Vacation rentals in Saint Helena

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Top-rated vacation rentals in Saint Helena

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Vacation home in Port of Spain

4.89 out of 5 average rating, 122 reviews

Jungle Oasis: Sea&City Views with Ruby Sunsets

TaimazRating, 5 stars3 days ago
Alex was very helpful and responsive. Place has great views from the balcony. Everything was in order. Loved it. Thanks for everything!
Superhost

Home in Port of Spain

4.9 out of 5 average rating, 52 reviews

Beautiful Villa near City & Beach

AnyaRating, 5 stars2 months ago
During my stay we felt at home. Very Spacious living area and kitchen. The house was updated and immaculately clean. The AC units were in great working order and was a reprieve from the hot outdoors. The beds were very comfortable. The proximity to everywhere we needed to go was an added bonus. I will definitely recommend and will stay here again.
Guest favorite

Guesthouse in St Joseph

4.83 out of 5 average rating, 95 reviews

Vista Stays ... The Cottage

ChristopherRating, 5 stars2 months ago
Superb property and amenities. Amazing and friendly host. Very secure. Perfect for a couple looking for a getaway. Easy to find also. No complains. 10/10
Guest favorite

Apartment in Port of Spain

4.94 out of 5 average rating, 17 reviews

Cozy Cottages at Riversdale, St Ann's

KhadjhaRating, 5 stars5 months ago
Stayed for a couple of days and it was very cozy and extremely clean. Would definitely recommend and stay again.
Superhost

Home in Las Lomas #2

4.87 out of 5 average rating, 188 reviews

Nature Getaway Resort with private pool

GaleRating, 5 stars1 month ago
It was quiet. Very relaxing. I hope we can get it again next Christmas.
Superhost

Apartment in Couva

4.83 out of 5 average rating, 29 reviews

Simple Serenity

StanRating, 5 stars2 weeks ago
Our stay in Trinidad was nothing short of amazing! This Airbnb exceeded all expectations, offering the perfect blend of comfort, convenience, and style. The space was immaculately clean, beautifully furnished, and thoughtfully stocked with everything we needed. The location was ideal, allowing us to explore the best of Port of Spain with ease while also providing a peaceful retreat at the end of the day. The bed was incredibly comfortable, and the ambiance made it feel like a home away from home. Our host was exceptional—responsive, friendly, and full of great recommendations for food, attractions, and hidden gems. Their hospitality made our experience even more enjoyable. If you're visiting Trinidad, this is the perfect place to stay! We had an incredible time and would absolutely book again. Highly recommend!
Guest favorite

Condo in Saint Helena

5 out of 5 average rating, 5 reviews

El Carmen Apt, 6 mins from Airport (downstairs #4)

KateRating, 5 stars3 weeks ago
After a last minute flight cancellation, Gaitree came to my rescue. They offered safe and fast airport transport both to and from the airport. The owner's daughter was kind and very professional. She helped make a bad situation a better one. Apartment is fully equipped and has a very good shower!
Superhost

Guest suite in Trincity

5 out of 5 average rating, 9 reviews

#1 Modern Executive Spacious 2 Bedroom Unit.

KielleRating, 5 stars9 months ago
This was a great find! wish I had a longer stay. Main areas were very spacious and comfortable. Jean-Paul was very wasy going and helpful. Every instruction was clearly detailed and easy to use / find. It's very private and the area is quiet / felt safe.
Guest favorite

Condo in Port of Spain

5 out of 5 average rating, 18 reviews

City Scape Vacation property! (OWP)

SubiraRating, 5 stars3 months ago
Simply beautiful and peaceful. I had a lovely few days at Sam's place and it was truly a home away from home. The space is tastefully arranged and decorated. Sam thought of everything that one could need and placed these strategically throughout the apartment. Most importantly I enjoyed the peacefulness of the apartment, especially early mornings on the verandah. Sam was very responsive and kind. The location is in the best location in Port-of-Spain. I will book again.
Guest favorite

Apartment in San Juan

4.85 out of 5 average rating, 33 reviews

COZY Hide-Away

ShemeikaRating, 5 stars4 months ago
Checking in and out was a breeze, Co host Neomin was very warm, welcoming and responsive. The apartment is as pictured, very clean and comfortable. The environment was very peaceful also. I would definitely recommend!
Superhost

