Family-Friendly Vacation Rentals in Canaan, Western Tobago: Compare 10+ Sites & Save

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158 Best Family Vacation Rentals in Canaan (Starting from $44)

Driftwood 85
Driftwood 85
Villa
Canaan, Western Tobago, Trinidad and Tobago
0.3k from Canaan center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms8 Guests
8.0

Good

26 reviews

$350
Average price / night
Check Availability
Flamingo Villa in quiet & secure gated development close to airport, beaches
Flamingo Villa in quiet & secure gated development close to airport, beaches
Villa
Canaan, 00000, Trinidad and Tobago
0.2k from Canaan center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms14 Guests
9.4

Superb

66 reviews

$403
Average price / night
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The Heart Villa, Exquisite Pool to Relax & Unwind
The Heart Villa, Exquisite Pool to Relax & Unwind
Villa
Golden Grove, Trinidad and Tobago
0.4k from Canaan center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms15 Guests
8.3

Very Good

3 reviews

$436
Average price / night
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The Heart Villa in Samaan Grove your paradise with a unique heart-shaped pool.
The Heart Villa in Samaan Grove your paradise with a unique heart-shaped pool.
Villa
Canaan, Tobago, Trinidad and Tobago
0.3k from Canaan center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

5 Bedrooms8 Guests
New to Booking
$529
Average price / night
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Islanders Place
Islanders Place
Apartment
Canaan, Western Tobago, Trinidad and Tobago
0.4k from Canaan center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

5 Bedrooms11 Guests
8.7

Fabulous

27 reviews

$65
Average price / night
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Blue Marlin - A perfect family getaway!
Blue Marlin - A perfect family getaway!
Villa
Canaan, 00000, Trinidad and Tobago
0.3k from Canaan center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
New to Booking
$428
Average price / night
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Flamingo Villa Tobago
Flamingo Villa Tobago
Villa
Canaan, Western Tobago, Trinidad and Tobago
0.4k from Canaan center

Air Conditioner, Parking, Kitchen, Pool, Balcony/Terrace, Child Friendly

4 Bedrooms14 Guests
New to Booking
$322
Average price / night
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Sea Glass Villa Tobago in a 24-hr manned gated community close to beaches
Sea Glass Villa Tobago in a 24-hr manned gated community close to beaches
Villa
canaan, 00000, Trinidad and Tobago
0.3k from Canaan center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
9.6

Exceptional

30 reviews

$380
Average price / night
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The Nest Villa, A Dream Escape for the entire family
The Nest Villa, A Dream Escape for the entire family
Villa
Golden Grove, Trinidad and Tobago
0.6k from Canaan center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms16 Guests
9.3

Superb

26 reviews

$395
Average price / night
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The Nest Villa: Luxury & Value for your family!
The Nest Villa: Luxury & Value for your family!
Villa
Canaan, Tobago, 00000, Trinidad and Tobago
0.5k from Canaan center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

5 Bedrooms16 Guests
9.4

Superb

6 reviews

$485
Average price / night
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Private 4BR-5 Bath Luxury Villa with Pool in Gated Community near beaches
Private 4BR-5 Bath Luxury Villa with Pool in Gated Community near beaches
Villa
Canaan, Trinidad and Tobago
0.6k from Canaan center

View, Internet, Sports/Activities, Pool, Air Conditioner, Parking, Guest Services

4 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$332
Average price / night
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VILLA LAKE HAVEN _ Beautiful Villa at Lakes Edge, Architectural Designed
VILLA LAKE HAVEN _ Beautiful Villa at Lakes Edge, Architectural Designed
Villa
Canaan, Trinidad and Tobago
0.6k from Canaan center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.8

Exceptional

26 reviews

$355
Average price / night
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Alladin suites hospitality service
Alladin suites hospitality service
Apartment
Canaan, Trinidad and Tobago
0.7k from Canaan center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Places to stay

4 Bedrooms4 Guests
7.6

Good

15 reviews

$44
Average price / night
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Fully equipped unique self-contained cozy apartments ideal for couples/families.
Fully equipped unique self-contained cozy apartments ideal for couples/families.
Apartment
Canaan, Trinidad and Tobago
0.7k from Canaan center

