Guesthouse vacation rentals in Trinidad and Tobago

Cabana 2 with Private Garden; Walk to the Beach

Cabana 2 at Top O’Tobago is ideal for a couple on a romantic getaway, a young family, or a group of 4 singles on a weekend adventure. It is a studio apartment with an outdoor dining gazebo and garden. It is the middle of the 3 cabanas at Top O’ Tobago, and the swimming pool is a few steps away. You can walk to Arnos Vale Beach, one of the island’s best snorkeling beaches, and it is a 25 min. drive to the airport and the many tourist activities on Tobago’s south. Silja, our manager, lives onsite

Location · Value · Nearby

Carlton’s Haven at Robyn’s Nest

Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

Family · Location · Outdoor spaces

Cozy Studio apt Westmoorings

Enjoy a cozy experience at this conveniently located listing in Westmoorings , one of the countries premier suburban communities on the North Western coast. Its compact, chic design is ideal for the solo business traveller or couples on vacation. It is situated in close proximity to a variety of amenities; mall, supermarket, pharmacy ,hospital as well moments away from the beach Come experience the perfect blend of convenience and suburban tranquillity, at our stylish yet affordable space.

Value · Location · Cleanliness

Secret Haven Trinbago Suite

HUGE ground-floor studio apt with private entrance in the front of the main house. Self-catering EIK with fridge, full stove, microwave, kettle, coffee-maker. LR/bedroom with AC, TV, cable, fast WiFi. Dressing room features ceiling fan, wardrobe, chest of drawers. Ideal for business or pleasure travellers, digital nomads and remote workers welcome. Prime location for Carnival celebrations. Easy access to downtown, shopping, beaches, tourist sites. **No discounts during Carnival season.**

Value · Location · Hospitality

St Helena Guesthouse Property / Triple K Complex!

St Helena Guest House Property/Triple K Complex, is conveniently situated just eight minutes from Piarco Airport in Trinidad, West Indies. This well-established area boasts a range of amenities, including food outlets, grocery stores, and easily accessible public transportation. Each room is equipped with a toilet and bath, TV, mini refrigerator, and complimentary Wi-Fi. Our staff members strive to provide a warm and welcoming atmosphere, ensuring that our guests feel right at home! 🏡

Location · Value · Sleep quality

Couple's Getaway Poolside Suite

Relax in a comfortable private poolside suite in Sangre Grande, just a 9-minute drive from the main town. The suite includes 1 bedroom with two full beds, a living room, kitchen, and private bathroom. Guests can also enjoy a private 30-ft swimming pool and lounge area perfect for enjoying the tropical surroundings. Whether you're visiting for relaxation, business, or exploring the beautiful east coast of Trinidad, this poolside suite offers a quiet and comfortable place to stay.

Checkout · Kitchen · Pool

Cottage

Looking for a quiet and peaceful setting away from the hustle and bustle of everyday living, look no further. Our modern cottage is set in a rainforest environment with mountain views and tropical garden for relaxation. Rejuvenate in the refreshing salt water pool and jacuzzi. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

Family · Value · Sleep quality

Bella Vista Cottage

Charlotteville (within the UNESCO biosphere reserve) is approximately 1.2hrs from the Tobago Airport, and off the beaten path. The property is 100% smoke free, this includes the balcony. 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.

Location · Value · Walkability

Crusoe’s View 1

Crusoe’s view is perched on a hilltop in Rampanalgas along the north-eastern coastline of Trinidad between Salibea and Toco. Swimmers can enjoy the invigorating waters of the Atlantic Ocean which is directly opposite, while nature seekers have an exceptional opportunity to view the flora and fauna of an untainted environment and the captivating view of each day’s sunrise. Steps at the rear of the property provide access to the river which runs alongside the property.

Family · Value · Decor

The Chalet | Poolside Retreat | 5 Beaches

Wake up to hummingbirds. Swim before breakfast. End the evening with a rum punch. The Chalet at Villa Bimiti is a self-contained poolside retreat, set within a beautifully maintained private estate in Mt. Irvine — one of Tobago's most coveted addresses. Architect-designed, fully air-conditioned, and steps from an exceptional pool, it's an ideal base for couples, honeymooners, and solo travellers who want genuine privacy with a real sense of Caribbean place.

Family · Location · Quiet

Rolling Hills Hideaway

This stunning country house, nestled in the heart of nature, is the perfect getaway for anyone looking to recharge and reconnect. Spacious Living, Enjoy generous living spaces filled with natural light, and modern furniture Equipped with a fully furnished kitchen, air-condition bedrooms and living room. Breathtaking views of such greenery, rolling hills and serene landscapes, two patios for entertaining or just taking in the scenery.

Family · Location · Comfort

Alibaba’s Trumpet Tree Cottage

Take a break and relax in this peaceful oasis. Located directly by the sea overlooking the reef and the beach, you can forget the world on the balcony of this rustic wooden house. Ideal for animal lovers who have no problem climbing two flights of stairs. The view is worth it. Watch the birds while you have breakfast in the outdoor kitchen… maybe you've already been snorkeling with rays, reef fish and often even a turtle. Fantastic!

Location · Cleanliness · Kitchen