Home in Diego Martin

4.76 out of 5 average rating, 25 reviews

Cozy Diamond Vale Villa

SarahRating, 5 stars1 month ago
Always my favourite place to come back to! Just wonderfully attentive hosts who are always looking out for those staying in their spot. I will always come back to this diamond in the rough! My mom and I had a very restful, peaceful weekend. Thank you♡
Guest favorite

Apartment in Arima

5 out of 5 average rating, 15 reviews

Safe 3 bdrm apt in a gated area

ArlenaRating, 5 stars1 month ago
Rekah went above an beyond to accommodate me as far as my check in and departure was concerned, also the complementary items she provided was really helpful until i made it to the supermarket. The facility was clean, quiet, beautiful and my family and I felt really safe there. We had all the amenities needed and then some. Beautiful environment to stroll around. The pond, the gezibo, sitting outside on the back porch sipping my mornimg coffee and enjoying to sunshine. It will definitely be a place we return to on other visits to Trinidad.

Popular amenities for Saint Helena vacation rentals

Other great vacation rentals in Saint Helena

Guest favorite

Villa in Diego Martin

4.94 out of 5 average rating, 86 reviews

Garden Oasis 2: Villa with Private Pool

JohnnyRating, 5 stars2 weeks ago
Beautiful home, responsive staff! The kitchen could use some more supplies, but other than that, it was a great place to stay! I'd definitely stay there again.

Apartment in Port of Spain

4.76 out of 5 average rating, 25 reviews

Maraval 2BD With Pool and Mountain View | Gated

SalimaRating, 5 stars1 month ago
Very beautiful, pristine accomodation by responsive and helpful host. 10/10 experience, would highly recommend.

Apartment in Port of Spain

4.8 out of 5 average rating, 5 reviews

2 *bedroom Tranquil Retreat

AminahRating, 5 stars1 month ago
Koral's place was stunning! It was perfectly clean, and had everything we needed including water, snacks and coffee which was very much appreciated. The complex was in a great neighbourhood and was very safe. We really enjoyed the breathtaking view of the mountains, pool and peaceful vibe throughout. We will definitely be back!
Guest favorite

Cabin in Paramin

4.93 out of 5 average rating, 318 reviews

Private eco-cabin amazing sea views

SarahRating, 5 stars1 month ago
This is our third or fourth time staying at this cabin. It has become a favorite at a price and location that cant be beat. By Paramin standards, it's not difficult to get to, the roads are decent (its spitting distance. We noticed that they have done over the place recently and given it a classy yet rustic new look, with a coat of paint and slight upgrades here and there (water heater!) which we appreciated. I think the best surprise since we last visited is "the Food Hut", a very small rustic little kitchen run by two friendly locals popping up inbetween the lookout and the property, which offers a wide range of local homemade treats like tasty pies, phulorie, cocoa tea, fresh juices etc. They also had a lovely lunch bubbling on the Sunday (stew pork, macaroni pie, lentils and rice). Everything was positively delicious. It was a huge plus for us knowing that in a pinch we could pop across and get some food (open on wknds). All in all, another perfect stay and we will be back! Thanks!

Apartment in Cameron

4.95 out of 5 average rating, 20 reviews

Perico Villas (Modern Eco-Living)

AdolfoRating, 5 stars60 months ago
Beautiful place surrounded by amazing nature view. Natalie was a great cohost and made sure we had everything we needed in our rooms. Very quiet and peaceful area away from the city.

Villa in Tunapuna/Piarco Regional Corporation

5 out of 5 average rating, 4 reviews

Luxury Vacation Villa in Valsayn

AnthonyRating, 5 stars2 months ago
Let tell you all something I have stay in places all over the United States and internationally and hands down this is the absolute best it’s not just a villa it’s a mansion trust me stay here no words can describe how advanced the technology in his place is and no host can match his courtesy and attentiveness. He so polite. Will stay here again and again.

Apartment in Cunupia

4.77 out of 5 average rating, 13 reviews

Upstairs South, 1 bedroom apartment with pool

CharlotteRating, 5 stars5 months ago
My boyfriend and I had a great time there. The room was comfy and nice and had all the things we needed. It was worth it
Guest favorite

Home in Tacarigua

4.9 out of 5 average rating, 48 reviews

The Prestige

AqeelaRating, 5 stars3 weeks ago
Check in was great. Damien was at the location upon arrival. He gave clear instructions about the house. There was no need to contact him during the stay. The house looks exactly like the photos. The house and its amenities is definitely worth the price. I would stay here again and I would definitely recommend this place to anyone visiting.

Destinations to explore