Photo by Dereem Solomon

Holiday Rentals in St. Augustine

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Holiday Rentals in St. Augustine

2 Bed parking gated modern

2.0 star property
2 Bed parking gated modern

Charming 2-bedroom apartment with WiFi, AC and incredible views in Maraval

Charming 2-bedroom apartment with WiFi, AC and incredible views in Maraval

Comfortable and Safe

9.6 out of 10, Exceptional, (4)
"First time using VRBO and this place was a pleasant surprise in a neighborhood close to my family. This place had everything I needed to make my stay comfortable. Owner was readily available and communicative. Love the washer and dryer access."
The price is €71
includes taxes & fees
21 Feb - 22 Feb
Comfortable and Safe

-20% Convenient Studio Queens Park Savannah Getway

10.0 out of 10, Exceptional, (5)
"A literal hidden gem in the traditionally eorking class neighborhood in Port of Spain. The studio is as pictured with a clean, spacious, well appointed kitchenette; a full bathroom with modern fixtures and working air conditioning that's perfect for the steamy nights. Walkable to the Savannah, downtown Port of Spain, historical sites and all the Carnival related activities. Several layers of security are in place but you never feel surveiled. The local police, emergency services and hospital...
-20% Convenient Studio Queens Park Savannah Getway

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!"
charming hill top retreat in San Juan Trinidad and Tobago

Sunflower Apartments Trinidad

3.0 star property
8.6 out of 10, Excellent, (12)
"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 €96
includes taxes & fees
11 Mar - 12 Mar
Sunflower Apartments Trinidad

Relaxing, private, family friendly, 3 bedroom home

9.2 out of 10, Wonderful, (11)
"place was nice and quiet and hoist respond fast."
Relaxing, private, family friendly, 3 bedroom home

Garden Oasis 1: Villa with Private Pool

10.0 out of 10, Exceptional, (3)
Garden Oasis 1: Villa with Private Pool

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 Jacuzzi Gulfview Townhome

2.0 star property
Pool Jacuzzi Gulfview Townhome

Stewart Suite Apt -Trincity, Airport, Full Apt

9.6 out of 10, Exceptional, (7)
"Environment a bit noisey at late nights "
The price is €95
includes taxes & fees
24 Feb - 25 Feb
Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt

10.0 out of 10, Exceptional, (2)
"You will not go wrong staying at this property. The neighborhood is lovely and family friendly. Very safe and secure. The apartment was clean, adorable and fully stocked with what we needed. The hosts are one site and an absolute joy. It’s obvious that they take pride and enjoy what they do. There is a small food menu with homemade items that is so delightful and convenient. We enjoyed ordering every day. We absolutely recommend. We will definitely return."
The price is €95
includes taxes & fees
23 Feb - 24 Feb
Stewart Guest Apt -Trincity, Airport, Full Apt

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025

4.0 out of 10, (3)
"I liked the location and how friendly the owners were. I did not like that there was no ac, lock for the buglar bars and more comfortable mattresses."
The price is €60
includes taxes & fees
25 Feb - 26 Feb
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2025

Delightful Log Cabin with plunge pool close to amazing waterfall

10.0 out of 10, Exceptional, (3)
"Truly lovely property, easily accessible property manager, and great stay overall. There is no air conditioning in the living room area, this added amenity would have made the stay much better for family time instead of each of us having to revert to the coolness of our respective bedrooms. Apart from this, a truly delightful place to stay."
Delightful Log Cabin with plunge pool close to amazing waterfall

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

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

10.0 out of 10, Exceptional, (2)
"Glendon has a beautiful home that is surrounded by a secured gate and protected with an alarm system. Her home easily accommodated my 20 family members and friends, who came on our trip, and could’ve easily accommodated to additional guest for a total of 22. Her cooking is amazing, there is a neat surprise that the entire family will enjoy in the backyard, and she was a wealth of information, including helping to know the best places to go and securing transportation. I highly Recommend staying...
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

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

The price is €129
includes taxes & fees
21 Feb - 22 Feb
Located in the St. Augustine/Tunapuna twin-town area.

Shirley's Retreat, serenity and charm in a rural setting, 15 mins from airport.

10.0 out of 10, Exceptional, (3)
"From the moment we arrived, the Shirleys Retreat team welcomed us with open arms! The house itself had everything one could possibly need and more. The location was very convenient and safe and the excursions suggested were perfect. While offering us transportation options, having a helpful host and also fresh bread to order, everything was in place for perfect, relaxing vacation. We cannot wait to come back! We cannot suggest this VRBO enough. "
Shirley's Retreat, serenity and charm in a rural setting, 15 mins from airport.

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

10.0 out of 10, Exceptional, (3)
"This place was exactly what my family needed. Our host was kind and gracious, communication was great. Location was perfect. ,tairport and "
The price is €119
includes taxes & fees
26 Feb - 27 Feb
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

The Loft at.... Alta Gracia is a stylish abode with all modern conveniences.

The Loft at.... Alta Gracia is a stylish abode with all modern conveniences.
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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Other types of properties in St. Augustine you may be interested in

Pax Guest House

3.0 star property
9.2 out of 10, Wonderful, (36)
"The guest house is nestled just below Mount St Benedict’s monastery halfway up said mountain. As such the views are spectacular and the breeze is welcome in the face of the heat waves you can face in Trinidad. It has a decidedly olde worlde tenor with antiques throughout the common areas as well as the bedrooms.The proprietors are charming hosts and the continental breakfast is particularly good. This was my second stay. The highlight is seeing the droves of hummingbirds on the balcony which...
The price is €114
includes taxes & fees
22 Feb - 23 Feb
Pax Guest House

2 Bed parking gated modern

2.0 star property
2 Bed parking gated modern

Hyatt Regency Trinidad

4.5 star property
9.2 out of 10, Wonderful, (1002)
"The room is well designed ans laid out. The bed is amazingly comfortable and the shower creates a lovelt steam spa like effect."
The price is €166
includes taxes & fees
14 Mar - 15 Mar
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.

Frequently asked questions

Can I find holiday rentals in St. Augustine?

Yes, there are holiday rentals close to the most popular sights in St. Augustine, or you can select a more secluded option if you're looking for a relaxing stay. St. Augustine is known for its football games and university setting. Make sure you have time to check out the restaurants while you're in the area.

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

Relaxing, private, family friendly, 3 bedroom home: This holiday home rental outside of St. Augustine offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What can I see and do in St. Augustine?

While exploring the area, visit family-friendly sights like Yerette - Home of the Hummingbird, or get outside and enjoy nature at Queen's Park Savanah. University of the West Indies and Mount St. Benedict Monastery are a couple of places you'll find in the wider area.

What are holiday rentals like in St. Augustine?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in St. Augustine. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for small groups.