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St. Augustine Holiday Rentals

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Our top choices for St. Augustine holiday rentals

Aparthotel in Arouca

Emporis Resort
3.5 star property
The price is NZ$387
includes taxes & fees
29 Dec - 30 Dec
Emporis Resort

Apartment in St. Helena

El Carmen Apartments
4.0 star property
10.0 out of 10, Exceptional, (3)
"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 NZ$193
includes taxes & fees
26 Dec - 27 Dec
El Carmen Apartments
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 "
United States
Anonymous traveller
The price is NZ$173
includes taxes & fees
26 Dec - 27 Dec
Sunflower Apartments Trinidad

Holiday Home in Santa Cruz

Cozy Bed & Breakfast Private Room
10.0 out of 10, Exceptional, (1)
"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 NZ$188
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Bed & Breakfast Private Room
8.0 out of 10, Very good, (1)
"The place is great but the neighbors dogs make hell alot of noise...."
United States
Aaron
The price is NZ$257
includes taxes & fees
3 Jan - 4 Jan 2026
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
10.0 out of 10, Exceptional, (3)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is NZ$171
includes taxes & fees
16 Jan - 17 Jan 2026
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
10.0 out of 10, Exceptional, (1)
"The place was very clean"
United States
Bryan
The price is NZ$171
includes taxes & fees
10 Jan - 11 Jan 2026
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
The price is NZ$214
includes taxes & fees
27 Dec - 28 Dec
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
9.6 out of 10, Exceptional, (7)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
SABINE B.
The price is NZ$171
includes taxes & fees
3 Jan - 4 Jan 2026
Stewart Suite Apt -Trincity, Airport, Full Apt
2.0 star property
9.0 out of 10, Wonderful, (4)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is NZ$214
includes taxes & fees
1 Jan - 2 Jan 2026
Modern tiny house that’s big on comfort
The price is NZ$228
includes taxes & fees
29 Dec - 30 Dec
Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry
The price is NZ$240
includes taxes & fees
26 Dec - 27 Dec
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
The price is NZ$207
includes taxes & fees
29 Dec - 30 Dec
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
The price is NZ$424
includes taxes & fees
28 Dec - 29 Dec
Serenity in the heart of Sangre Grande - a stylish gated 2-bedroom apartment
The price is NZ$211
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 1-bedroom apartment with WiFi, AC and mins to Airport
9.2 out of 10, Wonderful, (7)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is NZ$260
includes taxes & fees
3 Jan - 4 Jan 2026
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
The price is NZ$219
includes taxes & fees
29 Dec - 30 Dec
BUENA VISTA | Views•Pool•Location•Wellness•Nature
The price is NZ$349
includes taxes & fees
27 Dec - 28 Dec
Beautiful beach house bed and breakfast, with beach access.

Apartment in Cunupia

Comfortable and Safe
8.4 out of 10, Very good, (7)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is NZ$103
includes taxes & fees
28 Dec - 29 Dec
Comfortable and Safe
9.4 out of 10, Exceptional, (3)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is NZ$179
includes taxes & fees
1 Jan - 2 Jan 2026
Stewart Hotel Apt - Trincity, Airport, Full Apt
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. Augustine Hotel Reviews

Find out more about St. Augustine

Everything you need to know about St. Augustine holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Augustine holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Augustine holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Augustine holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Augustine. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Augustine holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Augustine holiday rentals we have selected for you start as low as NZ$103 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Augustine rentals

At Expedia, we put the best St. Augustine holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Augustine rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Augustine holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Augustine. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming Piarco Home With Garden View: This holiday home rental outside of St. Augustine comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

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.