Vacation Rentals with Private Pool in Mt. Pleasant, Western Tobago: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Trinidad and Tobago

  4.  Western Tobago
  5.  Mt. Pleasant

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101 Best Vacation Rentals with Private Pool in Mt. Pleasant (Starting from $224)

Luxury 5-Bed Villa in Tobago The Big Yellow House
Luxury 5-Bed Villa in Tobago The Big Yellow House
Villa
Maryʼs Hill, Trinidad and Tobago
6.6k from Mt. Pleasant center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms10 Guests
8.0

Good

1 reviews

$343
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
0.5k from Mt. Pleasant 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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Diamond-Convenient Spa bath condo with ADA access
Diamond-Convenient Spa bath condo with ADA access
Condo
Mt Pleasant, 901242, Trinidad and Tobago
0.5k from Mt. Pleasant 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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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
0.8k from Mt. Pleasant 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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Villa Oceana
Villa Oceana
Villa
Canaan, 00000, Trinidad and Tobago
1.1k from Mt. Pleasant 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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Holiday Villa in tropical setting within Samaan Grove Gated Community
Holiday Villa in tropical setting within Samaan Grove Gated Community
Villa
canaan, Trinidad and Tobago
1.1k from Mt. Pleasant center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
7.4

Good

3 reviews

$270
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
1.1k from Mt. Pleasant 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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Ashbury Villa - Samaan Grove, Tobago
Ashbury Villa - Samaan Grove, Tobago
Villa
Canaan, Tobago, Trinidad and Tobago
1.1k from Mt. Pleasant center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$350
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
1.2k from Mt. Pleasant 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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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
1.2k from Mt. Pleasant 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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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
1.3k from Mt. Pleasant center

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

4 Bedrooms12 Guests
New to Booking
$444
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
1.3k from Mt. Pleasant 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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Sunflower Villa -  Samaan Grove Estates, Canaan, Secure/Gated Luxury
Sunflower Villa - Samaan Grove Estates, Canaan, Secure/Gated Luxury
Villa
Canaan, Trinidad and Tobago
1.4k from Mt. Pleasant 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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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
1.4k from Mt. Pleasant 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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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
1.5k from Mt. Pleasant 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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Opal-Secure and secluded/ 3mins to Buccoo Beach
Opal-Secure and secluded/ 3mins to Buccoo Beach
Condo
Golden Grove, 901155, Trinidad and Tobago
1.5k from Mt. Pleasant center

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

2 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$272
Average price / night
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Sapphire-Vibrant & Relaxing 3mins to Buccoo Beach
Sapphire-Vibrant & Relaxing 3mins to Buccoo Beach
Condo
Buccoo, 901155, Trinidad and Tobago
1.5k from Mt. Pleasant center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$247
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
1.6k from Mt. Pleasant 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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Pristine Villa Tobago
Pristine Villa Tobago
Villa
Lowlands, 8988, Trinidad and Tobago
1.7k from Mt. Pleasant center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$1000
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
1.7k from Mt. Pleasant 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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Spacious 4 bdrm family villa in tropical paradise, Tobago. 5 min to the beach!
Spacious 4 bdrm family villa in tropical paradise, Tobago. 5 min to the beach!
Villa
Buccoo, Trinidad and Tobago
1.8k from Mt. Pleasant center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space

4 Bedrooms10 Guests
New to Booking
$415
Average price / night
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Plantation Villa Cluster, Ocean View, Pool & Deck.
Plantation Villa Cluster, Ocean View, Pool & Deck.
Villa
Lowlands, Trinidad and Tobago
1.9k from Mt. Pleasant center

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

2 Bedrooms4 Guests
9.4

Superb

37 reviews

$276
Average price / night
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Relax and enjoy breath taking ocean views from one of Tobago's premier villas!
Relax and enjoy breath taking ocean views from one of Tobago's premier villas!
Villa
Mount Irvine, Tobago, Trinidad and Tobago
1.9k from Mt. Pleasant center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
8.8

Fabulous

15 reviews

$488
Average price / night
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Three Bedroom Samaan Villa
Three Bedroom Samaan Villa
Villa
Bon Accord, Trinidad and Tobago
2.2k from Mt. Pleasant 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
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Villa Teak- On Mt Irvine Golf Course
Villa Teak- On Mt Irvine Golf Course
Villa
Bethel, 11702, Trinidad and Tobago
2.2k from Mt. Pleasant center

Balcony, Dryer, Internet, Laundry, Pool, Washer

3 Bedrooms8 Guests
New to Booking
$360
Average price / night
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Colonial style Villa in Tobago Plantations Golf, Beach & SPA Resort
Colonial style Villa in Tobago Plantations Golf, Beach & SPA Resort
Villa
Scarborough, Trinidad and Tobago
2.3k from Mt. Pleasant center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet, Kitchen

4 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$321
Average price / night
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Exclusive Luxury Villa, Corporate Events, Receptions, Family Sports Day
Exclusive Luxury Villa, Corporate Events, Receptions, Family Sports Day
Villa
Buccoo, 00000, Trinidad and Tobago
2.3k from Mt. Pleasant center

AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms20 Guests
10.0

Exceptional

1 reviews

$683
Average price / night
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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 Private Pool in Mt. Pleasant.

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Mt. Pleasant Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 101 verified vacation rentals with a private pool in Mt. Pleasant. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Mt. Pleasant vary depending on the property size, location, and travel season. Rates typically start from around $224 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Mt. Pleasant also welcome pets. Currently, 2 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Mt. Pleasant often include additional features such as Private Pool, Pool, and Laundry. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Mt. Pleasant include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.