
Vacation rentals with a pool in Canaan
Find and book unique homes with a pool on Airbnb
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!
Top-rated rentals with a pool in Canaan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 🤍

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.

Citrine-Dreamy mall studio unit
This unique place has a style all its own. If you’ve ever wanted to be at the heart of it all, yet in your own dreamy getaway, this stylish modern studio apartment unit is just right for you. Located on the top floor of the distinct architecture of the D’ Colluseum Mall in Crown Point, Tobago, this unit has access to the most renowned beaches of Pigeon Point and Store bay beach facilities and its own in-house gym, to maintain that toned figure. Want to create a chill mood? Just ask Alexa.😉

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.

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.

Villa Lake Haven, Samaan Grove, Tobago
Villa Lake Haven is a new large modern dual level built with quality fittings and located in a fabulous location adjoining one of the large wetland lakes. It is spacious and beautifully fully furnished with air-conditioned bedrooms and four natural marble bathrooms. The villa ideally located in the up-scale serene gated compound of Samaan Grove which is complemented by 24 hour security. The Villa’s architectural design provides you with a feeling of space with its natural flow.

Apas On The Hill: One Bedroom Apartment 1
Welcome to "Apas On The Hill". Nestled in the quiet Signal Hill area, we are located approx. 4 Kms from the sea port at Scarborough and 11 Kms from the ANR Robinson International Airport. Enjoy peace and tranquility while being in a safe, private and comfortable environment. Our rooms (apartments) are cozy, yet elegant, spacious and comfortable. Each apartment comes with a fully equipped kitchen, outfitted with modern appliances, Wi-Fi, hot and cold water, cable TV, linen and towels.

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.

Limestone Lodge
Escape to Limestone Lodge Villa, a charming retreat nestled in the sought-after Bon Accord area. This spacious four-bedroom villa, complete with en-suite bathrooms, offers the perfect blend of comfort and style, making it ideal for families or groups seeking a relaxing Tobago getaway. The open-plan kitchen is designed for both casual meals and lively gatherings, while the inviting swimming pool and outdoor BBQ area set the scene for endless days of fun and relaxation.

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.

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.

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 rentals with a pool
House rentals with a pool

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Plymouth View Villa: 2br & Pool

Villa Anhinga

Oceanview Townhouse · 4 Ensuites + Plunge Pool

Beautiful villa nr Castara & beach

Villa Bimiti Mt Irvine with stunning Pool nr Beach

Suncoast Villa
Condo rentals with a pool

Lovely loft condo with pool access

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

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

Canoe Bay Studio-Cocrico

Dream Island Condo Tobago 2 BedR, 2 BathR, 2 Pools

Private Saltwater Pool Lovely 2 bedroom Suite

Romantic One Bedroom Apartment right on the beach

Buccoo Escape - 2 bedroom cozy condo near beach
Other vacation rentals with a pool

Sunset on the ocean

Xanadu • Scenic Views + Private Waterfall

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

Pleasant Cove: Luxe Villa w. Private Beach

Poui Place - 4 Bd villa in Samaan Grove, Tobago

Island breeze penthouse

177 Sea Shell Villa, Tobago W.I.

Villa Blue Moon
When is the best time to visit Canaan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 925 | ﺩ.ﺇ 925 | ﺩ.ﺇ 925 | ﺩ.ﺇ 723 | ﺩ.ﺇ 727 | ﺩ.ﺇ 746 | ﺩ.ﺇ 955 | ﺩ.ﺇ 955 | ﺩ.ﺇ 892 | ﺩ.ﺇ 973 | ﺩ.ﺇ 727 | ﺩ.ﺇ 735 |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 28°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C |
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