House holiday rentals in Scarborough

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Top-rated house rentals in Scarborough

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Guest favourite

Home in Charlotteville

4.88 out of 5 average rating, 42 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 Scarborough

4.84 out of 5 average rating, 49 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!

Superhost

Home in Canaan

4.81 out of 5 average rating, 57 reviews

TheNest:5BR Family Villa(16 ppl),Pool,Garden,Swing

Welcome to The Nest Villa, a tropical retreat in Tobago, located near No-man's land, Mount Irvine, Pigeon Point, & Buccoo beaches. This 5 bedroom house promises relaxation & adventure. Explore the island by car, scenic walks & trail bikes, or relax by the pool surrounded by the lush large garden. Samaan Grove is a Gated Safe Community, Kid-friendly, delight in the swing set. Discover the hidden gem, to unwind & soak up the sun. Warm Hosts with Insider tips with ensure an unforgettable stay!

Top guest favourite

Home in Scarborough

5 out of 5 average rating, 59 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

Home in Bon Accord

4.72 out of 5 average rating, 83 reviews

Casa Bon - a charming Bon Accord home

Casa Bon offers all the comforts you need in a holiday home and is conveniently located in the Bon Accord area. This charming two storey, Spanish-style villa has four cosy, air conditioned bedrooms, three of which have ensuite bathrooms. The open plan living and dining rooms flow right onto the patio and pool deck complete with a free form pool and attached spa. Upstairs, three of the four bedrooms open out to the spacious verandah from which you can admire the lush tropical gardens.

Superhost

Home in Castara

4.81 out of 5 average rating, 26 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.

Superhost

Home in Plymouth

4.94 out of 5 average rating, 16 reviews

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

Guest favourite

Home in Bon Accord

4.92 out of 5 average rating, 106 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, 20 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 Englishman’s Bay

5 out of 5 average rating, 7 reviews

Villa Escalante Tobago's Hidden Gem

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.

Superhost

Home in Lowlands

4.67 out of 5 average rating, 6 reviews

Easy As Villa

Situated in the 20 acre gated Tobago Plantations Estate, this fully furnished Colonial/Caribbean style villa sits on the edge of a well - manicured 18 -hole golf course and opposite to two and a half miles of beach. The Villa is among a select handful of premiere Tobago luxury rentals and is located in the Tobago Plantations Estate, one of the most exclusive communities on this enchanting island in the South Caribbean Sea.

Top guest favourite

Home in Bon Accord

4.97 out of 5 average rating, 108 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.