
Holiday rentals with a pool in Canaan
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Canaan

Total holiday rentals
Explore 50 holiday rentals in Canaan

Nightly prices starting at
Canaan holiday rentals start at $97 AUD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Canaan holiday 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 🤍

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.

1st floor private apartment
Welcome to Palm Breeze Villa — ideal for couples and small families. A tropical escape on the edge of Crown Point. Just a short stroll away are two of Tobago’s most stunning beaches: Pigeon Point and Store Bay. Spend your days soaking up the sun, swimming in crystal-clear waters, and your evenings enjoying breathtaking sunsets at Store Bay. We’re also within a 5-minute walk to grocery stores and a strip of restaurants and bars, making it easy to enjoy the best of local flavor and nightlife.

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.

Heart Villa:5BR FamilyRetreat,Sleeps15,Pool,Garden
The Heart Villa in Samaan Grove, a tropical paradise with a unique heart-shaped pool ideal for groups and family gatherings. Located near all the beautiful beaches. This 5 Bedroom villa combines luxury with tropical elegance, featuring an open-plan indoor and outdoor living areas that open to a stunning pool, offering Caribbean views and breeze. Equipt rooms with en-suite baths and air conditioning. Enjoy a large gazebo with outdoor TV & BBQ area, and full amenities for a comfortable stay.

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.

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.

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.

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

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.

Villa Oceana - Luxury Holiday Villa
Villa Oceana is a luxurious and spacious holiday villa in the popular gated community of Samaan Grove. Located in the southwest of the island, Samaan Grove is close to both the activity of Crown Point with its restaurants, nightlife and the world-famous Pigeon Point beach as well as being a stone's throw from the Mt. Irvine Golf Course and the beautiful beaches at Mt. Irvine Bay and Grafton.
Popular amenities for Canaan rentals with a pool
House rentals with a pool

Plymouth View Villa: 2br & Pool

Plantation View Villa

Villa Delphinae

Oceanview Townhouse | Plunge Pool + 4 Ensuites

Eagle's Base Villa with Spectacular Views-12-38

Fairways Villa - Mt Irvine Tobago Charm

Uprise Villa

Outta de Blue
Condo rentals with a pool

Lovely loft condo with pool access

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

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

Private Saltwater Pool Lovely 2 bedroom Suite

Hibiscus Suite at Black Rock Dreams

Buccoo Escape - 2 bedroom cozy condo near beach

Romantic One Bedroom Apartment right on the beach

Golf View Villa 41A (Lower Level)
Other holiday rentals with a pool

Nirvana Tobago Villa Saltwater Pool & Ocean View

2 BR steps to the beach, & pool.

GOLF BEACH VILLA

BotanicsGarden Suite with views of the nylon pool

Coker Cabana - Tobago

Saltwater Pool, Lush Garden, 5-10 min walk Beaches

Fair View Villa-A rustic home in tropical gardens

by Felice
When is the best time to visit Canaan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 AUD | $269 AUD | $271 AUD | $274 AUD | $275 AUD | $282 AUD | $361 AUD | $361 AUD | $337 AUD | $368 AUD | $275 AUD | $278 AUD |
| 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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