A river with a ferry, a cityscape with modern buildings, and mountains in the background.

Search Holiday Rentals in Port of Spain

Q: What are some of the best holiday rentals that Port of Spain has to offer?

Lush oasis in port of Spain with private pool : This highly rated holiday home rental in Port of Spain 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 that you can cook with friends or family. Our travellers also rate BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD as a favourite home for rent in Port of Spain.

Dates

November 2026

December 2026

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Our top choices for Port of Spain holiday rentals

A living room with a ceiling fan, a brown sofa, a dining table with chairs, and a TV mounted on the wall.

1. Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad

Woodbrook

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a wooden bed, white wardrobe, and a window with curtains.

2. 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

includes taxes & fees

8 Nov - 9 Nov

A glass-top table with six red chairs, a potted plant, and two framed pictures on the wall.

3. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

Woodbrook

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a nightstand, an air conditioning unit, a mirror, and a wardrobe.

4. Port of Spain City Studio | Central Location | AC | WiFi | Trinidad

Downtown Port of Spain

includes taxes & fees

10 Nov - 11 Nov

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

includes taxes & fees

8 Nov - 9 Nov

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

6. Arlene's & Chris's Guesthouse

Saint James

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a tiled backsplash.

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

Newtown

includes taxes & fees

12 Nov - 13 Nov

8. WINDCREST VILLA - Great view near Port of Spain

St. Anns

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with a gas stove, a sink, and a dining area with a chair.

9. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

Belmont

includes taxes & fees

7 Nov - 8 Nov

A kitchen with a central island, a chandelier, and a microwave.

10. Cozy 1-bedroom apartment in amazing Port of Spain with AC

Woodbrook

includes taxes & fees

29 Nov - 30 Nov

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

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

St. Anns

includes taxes & fees

11 Nov - 12 Nov

12. Charming Studio in Port of Spain With Pool Access

Belmont

includes taxes & fees

4 Dec - 5 Dec

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

Downtown Port of Spain

includes taxes & fees

11 Nov - 12 Nov

14. Charming Studio in Port of Spain with Pool Access

Belmont

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with granite countertops, white bar stools, wooden cabinets, and a built-in microwave.

15. 3-bedroom Home with Private Jacuzzi

Chaguanas

"Once the apartment was booked, communication with the host was almost immediate. Ms. Sue was kind and thoughtful throughout the entire process, checked up on us, and ensured we had all we needed. She was available at any time we needed her and was always pleasant; even after we departed, she contacted us to inquire about our safe arrival. The environment was quiet, safe, and peaceful. If you are looking to enjoy a nice quiet vacation without the noise, and is not far from all the major areas,...

Casnel

includes taxes & fees

7 Nov - 8 Nov

A modern building with a sign reading "Tiffany's Suites".

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

Diego Martin

Ryan

includes taxes & fees

7 Nov - 8 Nov

A bed with white bedding, a red pillow, and two abstract art pieces above it.

17. Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC

Tunapuna/Piarco Regional Corporation

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a black refrigerator, a microwave, and a dining area with two black bar stools.

18. 2 bedroom Tranquil Retreat

Port of Spain

includes taxes & fees

7 Nov - 8 Nov

A modern living room with a flat-screen TV on a wooden cabinet, a kitchen area with a refrigerator and a dining table, and a hallway leading to a door.

19. El Carmen Apartments

St. Helena

DEEPIKA

includes taxes & fees

7 Nov - 8 Nov

A modern living room with a sectional sofa, a glass coffee table, and a sliding glass door with a geometric design.

20. Serene 1-bedroom apt with AC in charming Chaguanas

Chaguanas

includes taxes & fees

7 Nov - 8 Nov

View all properties

Find holiday rentals that suit your style

Top Port of Spain Hotel Reviews

A hotel reception area with a reception desk, a television mounted on the wall, and a hallway leading to other rooms.

Culture Crossroads Inn

Saint James

10/10 Excellent

Stephen

A wooden bench under a covered patio with a yellow wall and large windows.

Willard's Bed and Breakfast

Tunapuna

10/10 Excellent

Tamzin

A covered outdoor seating area with wicker furniture, wooden flooring, and green shutters.

HADCO Experiences at AWNC

Lopinot

10/10 Excellent

Peter

A two-story building with a covered outdoor area, a swimming pool, and a paved patio.

Piarco Village Suites

Piarco

10/10 Excellent

The hotel is family run and the Lady who runs it cannot do enough to make your stay enjoyable. She was very welcoming. The hotel is in a quiet, peaceful, 'country' location, even though close to the airport there was no noise whatsoever. The room was comfortable with a big double bed with an adjoining bathroom. Separate kitchen and dining facilities were available where breakfast was served and drinks could be obtained at all times. A free shuttle service is available from and to the airport...

Geoff

An outdoor seating area with tables and chairs, palm trees, and a view of the ocean.

Hyatt Regency Trinidad

Downtown Port of Spain

10/10 Excellent

Leneka

A swimming pool with a water fountain, surrounded by lounge chairs and potted plants.

