Holiday houses in Trinidad and Tobago

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Top-rated holiday rentals in Trinidad and Tobago

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

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Guest favourite

Place to stay in Port of Spain

4.94 out of 5 average rating, 90 reviews

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Guest favourite

Condo in Crown Point

5 out of 5 average rating, 41 reviews

TOPAZ: Classy, cozy condo near beaches & airport

Enjoy a stylish and refreshing experience at this conveniently located condo unit. Ideally situated within walking distance of 2 of the most popular beaches on the island and less than 5 mins drive from the airport. Exclusive access to a variety of food and drink establishments. If eating out is not your thing, our fully equipped kitchen provides the tools to create your own awesome meals. After a meal, enjoy the cool breeze of our outdoor patio. Prefer to relax indoors? Just say "Alexa..."

Superhost

Apartment in Crown Point

4.67 out of 5 average rating, 3 reviews

Modern 3 bedroom in the heart of Crown Point

Centrally located, brand new apartments that accommodate 10 persons. Guests will have the entire building to themselves and will have 3 bedrooms, 3 bathrooms, the entire deck and 2 hot tubs. Nightlife, restaurants and beaches are all within seconds from these apartments and guests can enjoy 2 secured parking spots. Feel secure inside with security doors and guests can enjoy music all around. This unit is all about location however we urge guests who are not partiers or “limers” to not book.

Superhost

Home in Bacolet

4.75 out of 5 average rating, 24 reviews

Bago Beach Vacays: Oceanfront - scale to 38 guests

Neighboring multi-unit properties that can accommodate up to 38 guests by adding additional units to the base offering of 14. The five self contained units can be rented individually or as a combination to satisfy your needs and group size. Final pricing will be provided by the host once the requirements are fully understood. Please note the price automatically quoted is for the base 7 bedrooms and 4 bath offering. The owner with provide final pricing based on the number of units you need.

Superhost

Home in Canaan, Tobago

4.81 out of 5 average rating, 47 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!

Superhost

Apartment in Lowlands

5 out of 5 average rating, 6 reviews

CaribBliss Suite - Tobago Plantations Condo

Discover secure and tranquil living in this exquisite 2-bedroom condo nestled in the exclusive Tobago Plantations development. Overlooking a lush golf course, this condo offers a serene retreat with spacious, sunlit living areas and modern amenities. Enjoy peace of mind in this gated community with 24/7 security. Just a 15-minute drive from Tobago's pristine beaches, it combines relaxation, luxury, and convenience. Embrace unparalleled comfort in one of Tobago's most sought-after locations.

Superhost

Home in Plymouth

4.9 out of 5 average rating, 10 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.

Superhost

Apartment in Black Rock

4.77 out of 5 average rating, 39 reviews

Condo on the BEACH

This apartment is horizontal with the house as it is frontier towards the beach. The verandah has a top tier view of the ocean and pool. Entering into the living room and kitchen which is more of the garden view. The bed room have a beautiful view over looking the infinity pool and the ocean back drop. The apartment consists of dual colors to create a clam and peaceful ambience as to keep a cool comfort feeling. Please note the pools is shared with two other units.

Guest favourite

Apartment in Black Rock

4.94 out of 5 average rating, 17 reviews

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.

Guest favourite

Villa in Bon Accord

4.92 out of 5 average rating, 26 reviews

Coker Cabana - Tobago

Welcome to our cozy Tobago Villa – Coker Cabana, a Caribbean holiday retreat designed in a charming villa style. Nestled amidst the eco-friendly mangrove wetlands, this villa enjoys a prime location in the heart of Crown Point, Tobago's main tourist hotspot. With the island's four most popular beaches just a stone's throw away, our villa offers the perfect blend of convenience and natural beauty.

Guest favourite

Condo in Port of Spain

5 out of 5 average rating, 18 reviews

City Scape Vacation property! (OWP)

Enjoy a stylish experience at this centrally located in-demand, secure property! Experience T&T in the liveliest place on the island, with beautiful mountain views, access to the nicest beaches (Maracas, Las Quevas & more), pool, on site restaurants & bars, and easy access to the hottest entertainment and dining experience on the island Even home to some popular local celebs!”

Superhost

Cabin in Parlatuvier

4.96 out of 5 average rating, 72 reviews

Erasmus Cove: sea views, private beach, waterfall

Off the beaten track and surrounded by the oldest rainforest preserve in the Western Hemisphere, Erasmus Cove is nestled on six acres of tropical gardens overlooking a pristine and totally secluded Caribbean beach. Our two bedroom cottage is perfect for those looking for serenity, adventure, natural beauty, and spectacular views. #erasmuscove