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Port of Spain holiday rentals

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Best Port of Spain vacation rentals

Most recommended vacation rentals in Port of Spain

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Port of Spain charm in Newtown - Port of Spain - Living room
Port of Spain charm in Newtown
Port of Spain, Trinidad and Tobago
Free Wi-Fi
$1,510+
View availability
Travel Suites Ltd - Port of Spain - Building
Travel Suites Ltd
Port of Spain, Trinidad and Tobago
Free Wi-Fi
$4,177+
View availability
Stacys Place #4 Studio Apartment - Port of Spain - Kitchen
Stacys Place #4 Studio Apartment
Port of Spain, Trinidad and Tobago
9.7Wonderful(15)
Parking
Free Wi-Fi
$180+
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Comfy Mountain View Apartment - 2 - Port of Spain - Outdoor view
Comfy Mountain View Apartment - 2
Port of Spain, Trinidad and Tobago
Free Wi-Fi
$166+
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Stacys Place #2 2 Bedroom Apartment - Port of Spain - Living room
Stacys Place #2 2 Bedroom Apartment
Port of Spain, Trinidad and Tobago
9.7Wonderful(24)
Free Wi-Fi
$239+
View availability
2-bedroom apartment with WiFi, AC in Port of Spain - Port of Spain - Bedroom
2-bedroom apartment with WiFi, AC in Port of Spain
Port of Spain, Trinidad and Tobago
$584+
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Stacys Place #3 Studio Apartment - Port of Spain - Kitchen
Stacys Place #3 Studio Apartment
Port of Spain, Trinidad and Tobago
9.5Wonderful(17)
Parking
Free Wi-Fi
$174+
View availability
31 - Double Room - with shared bath - Port of Spain - Bedroom
31 - Double Room - with shared bath
Port of Spain, Trinidad and Tobago
$98+
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Cozy 2-bedroom townhome in welcoming Port of Spain with WiFi, AC - Port of Spain - Living room
Cozy 2-bedroom townhome in welcoming Port of Spain with WiFi, AC
Port of Spain, Trinidad and Tobago
$754+
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Huge Studio Apartment - Port of Spain - Bedroom
Huge Studio Apartment
Port of Spain, Trinidad and Tobago
Free Wi-Fi
$128+
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Seaview Hideaway - Port of Spain
Seaview Hideaway
Port of Spain, Trinidad and Tobago
8.9Very Good(16)
Parking
Free Wi-Fi
$95+
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Comfort & Convenience for best price - Port of Spain
Comfort & Convenience for best price
Port of Spain, Trinidad and Tobago
Pet-friendly
$74+
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Casa Estancia - Port of Spain
Casa Estancia
Port of Spain, Trinidad and Tobago
5.5Fair(1)
Parking
$69+
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Liam's Guesthouse On The Avenue, Woodbrook, Port of Spain #6 - Port of Spain
Liam's Guesthouse On The Avenue, Woodbrook, Port of Spain #6
Port of Spain, Trinidad and Tobago
$119+
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Peace and comfort for Less - Port of Spain
Peace and comfort for Less
Port of Spain, Trinidad and Tobago
$62+
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1br, 24hr security - City Charm with Poolside Peace - Port of Spain
1br, 24hr security - City Charm with Poolside Peace
Port of Spain, Trinidad and Tobago
6.7Okay(2)
Parking
Free Wi-Fi
Pool
$198+
View availability
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KAYAK’s insights for holiday rentals in Port of Spain

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Port of Spain with confidence.

Which month has the cheapest vacation rental rates in Port of Spain?

Vacation rentals are cheapest in Port of Spain in October, with average rates of $101. In comparison, February is the most expensive month, with prices at $3,138.

What is the cheapest day of the week to book a vacation rental in Port of Spain?

Monday offers the lowest rates in Port of Spain, with an average nightly price of $135. The highest prices are found on Wednesday, with average rates at $567.
Find deals

KAYAK's top tips for finding Port of Spain holiday rental deals

  • Holiday rentals in Port of Spain are around 77% cheaper than hotels on average. Search here to compare prices for all accommodation types in Port of Spain.
  • The best holiday rental properties in Port of Spain are Stacys Place #2 2 Bedroom Apartment (9.7, 24 reviews), Apartment at Trincity Central Road (8.8, 39), and Liam's Guest House On The Avenue (6.8, 67), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Port of Spain for 9 days.

FAQs when booking a holiday home in Port of Spain

  • What types of holiday rentals are available in Port of Spain?

    There are loads of different property types that you can make your holiday home in Port of Spain. You’ll find apartments, cabins, chalets, condos, cottages, farm stays, houses, homestays, lodges and villas.

  • Are there any pet-friendly holiday rentals in Port of Spain?

    There are a number of dog and pet-friendly Port of Spain holiday rentals, with around 6% allowing you to bring your pet along with you.

  • How much is a holiday rental in Port of Spain for tonight?

    In the last 72 hours, users have found Port of Spain holiday rentals for tonight for as low as $94. Search here for similar prices

  • How can I find holiday rentals near me in Port of Spain?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

See more FAQs

Where to stay in Port of Spain?

Our map will help you find the perfect place to stay in Port of Spain by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Port of Spain

Hotels near airports in Port of Spain

Hotels near Port of Spain Piarco Intl Airport

Port of Spain holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Port of Spain. Find cheap holiday homes to rent in Port of Spain. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Port of Spain that suits you best.

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