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Vacation rentals in Speyside

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Top-rated vacation rentals in Speyside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.87 out of 5 average rating, 53 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
The entrance features an ornate black iron door, adorned with intricate designs. Vibrant red flowers hang gracefully from planters on either side, framing the entryway. Tall white columns rise beside the entrance, enhancing the sophisticated appearance of the villa.
Apartment in Lowlands
4.95 out of 5 average rating, 56 reviews

Vida Roma, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring breezy lux apartment Vida Roma (upstairs, 1 flight of 21 steps). Wake up to tropical bird songs in our lush gardens. Enjoy bright living & kitchen areas, retreat to your work space or siesta in a cozy bedroom. 12 min from the airport, a 5-12 min drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf, and spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping and movies.

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, 141 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.

Guest favorite
The exterior of a modern villa is displayed, featuring a spacious upper balcony with white railings above large glass doors. Lush greenery surrounds the property, and a private pool is visible on the lower level, creating a serene outdoor atmosphere.
Villa in Lowlands
4.84 out of 5 average rating, 92 reviews

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Sea front villa with scenic entrance near the Magdalena Hotel with an international Golf Course. Minutes away from iconic beaches and shopping malls. Furnished, 2 bedrooms with upgraded ensuite bathrooms, open concept, and a private pool with sundeck on the ground floor of the duplex. Gated community(manned 24 hours) Fully air-conditioned along with ceiling fans & Netflix. Contains outside bathroom and utility room. * Maid service available at an additional charge.(Mandatory after 3nights)

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, 122 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
A spa hot tub is visible, featuring water rippling gently. The scene is framed by an open outdoor space, highlighted by a blue sky with fluffy clouds. Architectural elements include clean lines and white columns, contributing to a serene environment.
Condo in Lowlands
4.79 out of 5 average rating, 98 reviews

La Villa Sereine

La Villa Sereine (no pool), a tranquil upstairs villa designed for the ultimate relaxation. The main living space opens up to breathtaking vistas, creating a natural extension of your living area. Inside, you'll find a well-equipped kitchen with all the amenities needed to prepare a light meal or a full feast. While there is no pool access, you are invited to unwind in your private spa hot tub. It’s the perfect way to recharge during the day and ensure a deep, tranquil sleep at night.

Superhost
A shaded pool area features a spacious in-ground pool with calm blue waters, accented by a rock feature. Two lounge chairs are positioned beside the pool, while panoramic sea views and lush greenery surround the space, creating a serene outdoor environment.
Home in Castara
4.79 out of 5 average rating, 39 reviews

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.

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, 156 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 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
4.93 out of 5 average rating, 122 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
4.95 out of 5 average rating, 88 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

Guest favorite
An airy porch leads to a view of the tranquil sea, with lush greenery and inviting seating. The scene includes a shaded outdoor area and boats visible in the distance, creating a relaxed coastal atmosphere.
Cottage in Charlotteville
4.89 out of 5 average rating, 9 reviews

Cholson Cottage –Family-Friendly Beachfront Tobago

Our Cholson Cottage is perfect for families with children and includes two spacious bedrooms with a baby’s crib, fully-equipped kitchen and living space with access to an airy porch that opens unto our lush fully-equipped garden and open courtyard.

Superhost
An infinity pool extends towards the horizon, appearing to merge with the Atlantic Ocean. The clear blue water reflects the bright sky, while palm trees are visible along the edges. Soft waves are gently lapping at the distant water surface.
Home in Scarborough
4.53 out of 5 average rating, 17 reviews

Infinity - Seafront villa with stunning views

Infinity Villa is a light, white, and airy 4 bedroom villa above the Atlantic Ocean. There are two bedroom wings flanking the main living area, each wing having a Master bedroom and second bedroom.

Popular amenities for Speyside vacation rentals

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  2. Trinidad and Tobago
  3. Tobago
  4. Speyside