House vacation rentals in Scarborough

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Top-rated house rentals in Scarborough

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Superhost

Home in Charlotteville

4.84 out of 5 average rating, 45 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.

Superhost

Home in Hope Estates

4.62 out of 5 average rating, 13 reviews

Bay Breeze Villa

Step inside our villa and be captivated by the blend of modern elegance and tropical charm. Relax in the spacious open-concept accommodations where all rooms lead directly to the verandah, creating a fluid transition between indoor and outdoor living. Enjoy stunning ocean views on the extra large verandah or from the huge bedroom windows and many other vantage points throughout the villa. Prepare delectable meals in a fully equipped kitchen with a central island that is perfect for gatherings.

Guest favourite

Home in Mt. Irvine

4.93 out of 5 average rating, 84 reviews

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.

Superhost

Home in Scarborough

4.85 out of 5 average rating, 52 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 Bacolet

4.79 out of 5 average rating, 29 reviews

Bago Beach Vacays: Oceanfront - scale to 38 guests

Neighboring multi-unit properties that can accommodate up to 38 guests by adding additional units to the base offering of 14. The five self contained units can be rented individually or as a combination to satisfy your needs and group size. Final pricing will be provided by the host once the requirements are fully understood. Please note the price automatically quoted is for the base 7 bedrooms and 4 bath offering. The owner with provide final pricing based on the number of units you need.

Superhost

Home in Scarborough

4.75 out of 5 average rating, 12 reviews

Little House by the Fort, Enchanting Tobago Escape

Nestled just 3 minutes from Scarborough, Little House by the Fort offers a serene residential atmosphere with the convenience of nearby supermarkets, healthcare, entertainment, beaches, restaurants, and more. Located steps from the historic 18th-century Fort King George ruins and the Tobago Museum, guests can enjoy morning strolls with stunning views and a refreshing breeze. Whether you’re here for relaxation or adventure, our home provides the perfect base for an enchanting Tobago escape.

Superhost

Home in Castara

4.74 out of 5 average rating, 31 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 favourite

Home in Bon Accord

4.92 out of 5 average rating, 115 reviews

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.

Guest favourite

Home in Canaan

4.9 out of 5 average rating, 21 reviews

Flamingo Villa Tobago-sleeps 14

Experience the epitome of elegance and luxury in this stunning 4-bedroom villa, nestled within a serene and secure gated community. Ideally located just moments from the airport and pristine, sun-kissed beaches, this exquisite retreat offers the perfect blend of sophistication, comfort, and convenience. For larger groups, the adjacent Sea Glass Villa—accessible via a private gated entrance—offers an exceptional opportunity to expand your accommodations.

Guest favourite

Home in Crown Point

4.73 out of 5 average rating, 160 reviews

Cosy Milford 2 bedroom apartment

Here we have a spacious modern 2 bedroom apartment located next door to Coco Reef Hotel, very close to store bay beach and facility and swallows beach about 5 minutes walk, Pigeon point beach and facilities about 10 to 15 minutes walk. Close to restaurants, bars, banks, pharmacy and mini supermarkets. walking distance from the airport about 10 minutes and easy location for local transport. Please note the price listed is per person per night

Top guest favourite

Home in Bon Accord

4.97 out of 5 average rating, 115 reviews

Villa Magnolia

This cozy duplex is located just walking distance from both the airport and the world famous Pigeon Point beach. You can also enjoy several varieties of food just minutes away from this villa. Guests are sure to enjoy a memorable vacation in this fully furnished, cozy 3 bedroom villa, each with its individual bathroom with a powder room located on the main floor. The villa also includes a private pool.

Superhost

Home in Castara

4.9 out of 5 average rating, 40 reviews

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.