
Family-friendly holiday rentals in Canaan
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Canaan

Total holiday rentals
Explore 50 holiday rentals in Canaan

Nightly prices starting at
Canaan holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 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!
Top-rated family-friendly rentals in Canaan
Guests agree: these family-friendly homes 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 🤍

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.

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.

Poui Place - 4 Bd villa in Samaan Grove, Tobago
Escape to a private oasis at this exquisite 4-bedroom villa, nestled in a serene and exclusive location. Designed for those seeking the perfect blend of luxury and relaxation, this villa offers spacious living areas, premium amenities and modern décor with an abundance of natural light. The highlight of the villa is the sparkling outdoor pool, complete with a floating pavilion ideal for al fresco dining. Families will especially appreciate the wading pool, perfect for the little ones.

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.

Charming private studio in Buccoo
Cute artistic studio in the heart of Buccoo with just a short walk (5 mins) to the nearest beach and groceries/eateries/restaurants, making it easy to plan your visit to our beautiful island. 2 other stunning beaches (Grange Bay/Mt Irvine) are within walking distance and we're just 15 minutes drive from the airport or 20 minutes from the port. **we only accept direct bookings (no 3rd party bookings) so the person making the booking should be one of the 2 guests staying**

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

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.

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.

Diamond-ADA Friendly, 5-8mins to beach/airport
This newly renovated unit is perfect for extended family stay or small group trips. Its ambience both inside and outside, provides a convenient and accessible access to family inclusion and bonding time without sacrificing safety or ambience. Ideally located near to the conveniences of the Buccoo and Mount Irvin beach facilities, Shirvan plaza and Shirvan police station.
Popular amenities for Canaan family-friendly rentals
Family-friendly home rentals with a hot tub

Quiet, Modern Apartment with Poolside View

"Anglesea" - Luxury w/Heated Jacuzzi & Steam Room

Plantation View Villa

Pleasant Cove: Luxe Villa w. Private Beach

Sage 2 - Bayleaf Suites Tobago

Eagle's Base Cottage overlooking the Caribbean Sea

New 5-BR Villa • Pool • Beach • Cinema • Private

Bay Apartment at Sandy Point
Family- and pet-friendly home rentals

One Buccoo

Ti Marie - Caribbean luxury with golf course views

Mary's Hill Guest house

Lovely Vacation Home located in Bon Accord Tobago

Frangipani Villa- Lovely 3 Bedroom, Pool, Fully AC

Tobago Escape - Kias Villa*

Fair View Villa-A rustic home in tropical gardens

Little Houses Tobago - Castara Cozy Cottage
Family-friendly home rentals with a pool

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

Villa Narain, Tobago

Sunset on the ocean

Xanadu • Scenic Views + Private Waterfall

BotanicsGarden Suite with views of the nylon pool

Villa Bimiti Mt Irvine with stunning Pool nr Beach

Island breeze penthouse

177 Sea Shell Villa, Tobago W.I.
When is the best time to visit Canaan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $387 SGD | $398 SGD | $413 SGD | $390 SGD | $387 SGD | $426 SGD | $452 SGD | $452 SGD | $387 SGD | $422 SGD | $402 SGD | $442 SGD |
| 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 |
Destinations to explore
- Oistins Holiday rentals
- Les Trois-Îlets Holiday rentals
- Fort-de-France Holiday rentals
- Holetown Holiday rentals
- Lecherías Holiday rentals
- Le Diamant Holiday rentals
- Bridgetown Holiday rentals
- Port of Spain Holiday rentals
- Sainte-Luce Holiday rentals
- Saint George's Holiday rentals
- Tobago Holiday rentals
- Sainte-Anne Holiday rentals





