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

Chaguaramas Vacation Rentals

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Our top choices for Chaguaramas vacation rentals

1. 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 $99
CA $161 total
includes taxes & fees
Oct 1 - Oct 2
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

2. 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, (5 reviews)
"This was an amazing stay. Our host looked out for our every need, the compound was clean and safe for parking and the apartment was immaculate. The Christmas decor definitely put my partner and I in the holiday spirit, popular food chains and shopping centers are available in near proximity. We felt right at home and we’re desperate to book another stay soon!"
United States
Ryan
The price is CA $109
CA $164 total
includes taxes & fees
Sep 7 - Sep 8
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

3. 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 $81
CA $150 total
includes taxes & fees
Sep 9 - Sep 10
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

4. 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 $206
CA $573 total
includes taxes & fees
Sep 6 - Sep 7
Glencoe Townhome With Loft Jacuzzi and Pool

5. Charming 1-bedroom house with AC in Woodbrook

Charming 1-bedroom house with AC in Woodbrook
Woodbrook
The price is CA $161
CA $189 total
includes taxes & fees
Sep 26 - Sep 27
Charming 1-bedroom house with AC in Woodbrook

6. 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 $109
CA $229 total
includes taxes & fees
Sep 6 - Sep 7
Stylish 1-bed Opposite Queens Park Savannah

7. 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 $103
CA $348 total
includes taxes & fees
Sep 7 - Sep 8
Welcome to The Studio Nest — your peaceful perch in paradise.

8. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $498
CA $594 total
includes taxes & fees
Sep 29 - Sep 30
Arlene's & Chris's Guesthouse

9. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $80
CA $150 total
includes taxes & fees
Sep 6 - Sep 7
WINDCREST VILLA - Great view near Port of Spain

10. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
2.0 out of 10, (1 review)
"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...
United States
Bevil
The price is CA $183
CA $201 total
includes taxes & fees
Sep 7 - Sep 8
Flower Of Joy Wellness Villa

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $65
CA $148 total
includes taxes & fees
Sep 13 - Sep 14
BUENA VISTA | Views•Pool•Location•Wellness•Nature

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

Cozy 1-bedroom apartment in amazing Port of Spain with AC
Woodbrook
The price is CA $90
CA $131 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 1-bedroom apartment in amazing Port of Spain with AC

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

This is a Family Friendly property ideal for groups of up to six 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 $346
CA $394 total
includes taxes & fees
Sep 8 - Sep 9
This is a Family Friendly property ideal for groups of up to six people.

14. 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 $273
CA $645 total
includes taxes & fees
Sep 23 - Sep 24
Gulfview Townhouse With Pool and Jacuzzi

15. 2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
The price is CA $149
CA $177 total
includes taxes & fees
Sep 26 - Sep 27
2 bedroom Tranquil Retreat

16. Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is CA $100
CA $202 total
includes taxes & fees
Sep 17 - Sep 18
Charming Studio in Port of Spain With Pool Access

17. 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 $131
CA $187 total
includes taxes & fees
Sep 6 - Sep 7
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

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

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $125
CA $218 total
includes taxes & fees
Sep 8 - Sep 9
Serene 1-bedroom apt with AC in charming Chaguanas

19. A modern tiny house, big on comfort, with an urban tiny living experience.

A modern tiny house, big on comfort, with an urban tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was amazing and surprisingly comfortable and large for a tiny home. My family enjoyed all the amenities offered and the little touches that made it feel like home away from home. Highly recommended and looking forward to our next trip."
Canada
Sherryann P.
The price is CA $71
CA $167 total
includes taxes & fees
Sep 6 - Sep 7
A modern tiny house, big on comfort, with an urban tiny living experience.

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

Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
Newtown
The price is CA $168
CA $244 total
includes taxes & fees
Sep 6 - Sep 7
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
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 Chaguaramas Hotel Reviews

Find out more about Chaguaramas

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 Chaguaramas. 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 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.