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Vacation rentals in Scarborough

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Top-rated vacation rentals in Scarborough

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

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Villa in Bacolet

4.9 out of 5 average rating, 92 reviews

Bago Beach House: Oceanfront

This spacious villa offers 3 bedrooms, 3 baths, living room, dining room, private patios and a rooftop terrace. The interior rooms were designed with high ceilings to enhance the openness and comfort of the house. Listen to the waves crash on the shore as the sea breeze lulls you to sleep. Enjoy all nature has to offer with the panoramic views of the ocean, hills, sunrise and sunsets. Kick back and enjoy quality time with family and friends. Make lasting memories! Also view: Bago Beach Villa.

Guest favourite

Rental unit in Buccoo

4.86 out of 5 average rating, 70 reviews

One Buccoo

Modern, luxurious, and chic one bedroom apartment located in the quaint and historic Buccoo Village. This fully furnished and equipped apartment is located within walking distance of one of the best beaches on the island, Buccoo Boardwalk, restaurants, bars, supermarkets, public transportation, tour operations, and other amenities. Please note that this apartment is located in a family compound with two friendly but playful pet dogs (Huskies). Privacy is assured and secure parking is available.

Guest favourite

Rental unit in Plymouth

4.9 out of 5 average rating, 82 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.

Guest favourite

Rental unit in Lowlands

4.96 out of 5 average rating, 23 reviews

Vida Roma, Casa Josepha | Free Wi-Fi, Near Beaches

Welcome to Casa Josepha, our exquisite new villa featuring luxury apartments Vida Roma and El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to a dedicated work space or siesta in your cozy bedroom. Only 12 minutes from the airport, and a short 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 to the movies!

Guest favourite

Rental unit in Bethel

4.99 out of 5 average rating, 112 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 favourite

Villa in Lowlands

4.93 out of 5 average rating, 27 reviews

Villa Yemanjá

Named after the Brazilian goddess of the sea, Yemanjá is a luxurious oceanfront villa located in the prestigious Tobago Plantations Estate. The colonial style architecture of the villa is enhanced by a lush landscaped tropical garden. Balinese inspired decor soothes the senses. The property features four en-suite bedrooms, a double bed loft and a maid’s quarters, comfortably sleeping 11. A spaciously covered patio opens out onto an infinity swimming pool, heated Jacuzzi and pebble beach.

Guest favourite

Home in Scarborough

4.83 out of 5 average rating, 48 reviews

Palm Haven - Home away from home

This charming, contemporary guesthouse in the heart of Tobago. Perfect for a weekend getaway, business trip or cozy home-base while exploring our beautiful twin island, Palm Haven is located in an ideal location with middle access to the Eastern, Western and Northern parts of the island. Palm Haven is 20 minutes drive away from the Airport, 5-7 minutes drive from the Ferry Terminal. Unbeatable location with the capital, malls, restaurant, beaches, botanics and stadium being minutes away!

Guest favourite

Home in Scarborough

5 out of 5 average rating, 51 reviews

BACOLET BLISS

Perfectly nestled amongst the trees, with just a few short steps to reach the warm and inviting Atlantic ocean, a slice of paradise awaits you. Come to our hidden 3+ bedroom escape! Lose yourself within the lush greenery and the cool waves of the ocean. There's a taste of everything natural here, from the sweet sounding birdsong at the first rays of dawn that lingers beyond the last wisps of twilight, to the remarkable sunrises and luminous star studded nights. Welcome to a great vacation!

Guest favourite

Villa in Tobago

4.88 out of 5 average rating, 78 reviews

Nirvana Luxury 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 6000+ 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.

Guest favourite

Villa in Union

5 out of 5 average rating, 16 reviews

The Forest View 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

Guest suite in Scarborough

4.92 out of 5 average rating, 135 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

Villa in Hope estates

5 out of 5 average rating, 6 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.

Vacation rentals for every style

Get the amount of space that is right for you.

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Convenient locations with everyday essentials

Popular amenities for Scarborough vacation rentals

Free parking on premises

Air conditioning

Stay near Scarborough's top sights

Fort King George25 locals recommend

Shore Things Cafe & Craft10 locals recommend

Batiki Point10 locals recommend

Penny Savers Supermarket7 locals recommend

Bar Code6 locals recommend

Cafe Havana4 locals recommend

Other great vacation rentals in Scarborough

Guest favourite

Home in Bon Accord

4.91 out of 5 average rating, 90 reviews

La Casa de Serenidad, Juego & Familia

Villa in Bloody Bay

4.84 out of 5 average rating, 67 reviews

Auchenbago rustic luxury, stunning panoramic views

Guest favourite

Vacation home in Buccoo

4.83 out of 5 average rating, 46 reviews

La Maison Bleue

Condo in Carnbee

4.87 out of 5 average rating, 39 reviews

Majestic Suites

Guest favourite

Cabin in Parlatuvier

4.95 out of 5 average rating, 92 reviews

Tamarind House Villa Parlatuvier

Guest favourite

Rental unit in Crown Point

4.89 out of 5 average rating, 70 reviews

Beachfront Cabana, Crown Point Beach, Tobago

Guest favourite

Villa in Lowlands

5 out of 5 average rating, 8 reviews

Ti Marie - Caribbean luxury with golf course views

Guest favourite

Condo in Lowlands

4.92 out of 5 average rating, 53 reviews

Penthouse in Tobago Plantations

Quick stats about vacation rentals in Scarborough

Total rentals
80 properties
Nightly prices starting at
$27 CAD before taxes and fees
Total number of reviews
770 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore