St. Helena Holiday Rentals

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Holiday Rentals in St. Helena

Private kitchen
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
10.0 out of 10, Exceptional, (2)
"It was cool! Just what I needed for my short stay!!"
The price is NZ$164
per night
4 Jun - 5 Jun
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
TV
Modern Comfortable Luxury Living
Modern Comfortable Luxury Living
Property grounds
A unique contemporary cabin in the hills of Paramin Trinidad
9.8 out of 10, Exceptional, (6)
"We have visited 15 Caribbean Islands and Trinidad ranks high on the list, and no doubt Bridge Cabin played a major role. Nothing like being awakened by the sounds of Parrots and Toucans in the treetops around you. Absolutely would stay here again. Once you get used to navigating the roads necessary to reach the cabin, you will absolutely be in love! (Also of note, be sure to come in from the North Coast Rd side, not up Paramin Hill!!! )"
A unique contemporary cabin in the hills of Paramin Trinidad
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Fridge, microwave, oven, stovetop
Polaris Courts...Cozy 2 bedroom apt, 2 min from airport
9.8 out of 10, Exceptional, (13)
"What I like most about the property is that it was safe, clean, beautiful and quiet I enjoyed my visit at this property and I’m happy to share my experience with others and can’t wait to return again. "
The price is NZ$262
per night
29 May - 30 May
Polaris Courts...Cozy 2 bedroom apt, 2 min from airport
Private kitchen
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
9.6 out of 10, Exceptional, (4)
"Price value met. Comfortable and Stylish. I just didn't want to leave. Booking another trip."
The price is NZ$262
per night
4 Jun - 5 Jun
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Fridge, microwave, oven, stovetop
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
The price is NZ$265
per night
25 May - 26 May
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Fridge, microwave, oven, stovetop
VACATION APT IN AROUCA, TRINIDAD. 2 BEDROOMS
10.0 out of 10, Exceptional, (1)
"Comfortable, clean and cozy apartment with excellent amenities. Definitely recommended. Excellent host."
The price is NZ$287
per night
25 May - 26 May
VACATION APT IN AROUCA, TRINIDAD. 2 BEDROOMS
Microwave, cookware/dishes/utensils
Beautiful Paradise Hill Villa near Beach
5.0 out of 10, (2)
"Our theme song…When last u been to TnT and yu room not ready Oh Ohhh …. Long Time… No toilet at night (no water)…. The WiFi did come before we when to sleep that night. BUT the people are good hearted people and tried to make the best of the stay. BIG Tanks to the back up maid for coming out and setting us up the best she could."
Beautiful Paradise Hill Villa near Beach
Pool
Pool and Jacuzzi Vacation Home
10.0 out of 10, Exceptional, (5)
"We rented this property while visiting family in POS. Property was really nice in quiet and safe neighbourhood with lovely neighbours, the pool and jacuzzi it’s a great bonus and most of all the communication with Ejay who looked after us was excellent. I can’t recommend enough! "
Pool and Jacuzzi Vacation Home
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior
Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe Townhome With Loft Jacuzzi and Pool
Exterior
Delightful Log Cabin with plunge pool close to amazing waterfall
10.0 out of 10, Exceptional, (2)
"Jervais was easy to communicate, and the property was amazing. The pictures are very accurate of the cabin, and the surrounding area. Jervais definitely maintains the property well, and made our stay magnificent."
Delightful Log Cabin with plunge pool close to amazing waterfall
Pool
Vista Stays...Garden View
10.0 out of 10, Exceptional, (1)
"Owner was professional, available and knowledgeable. Accommodation was excellent. I was very comfortable and safe. Would definitely recommend to others. Tranquility."
Vista Stays...Garden View
Interior
charming hill top retreat in San Juan Trinidad and Tobago
10.0 out of 10, Exceptional, (1)
"The property was great! It was clean and modern and had onsite laundry which was a plus! The host was easy to reach and they provided all the items you would need for your stay. Would definitely book again!"
The price is NZ$449
per night
25 May - 26 May
charming hill top retreat in San Juan Trinidad and Tobago
Exterior
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
10.0 out of 10, Exceptional, (1)
"Wow. I don’t where to start. Ms.Glenda was absolutely amazing. The meals were all top notch and we didn’t have to want for anything. If there was anything we needed, she made sure to get it for us. Sometimes you see places online and get a different story once you arrives, but this was not the case at all. The rooms were all immaculate and super spacious. And it was nice to relax by the pool after a hard day of fete. We felt safe at all times and worried about nothing. We came as strangers...
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
Pool
Pool +Jacuzzi Gulfview Townhome
Pool +Jacuzzi Gulfview Townhome
Pool
Vista Stsys...Bamboo View
10.0 out of 10, Exceptional, (2)
"This experience was just amazing. The property itself was so serene and beautiful...the lush greenery, the relaxing salt water pool and jacuzzi, simply amazing. We had such a relaxing experience and the property owner Anthony and his wife were so accommodating and friendly, we felt as if we were at home; didn't want to leave, lol. And let's not forget the breakfast, tailored specifically to our palate and sooo tasty. All in all an unforgettable experience and will recommend this stay 100%. We...
Vista Stsys...Bamboo View
Property grounds
Relaxing, private, family friendly, 3 bedroom home
9.0 out of 10, Wonderful, (10)
"Our host was most welcoming, understanding and accommodating. Place was clean, breezy and relaxing. A perfect staycation. 10/10 would recommend"
Relaxing, private, family friendly, 3 bedroom home
Fridge, microwave, oven, stovetop
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...
The price is NZ$226
per night
25 May - 26 May
The "Dous" Modern Apartment
Apartment, 1 Bedroom | Private kitchen
Sunflower Apartments Trinidad
3.0 star property
8.8 out of 10, Excellent, (11)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
The price is NZ$173
per night
25 May - 26 May
Sunflower Apartments Trinidad
Interior
FLVS villas
FLVS villas
Don't see what you're looking for?
See all available properties in St. Helena
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.

