Villa holiday rentals in Trinidad and Tobago

We Casa - simple Tobago luxury

Welcome to WE CASA - a well-designed, three-bedroom villa with simple, stylish touches to make our guests feel right at home. The bright, open-plan kitchen, living room and dining room lead right onto the poolside patio so everyone can enjoy each other's company. When you're ready to have some quiet time, retreat to your snug, air-conditioned bedroom for an afternoon siesta or a good night's rest. The villa is centrally located from shopping, beaches, banks etc - nothing's too far in Tobago!

Villa Yemanjá

Named after the Brazilian goddess of the sea, Yemanjá is a luxurious oceanfront villa located in the prestigious Tobago Plantations Estate. The colonial style architecture of the villa is enhanced by a lush landscaped tropical garden. Balinese inspired decor soothes the senses. The property features four en-suite bedrooms, a double bed loft and a maid’s quarters, comfortably sleeping 11. A spaciously covered patio opens out onto an infinity swimming pool, heated Jacuzzi and pebble beach.

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Sea front villa with scenic entrance near the Magdalena Hotel with an international Golf Course. Minutes away from iconic beaches and shopping malls. Furnished, 2 bedrooms with upgraded ensuite bathrooms, open concept, and a private pool with sundeck on the ground floor of the duplex. Gated community(manned 24 hours) Fully air-conditioned along with ceiling fans & Netflix. Contains outside bathroom and utility room. * Maid service available at an additional charge.(Mandatory after 3nights)

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.

Song Bird Suite at Robyn’s Nest

This stylish studio is designed for the utmost comfort of two guests, featuring contemporary furnishings and amenities. The highlight of the space is undoubtedly the view that seamlessly merges the indoors with the beauty of nature. Inside, you'll find a fully equipped kitchenette and a sleek bathroom for your convenience. Step into the shared pool or outside onto the open deck to bask in the gentle breeze and panoramic vistas, accompanied by the melodic tunes of the local birdsong.

Caspian Villa: Poolside Paradise

Dive into pure relaxation at Caspian Villa, where sun, style and a stunning pool await you! This cozy villa features modern amenities, a fully equipped kitchen, and a serene outdoor space with a refreshing pool perfect for families. Ideal for couples or solo travelers as well, enjoy nearby local eateries and vibrant culture. Unwind in style with plush bedding and stunning views. Create unforgettable memories in this perfect blend of relaxation and adventure. Book your stay today!

"Malibu" in Tobago at the Ocean's Edge!

Think 'Malibu in Tobago' and you will know what it feels like to be welcomed into this luxurious penthouse villa at the ocean's edge. This stunning 3-bdrm villa located in Hope Estate, about a 10-min drive from the port in Scarborough, offers an unparalleled oceanfront experience with breathtaking views of the Atlantic and a salt water pool to make Malibu an even more enticing choice. All rooms are air-conditioned and minimally, yet beautifully, appointed with an ocean view.

TheFairway:6BRFamilyVilla(18-26ppl) Pool Slide Spa

About this space 🏆 Tobago's largest luxury villa — sleeps 26 with 18 included in base rate. 6BR/5.5BA on the Tobago Plantations championship golf course. 🏊 Private pool + waterslide • Jacuzzi • Games room with pool table & foosball • Kids bunk room (sleeps 8) • Japandi dining for 18 • Gazebo with fairway views • Full A/C • Fast WiFi 🔒 Gated 24/7 security. Minutes from beaches, marina, restaurants. 💰 Pricing: 18 included. Guests 19-26 fees apply.

Country Space Villa(gated community,private pool)

Gated Community nestled in the lush greenery of Sangre Grande. Country Space Villa is a charming retreat offering a peaceful, rustic ambiance with modern comforts. Set amid lush landscapes, it features spacious rooms, a fully equipped kitchen, a private pool and gym, Ideal for travelers seeking tranquility, it combines the warmth of countryside living with easy access to nearby attractions, creating a perfect getaway for relaxation and exploration.

The Loft at Sallas Getaway

🌿 Experience the Charm of SALLAS Getaway – Romance, Nature & Memorable Moments Perched in the peaceful hills of Gran Couva, SALLAS Getaway is more than just a place to stay—it’s an escape into nature, romance, and togetherness. Whether you’re searching for a quiet retreat for two, a unique venue for life’s milestones, or an inspiring space for a corporate recharge, SALLAS offers the perfect blend of rustic charm and modern comfort. ✨

Playa Del Maya Luxury 4BR Beachfront Villa Unit 1

Welcome to Playa del Maya – four luxury beachfront villas nestled within a secure & private gated agricultural estate. Ideal for travelers seeking an escape from crowded beaches, hotels, and the hustle of typical tourist destinations, each villa offers a seamless blend of refined luxury, tropical tranquility, and panoramic views of the North Atlantic Ocean. Currently, two villas are available for short- or long-term stays through Airbnb.

Villa Oceana - Luxury Holiday Villa

Villa Oceana is a luxurious and spacious holiday villa in the popular gated community of Samaan Grove. Located in the southwest of the island, Samaan Grove is close to both the activity of Crown Point with its restaurants, nightlife and the world-famous Pigeon Point beach as well as being a stone's throw from the Mt. Irvine Golf Course and the beautiful beaches at Mt. Irvine Bay and Grafton.