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

A refreshing swimming pool captures the vibrant reflections of a blue sky, with a charming cabana nestled nearby. Lush greenery and blooming pink flowers enhance the tranquil atmosphere, complemented by palm trees swaying gently in the breeze.

Apartment in Plymouth

4.91 out of 5 average rating, 86 reviews

Cabanas 3 with Private Gazebo; Walk to Beach

Cabana 3 at Top O’Tobago is ideal for a couple on a romantic getaway, a young family, or a group of 4 singles on a weekend adventure. It is a studio apartment with a dining gazebo and garden. It is the lowest of our 3 cabanas with level access to parking and steps away from the swimming pool. 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.

Superhost

An open-concept living area features a light brown sofa with textured pillows, positioned near a tasteful round dining table set for four. Large glass doors provide views of the outdoors, with soft curtains framing the space and enhancing natural light throughout.

Condo in Lowlands

4.82 out of 5 average rating, 83 reviews

La Villa Sereine

La Villa Sereine (no pool upstairs) Views for days, indoor/outdoor living allows you to enjoy the manicured scenery from every angle in this upstairs villa. Its organically styled and boasts all kitchen amenities so you can prepare light meals. No pool access, however, take a hydromassage in the spa hot tub and allow the warm water to soothe your body; the powerful jets help improve blood circulation and ease all your stresses so you can recharge during the day and sleep tranquil at night.

Superhost

A swimming pool is surrounded by a stone patio, featuring several blue lounge chairs positioned nearby. The area is framed by greenery and a wall, with a small building visible in the background, contributing to a serene outdoor setting.

Home in Plymouth

4.94 out of 5 average rating, 16 reviews

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

Superhost

The modern kitchen features dark cabinetry and a minimalist design, with a sleek stove and dual sink. Under-cabinet LED lighting illuminates the floor, while a coffee maker and kitchen accessories add functionality. Large windows provide natural light, enhancing the space.

Apartment in Carnbee

4.87 out of 5 average rating, 23 reviews

KartHouse Vacation Inn

Nestled in the Balmy Area of Lowlands is this contemporary Unit the "famed" KartHouse . Ideally located 5-10 mins from all amenities . This cozy space brings the family/lovers together like no other . Unwind in our brand new Jacuzzi/ hot-tub in your uninterrupted sphere .This unit Sleeps 2-4 persons . The Hosts are overly welcoming and accommodative . Kart rides are also available on the premises at an additional cost . We're anticipating your arrival , see you soon !

Guest favorite

Calm waters are observed, with several boats floating gently on the surface. Lush greenery lines the distant shore, providing a natural backdrop under a clear blue sky. Soft waves ripple across the water, creating a serene coastal scene.

Apartment in Tobago

5 out of 5 average rating, 25 reviews

by Felice

This is a beautifully furnished three-bedroom town-house in a secured gated compound with a pool. Ten minutes drive to three beaches, a large fully-stocked supermarket, pharmacy, mall, local restaurants and a large multi-screen cinema complex. It's fully air conditioned, with a full kitchen, washer, dryer, free internet, board games and swimming noodles. Master bedroom is en suite and has a queen-sized bed, two recliners and beautiful nature views. Parking for 2 cars.

Superhost

A serene view of the infinity pool is presented, with the calm ocean stretching beyond. Lounge chairs are positioned around the pool area, complemented by tropical plants and vibrant flowers, creating a soothing outdoor space ideal for relaxation.

Apartment in Black Rock

4.77 out of 5 average rating, 39 reviews

Condo on the BEACH

This apartment is horizontal with the house as it is frontier towards the beach. The verandah has a top tier view of the ocean and pool. Entering into the living room and kitchen which is more of the garden view. The bed room have a beautiful view over looking the infinity pool and the ocean back drop. The apartment consists of dual colors to create a clam and peaceful ambience as to keep a cool comfort feeling. Please note the pools is shared with two other units.

Guest favorite

An aerial view captures the property nestled among lush greenery, with a red-roofed apartment building prominently located. The rocky coastline and clear waters frame the scene, while sandy beach areas are visible in the distance, showcasing the apartment's proximity to the ocean.

Apartment in Pleasant Prospect

4.8 out of 5 average rating, 15 reviews

Relaxing Tobago Ocean View Holiday

This apartment is one of three available on the property for guests, hosted by my mum, Suzette, and myself. With amazing ocean views and close beach access, restaurants, bars, supermarkets and other conveniences literally 2 minutes away, you can enjoy a complete vacation with no fuss. Meals also can be arranged before or during your trip. Owner resides in the upper level of the building, so can be easily contacted if need be, but guarantees your total privacy.

Guest favorite

A swimming pool is visible, surrounded by a stone patio adorned with lush greenery. A wooden pergola is positioned nearby, providing partial shade. Tall palm trees are seen in the background against a cloudy sky, enhancing the serene ambiance.

Apartment in Black Rock

4.96 out of 5 average rating, 24 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.

Guest favorite

The living area features a comfortable white sofa set beside a wooden coffee table, with natural light flowing in through large glass windows. A view of the private pool and ocean is visible beyond, framed by lush greenery outside.

Bungalow in Lowlands

4.92 out of 5 average rating, 61 reviews

Ocean Front Cottage, Petit Point

My place is right on the ocean, and close to a golf course and restaurants. You’ll love it because of the outdoor space, the neighborhood, the ambiance, and the fact that it's on the sea. It's safe and secure, and is next to kayaking, stand up paddling, walking, jogging. My place is good for couples, business travelers, and families (with kids).

Superhost

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, 76 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