AC, Balcony, Barbecue, Breakfast Available, Free Parking, Internet, Kitchen, Laundry, Microwave

7 Bedrooms22 Guests
9.8

Exceptional

50 reviews

$90
Average price / night
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Serenity Apartments
Serenity Apartments
House
Canaan, Western Tobago, Trinidad and Tobago
0.7k from Canaan center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family, Self-catering

7 Bedrooms13 Guests
9.0

Fabulous

6 reviews

$54
Average price / night
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Pearl-Safe, gated condo near airport, beaches and supermarkets, with spa tub
Pearl-Safe, gated condo near airport, beaches and supermarkets, with spa tub
Condo
Mt Pieasant, 901242, Trinidad and Tobago
1.4k from Canaan center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$397
Average price / night
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Bostic Villa
Bostic Villa
Apartment
Mount Pleasant, Trinidad and Tobago
1.4k from Canaan center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$196
Average price / night
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Diamond-Convenient Spa bath condo with ADA access
Diamond-Convenient Spa bath condo with ADA access
Condo
Mt Pleasant, 901242, Trinidad and Tobago
1.4k from Canaan center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$420
Average price / night
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Runnyaway Inn
Runnyaway Inn
House
Bon Accord, Trinidad and Tobago
1.7k from Canaan center

Internet, Security/Safety, Parking, Air Conditioner, Child Friendly

2 Bedrooms6 Guests
7.7

Good

18 reviews

$65
Average price / night
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Kristin's Place  in Bon Accord, Mins To Airport,Major Beaches,Island Tour
Kristin's Place in Bon Accord, Mins To Airport,Major Beaches,Island Tour
Villa
Bon Accord, 00000, Trinidad and Tobago
1.4k from Canaan center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Hot Tub, Internet

4 Bedrooms12 Guests
8.0

Good

2 reviews

$383
Average price / night
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Aurum at Gaskin
Aurum at Gaskin
Apartment
Bon Accord, Trinidad and Tobago
1.7k from Canaan center

Guest Services, Pool, Transportation/Shuttle, View, Security/Safety, Balcony/Terrace, Internet

1 Bedroom3 Guests
7.5

Good

2 reviews

$164
Average price / night
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Modern townhouse w/pool located 5 mins from beach!
Modern townhouse w/pool located 5 mins from beach!
House
Golden Grove, 00000, Trinidad and Tobago
1.4k from Canaan center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$154
Average price / night
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HCEAS Villa in Tobago is 5 minutes to the airport and beach
HCEAS Villa in Tobago is 5 minutes to the airport and beach
Villa
Bon Accord, 11702, Trinidad and Tobago
1.6k from Canaan center

AC, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
9.0

Fabulous

6 reviews

$510
Average price / night
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Villa Flores- New Modern Luxury Villa within walking distance from ANR Airport.
Villa Flores- New Modern Luxury Villa within walking distance from ANR Airport.
Villa
Bon Accord, Trinidad and Tobago
1.7k from Canaan center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$485
Average price / night
Check Availability
The Poolside Pad- 5 mins from airport & beaches
The Poolside Pad- 5 mins from airport & beaches
House
Bon Accord, Trinidad and Tobago
1.7k from Canaan center

AC, Crib, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking, Patio

1 Bedroom3 Guests
New to Booking
$153
Average price / night
Check Availability
Ginger Lilies Villa 64 Great Guest reviews\nClose  to airport and great beaches
Ginger Lilies Villa 64 Great Guest reviews\nClose to airport and great beaches
Villa
buccoo, 00000, Trinidad and Tobago
1.8k from Canaan center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

64 reviews

$224
Average price / night
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Opal-Secure and secluded/ 3mins to Buccoo Beach
Opal-Secure and secluded/ 3mins to Buccoo Beach
Condo
Golden Grove, 901155, Trinidad and Tobago
1.9k from Canaan center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$272
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Canaan.

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Frequently Asked Questions

You can explore 158 verified family-friendly vacation rentals in Canaan. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Canaan vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $44 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Canaan offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Canaan are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Canaan often include amenities such as Child Friendly, Balcony/Terrace, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.