St. Helena Vacation Rentals

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Our top choices for St. Helena vacation rentals

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 $62
CA $131 total
includes taxes & fees
May 23 - May 24
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is CA $127
CA $153 total
includes taxes & fees
May 26 - May 27
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, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is CA $68
CA $130 total
includes taxes & fees
May 22 - May 23
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
10.0 out of 10, Exceptional, (1 review)
"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 $76
CA $131 total
includes taxes & fees
May 18 - May 19
ModernRetreat with Easy Access to Everything

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is CA $99
CA $161 total
includes taxes & fees
May 18 - May 19
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $124
CA $216 total
includes taxes & fees
May 18 - May 19
Serene 1-bedroom apt with AC in charming Chaguanas

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 $98
CA $160 total
includes taxes & fees
May 23 - May 24
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is CA $167
CA $236 total
includes taxes & fees
May 20 - May 21
Cosy Carnival quarters in downtown POS

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is CA $292
CA $512 total
includes taxes & fees
May 18 - May 19
3-bedroom Home with Private Jacuzzi

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $248
CA $325 total
includes taxes & fees
May 22 - May 23
Emporis Resort

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is CA $219
CA $241 total
includes taxes & fees
May 22 - May 23
Flower Of Joy Wellness Villa

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is CA $69
CA $96 total
includes taxes & fees
May 18 - May 19
Comfortable and Safe

Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment
3.0 star property
Piarco
The price is CA $837
CA $1,068 total
includes taxes & fees
May 26 - May 27
Port of Spain Windy Guest Apartment

Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment
3.0 star property
Piarco
The price is CA $417
CA $605 total
includes taxes & fees
May 26 - May 27
Port of Spain Sandy Guest Apartment

Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is CA $206
CA $278 total
includes taxes & fees
May 21 - May 22
Beautiful beach house bed and breakfast, with beach access.

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is CA $142
CA $173 total
includes taxes & fees
May 26 - May 27
Charming Piarco Home With Garden View

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 $103
CA $131 total
includes taxes & fees
May 18 - May 19
Breezy Bungalow Airport Suite

Wonderful 2-bedroom apartment in Arima Borough Corporation

Wonderful 2-bedroom apartment in Arima Borough Corporation
Arima Borough Corporation
The price is CA $454
CA $517 total
includes taxes & fees
May 24 - May 25
Wonderful 2-bedroom apartment in Arima Borough Corporation

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 $131
CA $186 total
includes taxes & fees
May 18 - May 19
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Located in the St. Augustine/Tunapuna twin-town area.

Located in the St. Augustine/Tunapuna twin-town area.
Tunapuna
The price is CA $138
CA $179 total
includes taxes & fees
May 18 - May 19
Located in the St. Augustine/Tunapuna twin-town area.
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

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 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 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 Trincity Mall and University of the West Indies.

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.