Holiday rentals in Castara Bay

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Top-rated holiday rentals in Castara Bay

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Guest favourite

Holiday home in Lowlands

4.96 out of 5 average rating, 24 reviews

El Romeo, Casa Josepha | Free Wi-Fi, Near Beaches!

Welcome to Casa Josepha, our exquisite new villa featuring luxury apartments El Romeo and Vida Roma. 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 a movie theatre

18–25 Aug

$166 SGD 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.

28 Oct – 4 Nov

$156 SGD 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.

1–8 Mar

$234 SGD per night

Guest favourite

Flat in Bethel

4.97 out of 5 average rating, 157 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.

13–20 Feb

$234 SGD per night

Guest favourite

Villa in Tobago

4.87 out of 5 average rating, 69 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.

14–21 Mar

$805 SGD per night

Guest favourite

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.

11–18 Mar

$239 SGD per night

Guest favourite

Flat 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!!!!!!

14–21 Nov

$78 SGD 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.

26 Dec – 2 Jan

$73 SGD per night

Guest favourite

Apartment 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.

16–23 Dec

$165 SGD per night

Guest favourite

Flat 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!

6–13 Nov

$83 SGD per night

Guest favourite

Cottage in Charlotteville

4.9 out of 5 average rating, 115 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.

3–10 Nov

$153 SGD per night

Superhost

Cabin in Parlatuvier

4.94 out of 5 average rating, 81 reviews

Tamarind House Villa Parlatuvier

Tamarind House Villa is situated on the leeward coast of Tobago in the beautiful fishing village of Parlatuvier. It is suitable for small groups, couples and families who enjoy a relaxed lifestyle away from commercial tourist areas. The villa overlooks the bay on one side and pristine tropical rainforest on the other. Guests will have sole occupancy of the house, pool and gardens.

20–27 Oct

$296 SGD per night