stainless steel appliances, new beds & linens, smart TV Wifi speakers, lighting fixtures, etc. The amenities you’d expect in the city, in the rain forest. However, you’ll find it hard to leave the veranda’s breathtaking view.

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, 136 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

4.81 out of 5 average rating, 102 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

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, 100 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.

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

4.92 out of 5 average rating, 154 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 favorite

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

4.95 out of 5 average rating, 22 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 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, 118 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

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.

Guest favorite

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

4.94 out of 5 average rating, 115 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.

Guest favorite

A wooden cottage with a green roof is set among lush tropical vegetation, facing a serene body of water. Large windows offer glimpses of the natural surroundings. A wooden deck extends from the front, inviting guests to enjoy the peaceful outdoor atmosphere.

Cabin in Parlatuvier

4.96 out of 5 average rating, 79 reviews

Erasmus Cove: sea views, private beach, waterfall

Off the beaten track and surrounded by the oldest rainforest preserve in the Western Hemisphere, Erasmus Cove is nestled on six acres of tropical gardens overlooking a pristine and totally secluded Caribbean beach. Our two bedroom cottage is perfect for those looking for serenity, adventure, natural beauty, and spectacular views. #erasmuscove