A coastal cityscape with dense housing, a prominent bridge, and high-rise buildings under a cloudy sky.

Port of Spain Vacation Rentals

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Our top choices for Port of Spain vacation rentals

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Woodbrook
The price is CA $101
CA $165 total
includes taxes & fees
Jun 26 - Jun 27
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is CA $141
CA $212 total
includes taxes & fees
Jul 1 - Jul 2
Cosy Carnival quarters in downtown POS

Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is CA $146
CA $255 total
includes taxes & fees
Jul 7 - Jul 8
Stylish 1-Bed Opposite Queen’s Park Savannah

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is CA $128
CA $286 total
includes taxes & fees
Jul 5 - Jul 6
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is CA $131
CA $222 total
includes taxes & fees
Jul 7 - Jul 8
Charming Studio in Port of Spain with Pool Access

BUENA VISTA | Views•Pool•Location•Wellness•Nature

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $90
CA $161 total
includes taxes & fees
Jun 26 - Jun 27
BUENA VISTA | Views•Pool•Location•Wellness•Nature

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
5.0 out of 10, (4 reviews)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is CA $56
CA $86 total
includes taxes & fees
Jun 27 - Jun 28
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $94
CA $165 total
includes taxes & fees
Jun 28 - Jun 29
WINDCREST VILLA - Great view near Port of Spain

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is CA $226
CA $249 total
includes taxes & fees
Jun 26 - Jun 27
Flower Of Joy Wellness Villa

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is CA $252
CA $374 total
includes taxes & fees
Jun 26 - Jun 27
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $512
CA $610 total
includes taxes & fees
Jul 21 - Jul 22
Arlene's & Chris's Guesthouse

Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is CA $112
CA $231 total
includes taxes & fees
Jul 2 - Jul 3
Stylish 1-bed Opposite Queens Park Savannah

Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is CA $112
CA $214 total
includes taxes & fees
Jul 6 - Jul 7
Charming Studio in Port of Spain With Pool Access

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.4 out of 10, Exceptional, (3 reviews)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is CA $79
CA $135 total
includes taxes & fees
Jun 26 - Jun 27
ModernRetreat with Easy Access to Everything

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is CA $302
CA $529 total
includes taxes & fees
Jul 1 - Jul 2
3-bedroom Home with Private Jacuzzi

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $128
CA $223 total
includes taxes & fees
Jun 27 - Jun 28
Serene 1-bedroom apt with AC in charming Chaguanas

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is CA $120
CA $144 total
includes taxes & fees
Jun 26 - Jun 27
El Carmen Apartments

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is CA $50
CA $92 total
includes taxes & fees
Jun 26 - Jun 27
Comfortable and Safe

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $256
CA $335 total
includes taxes & fees
Jun 27 - Jun 28
Emporis Resort

Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is CA $213
CA $287 total
includes taxes & fees
Jun 26 - Jun 27
Beautiful beach house bed and breakfast, with beach access.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port of Spain Hotel Reviews

Find out more about Port of Spain

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port of Spain. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Port of Spain?

Yes, we give you a choice of vacation rentals in Port of Spain near Royal Botanical Gardens, or you can choose a more remote option if you'd like a relaxing place to stay. Tourists like the bustling port and top-notch restaurants in Port of Spain. Leave time to check out the beaches and entertainment venues during your visit.

What's the top vacation rental in Port of Spain?

Lush oasis in port of Spain with private pool: This Port of Spain vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, an oven, and a microwave, so you can cook with friends or family. Our travelers also rate BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD as a favorite home for rent in Port of Spain.

How many vacation rentals are there in Port of Spain?

With 38 Expedia vacation rentals, you're sure to find just the right place for your Port of Spain stay.

What can I see and do in Port of Spain?

Enjoy the outdoors at Queen's Park Savanah and Royal Botanical Gardens, or simply take in cultural attractions like Queen's Hall and National Museum and Art Gallery. While here, Ariapita Avenue and Queen's Park Oval are other places worth a visit.

What are vacation rentals like in Port of Spain?

Vacation rentals are private accommodations you can reserve for a short or long stay in Port of Spain. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.