A narrow road flanked by tall bamboo trees.

Chaguaramas Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chaguaramas vacation 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 traveler

$83 nightly

Nov 10 - Nov 11

Total with taxes and fees

A kitchen with a stainless steel sink, a wooden cabinet, and two knives with blue handles.

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

Downtown Port of Spain

$90 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

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

Diego Martin

Ryan

$109 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

4. 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

$164 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

5. WINDCREST VILLA - Great view near Port of Spain

St. Anns

$106 nightly

Nov 30 - Dec 1

Total with taxes and fees

A kitchen with a large window, a sink, and dish drying racks.

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

Woodbrook

$76 nightly

Nov 29 - Nov 30

Total with taxes and fees

A house with a blue exterior, a covered porch, and a variety of plants including ferns and palm trees.

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

Diego Martin

$231 nightly

Nov 11 - Nov 12

Total with taxes and fees

8. 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

Nov 10 - Nov 11

Total with taxes and fees

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

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

Tunapuna/Piarco Regional Corporation

$93 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

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

Chaguanas

$145 nightly

Nov 10 - Nov 11

Total with taxes and fees

A compact kitchen with a stove, oven, and refrigerator. There is a dining area with a table and chairs. A television is mounted on the wall.

11. Stewart Suite Apt -Trincity, Airport, Full Apt

Trincity

Ajomo

$93 nightly

Nov 10 - Nov 11

Total with taxes and fees

A two-story building with a balcony on the upper floor.

12. A Modern Escape"Style, Comfort, and Convenience" in Maraval 3 bedrooms

Maraval

Kevin H.

$202 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

13. 2 bedroom Tranquil Retreat

Port of Spain

$112 nightly

Nov 11 - Nov 12

Total with taxes and fees

14. Charming Studio in Port of Spain With Pool Access

Belmont

$156 nightly

Nov 11 - Nov 12

Total with taxes and fees

A bed with a grey sheet and pillows, a beige blanket, and a wooden nightstand.

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

Santa Cruz

$124 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a gas stove.

16. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

Arouca, Tunapuna/Piarco Regional Corporation

"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...

seema p.

$109 nightly

Nov 15 - Nov 16

Total with taxes and fees

A tropical beach with clear blue waters, palm trees, and a mountainous backdrop.

17. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

Belmont

$126 nightly

Nov 10 - Nov 11

Total with taxes and fees

A bedroom with a bed, a nightstand, a wall-mounted lamp, a ceiling fan, a chandelier, a wardrobe, and a painting of a sunset.

18. Stewart Hotel Apt - Trincity, Airport, Full Apt

Trincity

Lindy-Ann

$99 nightly

Nov 24 - Nov 25

Total with taxes and fees

A spacious living area with a sofa, dining table, and ceiling fans.

19. This is a Family Friendly property ideal for groups of up to six people.

Diego Martin

"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. "

Woodley A.

$259 nightly

Nov 11 - Nov 12

Total with taxes and fees

A traditional building with a clock tower, surrounded by parked cars and cherry blossom trees.

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

Newtown

$157 nightly

Nov 12 - Nov 13

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Chaguaramas 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

Amazing ,simply put. My host and his family couldn’t have been more welcoming,warm, friendly and helpful. 10/10 My room was beautifully decorated and immaculate.Bathroom and shower stunning. The front desk staff were accommodating and knowledgeable regarding directions, restaurants and any other queries. I would highly recommend this gem in St James Thanks again to the amazing staff for making my stay so memorable ,after 42 years of being away, you made me feel at “ home”

Rod

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

Imani

A rooftop terrace with outdoor seating, a view of the city skyline, and a sunset.

The BRIX, Autograph Collection

St. Anns

10/10 Excellent

Overall we had a great experience. The staff was accommodating and allowed us to check in 30 mins earlier, based on my request. The service was exceptional, dinner at The Exchange was great, there was a minor incident that occurred; however, it was handled well by the management. The pool hours from 7am to 11pm, which allowed us to take a swim after dinner. Also the pool depth and dimensions are perfect for children and for accomdating multiple familes and maintaining social distancing....

Anonymous traveler

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

Woodbrook on the Avenue

Woodbrook

10/10 Excellent

SDTS

A balcony with wicker furniture, a table with water bottles, and a view of the ocean and hills.

Mahogany Ridge Trinidad

Diego Martin

10/10 Excellent

Although it's a short 20-minute ride to Port of Spain and very close Maracas Beach, this beautiful spot gave you the feeling of having the whole island all to yourself. My room with a balcony overlooking the ocean and the common area were beaming with natural sunshine daily, and the flora surrounding the B&B and the walking trail made this place an instant favorite and a place I will absolutely return to. The Wi-Fi was exceptional for remote working, and the TT Rideshare App was perfect for...

james

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

Shalom House

Valsayn

10/10 Excellent

Juanita

A buffet area with multiple food stations, including a waffle station and a salad bar. There are signs indicating self-service options and a blue sign with the text "The Start You Need Express."

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Piarco

10/10 Excellent

ZARIA

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

Piarco Village Suites

Piarco

10/10 Excellent

This was my first time ever traveling to Trinidad and Tobago. So I was extremely excited and a bit nervous. Going to another country at times you run into all types of people, some good some bad! I was very fortunate that I ran into all the good. Ms.Veejaintee and her family was the best. From picking me up at the apart to dropping me back everything in between was like staying with family. I was in town for carnival and didn't really have an idea of what I was really going to do as far as the...

Carl

A building with the sign 'Walde's' and a balcony with wooden railings.

Willard's Bed and Breakfast

Tunapuna

10/10 Excellent

Returning home I wanted to feel at home, I wanted the amenities Ive grown accustomed to living abroad like the hot and cold water and air condition but I wanted to be in a house where I could take in the beautiful landscape of Trinidad. I loved the house layout, it was cozy, clean and tropical. I loved the plants, freah air, mango trees and outside living space. Nothing could beat a good home made breakfast like bake and buljol, freshly squeezed orange juice and the sweet pineapple, mango,...

Anonymous traveler

A bedroom with a bed, a TV mounted on the wall, and a wardrobe.

Tony's Guest House

Diego Martin

10/10 Excellent

Neil and Tammy

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

Sundeck Suites

Newtown

10/10 Excellent

Anonymous traveler

A traditional room with wooden furniture, a clock, and a television.

Pax Guest House

St. Augustine

10/10 Excellent

Pax Guest House is the oldest guest house in Trinidad, built in 1916 by the Benedictine Monastery. It's located 800 feet above sea level and therefore is cooler temperature-wise than staying in town, because there are wonderful breezes. The rooms are very simple and have air conditioning. Some have a private bathroom and others a shared bathroom down the hall. Oda was wonderful in answering all the questions I had as a first time visitor to Trinidad. Also, breakfast and dinner were both...

Sylvia

A patio area with a white vase containing pink orchids, wicker furniture, and a pool in the background.

Airport Inn

Piarco

10/10 Excellent

Darlene

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Chaguaramas 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 $83 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 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.

Explore a world of travel with Expedia

Things to do in Chaguaramas
Standard Link for Things to do in Chaguaramas