Vacation Rentals in Prospect, Tobago: Compare 10+ Sites & Save

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140 Best Vacation Rentals in Prospect (Starting from $35)

Paradise Point Villas
Paradise Point Villas
House
Castara, Trinidad and Tobago
4.2k from Prospect center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Jacuzzis, Places to stay

5 Bedrooms12 Guests
New to Booking
$212
Average price / night
Check Availability
CONCORDIA ECO-ESTATE  RETREAT   IS NOW OPEN
CONCORDIA ECO-ESTATE RETREAT IS NOW OPEN
House
CONCORDIA, Trinidad and Tobago
2.0k from Prospect center

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

4 Bedrooms16 Guests
New to Booking
$235
Average price / night
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Castara Retreats
Castara Retreats
Apartment
Castara, Trinidad and Tobago
4.5k from Prospect center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay, Family

6 Bedrooms14 Guests
9.4

Superb

77 reviews

$143
Average price / night
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Toad Heights, Castara, Tobago stunning rainforest/ocean views 5 mins from beach.
Toad Heights, Castara, Tobago stunning rainforest/ocean views 5 mins from beach.
Apartment
Castara, Trinidad and Tobago
4.0k from Prospect center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio

3 Bedrooms6 Guests
New to Booking
$113
Average price / night
Check Availability
Castara Inn
Castara Inn
Apartment
Castara, Trinidad and Tobago
4.5k from Prospect center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Pet-friendly, Lodgings, Vacation rentals, Beach

8 Bedrooms28 Guests
9.2

Superb

124 reviews

$134
Average price / night
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THE SEAVIEW
THE SEAVIEW
House
Castara, Trinidad and Tobago
4.4k from Prospect center

AC, Balcony, Internet, Kitchen, No Smoking

2 Bedrooms4 Guests
New to Booking
$187
Average price / night
Check Availability
La Casa de Castara
La Casa de Castara
Apartment
Prospect, Tobago, Trinidad and Tobago
4.6k from Prospect center

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

8 Bedrooms19 Guests
7.9

Good

16 reviews

$71
Average price / night
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Robinson Crusoe Quartermaster Room
Robinson Crusoe Quartermaster Room
Villa
Castara, 9503, Trinidad and Tobago
4.4k from Prospect center

AC, Internet, No Smoking

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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Castara Bliss Vacation Apartments Tobago
Castara Bliss Vacation Apartments Tobago
Apartment
Castara, Trinidad and Tobago
4.7k from Prospect center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms2 Guests
New to Booking
$60
Average price / night
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Baywatch Apartments
Baywatch Apartments
Apartment
# 4 Castara Bay Road, Castara, Trinidad and Tobago
4.5k from Prospect center

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

1 Bedroom2 Guests
8.8

Fabulous

19 reviews

$63
Average price / night
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D' Love Shack
D' Love Shack
Apartment
Castara, Trinidad and Tobago
4.7k from Prospect center

Apartments, Accommodations, Parking, Serviced apartments, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
New to Booking
$134
Average price / night
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Mango Bottom Holiday Cottage
Mango Bottom Holiday Cottage
Cottage
Castara, 11702, Trinidad and Tobago
4.5k from Prospect center

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

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$124
Average price / night
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Castara Villas
Castara Villas
House
Prospect, Tobago, Trinidad and Tobago
4.8k from Prospect center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

5 Bedrooms15 Guests
8.9

Fabulous

9 reviews

$110
Average price / night
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The Bamboo
The Bamboo
Villa
Castara, 9503, Trinidad and Tobago
4.7k from Prospect center

AC, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$170
Average price / night
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Golden Apple Cottage
Golden Apple Cottage
Villa
Castara, Trinidad and Tobago
4.8k from Prospect center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
8.1

Very Good

24 reviews

$60
Average price / night
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Tadpoles, Castara, Tobago garden view 5 minutes from the beach
Tadpoles, Castara, Tobago garden view 5 minutes from the beach
Apartment
Castara, Trinidad and Tobago
4.7k from Prospect center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio, Washer

