Holiday houses in Eastern Tobago

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Top-rated holiday rentals in Eastern Tobago

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Superhost

Home in Charlotteville

4.86 out of 5 average rating, 29 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.

16–23 Aug

$344 NZD per night

Superhost

Cottage in Castara

4.88 out of 5 average rating, 78 reviews

The Little House on the Hill

Castara is located on the Northern coast of the island. Though it is 40mins away from the capital, Castara has an immense centrality. The Little House on the Hill has 2 bedrooms, bathrooms, a kitchen, and a living room. A balcony at the front is a relaxing place to see the lush gardens, ideal for bird watching and the views down the valley and viewing the stars at night. The cottage embraces minimalist design and offers cozy yet comfortable accommodations for travelers. It is a perfect escape.

23–30 Oct

$207 NZD per night

Superhost

Villa in Bloody Bay

4.83 out of 5 average rating, 52 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.

16–23 Jul

$167 NZD per night

Guest favourite

Apartment in Bethel

4.97 out of 5 average rating, 156 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

12–19 Aug

$297 NZD per night

Superhost

Villa in Tobago

4.87 out of 5 average rating, 68 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.

23–30 Jul

$853 NZD per night

Superhost

Villa in Castara

4.88 out of 5 average rating, 25 reviews

Mot Mot, Castara. Villa with pool. Sleeps 6

Castara is rustic, beautiful fishing village with a vibrant community in the heart of Tobago. It is built around two beaches and sits on the edge of a rainforest. Our spacious private house is on the hillside, but just 2 minutes walk to the main Castara beach and village. You are surrounded by birds and lush rainforest terrain. It is a gorgeous spot with lots of inside and outside space. The back deck is brilliant to bird watch. The pool is refreshing. Full air conditioning too.

7–14 Nov

$297 NZD per night

Guest favourite

Apartment in Moriah

4.98 out of 5 average rating, 45 reviews

HOUSE IN THE MOUNTAIN! APARTMENT 2

A home away from home.....that comfortable relaxed feeling. Wake up to fresh air, and the sound of Tobago birds, including the Cocorico. Feel like listening to music......there is a Bluetooth speaker available! Feel like television......Direct TV is available! Feel like swimming and lounging - check out our pool and our floating breakfast - or - the beaches are not far away. Feel for entertainment....you can book our preferred entertainer! ....SAXOPHONIST....RICARDO SEALES!!!!!!

9–16 Nov

$105 NZD per night

Superhost

Guest suite in Scarborough

4.92 out of 5 average rating, 123 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.

23–30 Jul

$80 NZD per night

Guest favourite

Condo in Mount Saint George

4.96 out of 5 average rating, 55 reviews

The Oasis w/ private beach & great view #432211004

The Oasis is as the name suggests; an escape from the hustle and bustle in a space designed to replenish and renew your spirit and your senses. See the beauty of nature, feel the warmth of cooling breezes, taste excitement in our natural salt water pool and touch the heart of your loved one with whom you will share this sanctuary. The Oasis is located on a hillside and steps are provided to allow you to experience all that we have to offer.

29 Jul – 5 Aug

$217 NZD per night

Superhost

Home in Englishman’s Bay

5.0 out of 5 average rating, 4 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.

18–25 Jan

$684 NZD per night

Guest favourite

Apartment in Black Rock

4.95 out of 5 average rating, 64 reviews

Sea & sunset view- beach steps away

•Private 1 BR apartment, 3 minute walk to 2 beaches. Sea view, tropical garden, full kitchen, A/C in bedroom. Located on ground floor of villa on a residential street in a lively, traditional fishing village. •NO CAR NEEDED- 3 minute walk to 2 beautiful beaches. Short walk to shops, restaurants & ATM. Public transport close by •Hammock and additional outdoor shower •Perfect for beach-loving travelers looking for a true taste of Tobago!

26 Oct – 2 Nov

$113 NZD per night

Guest favourite

Cottage in Charlotteville

4.9 out of 5 average rating, 114 reviews

Bella Vista Cottage

Charlotteville (within the UNESCO biosphere reserve) is approximately 1.2hrs from the Tobago Airport, and off the beaten path. 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.

17–24 Jun

$190 NZD per night