A coastal walkway with palm trees, a sandy beach, and a forested hill in the background.

Chaguaramas Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chaguaramas 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 $163 total
includes taxes & fees
Aug 4 - Aug 5
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

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 $140 total
includes taxes & fees
Jul 22 - Jul 23
ModernRetreat with Easy Access to Everything

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 $126
CA $182 total
includes taxes & fees
Aug 4 - Aug 5
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

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 $209
CA $580 total
includes taxes & fees
Jul 22 - Jul 23
Glencoe Townhome With Loft Jacuzzi and Pool

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 $105
CA $175 total
includes taxes & fees
Aug 13 - Aug 14
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

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 $173
CA $232 total
includes taxes & fees
Jul 28 - Jul 29
The Cosy Konak

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 22 - Jul 23
Stylish 1-bed Opposite Queens Park Savannah

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 CA $105
CA $353 total
includes taxes & fees
Jul 22 - Jul 23
Welcome to The Studio Nest — your peaceful perch in paradise.

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 $126
CA $154 total
includes taxes & fees
Jul 22 - Jul 23
Cozy Bed & Breakfast Private Room

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is CA $223
CA $245 total
includes taxes & fees
Jul 23 - Jul 24
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 $160 total
includes taxes & fees
Aug 4 - Aug 5
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 $74
CA $158 total
includes taxes & fees
Jul 26 - Jul 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 $57
CA $87 total
includes taxes & fees
Jul 22 - Jul 23
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $505
CA $602 total
includes taxes & fees
Jul 22 - Jul 23
Arlene's & Chris's Guesthouse

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 CA $278
CA $656 total
includes taxes & fees
Jul 22 - Jul 23
Gulfview Townhouse With Pool and Jacuzzi

2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
The price is CA $151
CA $179 total
includes taxes & fees
Aug 5 - Aug 6
2 bedroom Tranquil Retreat

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 CA $351
CA $397 total
includes taxes & fees
Jul 24 - Jul 25
This is a Family Friendly property ideal for groups of 6 people.

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $93
CA $163 total
includes taxes & fees
Aug 5 - Aug 6
WINDCREST VILLA - Great view near Port of Spain

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

Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
Newtown
The price is CA $82
CA $111 total
includes taxes & fees
Aug 3 - Aug 4
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is CA $126
CA $161 total
includes taxes & fees
Jul 22 - Jul 23
Charming bed & breakfast with pool view
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chaguaramas Hotel Reviews

Find out more about Chaguaramas

Everything you need to know about Chaguaramas 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 Chaguaramas vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 Chaguaramas vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chaguaramas vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chaguaramas. 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 Chaguaramas vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chaguaramas vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chaguaramas rentals

At Expedia, we put the best Chaguaramas 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 Chaguaramas 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 Chaguaramas 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 Chaguaramas. 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 vacation rentals in Chaguaramas?

Yes, we offer vacation rentals in Chaguaramas close to Five Islands Water & Amusement Park, or you can go with a secluded option if you're looking for extra privacy while you relax. Chaguaramas is known for its golf courses and museums.

What are some of the best vacation rentals that Chaguaramas has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This vacation home near Chaguaramas offers an outdoor pool, a barbecue grill, and free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Chaguaramas?

Cultural attractions include Chaguaramas Military History & Aerospace Museum, whereas Macqueripe Bay is a spot to enjoy nature. While here, Five Islands Water & Amusement Park and Chaguaramas Golf Course are other places worth a visit.

What are vacation rentals like in Chaguaramas?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Chaguaramas. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.