
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.

Blue Marlin - a luxurious private villa with pool
This elegant and well appointed Blue Marlin Villa is a luxurious 4 bedroom villa in the Samaan Grove gated development. The living room opens to the porch and private pool. The open plan living / dining area looks through and out to the patio, pool deck and pool. The villa provides all expected modern conveniences and more – full air-conditioning, high end kitchen with stainless steel appliances including dishwasher, granite counter tops and island bar, and full laundry facilities.

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

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

Private Villa, Pool, 5 Bedroom

Quiet, Modern Apartment with Poolside View

Pleasant Cove: Luxe Villa w. Private Beach

Sage 2 - Bayleaf Suites Tobago

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

Villa La Hay in Mt Irvine with Stunning Ocean View

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

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

One Buccoo

Sugarsands Villa

Oceanview paradise | private estate in Grafton

Ti Marie - Caribbean luxury with golf course views

Mary's Hill Guest house

Frangipani Villa- Lovely 3 Bedroom, Pool, Fully AC

Lovely Vacation Home located in Bon Accord Tobago

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

Jazuri Couple Villa

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

1st floor private apartment

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

Suncoast Villa

Island breeze penthouse

Oceanview Villa w/ Infinity Pool

Stylish 2BR Condo w/ Pool Near Buccoo Beach
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 | $401 SGD | $441 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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