Port of Spain Vacation Rentals from $77: Search Short-Term Rentals

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

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD : This Port of Spain vacation home rental offers a private yard, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Port of Spain include Lush oasis in port of Spain with private pool and Robert's Guesthouse in Port of Spain.In the Heart of Carnival 2026 .

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Our top choices for Port of Spain vacation rentals

1. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Woodbrook

QUEENALICIA

$152 nightly

Aug 31 - Sep 1

Total with taxes and fees

A tiled patio with a view of the ocean, a white wall, and some greenery.

2. Arlene's & Chris's Guesthouse

Saint James

$429 nightly

Aug 30 - Aug 31

Total with taxes and fees

A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

3. Stylish 1-bed Opposite Queens Park Savannah

Downtown Port of Spain

"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...

Gary

$165 nightly

Aug 30 - Aug 31

Total with taxes and fees

A room with a table and two chairs, a window with a view of buildings and a sunset.

4. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Downtown Port of Spain

$109 nightly

Sep 9 - Sep 10

Total with taxes and fees

A pool area with a view of a hill and a building in the background.

5. Flower Of Joy Wellness Villa

St. Anns

"Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged...

Bevil

$175 nightly

Aug 31 - Sep 1

Total with taxes and fees

6. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

Newtown

$179 nightly

Aug 31 - Sep 1

Total with taxes and fees

A person lying in a pool with clear water.

7. Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

St. Anns

$265 nightly

Aug 30 - Aug 31

Total with taxes and fees

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

St. Anns

$113 nightly

Sep 13 - Sep 14

Total with taxes and fees

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Top Port of Spain Hotel Reviews

The BRIX, Autograph Collection

8/10 Good

"Amazing hotek"

Hyatt Regency Trinidad

8/10 Good

"The hotel was very nice. After arriving, I contacted the hotel to see if there was shuttle service. Spoke to Amit who stated the roads were flooded and it would be about 1 1/2 hours before they can send someone. We decided to take taxi service instead. Arrived, we were greeted and checked in by Amit. He was very knowledgeable and polite. The first room we were given, the window was frosted and we couldn’t see out. Even though the hotel was booked, he managed to move us to a room overlooking the water. Most of the staff was very friendly and eager to help. This included Daniel who assisted us to our room, Anoshka, Terysha, and Gillian who worked in the Regency Club. The Spa employees were excellent. Unfortunately there was others that were not as friendly or helpful. But I won’t bother mentioning them. We also enjoyed the pool and the Bar seating by the water"

Find out more about Port of Spain

Everything you need to know about Port of Spain vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port of Spain vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port of Spain vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port of Spain vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port of Spain. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port of Spain in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port of Spain rentals

At Expedia, we put the best Port of Spain vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port of Spain rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port of Spain vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port of Spain. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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 National Academy for the Performing Arts, 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?

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD: This Port of Spain vacation home rental offers a private yard, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Port of Spain include Lush oasis in port of Spain with private pool and Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026.

How many vacation rentals are there in Port of Spain?

With 36 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 Savannah Grand Stand 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.

Port of Spain Vacation Rentals

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Check prices for these dates

Our top choices for Port of Spain vacation rentals

1. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

2. Arlene's & Chris's Guesthouse

3. Stylish 1-bed Opposite Queens Park Savannah

4. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

5. Flower Of Joy Wellness Villa

6. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

7. Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

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

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

10. WINDCREST VILLA - Great view near Port of Spain

11. Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

12. Charming Studio in Port of Spain with Pool Access

13. Charming Studio in Port of Spain With Pool Access

14. Stylish 1-Bed Opposite Queen’s Park Savannah

15. 3-bedroom Home with Private Jacuzzi

16. Enjoy your stay at our cozy, private and charming Diego Martin apartment.

17. Gulfview Townhouse With Pool and Jacuzzi

18. Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

19. Emporis Resort

20. El Carmen Apartments

Find vacation rentals that suit your style

Top Port of Spain Hotel Reviews

The BRIX, Autograph Collection

Find out more about Port of Spain

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