Holiday rentals with a pool in Black Rock

Joie de Vivre - a bright and airy holiday retreat

With a large open plan kitchen, living room, dining room with folding doors that lead to a spacious pool deck, Joie de Vivre is the perfect villa for a group holiday or as we say in Trinbago 'ah bess lime'. The expansive pool is truly inviting and you're going to find it hard to be anywhere else but in and around it! There are 5 air conditioned bedrooms, 3 with access to the upstairs verandah and views of our famous Buccoo Reef. Grab your morning coffee, sit outside and just take it all in.

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.

Apas On The Hill: One Bedroom Apartment 2

Welcome to "Apas On The Hill". Nestled in the quiet Signal Hill area, we are located approx. 4 Kms from the sea port at Scarborough and 11 Kms from the ANR Robinson International Airport. Enjoy peace and tranquility while being in a safe, private and comfortable environment. Our rooms (apartments) are cozy, yet elegant, spacious and comfortable. Each apartment comes with a fully equipped kitchen, outfitted with modern appliances, Wi-Fi, hot and cold water, cable TV, linen and towels.

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.

1st floor private apartment

Welcome to Palm Breeze Villa — a tropical escape on the edge of Crown Point. Just a short stroll away are two of Tobago’s most stunning beaches: Pigeon Point and Store Bay. Spend your days soaking up the sun, swimming in crystal-clear waters, and your evenings enjoying breathtaking sunsets at Store Bay, drink in hand. We’re also within a 5-minute walk to grocery stores and a strip of restaurants and bars, making it easy to enjoy the best of local flavor and nightlife.

Top O Tobago Villa & Cabanas: Main House

Sleeping 6, the main house at Top O’ Tobago is ideal for a small family. It is the largest of the accommodations on the property which also includes 3 cabanas. Its sole position on the hilltop gives 360 degree views. 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. You’ll love the inside/outside living.

Waterfall Villa - A Caribbean Sanctuary

PRIVATE POOL A well-equipped and spacious colonial design villa, semi-detached in style (not a condo!), 2300 sq ft, light and airy. The villa sleeps 8 people in 3 air-conditioned bedrooms all en suite. There are living and dining areas inside and outside on the terraces. Rooms have ceiling fans. The private splash pool sits between the two terraces, a good area for those evening cocktails after a day on the beach.

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.

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.