Holiday houses in Mount Pleasant

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Top-rated holiday rentals in Mount Pleasant

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Guest favourite
The exterior of the villa is presented, featuring a sloped roof and vibrant orange window frames. A green wooden fence encloses the property, complemented by neatly trimmed hedges and a manicured lawn, which adds to the welcoming ambiance of the gated community.
Villa in Canaan
4.95 out of 5 average rating, 39 reviews

Cardinal Villas Tobago-Bram Villa, Samaan Grove

Our Villa is located in the gated community of Samaan Grove Tobago. One of the few gated communities. The villa itself is comfortable and spacious and just feels like a home away from home. The surroundings are lush and peaceful with birds chirping and beautiful greenery. Our outdoor patio invites you to unwind and relax and have fun pool days with family and kids absolutely love it. Finally connect to our Bluetooth fan lights on our patio, and enjoy your favorite playlist while enjoying the company of your party, taking a nap on the patio or swimming in the pool. Come experience a truly relaxing vacation disconnecting from the “busyness” of life and connecting with those that matter 🤍

Guest favourite
A sparkling blue swimming pool is complemented by a relaxing jacuzzi. The pool area is surrounded by well-maintained landscaping and features elegant arch-shaped windows of a nearby building, creating a serene and inviting outdoor space.
Apartment in Western Tobago
4.86 out of 5 average rating, 101 reviews

Stylish Getaway Near Beaches. Quiet. Pool. Jacuzzi

Enjoy comfort and privacy in this spacious, modern apartment set in a quiet, safe community close to beaches, dining and nightlife. Perfect for professionals or couples, the space features a queen-size bed, cozy living area with Smart TV, fast Wi-Fi, fully equipped kitchen, large bathroom with massage shower, hot water, and private balcony. Guests also enjoy access to a swimming pool and jacuzzi—ideal for relaxing after work or a day out. We look forward to helping you make your visit memorable.

Top Guest favourite
The entrance features an ornate black iron door, adorned with intricate designs. Vibrant red flowers hang gracefully from planters on either side, framing the entryway. Tall white columns rise beside the entrance, enhancing the sophisticated appearance of the villa.
Apartment in Lowlands
4.95 out of 5 average rating, 56 reviews

Vida Roma, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring breezy lux apartment Vida Roma (upstairs, 1 flight of 21 steps). Wake up to tropical bird songs in our lush gardens. Enjoy bright living & kitchen areas, retreat to your work space or siesta in a cozy bedroom. 12 min from the airport, a 5-12 min 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 movies.

Top Guest favourite
An infinity pool glistens under a bright blue sky, with clouds casting soft shadows. Comfortable lounge chairs with umbrellas line the poolside, surrounded by lush greenery. The structure of the villa features large windows and a wooden overhang, blending seamlessly with the natural environment.
Apartment in Bethel
4.99 out of 5 average rating, 141 reviews

Firefly Villa - 'Roots'

A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. ‘Roots’ has two cozy double bedrooms, comfortable work spaces and fully-equipped kitchen with kitchen island, and deluxe double fronted fridge, en-suite bathrooms and wooden floors. Lie by the infinity pool and watch as a bright blue-grey tanager flies right over your head from one tree to the next. The perfect blend of treehouse and charming, stylish Caribbean poolside villa.

Guest favourite
Villa in Carnbee
4.94 out of 5 average rating, 53 reviews

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!

Guest favourite
The exterior of a modern villa is displayed, featuring a spacious upper balcony with white railings above large glass doors. Lush greenery surrounds the property, and a private pool is visible on the lower level, creating a serene outdoor atmosphere.
Villa in Lowlands
4.84 out of 5 average rating, 92 reviews

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)

Superhost
A spa hot tub is visible, featuring water rippling gently. The scene is framed by an open outdoor space, highlighted by a blue sky with fluffy clouds. Architectural elements include clean lines and white columns, contributing to a serene environment.
Condo in Lowlands
4.79 out of 5 average rating, 98 reviews

La Villa Sereine

La Villa Sereine (no pool), a tranquil upstairs villa designed for the ultimate relaxation. The main living space opens up to breathtaking vistas, creating a natural extension of your living area. Inside, you'll find a well-equipped kitchen with all the amenities needed to prepare a light meal or a full feast. While there is no pool access, you are invited to unwind in your private spa hot tub. It’s the perfect way to recharge during the day and ensure a deep, tranquil sleep at night.

Guest favourite
Place to stay in Buccoo
4.82 out of 5 average rating, 106 reviews

Charming private studio in Buccoo

Cute artistic studio in the heart of Buccoo with just a short walk (5 mins) to the nearest beach and groceries/eateries/restaurants, making it easy to plan your visit to our beautiful island. 2 other stunning beaches (Grange Bay/Mt Irvine) are within walking distance and we're just 15 minutes drive from the airport or 20 minutes from the port. **we only accept direct bookings (no 3rd party bookings) so the person making the booking should be one of the 2 guests staying**

Top Guest favourite
A private pool is surrounded by well-maintained greenery and decorative planters. The pool features a smooth edge with stairs leading into the water, and the bright blue surface reflects the sky above. A storage tank is positioned discreetly in the background.
Home in Bon Accord
4.98 out of 5 average rating, 127 reviews

Villa Magnolia

This cozy duplex is located just walking distance from both the airport and the world famous Pigeon Point beach. You can also enjoy several varieties of food just minutes away from this villa. Guests are sure to enjoy a memorable vacation in this fully furnished, cozy 3 bedroom villa, each with its individual bathroom with a powder room located on the main floor. The villa also includes a warm and private salt water pool.

Superhost
Condo in Golden Grove
5 out of 5 average rating, 4 reviews

Diamond-ADA Friendly, 5-8mins to beach/airport

This newly renovated unit is perfect for extended family stay or small group trips. Its ambience both inside and outside, provides a convenient and accessible access to family inclusion and bonding time without sacrificing safety or ambience. Ideally located near to the conveniences of the Buccoo and Mount Irvin beach facilities, Shirvan plaza and Shirvan police station.

Superhost
A charming blue house is nestled amidst a backdrop of lush greenery and tropical foliage. The structure features a sloping roof, vibrant windows, and a balcony that invites natural light while providing a serene atmosphere. Sunlight filters through the leaves, enhancing the tranquil setting.
Home in Carnbee
4.78 out of 5 average rating, 18 reviews

Outta de Blue

Tucked away amidst nature's lush foliage at the end of a peaceful residential street, you'll discover a charming blue house—Outta de Blue. Outta de Blue offers open plan living, where you can enjoy dining both indoors and outdoors, a fully equipped kitchen, 2 bedrooms, a newly renovated bathroom and a private pool. Enjoy and relax in this peaceful & happy place.

Top Guest favourite
A round table is set on a porch, showcasing a bottle of sparkling water and fruit. Lush trees with colorful flowers provide shade, while the ocean is visible in the background. The expansive grounds are framed with a clear blue sky and distant sailboats.
Apartment in Crown Point
4.92 out of 5 average rating, 101 reviews

Beachfront Cabana, Crown Point Beach, Tobago

Relaxing destination for those who love a white sandy beach, expansive grounds for morning walks or just enjoy an evening stroll. Witness romantic sunsets and enjoy the clear night skies lit up with stars while sipping on your favourite drink. Ideal for couples. This location is close to all amenities including the airport.

Popular amenities for Mount Pleasant holiday rentals