Holiday houses 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
Condo in Buccoo
5.0 out of 5 average rating, 29 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.

LocationFamilySleep quality

Top Guest favourite
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
4.96 out of 5 average rating, 90 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!

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Top Guest favourite
A wrap-around balcony offers panoramic views of the sunset over lush tropical trees and the Caribbean Sea. Floor-to-ceiling glass doors line one side, inviting natural light and providing easy access to the outdoor space.
Apartment in Bethel
4.97 out of 5 average rating, 184 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

LocationFamilyOutdoor spaces

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
4.79 out of 5 average rating, 112 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.

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Guest favourite
Villa in Mt. Irvine
5.0 out of 5 average rating, 7 reviews

TheCasaVilla 7Bdrm, 27ppl, Sunsets, Pool, Theatre

Sunsets hit perfectly from the hilltop. The Casa Villa is our newest flagship, a 7-bedroom luxury villa perched above Mt. Irvine with sweeping Caribbean views, an infinity pool that spills toward the sea, and a private theatre & games room. Sleeps up to 27 across seven beautifully appointed bedrooms, built for family reunions, milestone birthdays, destination weddings & corporate retreats. Minutes from Mt. Irvine Beach, Stonehaven Bay & Pigeon Point. With a focus on large groups.

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Superhost
A saltwater pool reflects clear blue skies, framed by a peach-colored villa. Colorful cushions are placed poolside, alongside potted plants that add a touch of greenery. Light streaming through open shutters brightens the inviting outdoor space, creating a relaxed atmosphere.
Villa in Scarborough
4.87 out of 5 average rating, 23 reviews

Bahari Blu Tobago Saltwater pool? Beach or both?

Offering 25% weekly (book for 7 days or more) discount rates from $350 USD. Built on an elevation that delivers unimaginable sunsets with astounding afterglows. Affordable space for a family or group of friends who would like to share an artsy vacation home. Reconnect. Celebrate life together. Home is open concept with cathedral ceilings, a well equipped kitchen and a saltwater pool. Comfy beds, luxurious linen. Dbl occupancy 8 guests. Single bed on request

LocationFamilyComfort

Top Guest favourite
A spacious living area is characterized by modern furnishings, featuring a navy blue sectional sofa with decorative pillows. A coffee table sits atop a woven area rug, and natural light floods the space through ceiling windows, illuminating the open layout that connects to the kitchen.
Villa in Crown Point
4.98 out of 5 average rating, 87 reviews

Villa Blue Moon

Make memories at this unique and family-friendly place. A 4 bedroom 10 person villa located in secured compound close to beaches, bars and restaurants. With fun activities such as pool table, basketball, heated jacuzzi, swimming pool, 3 televisions, modern fully equipped kitchen, laundry room with washer & dryer, comfortable family room and Hi-Fi stereo system. A playful, open and entertaining home to feed your senses, to enjoy and unwind as you will

ValueFamilyCondition

Top Guest favourite
A modern dining area features a wooden table surrounded by six light-colored chairs. A decorative plant sits at the center of the table. A large framed image of a turtle swimming above coral decorates the wall, adding a coastal touch to the space.
Apartment in Buccoo
5.0 out of 5 average rating, 39 reviews

Buccoolito 2B - Modern Condo w/Pool | Near beach

Comfort, convenience, and island charm await at Buccoolito 2B Enjoy this 2-bedroom, 2-bathroom modern condo with a fully equipped kitchen and a perfect view of the pool. Located in a secure, gated development with 24/7 security, Buccoolito 2B is just 15 minutes from both the airport and the ferry terminal. Centrally located, minutes away from the Picturesque Buccoo Beach and 15 minutes drive to the Popular Pigeon Point Beach and Store Bay Beach.

LocationFamilyAmenities

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.
Apartment in Black Rock
4.97 out of 5 average rating, 91 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!

ValueFamilyAir conditioning

Guest favourite
A serene view showcases an infinity pool adjacent to the beach, framed by lush greenery. A patio with a wooden railing overlooks the pool and ocean. A large umbrella provides shade for outdoor seating, where the tranquility of the seaside is visually prominent.
Apartment in Black Rock
4.92 out of 5 average rating, 38 reviews

Panoramic View, Ocean Air, Pool & Netflix\Cable.

Tucked away beside the beach on the Caribbean coast. Located at the end of a country lane, our apartment house is quiet and secluded, but not remote. Far away enough away just the sound of the birds and the ocean. yet near enough to enjoy the village. Enjoy Free Wireless Browsing while soaking in the sun, step into our infinity pool, or just enjoy the sights and sounds of the ocean from either our covered or uncovered decks.

LocationFamilyKitchen

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
4.87 out of 5 average rating, 23 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!

LocationFamilyBackyard

Top 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.
Apartment in Black Rock
4.95 out of 5 average rating, 57 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.

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