It's Nature and architecture in Port of Spain, Trinidad and Tobago

Search Vacation Homes in Port of Spain

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Port of Spain vacation homes

Interior

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 AED 148
AED 227 total
includes taxes & fees
17 Jun - 18 Jun
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
Interior

Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is AED 551
AED 749 total
includes taxes & fees
23 Jun - 24 Jun
Beautiful beach house bed and breakfast, with beach access.
1 bedroom, desk, iron/ironing board, free WiFi

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 AED 331
AED 404 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Bed & Breakfast Private Room
Shower, hair dryer, towels, soap

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is AED 215
AED 472 total
includes taxes & fees
18 Jun - 19 Jun
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
TV

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is AED 331
AED 577 total
includes taxes & fees
17 Jun - 18 Jun
Serene 1-bedroom apt with AC in charming Chaguanas
House, 1 Bedroom, Smoking, Balcony | Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is AED 303
AED 377 total
includes taxes & fees
18 Jun - 19 Jun
Charming Piarco Home With Garden View
Interior

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is AED 331
AED 422 total
includes taxes & fees
18 Jun - 19 Jun
Charming bed & breakfast with pool view
TV

Entire House in Central Trinidad with Modern Finishes - 10 mins from highway

Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
Couva
8.0 out of 10, Very Good, (1 review)
"The place is great but the neighbors dogs make hell alot of noise...."
United States
Aaron
The price is AED 331
AED 514 total
includes taxes & fees
2 Jul - 3 Jul
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
3 bedrooms, iron/ironing board, free WiFi

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is AED 780
AED 1,375 total
includes taxes & fees
30 Jun - 1 Jul
3-bedroom Home with Private Jacuzzi
House (Gulfview Townhouse with Pool and Jacu) | Exterior

Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is AED 727
AED 1,718 total
includes taxes & fees
17 Jun - 18 Jun
Gulfview Townhouse With Pool and Jacuzzi
Interior

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
The price is AED 360
AED 617 total
includes taxes & fees
17 Jun - 18 Jun
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
Terrace/patio

Welcome to The Studio Nest — your peaceful perch in paradise.

Welcome to The Studio Nest — your peaceful perch in paradise.
Diego Martin
The price is AED 275
AED 933 total
includes taxes & fees
17 Jun - 18 Jun
Welcome to The Studio Nest — your peaceful perch in paradise.
Property grounds

This is a Family Friendly property ideal for groups of 6 people.

This is a Family Friendly property ideal for groups of 6 people.
Diego Martin
8.0 out of 10, Very Good, (2 reviews)
"Me and my friends had an amazing time being hosted at this property. The owner, Mr Dass was very easy to communicate with, polite and even gifted a birthday cake to one of the guests (since it was her birthday that week). We organized pickup and drop off with the owner and everything was seamless. The home looks even better in person and we felt at home. I would stay here again in the future and I’d also recommend this property to others. "
United States
Woodley A.
The price is AED 918
AED 1,036 total
includes taxes & fees
21 Jun - 22 Jun
This is a Family Friendly property ideal for groups of 6 people.
Interior

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is AED 314
AED 498 total
includes taxes & fees
30 Jun - 1 Jul
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Exterior detail

Charming Piarco Home with Garden View

Charming Piarco Home with Garden View
Piarco
The price is AED 465
AED 531 total
includes taxes & fees
17 Jun - 18 Jun
Charming Piarco Home with Garden View
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
4.0 out of 10, (1 review)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
United States
Terrandale h
The price is AED 547
AED 1,520 total
includes taxes & fees
17 Jun - 18 Jun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port of Spain Hotel Reviews

The BRIX, Autograph Collection

The BRIX, Autograph Collection

8/10 Good
"Two night stay was great experience, clean hotel, friendly staff and great amenities, food was good and loved the roof top area as well, will definitely book again."
Ian 2-night trip
Posted 4 hours ago
The BRIX, Autograph Collection