Villa Rentals in Fort Bennett, Plymouth: Compare 10+ Sites & Save

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154 Best Villa Rentals in Fort Bennett (Starting from $91)

Plantation Beach Villas
Plantation Beach Villas
Villa
Fort Bennett, Plymouth, Western Tobago, Trinidad and Tobago
2.3k from Fort Bennett center

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

18 Bedrooms42 Guests
8.8

Fabulous

16 reviews

$536
Average price / night
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Mock Turtle is an Enchanting & Affordable Retreat!
Mock Turtle is an Enchanting & Affordable Retreat!
Villa
Black Rock, Trinidad and Tobago
0.8k from Fort Bennett center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$244
Average price / night
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La Jolie - Luxury Ocean View Villa
La Jolie - Luxury Ocean View Villa
Villa
Black Rock, Trinidad and Tobago
2.7k from Fort Bennett center

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

4 Bedrooms8 Guests
8.9

Fabulous

40 reviews

$376
Average price / night
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Nirvana Tobago Luxury Villa with Saltwater Pool & Ocean View
Nirvana Tobago Luxury Villa with Saltwater Pool & Ocean View
Villa
Plymouth, WI, Trinidad and Tobago
0.9k from Fort Bennett center

AC, Balcony, Dryer, Extra Bed, Free Parking, Hot Tub, Housekeeping, Internet, Kitchen

4 Bedrooms9 Guests
9.4

Superb

13 reviews

$570
Average price / night
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Villa Ananda Tobago
Villa Ananda Tobago
Villa
Trinidad and Tobago
3.2k from Fort Bennett center

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

6 Bedrooms15 Guests
New to Booking
$1050
Average price / night
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Spacious 4-bedroom villa with en-suite baths, AC and WiFi in gorgeous Plymouth
Spacious 4-bedroom villa with en-suite baths, AC and WiFi in gorgeous Plymouth
Villa
Plymouth, Trinidad and Tobago
1.2k from Fort Bennett center

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

4 Bedrooms10 Guests
6.0

Review score

1 reviews

$310
Average price / night
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Reef Utopia Tobago
Reef Utopia Tobago
Villa
Mount Irvine, Trinidad and Tobago
3.3k from Fort Bennett center

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

1 Bedroom8 Guests
New to Booking
$334
Average price / night
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Main Building, Top O Tobago Villa
Main Building, Top O Tobago Villa
Villa
Plymouth, Trinidad and Tobago
1.2k from Fort Bennett center

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

3 Bedrooms6 Guests
New to Booking
$286
Average price / night
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Windance Villa
Windance Villa
Villa
Mount Irvine, Trinidad and Tobago
4.6k from Fort Bennett center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms8 Guests
8.7

Fabulous

3 reviews

$628
Average price / night
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Seaside 3-BR Apartment Style Villa Black Rock- Pride of Courland Tobago
Seaside 3-BR Apartment Style Villa Black Rock- Pride of Courland Tobago
Villa
Black Rock, Trinidad and Tobago
1.5k from Fort Bennett center

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

3 Bedrooms8 Guests
8.0

Good

1 reviews

$334
Average price / night
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Sapodilla Villa - Cliffside Luxury Villa with Ocean Views & 50ft Pool
Sapodilla Villa - Cliffside Luxury Villa with Ocean Views & 50ft Pool
Villa
Mount Irvine, Trinidad and Tobago
4.7k from Fort Bennett center

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

5 Bedrooms21 Guests
New to Booking
$592
Average price / night
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Villa and Cabanas, Entire property
Villa and Cabanas, Entire property
Villa
Plymouth, Trinidad and Tobago
1.6k from Fort Bennett center

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

6 Bedrooms18 Guests
New to Booking
$516
Average price / night
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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
4.8k from Fort Bennett 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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Robbie's Place Tobago # 2 bedroom apartment
Robbie's Place Tobago # 2 bedroom apartment
Villa
Black Rock, Trinidad and Tobago
1.8k from Fort Bennett center

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

2 Bedrooms4 Guests
New to Booking
$159
Average price / night
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Fair View Villa
Fair View Villa
Villa
Fort Bennett, Plymouth, Western Tobago, Trinidad and Tobago
4.9k from Fort Bennett center

