Search Vacation Homes in St. Helena

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Our top choices for St. Helena vacation homes

Vacation Home in Santa Cruz

Cozy Bed & Breakfast Private Room
10.0 out of 10, Exceptional, (1)
"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.
$110 nightly
The price is $110
Dec 22 - Dec 23
Total with taxes and fees
Cozy Bed & Breakfast Private Room
10.0 out of 10, Exceptional, (1)
"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.
$145 nightly
The price is $145
Dec 21 - Dec 22
Total with taxes and fees
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
2.0 star property
9.0 out of 10, Wonderful, (4)
"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.
$125 nightly
The price is $125
Dec 22 - Dec 23
Total with taxes and fees
Modern tiny house that’s big on comfort
$188 nightly
The price is $203
Dec 21 - Dec 22
Total with taxes and fees
Beautiful beach house bed and breakfast, with beach access.
$241 nightly
The price is $241
Dec 21 - Dec 22
Total with taxes and fees
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
2.0 star property
$238 nightly
The price is $238
Dec 22 - Dec 23
Total with taxes and fees
Welcome to The Studio Nest — your peaceful perch in paradise.

Vacation Home in San Juan, Trinidad

Charming bed & breakfast with pool view
2.0 star property
$115 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
Charming bed & breakfast with pool view
$251 nightly
The price is $257
Dec 21 - Dec 22
Total with taxes and fees
Serenity in the heart of Sangre Grande - a stylish gated 2-bedroom apartment
10.0 out of 10, Exceptional, (1)
"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.
$228 nightly
The price is $228
Dec 23 - Dec 24
Total with taxes and fees
This is a Family Friendly property ideal for groups of 6-10 people.
2.0 star property
$130 nightly
The price is $130
Dec 29 - Dec 30
Total with taxes and fees
Charming Piarco Home With Garden View

Vacation Home in San Juan

The "Dous" Modern Apartment
6.0 out of 10, (1)
"I booked this home, after payment i was then alerted by owner that the accommodation isn't available due to renovations. He mentioned having another with no additional cost. I saw some pictures and decided to stay at the new place. However i inquire about the wash and dryer as it was one of the amenities and was assured that the apartment had these items. I arrived at Trinidad and noticed that the location still wasn't sent. I called all day and no response from owner. He finally rang after...
United States
Christianna A.
$138 nightly
The price is $138
Dec 21 - Dec 22
Total with taxes and fees
The "Dous" Modern Apartment
$130 nightly
The price is $130
Dec 21 - Dec 22
Total with taxes and fees
Located in the St. Augustine/Tunapuna twin-town area.

Vacation Home in Piarco

Travelholics Getaway
9.6 out of 10, Exceptional, (4)
"Close to airport, overall clean and nicely kept. Older home that needs some repair. Taxi drivers tell us it's not a very safe part of town. "
United States
Dale
$228 nightly
The price is $228
Dec 21 - Dec 22
Total with taxes and fees
Travelholics Getaway

Vacation Home in VALSAYN

The Tower View
2.0 star property
$195 nightly
The price is $195
Dec 21 - Dec 22
Total with taxes and fees
The Tower View
$531 nightly
The price is $541
Dec 27 - Dec 28
Total with taxes and fees
5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.
8.0 out of 10, Very Good, (1)
"The place is great but the neighbors dogs make hell alot of noise...."
United States
Aaron
$150 nightly
The price is $150
Dec 27 - Dec 28
Total with taxes and fees
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
3.5 star property
4.0 out of 10, (1)
" 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
$468 nightly
The price is $468
Dec 27 - Dec 28
Total with taxes and fees
Glencoe Townhome With Loft Jacuzzi and Pool
5.0 out of 10, (4)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
$62 nightly
The price is $62
Dec 31 - Jan 1, 2026
Total with taxes and fees
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
$137 nightly
The price is $143
Dec 21 - Dec 22
Total with taxes and fees
Charming Piarco Home with Garden View
3.5 star property
4.0 out of 10, (1)
$423 nightly
The price is $423
Dec 23 - Dec 24
Total with taxes and fees
Gulfview Townhouse With Pool and Jacuzzi
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 St. Helena Hotel Reviews

Find out more about St. Helena

St. Helena Vacation Homes information

Number of reviews
11
Accommodation
109 Vacation Homes
Lowest Price
$62
Highest Price
$541

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