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Vacation rentals with a pool in Canaan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Canaan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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 🤍

Guest favorite
Apartment in Western Tobago
4.86 out of 5 average rating, 103 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 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, 145 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 favorite
The two-story villa features a warm orange exterior with arched balconies and a tiled roof. A freeform pool is visible in the foreground, accompanied by a spa. Several sun loungers are positioned around the pool, while lush greenery frames the property.
Home in Bon Accord
4.75 out of 5 average rating, 106 reviews

Casa Bon - a charming Bon Accord home

Casa Bon offers all the comforts you need in a Caribbean holiday home! It is conveniently located in the Bon Accord area and is walking distance to Store Bay and Pigeon Point - two of Tobago's most popular beaches. This charming Spanish-style villa is set in lush, tropical gardens and has four air conditioned bedrooms, three of which have ensuite bathrooms. The open plan living and dining rooms flow right onto the patio and pool deck complete with a free form swimming pool and attached spa.

Top guest favorite
Apartment in Buccoo
4.97 out of 5 average rating, 77 reviews

Guest Favorite – El Balcón, 4B Buccoo, 2-Bedroom Apartment

Explore our stylish condo in Buccoo, with onsite restaurants and a coffee shop, just 7 minutes drive from Buccoo Bay, 10 minutes from Grafton and Mt Irvine beaches and Golf Course. Approx 15 minutes from Pigeon Pt and Store Bay beaches. Experience modern comfort, strategically placed for effortless exploration of Tobago's treasures; Nylon Pool, Argyle Waterfall, scenic drive through the rain forest to list a few. Sea Horse, Waves and Fish Pot restaurants all within 10 mins drive.

Guest favorite
A communal living area features a spacious sectional sofa arranged around a central ottoman. Natural light fills the room through large windows, showcasing the modern kitchen in the background with wood cabinetry and high chairs at the island.
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 favorite
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 favorite
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, 75 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
A tranquil outdoor area features a sparkling pool surrounded by a slate-tiled deck. Lounge chairs are arranged poolside, and a dining set is visible under a shaded patio. Lush greenery and decorative plants frame the space, contributing to a serene environment.
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.

Guest favorite
Apartment in Buccoo
5 out of 5 average rating, 39 reviews

Island breeze penthouse

Forget your worries in this elegant, beautiful and relaxing space. Our penthouse is located at Building 9, Apartment 4D. Sip your coffee in our balcony while enjoying the morning island breeze and a view of the pool. You will find delicious doubles just in front of the compound and the best chicken sandwich from Block 22. Enjoy both pools, one in the morning and the other in the evening. There is a gym, one minute away, next to to the food court.

Top guest favorite
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.

Guest favorite
The villa's exterior displays a striking white facade, complemented by large windows and a central cupola. Lush green lawns surround the structure, while tropical foliage provides a vibrant backdrop against the clear blue sky, creating a welcoming atmosphere.
Villa in Bon Accord
4.76 out of 5 average rating, 41 reviews

Luxury villa, pool and the best botanical garden!

Only 300m or yds from the sparkling Caribbean Sea in the Bon Accord district lies this exquisite, luxury 3-bedroom villa. Villa de Lena is specially designed to capture the warmth and comfort of Tropical Tobago. It facilitates walking distance to the Crown Point area which houses two of Tobago's finest beaches, Pigeon Point and Store Bay. Glass bottom boats to the famous Buccoo Coral Reef leave from here.

Popular amenities for Canaan rentals with a pool

When is the best time to visit Canaan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 925ﺩ.ﺇ 925ﺩ.ﺇ 925ﺩ.ﺇ 723ﺩ.ﺇ 727ﺩ.ﺇ 746ﺩ.ﺇ 955ﺩ.ﺇ 955ﺩ.ﺇ 892ﺩ.ﺇ 973ﺩ.ﺇ 727ﺩ.ﺇ 735
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Quick stats about vacation rentals with a pool in Canaan

  • Total vacation rentals

    Explore 50 vacation rentals in Canaan

  • Nightly prices starting at

    Canaan vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Canaan vacation rentals include wi-fi 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!