Shalom House

Valsayn

10/10 Excellent

Shalom House was decorated to a high standard, clean and homely. The room has a keypad to unlock/lock the door so there is no need to carry a key around. It was spacious with aircon, a comfy bed, fridge/microwave/kettle which is nice to have. They provided a delicious fresh home cooked breakfast with a variation of foods each day we were there, as well as fresh juice and fruit, cereal tea/coffee. The staff especially Liz were wonderful and so lovely and friendly. Breakfast is served by the...

Joy

A modern hotel with a pool area, lounge chairs, and outdoor seating.

The BRIX, Autograph Collection

St. Anns

10/10 Excellent

The staff was amazing. From reception to the young lady at the bar, the accommodating server on the rooftop. All of them made our stay so perfect and exceptional. I called for the ac to be turned off and it was sorted out immediately. Late check out was provided without hassle. The ambiance and the friendly accommodating staff made the experience all round excellent. One issue was the security that came to the rooftop and told us it’s time to go to sleep and that we were there...

Colleen

A hotel with a covered entrance, multiple windows, and a sign indicating it's a Holiday Inn Express.

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Piarco

10/10 Excellent

Helen Tracey

A pool area with a view of palm trees, a covered seating area with chairs, and a tiled floor.

Courtyard by Marriott Port Of Spain

Port of Spain

10/10 Excellent

The hotel was excellent, the wifi was especially excellent. I was there only for a couple of nights found the staff actively helpful. I was warned that the Saturday night there would be a concert in the stadium opposite until midnight. My room faced the stadium and it was loud in the room, but I was out most of that evening, and fortunately I went to sleep at 11pm even though the concert was still ongoing. The best thing about the hotel is that it is co-located with the Movietowne mall so...

Vance

A multi-story hotel with a prominent 'Kapok' sign, featuring balconies and illuminated windows.

Kapok Hotel

Port of Spain

10/10 Excellent

Elizabeth

A resort pool area with lounge chairs and umbrellas, surrounded by palm trees and modern buildings.

Hilton Trinidad & Conference Centre

Port of Spain

10/10 Excellent

Stefan

A hotel with a prominent sign reading "Grand Diamond Hotel," featuring a two-story structure with a covered entrance and a decorative fountain in the courtyard.

Grand Diamond Hotel Suites Trinidad

Piarco

10/10 Excellent

Mike and his wife also Cindy were the best host. During my 6 nights, l was treated like a king. It was like having your family spending the weekend. Mike and his staff went above and beyond to make my stay comfortable. Marvellous breakfast and daily free complementary sort drinks. Closer to the airport with a shuttle bus. Right from the bottom of my heart to the depths of my soul thanks Mike. I will see you soon unless you sell your business to someone else.

Edward

A balcony with two white chairs and a small round table, overlooking a street with a church and a signboard.

Sundeck Suites

Newtown

8/10 Good

Ross

Find out more about Port of Spain

Everything you need to know about Port of Spain holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port of Spain holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port of Spain holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port of Spain holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port of Spain holiday rentals we have selected for you start as low as £64 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.

Frequently Asked Questions

Can I find a holiday rental in Port of Spain?

Yes, there are holiday rentals in Port of Spain close to Royal Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Port of Spain has to offer?

Lush oasis in port of Spain with private pool: This highly rated holiday home rental in Port of Spain 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 that you can cook with friends or family. Our travellers also rate BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD as a favourite home for rent in Port of Spain.

How many holiday rentals are there in Port of Spain?

With 35 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Port of Spain?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port of Spain. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.

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Search Holiday Rentals in Port of Spain

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Port of Spain holiday rentals

1. Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad

2. Stylish 1-bed Opposite Queens Park Savannah

3. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

4. Port of Spain City Studio | Central Location | AC | WiFi | Trinidad

5. Flower Of Joy Wellness Villa

6. Arlene's & Chris's Guesthouse

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

8. WINDCREST VILLA - Great view near Port of Spain

9. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

10. Cozy 1-bedroom apartment in amazing Port of Spain with AC

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

12. Charming Studio in Port of Spain With Pool Access

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

14. Charming Studio in Port of Spain with Pool Access

15. 3-bedroom Home with Private Jacuzzi

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

17. Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC

18. 2 bedroom Tranquil Retreat

19. El Carmen Apartments

20. Serene 1-bedroom apt with AC in charming Chaguanas

Find holiday rentals that suit your style

Top Port of Spain Hotel Reviews

Culture Crossroads Inn

10/10 Excellent

Find out more about Port of Spain

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

How to find incredible deals on Port of Spain rentals

Frequently Asked Questions

Can I find a holiday rental in Port of Spain?

What are some of the best holiday rentals that Port of Spain has to offer?

How many holiday rentals are there in Port of Spain?

What can I see and do in Port of Spain?

What are holiday rentals like in Port of Spain?

Explore a world of travel with Expedia