House holiday rentals in Tobago

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Top-rated house rentals in Tobago

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

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Guest favourite

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

4.88 out of 5 average rating, 56 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.

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Guest favourite

The two-story villa features a warm orange exterior with arched balconies and a tiled roof. A freeform pool is visible in the foreground, accompanied by a spa. Several sun loungers are positioned around the pool, while lush greenery frames the property.

Home in Bon Accord

4.74 out of 5 average rating, 108 reviews

Casa Bon - a charming Bon Accord home

Casa Bon offers all the comforts you need in a Caribbean holiday home! It is conveniently located in the Bon Accord area and is walking distance to Store Bay and Pigeon Point - two of Tobago's most popular beaches. This charming Spanish-style villa is set in lush, tropical gardens and has four 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 swimming pool and attached spa.

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Guest favourite

Home in Lowlands

5.0 out of 5 average rating, 13 reviews

New 5-BR Villa Pool • Cine • Gym • Beach • Private

Discover Immacunique, a stunning 5-bedroom luxury villa ideal for group travel. Featuring a private pool & heated Jacuzzi, chef options, outdoor dining, smart amenities, and elegant modern design. The villa sits within walking distance of the beach, boardwalk, and golf course—perfect for sunrise walks, ocean dips, and leisurely days. Whether it’s a family trip, girls’ getaway, golf group, boys weekend or celebration, this villa offers comfort, convenience, and unforgettable memories.

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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

4.81 out of 5 average rating, 43 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.

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Guest favourite

Two comfortable chairs are positioned on a tile patio, overlooking a scenic ocean view. Lush greenery surrounds the area, and a vibrant blue sky with scattered clouds enhances the relaxing atmosphere. The infinity pool is visible, seamlessly blending with the horizon.

Home in Golden Grove

5.0 out of 5 average rating, 16 reviews

Oceanview Villa w/ Infinity Pool

Enjoy a relaxing escape at our oceanview villa. Nestled in a gated community, this serene retreat features magnificent ocean views and an infinity edge pool. The villa comfortably sleeps 6, with 3 spacious bedrooms and 3 full bathrooms, providing plenty of room to unwind. With private parking and the security of a gated setting, it’s perfect for families, friends, or couples seeking comfort and stunning views. Make your stay memorable in this well-appointed home away from home.

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Guest favourite

A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.

Home in Plymouth

4.92 out of 5 average rating, 24 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.

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Top guest favourite

Home in Scarborough

5.0 out of 5 average rating, 29 reviews

Blanket & Brew- Private and Cozy 2 Bedroom

Welcome to Blanket & Brew! This private home is tucked away in Bacolet, Tobago, and was designed for dreamers, readers, and anyone craving a little peace. Inside, you’ll find: • Plush blankets and throws for ultimate snuggling • A self-serve coffee and tea station. • Ambient lighting, calming décor, and the scent of vanilla or cedarwood in the air • A few books and games to enjoy. Outside, enjoy: • A private patio to enjoy morning brews with sunrise or sunset views

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Superhost

An inviting swimming pool is framed by a spacious patio, featuring a smooth, light-colored surface. Comfortable lounge chairs are positioned nearby, while lush greenery enhances the setting. A white wall and trees in the background complement the clear blue sky above.

Home in Bon Accord

4.67 out of 5 average rating, 24 reviews

Limestone Lodge

Escape to Limestone Lodge Villa, a charming retreat nestled in the sought-after Bon Accord area. This spacious four-bedroom villa, complete with en-suite bathrooms, offers the perfect blend of comfort and style, making it ideal for families or groups seeking a relaxing Tobago getaway. The open-plan kitchen is designed for both casual meals and lively gatherings, while the inviting swimming pool and outdoor BBQ area set the scene for endless days of fun and relaxation.

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Guest favourite

A private villa showcases a serene pool area with multiple lounge chairs arranged around it. Soft evening light highlights the modern architectural features and the inviting entrance, while palm trees stand in the background, enhancing the peaceful ambiance of the space.

Home in Canaan, Tobago

4.93 out of 5 average rating, 27 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.

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Top guest favourite

A private pool is surrounded by well-maintained greenery and decorative planters. The pool features a smooth edge with stairs leading into the water, and the bright blue surface reflects the sky above. A storage tank is positioned discreetly in the background.

Home in Bon Accord

4.96 out of 5 average rating, 134 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 warm and private salt water pool.

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Superhost

Home in Black Rock

5.0 out of 5 average rating, 3 reviews

Classic Beachfront Living, Villa 6 of 6

Secluded and peaceful villa surrounded by lush cedar trees with views of Stonehaven Bay. Features 3 en-suite bedrooms, spacious verandahs, and fully equipped kitchen — perfect for families or small groups seeking tranquility steps from the beach. All guests enjoy access to the beachfront pool, bar, and beach, plus resort-style amenities, daily cleaning, and in-villa chef service.

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Guest favourite

The house is showcased with a modern design, featuring a light blue exterior and a grey roof. A vehicle is parked in front, while a well-manicured lawn with green grass enhances the inviting entrance. Large windows create a bright and open appearance.

Home in Canaan

4.88 out of 5 average rating, 16 reviews

Villa Delphinae

Welcome to your dream vacation getaway in Samaan Grove, Canaan, Tobago. This exquisite 4-bedroom 4.5 bathroom vacation house, is a perfect blend of tropical serenity, modern comforts, and easy access to the island's most captivating attractions. It promises an unforgettable retreat for families and groups seeking a slice of Caribbean paradise.

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