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

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

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is CA $100
CA $164 total
includes taxes & fees
Jul 28 - Jul 29
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

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 $111
CA $231 total
includes taxes & fees
Jul 29 - Jul 30
Stylish 1-bed Opposite Queens Park Savannah

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
9.0 out of 10, Wonderful, (2 reviews)
"Its open space and family friendly"
United States
Aslam
The price is CA $121
CA $175 total
includes taxes & fees
Jul 30 - Jul 31
The Cosy Konak

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is CA $224
CA $246 total
includes taxes & fees
Aug 11 - Aug 12
Flower Of Joy Wellness Villa

Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
Newtown
10.0 out of 10, Exceptional, (2 reviews)
"Our host was amazing and incredible hospitable. The place was clean and tidy and communication was stellar. Would definitely stay here again. Thanks you so much for a wonderful short stay. "
United States
Christopher F.
The price is CA $111
CA $161 total
includes taxes & fees
Jul 31 - Aug 1
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $75
CA $159 total
includes taxes & fees
Jul 26 - Jul 27
BUENA VISTA | Views•Pool•Location•Wellness•Nature

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

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is CA $92
CA $162 total
includes taxes & fees
Aug 24 - Aug 25
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

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
Jul 26 - Jul 27
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 $93
CA $164 total
includes taxes & fees
Aug 3 - Aug 4
WINDCREST VILLA - Great view near Port of Spain

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

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is CA $127
CA $286 total
includes taxes & fees
Aug 9 - Aug 10
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $507
CA $604 total
includes taxes & fees
Jul 26 - Jul 27
Arlene's & Chris's Guesthouse

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is CA $250
CA $372 total
includes taxes & fees
Aug 2 - Aug 3
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is CA $145
CA $254 total
includes taxes & fees
Jul 26 - Jul 27
Stylish 1-Bed Opposite Queen’s Park Savannah

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 $84
CA $141 total
includes taxes & fees
Jul 27 - Jul 28
ModernRetreat with Easy Access to Everything

Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is CA $127
CA $155 total
includes taxes & fees
Jul 27 - Jul 28
Cozy Bed & Breakfast Private Room

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 $119
CA $143 total
includes taxes & fees
Jul 29 - Jul 30
El Carmen Apartments

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

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is CA $134
CA $190 total
includes taxes & fees
Jul 26 - Jul 27
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

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

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is CA $127
CA $183 total
includes taxes & fees
Aug 11 - Aug 12
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is CA $127
CA $162 total
includes taxes & fees
Aug 10 - Aug 11
Charming bed & breakfast with pool view

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
3.0 out of 10, (2 reviews)
"Paid for a service and got no booking or check in information. Zero contact from host and Expedia refuse to refund my money . Do not recommend ! BIG SCAM and I’ll and be reporting fraud."
Canada
Nikio
The price is CA $210
CA $583 total
includes taxes & fees
Jul 30 - Jul 31
Glencoe Townhome With Loft Jacuzzi and Pool
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 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 Pierre Point: Hilltop retreat with breathtaking views!.

How many vacation rentals are there in Port of Spain?

With 37 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 National Museum and Art Gallery and Queen's Hall. 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.