
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 880 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 🤍

Side A Side B
A guest favorite, breathtaking Côté Ci Côté La is a new and modern coastal villa on a 1/2 acre of land. With dramatic coastal views, it is located in desirable Crown Point which is the hub of Tobago, with all the key ingredients for an unforgettable vacation; top restaurants, bars, Pigeon Point Beach, Store Bay Beach, groceries, pharmacy, banks, the airport, etc. Ideally, the villa is near to but not in the hustle and bustle - tucked away giving you the tranquility & peace of the Caribbean Sea.

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.

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.

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

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.

Villa Delphinae
Welcome to your dream vacation getaway in Samaan Grove, Canaan, Tobago. This exquisite 4-bedroom 4.5 bathroom vacation house, is a perfect blend of tropical serenity, modern comforts, and easy access to the island's most captivating attractions. It promises an unforgettable retreat for families and groups seeking a slice of Caribbean paradise.
Popular amenities for Canaan family-friendly rentals
Family-friendly home rentals with a hot tub

"Malibu" in Tobago at the Ocean's Edge!

Bay Apartment at Sandy Point

New 5-BR Villa Pool • Cine • Gym • Beach • Private

Pleasant Cove: Luxe Villa w. Private Beach

Quiet, Modern Apartment with Poolside View

The Oasis w/ private beach & great view #432211004

Convenient Location + Relaxing Ambiance

Private Villa, Pool, 5 Bedroom
Family- and pet-friendly home rentals

Winston’s Court (Single Room)

Fair View Villa-A rustic home in tropical gardens

Immersive, natural studio in enchanting garden

Mary's Hill Guest house

Ti Marie - Caribbean luxury with golf course views

Breeze Manor apartment 2

One Buccoo

Tobago Escape - Kias Villa*
Family-friendly home rentals with a pool

Oceanview Villa w/ Infinity Pool

Blue Marlin - a luxurious private villa with pool

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

Stylish 2BR Condo w/ Pool Near Buccoo Beach

Seaclusions Villas and Conference Centre

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Buccoo Homes II 9.4C

Island breeze penthouse
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 |
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