Pool, Smoking, Internet, Parking, Breakfast, Kitchen, Air Conditioner

4 Bedrooms8 Guests
8.0

Good

3 reviews

$107
Average price / night
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Kapinjala With Jacuzzi, Infinity Pool And Panoramic Rain Forest and Sea Views
Kapinjala With Jacuzzi, Infinity Pool And Panoramic Rain Forest and Sea Views
Villa
Plymouth, Trinidad and Tobago
1.9k from Fort Bennett center

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

4 Bedrooms8 Guests
9.2

Superb

12 reviews

$363
Average price / night
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OceanView Villa
OceanView Villa
Villa
Buccoo, Trinidad and Tobago
5.2k from Fort Bennett center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms12 Guests
5.8

Review score

19 reviews

$114
Average price / night
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Escape to Paradise at THE LIGHTHOUSE VILLA!
Escape to Paradise at THE LIGHTHOUSE VILLA!
Villa
Grafton, Trinidad and Tobago
2.0k from Fort Bennett center

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

6 Bedrooms18 Guests
New to Booking
$4092
Average price / night
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Nzingha's Villa
Nzingha's Villa
Villa
Fort Bennett, Plymouth, Western Tobago, Trinidad and Tobago
5.4k from Fort Bennett 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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Beautiful Caribbean Retreat
Beautiful Caribbean Retreat
Villa
Grafton, 901168, Trinidad and Tobago
2.0k from Fort Bennett center

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

5 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$280
Average price / night
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Sikse 3BR 4bath with pool villa
Sikse 3BR 4bath with pool villa
Villa
Scarborough, Trinidad and Tobago
5.8k from Fort Bennett center

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

1 Bedroom8 Guests
New to Booking
$346
Average price / night
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Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
Villa
Black Rock, Trinidad and Tobago
2.2k from Fort Bennett center

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

3 Bedrooms8 Guests
9.2

Superb

13 reviews

$141
Average price / night
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KDK VILLA
KDK VILLA
Villa
Fort Bennett, Plymouth, Western Tobago, Trinidad and Tobago
5.8k from Fort Bennett center

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

3 Bedrooms10 Guests
New to Booking
$168
Average price / night
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Private Infinity Pool Overlooking the Ocean
Private Infinity Pool Overlooking the Ocean
Villa
Black Rock, 00000, Trinidad and Tobago
2.2k from Fort Bennett center

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

1 Bedroom2 Guests
New to Booking
$630
Average price / night
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Villa Soleil - Private Jetty, Overlooking the Caribbean Sea
Villa Soleil - Private Jetty, Overlooking the Caribbean Sea
Villa
Plymouth Trinidad and Tobago, Trinidad and Tobago
2.3k from Fort Bennett center

AC, Dryer, Extra Bed, Internet, Laundry, Washer

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$515
Average price / night
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Private Infinity Pool | Villa with an Ocean View!
Private Infinity Pool | Villa with an Ocean View!
Villa
Black Rock, 00000, Trinidad and Tobago
2.3k from Fort Bennett center

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

2 Bedrooms4 Guests
New to Booking
$699
Average price / night
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Robbie's Place Tobago # 1 bedroom apartment
Robbie's Place Tobago # 1 bedroom apartment
Villa
Black Rock, Trinidad and Tobago
2.3k from Fort Bennett center

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

1 Bedroom2 Guests
9.4

Superb

3 reviews

$91
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 Villa Rentals in Fort Bennett.

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Frequently Asked Questions

You can currently explore 154 verified villa rentals in Fort Bennett. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Fort Bennett vary depending on the season, location, and amenities. Rates typically start from around $91 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Fort Bennett are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Fort Bennett.

Yes, Fort Bennett offers a wide range of villas ideal for group stays. Many properties include 4 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Fort Bennett villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Fort Bennett often include highly sought-after amenities such as Pool, Balcony/Terrace, and Internet. These features enhance comfort and convenience, making them especially popular among travelers visiting Fort Bennett.

To discover top-rated villas in Fort Bennett, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.