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Chacachacare Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chacachacare vacation rentals

TV, books

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

Port of Spain City Escape | Comfortable 1BR Near 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 ￥11,551
￥18,852 total
includes taxes & fees
Jul 16 - Jul 17
Port of Spain City Escape | Comfortable 1BR Near Ariapita Avenue
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 ￥24,174
￥67,151 total
includes taxes & fees
Jul 22 - Jul 23
Glencoe Townhome With Loft Jacuzzi and Pool
Dining

Cosy 1 B/droom, Walk to Dining, Nightlife & POS Fast WiFi

Cosy 1 B/droom, Walk to Dining, Nightlife & POS Fast WiFi
Downtown Port of Spain
The price is ￥10,965
￥19,088 total
includes taxes & fees
Aug 13 - Aug 14
Cosy 1 B/droom, Walk to Dining, Nightlife & POS Fast WiFi
Front of property

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is ￥58,406
￥69,601 total
includes taxes & fees
Jul 21 - Jul 22
Arlene's & Chris's Guesthouse
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 ￥40,560
￥46,401 total
includes taxes & fees
Jul 18 - Jul 19
This is a Family Friendly property ideal for groups of 6 people.
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is ￥25,806
￥28,387 total
includes taxes & fees
Jul 16 - Jul 17
Flower Of Joy Wellness Villa
Exterior

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 ￥14,602
￥21,092 total
includes taxes & fees
Jul 19 - Jul 20
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
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 ￥12,168
￥41,371 total
includes taxes & fees
Jul 20 - Jul 21
Welcome to The Studio Nest — your peaceful perch in paradise.
Pool

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is ￥10,221
￥18,333 total
includes taxes & fees
Jul 17 - Jul 18
BUENA VISTA | Views•Pool•Location•Wellness•Nature
Pool

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is ￥28,716
￥42,831 total
includes taxes & fees
Jul 17 - Jul 18
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
Interior

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

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is ￥14,602
￥33,097 total
includes taxes & fees
Jul 26 - Jul 27
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
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 ￥32,124
￥75,896 total
includes taxes & fees
Jul 19 - Jul 20
Gulfview Townhouse With Pool and Jacuzzi
Apartment, 1 Bedroom, Smoking | Living room

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 ￥12,780
￥26,587 total
includes taxes & fees
Jul 21 - Jul 22
Stylish 1-bed Opposite Queens Park Savannah
Pool

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is ￥10,708
￥18,820 total
includes taxes & fees
Aug 8 - Aug 9
WINDCREST VILLA - Great view near Port of Spain
Comfort Apartment | Living area

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 ￥13,890
￥20,153 total
includes taxes & fees
Jul 30 - Jul 31
The Cosy Konak
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 ￥6,505
￥9,974 total
includes taxes & fees
Jul 21 - Jul 22
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
Exterior

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 ￥9,491
￥12,736 total
includes taxes & fees
Aug 14 - Aug 15
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 ￥12,817
￥18,495 total
includes taxes & fees
Aug 9 - Aug 10
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
TV

Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is ￥16,705
￥29,234 total
includes taxes & fees
Aug 13 - Aug 14
Stylish 1-Bed Opposite Queen’s Park Savannah
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 Chacachacare Hotel Reviews

Kiskadee Korner

Kiskadee Korner

10/10 Excellent
"Great location"
Shuiming 6-night trip
Posted 7 hours ago
Kiskadee Korner

Find out more about Chacachacare

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Frequently asked questions

Can I find vacation rentals in Chacachacare?

Yes, you can find vacation rentals close to the most popular sights in Chacachacare, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Chacachacare has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: Visitors like this Chacachacare vacation home rental. It 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 Chacachacare?

Explore the area and family-friendly sights such as Five Islands Water & Amusement Park, or get out into nature at a spot like Royal Botanical Gardens. Hasely Crawford Stadium and Movietowne are a couple of places you'll find in the larger area.

What are vacation rentals like in Chacachacare?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chacachacare. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.