Other types of properties in St. Helena you may be interested in

Exterior
Grand Diamond Hotel Suites Trinidad
3.0 star property
8.8 out of 10, Excellent, (607)
"Review to help others understand the Hotel and star ratings. I read a lot of reviews and I hope I can provide a little clarity. We stayed overnight simply to catch a flight the next day. When we landed and cleared customs there was a gentleman in a white shirt as soon as you exit who asks if you want a taxi. Tell the gentleman you are staying at the “Grand Diamond Hotel” he will walk you outside and get you your complimentary taxi. It’s about a 5 minute drive to Hotel. When we arrived the...
The price is NZ$188
per night
3 Jun - 4 Jun
Grand Diamond Hotel Suites Trinidad
Private kitchen
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
10.0 out of 10, Exceptional, (2)
"It was cool! Just what I needed for my short stay!!"
The price is NZ$164
per night
4 Jun - 5 Jun
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Lobby
Hyatt Regency Trinidad
4.5 star property
9.2 out of 10, Wonderful, (1001)
"Centrally located and also safe "
The price is NZ$413
per night
27 May - 28 May
Hyatt Regency Trinidad
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Helena holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Helena. 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 St. Helena. Seeing all the best attractions is bound to make you fall in love with St. Helena. Who knows, you may even be tempted to extend your 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 holiday 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 St. Helena short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in St. Helena?

Yes, there are holiday rentals close to the most popular sights in St. Helena, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say St. Helena has a good selection of restaurants. Make sure you have time to check out the coffee shops and parks during your trip.

What are some of the best holiday rentals that St. Helena has to offer?

Pool and Jacuzzi Vacation Home: This holiday home rental outside of St. Helena offers a garden, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family.

What can I see and do in St. Helena?

Explore the area and family-friendly sights such as Yerette - Home of the Hummingbird, or get out into nature at a spot like Asa Wright Nature Centre. In the wider area, you’ll find Trincity Mall and University of the West Indies.

What are holiday rentals like in St. Helena?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in St. Helena. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.

Recent reviews of St. Helena properties
Expedia verified reviews

Grand Diamond Hotel Suites Trinidad

Grand Diamond Hotel Suites Trinidad

5/5 Excellent
"Review to help others understand the Hotel and star ratings. I read a lot of reviews and I hope I can provide a little clarity. We stayed overnight simply to catch a flight the next day. When we landed and cleared customs there was a gentleman in a white shirt as soon as you exit who asks if you want a taxi. Tell the gentleman you are staying at the “Grand Diamond Hotel” he will walk you outside and get you your complimentary taxi. It’s about a 5 minute drive to Hotel. When we arrived the manager was at the front desk waiting for us. (We arrived at 1am) and he paid the Taxi. All the staff was very friendly, the rooms are perfectly fine, spacious, good beds, fridge with bottled water and a nice shower. The manager asked when we wanted to check out as they said there was flexibility, they arranged taxi back to airport the next day complimentary. We were here for a quick stay but this is an excellent option if you are wanting to stay close to the airport. No concerns at all with safety, overall excellent experience. "
A verified traveller stayed at Grand Diamond Hotel Suites Trinidad
Posted 4 days ago
Grand Diamond Hotel Suites Trinidad