1 Bedroom2 Guests
New to Booking
$35
Average price / night
Check Availability
Castara Cottage by Hello Mello
Castara Cottage by Hello Mello
House
Castara, Trinidad and Tobago
4.8k from Prospect center

Balcony/Terrace, Internet, View, Security/Safety, Parking, Child Friendly

6 Bedrooms15 Guests
9.1

Superb

28 reviews

$80
Average price / night
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Carpe Diem Villa-Studio-Sunset 2-Sleeps 2/3-Amazing sea view even from the bed
Carpe Diem Villa-Studio-Sunset 2-Sleeps 2/3-Amazing sea view even from the bed
Apartment
Castara, Trinidad and Tobago
4.8k from Prospect center

Balcony, Barbecue, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

1 Bedroom3 Guests
10.0

Exceptional

5 reviews

$92
Average price / night
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Castara Roundhouse - Ocean View
Castara Roundhouse - Ocean View
Apartment
Castara, Trinidad and Tobago
4.9k from Prospect center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$140
Average price / night
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Amazing Sea views even from the Bed! Carpe Diem Villa'sStudio-Sunset1-Sleeps 2/3
Amazing Sea views even from the Bed! Carpe Diem Villa'sStudio-Sunset1-Sleeps 2/3
Apartment
Castara, Trinidad and Tobago
4.8k from Prospect center

Balcony, Barbecue, Crib, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Space

1 Bedroom3 Guests
9.2

Superb

9 reviews

$92
Average price / night
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SeaScape on Heavenly Bay
SeaScape on Heavenly Bay
Apartment
Prospect, Tobago, Trinidad and Tobago
4.9k from Prospect center

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

3 Bedrooms8 Guests
8.8

Fabulous

34 reviews

$195
Average price / night
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Carpe Diem Villa \"Our Place\" 2Bed Aptmt -Sleeps 4-Amazing sea views!
Carpe Diem Villa \"Our Place\" 2Bed Aptmt -Sleeps 4-Amazing sea views!
Apartment
Castara, Trinidad and Tobago
4.8k from Prospect center

Balcony, Barbecue, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$215
Average price / night
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Cottage Mango
Cottage Mango
Apartment
Castara, Trinidad and Tobago
4.9k from Prospect center

Apartments, Cheap, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms3 Guests
7.9

Good

33 reviews

$60
Average price / night
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Carpe Diem Villa-\"Green room\" 1Bed/sleeps 2-Amazing sea views even from the bed!
Carpe Diem Villa-\"Green room\" 1Bed/sleeps 2-Amazing sea views even from the bed!
Apartment
Castara, Trinidad and Tobago
4.8k from Prospect center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$204
Average price / night
Check Availability
Leapfrog, Castara, Tobago Garden view 5 mins from beach.
Leapfrog, Castara, Tobago Garden view 5 mins from beach.
Apartment
Castara Tobago, 0000, Trinidad and Tobago
4.9k from Prospect center

Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio, Washer

1 Bedroom2 Guests
New to Booking
$47
Average price / night
Check Availability
The Victory Villa
The Victory Villa
Villa
16 miss Mills Trace, Parlatuvier, Trinidad and Tobago
5.0k from Prospect center

AC, Bar, Barbecue, Business Services, Free Parking, Housekeeping, Internet, Laundry, Outdoor Grill

10.0

Exceptional

1 reviews

$165
Average price / night
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Tobago Retreat
Tobago Retreat
House
Tobago, Trinidad and Tobago
5.0k from Prospect center

Internet, No Smoking

4 Bedrooms9 Guests
New to Booking
$594
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 in Prospect.

Stay Near Prospect's Top Attractions

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Prospect Vacation Rentals on the Map

Frequently Asked Questions

You can explore 140 verified vacation rentals in Prospect. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Prospect vary depending on the season, property size, and location. Rates typically start from around $35 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Prospect include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Prospect welcome pets. Currently, 12 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Prospect often include amenities such as Balcony/Terrace, Internet, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.