Default HTG hotel image

St. Helena Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for St. Helena vacation rentals

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $120
CA $144 total
includes taxes & fees
Jul 4 - Jul 5
El Carmen Apartments

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location and customer service."
United States
Preston
The price is CA $70
CA $134 total
includes taxes & fees
Jul 10 - Jul 11
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (1 review)
"The place was very clean"
United States
Bryan
The price is CA $64
CA $135 total
includes taxes & fees
Jul 12 - Jul 13
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.4 out of 10, Exceptional, (3 reviews)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is CA $88
CA $145 total
includes taxes & fees
Jul 6 - Jul 7
ModernRetreat with Easy Access to Everything

Breezy Bungalow Airport Suite

Breezy Bungalow Airport Suite
Piarco
10.0 out of 10, Exceptional, (1 review)
"The accommodation was really in a very convenient location, it had all the shops in walking distance. Very quiet and clean. I will certainly be booking this place for my family later in the year again!! 5 Stars from me!! "
United Kingdom
Troy J.
The price is CA $106
CA $135 total
includes taxes & fees
Jul 6 - Jul 7
Breezy Bungalow Airport Suite

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $230
CA $309 total
includes taxes & fees
Jul 3 - Jul 4
Emporis Resort

Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (5 reviews)
"Great property Centrally located "
United States
phillip
The price is CA $102
CA $131 total
includes taxes & fees
Jul 2 - Jul 3
Stewart Guest Apt -Trincity, Airport, Full Apt

Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"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 "
United States
Anonymous traveller
The price is CA $128
CA $143 total
includes taxes & fees
Jul 5 - Jul 6
Sunflower Apartments Trinidad

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $128
CA $223 total
includes taxes & fees
Jul 2 - Jul 3
Serene 1-bedroom apt with AC in charming Chaguanas

Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"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.
The price is CA $128
CA $156 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Bed & Breakfast Private Room

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Woodbrook
The price is CA $101
CA $165 total
includes taxes & fees
Jul 2 - Jul 3
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $89
CA $160 total
includes taxes & fees
Jul 2 - Jul 3
BUENA VISTA | Views•Pool•Location•Wellness•Nature

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is CA $141
CA $212 total
includes taxes & fees
Jul 2 - Jul 3
Cosy Carnival quarters in downtown POS

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $511
CA $609 total
includes taxes & fees
Jul 21 - Jul 22
Arlene's & Chris's Guesthouse

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 $135
CA $192 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

TinyUrb, a modern tiny house, big on comfort but with 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 $72
CA $172 total
includes taxes & fees
Jul 6 - Jul 7
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is CA $226
CA $248 total
includes taxes & fees
Jul 3 - Jul 4
Flower Of Joy Wellness Villa

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is CA $302
CA $529 total
includes taxes & fees
Jul 3 - Jul 4
3-bedroom Home with Private Jacuzzi

The Studio of Praise - by Zenbreak

The Studio of Praise - by Zenbreak
2.5 star property
Claxton Bay
The price is CA $224
CA $391 total
includes taxes & fees
Jul 5 - Jul 6
The Studio of Praise - by Zenbreak

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
9.0 out of 10, Wonderful, (2 reviews)
"Very nice place. Host was very accommodating with quick replies to all my queries. Unfortunately lots of barking dogs in the neighborhood which kept me up at night."
United States
Stephen S.
The price is CA $126
CA $172 total
includes taxes & fees
Jul 9 - Jul 10
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. Helena Hotel Reviews

Find out more about St. Helena

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 St. Helena. 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

Are there vacation rentals in St. Helena?

Yes, we offer vacation rentals close to popular attractions in St. Helena, or you can go with a secluded option if you want a relaxing place to stay. Our travelers say St. Helena has a good selection of restaurants. Make sure you have time to check out the coffeehouses and parks during your trip.

What's the top vacation rental that St. Helena has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This vacation home rental outside of St. Helena offers an outdoor pool, a barbecue grill, and 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 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 larger area, you’ll find Trinidad and Tobago Civil Aviation Authority and Trincity Mall.

What are vacation rentals like in St. Helena?

Vacation rentals are private accommodations you can reserve for several days or longer in St. Helena. Vacation rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.