273+ Private Villas and Holiday Rentals in Port of Spain |
  1. Trinidad and Tobago
  2. San Juan-Laventille
  3. Port of Spain

Port of Spain Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Port of Spain

Discover more than 273 vacation rentals available in Port of Spain. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Port of Spain.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Port of Spain, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Port of Spain. On average, places to stay near Port of Spain offer 450.37 ft², with nightly prices averaging US $201.

With Casai, finding and comparing holiday rentals in Port of Spain is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Port of Spain

Type Count
Holiday Apartments 128
Vacation Homes 73
Villas 12

Use these Quick Filters to Find a Holiday Rental in Port of Spain

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Port of Spain.

Top Attractions Around Port of Spain, TT

Casai offers a large selection of top attractions around Port of Spain . Research things to do on your vacation before you visit Port of Spain.


Movietowne
Queen's Park Savanah
Queen's Park Oval
Hasely Crawford Stadium
Holy Trinity Cathedral
Long Circular Mall
Brian Lara Promenade
Emperor Valley Zoo
Ariapita Avenue
Royal Botanical Gardens
Adam Smith Square
Woodford Square
President's House
Independence Square & Waterfront Park
Shops of Maraval
National Museum and Art Gallery
Queen's Hall
Ellerslie Plaza
Fort George

Other Places to Stay in Port of Spain, TT


Saint James 234 Properties
Maraval 226 Properties
Cocorite 226 Properties
St. Anns 207 Properties
Newtown 198 Properties
Westmoorings 165 Properties
Success 144 Properties
San Juan-Laventille 136 Properties
Downtown 89 Properties
Valsayn 42 Properties
San Juan 32 Properties
Woodbrook 24 Properties

Frequently Asked Questions About Port of Spain?

What are the top holiday rentals in Port of Spain?

With numerous options available in Port of Spain, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Port of Spain:

How many holiday rentals have private pools in Port of Spain?

Discover a selection of holiday rentals with private pools near Port of Spain with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Port of Spain are best for families?

If you're searching for a family-friendly holiday home in Port of Spain, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Port of Spain:

How many Casai.com holiday rentals are available in Port of Spain?

As of 2025, Casai boasts over 273 properties listed in the Port of Spain area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Port of Spain.

Nearby Neighborhood (3) 
Neighborhood Property Count
Downtown Vacation Rentals in Port of Spain, San Juan-Laventille 89
Cocorite Vacation Rentals in Port of Spain, San Juan-Laventille 226
Success Vacation Rentals in Port of Spain, San Juan-Laventille 144

People Also Ask

There are 273 Port of Spain, TT Holiday Rentals

Recently Booked Holiday Rentals in Port of Spain