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Holiday houses in Pembroke

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Top-rated holiday rentals in Pembroke

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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, 39 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
Villa in Carnbee
4.94 out of 5 average rating, 53 reviews

We Casa - simple Tobago luxury

Welcome to WE CASA - a well-designed, three-bedroom villa with simple, stylish touches to make our guests feel right at home. The bright, open-plan kitchen, living room and dining room lead right onto the poolside patio so everyone can enjoy each other's company. When you're ready to have some quiet time, retreat to your snug, air-conditioned bedroom for an afternoon siesta or a good night's rest. The villa is centrally located from shopping, beaches, banks etc - nothing's too far in Tobago!

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, 123 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.

Top Guest favourite
A wrap-around balcony offers panoramic views of the sunset over lush tropical trees and the Caribbean Sea. Floor-to-ceiling glass doors line one side, inviting natural light and providing easy access to the outdoor space.
Apartment in Bethel
4.97 out of 5 average rating, 182 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

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
4.86 out of 5 average rating, 71 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.

Guest favourite
Villa in Mount Irvine Bay
4.92 out of 5 average rating, 26 reviews

Saltwater Pool, Lush Garden, 5-10 min walk Beaches

Arcadian Bliss is a 4 bedroom, 3.5 bathroom, U-shaped home set in a beautiful, sloping one-acre garden. This fully-airconditioned villa features a 30ft x 15ft saltwater pool, a pickleball court and is 5 mins walk to Back Bay with its long stunning beach, rocky outcrops and "salt pools". 10 mins walk takes you to Mt Irvine Beach with its snorkelling, swimming, kayaking, surfing, and beach bar. Also 10 min walk away are a few restaurants, bars, fruit stand, fish stall, and mini mart.

Guest favourite
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, 159 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 favourite
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
4.93 out of 5 average rating, 29 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 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.
Guesthouse in Charlotteville
4.9 out of 5 average rating, 157 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.
Apartment 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
A lush hillside is depicted, featuring tropical vegetation and palm trees along the coastline. The vibrant orange building sits atop the hill, overlooking the clear blue water. A wooden walkway meanders along the shore, providing access to the rocky edge of the ocean.
Condo in Mount Saint George
4.95 out of 5 average rating, 83 reviews

The Oasis w/ private beach & great view #432211004

The Oasis is as the name suggests; an escape from the hustle and bustle in a space designed to replenish and renew your spirit and your senses. See the beauty of nature, feel the warmth of cooling breezes, taste excitement in our natural salt water pool and touch the heart of your loved one with whom you will share this sanctuary. The Oasis is located on a hillside and steps are provided to allow you to experience all that we have to offer.

Popular amenities for Pembroke holiday rentals

  1. Airbnb
  2. Trinidad and Tobago
  3. Tobago
  4. Pembroke