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Holiday rentals in Canaan

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Canaan

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

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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, 40 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 🤍

Top guest favourite
Apartment in Buccoo
5 out of 5 average rating, 18 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 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.
Flat in Lowlands
4.96 out of 5 average rating, 78 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!

Guest favourite
Home in Canaan
4.89 out of 5 average rating, 89 reviews

Samsara Villa - a cool and cosy home

Samsara Villa is a cool and breezy, three-bedroom property located in the much sought-after Samaan Grove gated community in Canaan, Tobago. Each of the three bedrooms is air conditioned, and they also have ceiling fans and an en-suite bathroom. The master bedroom has two queen size beds and can sleep four persons; the other two bedrooms have one queen size bed accommodating two persons each. The living room and dining room area is open plan and leads out onto a wide back porch and garden area.

Guest favourite
Home in Canaan
4.78 out of 5 average rating, 93 reviews

TheNest 5BR Villa (16 ppl)Pool-Garden-SwingHammock

Welcome to The Nest Villa, a tropical retreat in Tobago, located near No-man's land, Mount Irvine, Pigeon Point, & Buccoo beaches. This 5 bedroom house promises relaxation & adventure. Explore the island by car, scenic walks & trail bikes, or relax by the pool surrounded by the lush large garden. Samaan Grove is a Gated Safe Community, Kid-friendly, delight in the swing set. Discover the hidden gem, to unwind & soak up the sun. Warm Hosts with Insider tips with ensure an unforgettable stay!

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.
Flat in Bethel
4.97 out of 5 average rating, 182 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.

Superhost
The exterior of the villa is displayed, featuring a spacious, circular pool in the foreground. The two-story structure is characterized by a steeply pitched roof and multiple windows. Lush greenery surrounds the property, creating a serene environment as the evening sky casts a soft glow.
Home in Tobago
4.92 out of 5 average rating, 12 reviews

Tobago Villa near Buccoo Beach has Stunning Pool

Although this stunning villa with its beautiful pool sleeps 10, the price quoted is for 6 persons. Each additional guest is $25 per night. If your family is bigger than this, feel free to ask about booking the adjacent one-bedroom Chalet for an additional US$100 per night. While the bedrooms are air-conditioned, the main living areas - living/dining room, porch and kitchen - of the Villa are cooled by ceiling fans and island breezes coming through the open windows and doors.

Guest favourite
Home in Bon Accord
4.88 out of 5 average rating, 136 reviews

The House of Serenity, Play & Family

This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

Guest favourite
A serene swimming pool is framed by a smooth patio, where several loungers invite relaxation. Lush greenery surrounds the area, enhancing the peaceful atmosphere of the outdoor space.
Home in Canaan
4.93 out of 5 average rating, 29 reviews

Sea Glass Villa Tobago-sleeps 12

This is a very beautiful and private Villa, the beds are super comfy, all bedrooms are ensuite and the Kitchen is fully equipped, it is truly a home away from home The Villa sleeps a max of 12 persons including kids, the price is based on Occupancy, please book for the correct number of persons to get the exact cost. The base price is on 4 persons, every person thereafter is $15 per person per night, this is structured so that smaller groups do not pay the full price.

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
4.97 out of 5 average rating, 74 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

Superhost
Home in Canaan
5 out of 5 average rating, 3 reviews

Tradewinds Villa

Forget your worries in this spacious and serene Villa. Tradewinds Villa is a newly built quality home designed by a local respected Architect and is located in the up-scale development of Samaan Grove which is complemented by 24 hour security. Tradewinds can sleep 10 adults in comfort. All rooms have their own en-suite and has AC. The large kitchen with its elegant walnut finish gives you the perfect environment to entertain your close families and friends.

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
4.97 out of 5 average rating, 130 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.

Popular amenities for Canaan holiday rentals

When is the best time to visit Canaan?

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Avg. price$149 SGD$151 SGD$179 SGD$139 SGD$139 SGD$129 SGD$176 SGD$179 SGD$151 SGD$188 SGD$139 SGD$139 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Canaan?

    Canaan has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Canaan?

    Experience the best of Canaan with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there hotel rentals with a dedicated workspace in Canaan?

    Yes! Work meets play with ease at over 20 hotel rentals in Canaan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Canaan house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Canaan, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Canaan have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Canaan have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Canaan have wifi?

    Absolutely! We offer over 30 hotel rentals with wifi in Canaan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Canaan have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Canaan. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Canaan

  • Total holiday rentals

    Explore 80 holiday rentals in Canaan

  • Nightly prices starting at

    Canaan holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    80 of Canaan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Canaan rentals

  • 4.8 Average rating

    Canaan stays are highly rated by guests – averaging 4.8 out of 5!

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