Vacation rentals in Great Courland Bay

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Top-rated vacation rentals in Great Courland Bay

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

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Top guest favorite
Condo in Buccoo
5 out of 5 average rating, 23 reviews

Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm

Welcome to Aurelia - a radiant escape where tropical serenity meets quiet luxury. Featuring warm natural finishes with sleek contemporary lines, Aurelia invites you to slow down and reconnect in refined comfort. This newly furnished 3-bedroom condo is artfully designed for families, friend groups, or long-stay guests seeking a luxurious escape close to beaches and island attractions. Relax in the open-plan living area with comfortable lounge seating and doors that open to your private balcony.

Top guest favorite
The villa's exterior showcases a modern design with white walls and elegant columns. Flowering plants, including red blossoms, frame the entrance, enhancing the welcoming ambiance. The balcony features decorative ironwork, and soft lighting illuminates the facade against a twilight sky.
Apartment in Lowlands
4.95 out of 5 average rating, 85 reviews

El Romeo, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring our romantic lux apartment- El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to your work space or siesta in your cozy bedroom. Only 12 minutes from the airport, a 5-12 minute 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 & a movie theatre!

Top guest favorite
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, 147 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.

Superhost
The villa exterior is showcased under a starry night sky, with a tranquil saltwater pool reflecting the lights of the structure. Surrounding lounge chairs are arranged by the poolside, and vibrant wall art adds character to the setting.
Villa in Tobago
4.79 out of 5 average rating, 106 reviews

Nirvana Tobago 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 4000+ 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.

Guest favorite
Apartment in Black Rock
4.89 out of 5 average rating, 9 reviews

Tobago Love

BEACHES! BEACHES! BEACHES! Tobago Love is a modern 2/2 within walking distance to Grafton Beach, many restaurants and lively music night life. Enjoy lovely views Stonehaven Bay. Tobago Love features a full modern kitchen, master bedroom with queen size bed, en suite bath and private balcony. The guest room features a private balcony, queen size bed and access to full guest bathroom. The living area spacious opens up to oversized veranda. Located close to main road on the bus route.

Guest favorite
A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.
Home in Plymouth
4.92 out of 5 average rating, 24 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.

Top guest favorite
Apartment in Buccoo
5 out of 5 average rating, 20 reviews

Stylish 2BR Condo w/ Pool Near Buccoo Beach

Welcome to The Cocoa Condo. A unique two-bedroom condominium, located on the gated compound of the newly constructed Buccoo Homes Phase 2. This unit is mere meters from the Buccoo Food Court and a 15-minute walk to explore the renowned Buccoo family-friendly beach, the protected Buccoo Reef, and the shallow, crystal-clear "Nylon Pool". Popular activities include glass-bottom boat tours, horseback riding in the ocean, and the lively Sunday School goat and crab races.

Superhost
Apartment in Black Rock
4.8 out of 5 average rating, 49 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.

Top guest favorite
A table with a colorful tablecloth is set for two on a private patio, surrounded by lush tropical plants. The ocean is visible in the background, framed by greenery. Bright flowers in a vase add a touch of vibrancy to the setting.
Apartment in Black Rock
4.97 out of 5 average rating, 90 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!

Superhost
Double French doors open to reveal breathtaking ocean views, with the turquoise water stretching under a bright blue sky. A well-maintained tropical garden is visible in the foreground, framed by white fencing, enhancing the beach-front ambiance.
Villa in Black Rock
4.86 out of 5 average rating, 22 reviews

"Hibiscus" with the Caribbean Sea on its Doorstep!

This classic beach-front villa is located along the Grafton-Turtle Beach coastline, with a sheltered inlet for sea-bathing literally on the doorstep. At Hibiscus you’ll enjoy stunning ocean and sunset views, easy beach access, waking up to the sound of the waves, a well-maintained tropical garden, long walks on the beach, tidepools great for exploring or snorkelling on your doorstep and so much more. Paradise awaits!

Guest favorite
A bright living and dining area is featured, with large windows allowing natural light to fill the space. A comfortable gray sectional couch and a light-colored coffee table are positioned in front of a television. A dining table with chairs and artwork on the wall add to the inviting ambience.
Apartment in Black Rock
4.94 out of 5 average rating, 53 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 favorite
An inviting infinity pool is centered in the image, with a circular jacuzzi adjacent to it. Palm trees sway gently in the background, while a grassy area extends towards the ocean beyond. A gazebo is positioned to the side, enhancing the outdoor relaxation space.
Villa in Lowlands
5 out of 5 average rating, 21 reviews

Pristine Villa Tobago

Luxury Villa located in one of Tobago's best locations, Tobago Plantations. This villa is a fully A/C home, equipped with ocean front views, an infinity pool, a jacuzzi, gazebo. The villa is surrounded by an 18 hole PGA golf course.

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