Trinidad and Tobago holiday rentals

We found 763 holiday rentals — enter your dates for availability

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Flexible dates

August 2025

September 2025

Popular Trinidad and Tobago destinations on Stayz

Holiday rentals with weekly discounts - Trinidad and Tobago

Showing deals for:21 Nov - 28 Nov

Exceptional

(12 reviews)

Nirvana Tobago Luxury Villa with Saltwater Pool & Ocean View

Plymouth, Tobago

9% off

AU$875 nightly

Includes taxes & fees

Exceptional

(29 reviews)

Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet

Bethel, Western Tobago

5% off

AU$1,400 nightly

Includes taxes & fees

Excellent

(14 reviews)

Relax and enjoy breath taking ocean views from one of Tobago's premier villas!

Buccoo, Tobago

13% off

AU$818 nightly

Includes taxes & fees

Pristine Villa near white sand beaches with splash pool

Wonderful

(13 reviews)

Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches

Black Rock, Western Tobago

13% off

AU$246 nightly

Includes taxes & fees

Exceptional

(45 reviews)

Fully equipped unique self-contained cozy apartments ideal for couples/families.

Canaan, Western Tobago

9% off

AU$95 nightly

Includes taxes & fees

Our warm and elegant studio provides all the luxury and convenience needed for a relaxing retreat.

Exceptional

(9 reviews)

This studio is a 1 bedroom(s), 1 bathrooms, located in Crown Point, Tobago.

Crown Point, Tobago

13% off

AU$203 nightly

Includes taxes & fees

Exceptional

(63 reviews)

Chaconia Suite, a stunning luxurious beach front self catering apartment

Black Rock, Tobago

5% off

AU$541 nightly

Includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Trinidad and Tobago

Pigeon Point Beach

Find the best place to stay - Trinidad and Tobago

Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi

Sleeps 14 · 6 bedrooms · 5+ bathrooms

Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens.

Sleeps 6 · 3 bedrooms · 2 bathrooms

Fully equipped unique self-contained cozy apartments ideal for couples/families.

Sleeps 22 · 7 bedrooms · 7 bathrooms

Frequently asked questions

What is the best area to stay in Trinidad and Tobago when booking a holiday home?

Woodbrook is among the most in-demand locations to find a holiday home in Trinidad and Tobago. Searching for some awesome things to see and do in this destination? Don't miss Ariapita Avenue and Hasely Crawford Stadium.

What is the most popular type of holiday home accommodation in Trinidad and Tobago?

According to our data, villas are the most sought-after type of holiday home in Trinidad and Tobago. But that goes without saying, everyone's idea of the perfect trip isn't the same. Stayz has holiday homes in a variety of sizes and shapes, so you're sure to discover your perfect match.

How much does it cost to rent a holiday home in Trinidad and Tobago?

A range of factors can determine the price of a holiday home in Trinidad and Tobago, including the time of year, length of stay and property type. Still, all our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your perfect match.

How much does it cost to rent a beach house in Trinidad and Tobago?

Prices for beach houses in Trinidad and Tobago can differ depending on the size and style of the property and time of year you're travelling. All you have to do is enter your travel dates into Stayz and the number of guests to see your options and prices. From there you can use our filters to tailor your search results by ratings, amenities, nearby activities and more.

What are popular home amenities in Trinidad and Tobago?

When it comes to home amenities that people are searching for in Trinidad and Tobago, off-street parking options, a microwave oven and a fridge rank the highest. With Stayz holiday homes, you'll enjoy options to fit your style and taste, whether you're going on a trip with friends, relatives or even pets.

Are there large group holiday homes in Trinidad and Tobago?

With 44 properties that can host 10 or more people in Trinidad and Tobago, there's no need to cross anyone off the invite list. From fun family holidays to special events like Thanksgiving or Christmas parties, Stayz will help you find a large group home that fits the occasion.

What are the top attractions for families in Trinidad and Tobago?

There's a ton of wonderful things to see and do with the family in Trinidad and Tobago, including:

Mayaro Beach
Store Bay
Pigeon Point Beach

Can I find two-bedroom holiday homes in Trinidad and Tobago?

Trinidad and Tobago has 83 two-bedroom holiday properties for you to select from. Book a holiday home with all the comfort and privacy you're looking for at an attractive price on Stayz.

Are there holiday homes with WiFi in Trinidad and Tobago?

You'll find 111 holiday homes with WiFi in Trinidad and Tobago. If you want to disconnect from daily life while on holiday, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Trinidad and Tobago?

We recommend you check with the Trinidad and Tobago holiday home you're considering on Stayz as age restrictions vary. However, it's normally 16, 18 or 21.

How long can I rent a holiday home in Trinidad and Tobago for?

How long you can rent a holiday home in Trinidad and Tobago differs according to the property. Simply enter your desired dates to display a list of options offering extended stays. With lots of features like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover a perfect place to call your home away from home in Trinidad and Tobago.