Vacation Rentals with Pool in Canaan, Western Tobago: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Trinidad and Tobago

  4.  Western Tobago
  5.  Canaan

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235 Best Vacation Rentals with Pool 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
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New spacious luxury 4-bedroom villa in gated development close to beaches.
New spacious luxury 4-bedroom villa in gated development close to beaches.
Villa
Canaan, Trinidad and Tobago
0.2k from Canaan center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$430
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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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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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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Located in a  quiet, gated community . RELAX AND ESCAPE WITH US
Located in a quiet, gated community . RELAX AND ESCAPE WITH US
Villa
Canaan, Tobago, Trinidad and Tobago
0.2k from Canaan center

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

3 Bedrooms12 Guests
9.6

Exceptional

9 reviews

$331
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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Family Friendly Villa In Gated Community Close To Many Lovely Beaches
Family Friendly Villa In Gated Community Close To Many Lovely Beaches
Villa
Golden Grove Estate, Trinidad and Tobago
0.2k from Canaan center

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

3 Bedrooms8 Guests
New to Booking
$401
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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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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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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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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Home by Jelly
Home by Jelly
Apartment
Canaan, Western Tobago, Trinidad and Tobago
1.4k from Canaan center

Air Conditioner, Pool, Parking

1 Bedroom6 Guests
New to Booking
$141
Average price / night
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Sunflower Villa -  Samaan Grove Estates, Canaan, Secure/Gated Luxury
Sunflower Villa - Samaan Grove Estates, Canaan, Secure/Gated Luxury
Villa
Canaan, Trinidad and Tobago
0.3k from Canaan center

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

4 Bedrooms12 Guests
10.0

Exceptional

44 reviews

$450
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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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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Emerald at SAGE
Emerald at SAGE
Apartment
Bon Accord, Trinidad and Tobago
1.7k from Canaan center

Internet, Balcony/Terrace, Air Conditioner, Security/Safety, Pool, Parking, Child Friendly

2 Bedrooms6 Guests
New to Booking
$204
Average price / night
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TRADEWINDS VILLA - Architectural Designed Villa Near Beautiful Beaches
TRADEWINDS VILLA - Architectural Designed Villa Near Beautiful Beaches
Villa
Canaan, Trinidad and Tobago
0.4k from Canaan center

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

3 Bedrooms10 Guests
9.6

Exceptional

45 reviews

$308
Average price / night
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KDK VILLA
KDK VILLA
Villa
Canaan, Western Tobago, Trinidad and Tobago
1.8k from Canaan center

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

3 Bedrooms10 Guests
New to Booking
$168
Average price / night
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Serenity - lake view villa in Samaan Grove
Serenity - lake view villa in Samaan Grove
Villa
Canaan, 00000, Trinidad and Tobago
0.5k from Canaan center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, No Smoking, Pool, Washer

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$395
Average price / night
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Highend resort
Highend resort
Apartment
Buccoo, Trinidad and Tobago
1.9k from Canaan center

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

4 Bedrooms6 Guests
9.1

Superb

61 reviews

$202
Average price / night
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Spacious villa in a quiet location close to benches, shops and other amenities
Spacious villa in a quiet location close to benches, shops and other amenities
Villa
Canaan, 910224, Trinidad and Tobago
0.5k from Canaan center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

4 Bedrooms12 Guests
New to Booking
$444
Average price / night
Check Availability
Nzingha's Villa
Nzingha's Villa
Villa
Canaan, Western Tobago, Trinidad and Tobago
2.1k from Canaan center

Air Conditioner, Parking, Balcony/Terrace, Pool, Wheelchair Accessible, Internet, Child Friendly

3 Bedrooms6 Guests
8.8

Fabulous

66 reviews

$165
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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Comfi Spaces
Comfi Spaces
Apartment
Buck Buck Ave, Canaan, Trinidad and Tobago
0.6k from Canaan center

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

1 Bedroom3 Guests
9.0

Fabulous

11 reviews

$90
Average price / night
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Villa Oceana
Villa Oceana
Villa
Canaan, 00000, Trinidad and Tobago
0.6k from Canaan center

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

4 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$450
Average price / night
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Three Bedroom Samaan Villa
Three Bedroom Samaan Villa
Villa
Bon Accord, Trinidad and Tobago
0.6k from Canaan center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
8.4

Very Good

79 reviews

$280
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 Vacation Rentals with Pool in Canaan.

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Canaan Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 235 verified vacation rentals with a pool in Canaan. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Canaan vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $44 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Canaan offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Canaan welcome pets. Currently, 8 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Canaan often include additional outdoor features such as Pool, Balcony/Terrace, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Canaan offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.