Vacation rentals in Pembroke

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.

Samaya Villa

Your peaceful escape by the sea... Samaya Villa is a newly built modern retreat, where quiet luxury meets thoughtful design. The open concept living space flows seamlessly into the backyard pool deck. Each en-suite bedroom features large picture windows for breathtaking views. Perched above Tobago's Atlantic coastline, the Villa's infinity pool blends into the horizon to furnish a panoramic ocean scene. We welcome you to a refined experience that is restorative and unforgettable.

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.

Ocean View Retreat @ Succulent Inn

🌊 Escape to an unparalleled vacation where pristine nature meets convenience. Located in a hillside village, this unit offers ocean views on one side and majestic mountains on the other. The area provides a peaceful retreat just a short drive from the island's bustling beaches and capital, Scarborough. Wake up to sun kissed ocean views right from your bed. A unique combination of country side serenity dramatic views and only 25 mins to the airport. This perfect blend awaits you.

TheCasaVilla 7Bdrm, 27ppl, Sunsets, Pool, Theatre

Sunsets hit perfectly from the hilltop. The Casa Villa is our newest flagship, a 7-bedroom luxury villa perched above Mt. Irvine with sweeping Caribbean views, an infinity pool that spills toward the sea, and a private theatre & games room. Sleeps up to 27 across seven beautifully appointed bedrooms, built for family reunions, milestone birthdays, destination weddings & corporate retreats. Minutes from Mt. Irvine Beach, Stonehaven Bay & Pigeon Point. With a focus on large groups.

"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.

Blanket & Brew | Cozy Bacolet Escape for 4

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

Bella Vista 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.

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.

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.

Beautiful villa nr Castara & beach

A stunning 5 bedroom villa near Castara and Englishman's Bay. For adventurous types, set in the rainforest and very private, with views down to the Caribbean Sea. Comes with pool, bar, outside seating, sitting room, study and kitchen. All bedrooms en-suite. Wireless internet. Full villa rentals only.