Holiday rentals in Great Courland Bay

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Top-rated holiday rentals in Great Courland Bay

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

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Top guest favourite
Apartment 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.

Superhost
A comfortable living area features two gray sofas adorned with patterned throw pillows, positioned across from a light wooden coffee table. A decorative vase sits on the table, and a subtle area rug completes the space. A door and artwork are visible in the background.
Guest house in Scarborough
4.91 out of 5 average rating, 22 reviews

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.

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.
Flat 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 favourite
Flat 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 favourite
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.

Superhost
Flat 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 favourite
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.
Flat 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 favourite
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.
Flat 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.

Superhost
Home in Black Rock
5 out of 5 average rating, 3 reviews

Classic Beachfront Living, Villa 6 of 6

Secluded and peaceful villa surrounded by lush cedar trees with views of Stonehaven Bay. Features 3 en-suite bedrooms, spacious verandahs, and fully equipped kitchen — perfect for families or small groups seeking tranquility steps from the beach. All guests enjoy access to the beachfront pool, bar, and beach, plus resort-style amenities, daily cleaning, and in-villa chef service.

Superhost
A two-level house is seen from the outside, featuring a turquoise-colored porch with ample seating. A large outdoor pool is surrounded by tropical plants and manicured lawns, creating an inviting space. The property is situated under a clear blue sky.
Villa in Bon Accord
4.73 out of 5 average rating, 84 reviews

177 Sea Shell Villa, Tobago W.I.

Private home with three bedrooms with AC and in rooms toilet and bath. All amenities for cooking, washing, Wi-Fi. Large outdoor pool and located five minutes from airport. Easy walk to beaches, shopping, banking, eating. Property recently painted and renovated February 2025

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