A cannon on a grassy hill overlooking a calm sea with a distant shoreline.

St. Augustine Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for St. Augustine holiday rentals

Interior

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 HK$470
HK$783 total
includes taxes & fees
2 Jul - 3 Jul
ModernRetreat with Easy Access to Everything
TV

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is HK$706
HK$1,233 total
includes taxes & fees
2 Jul - 3 Jul
Serene 1-bedroom apt with AC in charming Chaguanas
TV

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 HK$558
HK$911 total
includes taxes & fees
14 Jul - 15 Jul
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Outdoor pool

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is HK$1,411
HK$1,850 total
includes taxes & fees
7 Jul - 8 Jul
Emporis Resort
Interior

Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is HK$1,176
HK$1,569 total
includes taxes & fees
3 Jul - 4 Jul
Beautiful beach house bed and breakfast, with beach access.
Dining

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is HK$776
HK$1,169 total
includes taxes & fees
2 Jul - 3 Jul
Cosy Carnival quarters in downtown POS
Smart TV, table football, stereo

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 HK$588
HK$745 total
includes taxes & fees
6 Jul - 7 Jul
Breezy Bungalow Airport Suite
Living area

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 HK$663
HK$796 total
includes taxes & fees
7 Jul - 8 Jul
El Carmen Apartments
Pool

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is HK$494
HK$886 total
includes taxes & fees
9 Jul - 10 Jul
BUENA VISTA | Views•Pool•Location•Wellness•Nature
Desk, iron/ironing board, free WiFi, bed sheets

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 HK$565
HK$722 total
includes taxes & fees
3 Jul - 4 Jul
Stewart Guest Apt -Trincity, Airport, Full Apt
3 bedrooms, iron/ironing board, free WiFi

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is HK$1,665
HK$2,936 total
includes taxes & fees
9 Jul - 10 Jul
3-bedroom Home with Private Jacuzzi
Property grounds

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 HK$400
HK$949 total
includes taxes & fees
2 Jul - 3 Jul
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
1 bedroom, desk, iron/ironing board, free WiFi

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 HK$706
HK$863 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Bed & Breakfast Private Room
Room amenity

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 HK$706
HK$790 total
includes taxes & fees
4 Jul - 5 Jul
Sunflower Apartments Trinidad
Private kitchen

Casa No.6 Ascot

Casa No.6 Ascot
Arima
The price is HK$685
HK$1,155 total
includes taxes & fees
7 Jul - 8 Jul
Casa No.6 Ascot
Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is HK$579
HK$726 total
includes taxes & fees
12 Jul - 13 Jul
Charming Piarco Home With Garden View
Interior

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is HK$706
HK$902 total
includes taxes & fees
2 Jul - 3 Jul
Charming bed & breakfast with pool view
1 bedroom, WiFi, bed sheets

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 HK$745
HK$1,059 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Interior

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 HK$388
HK$741 total
includes taxes & fees
9 Jul - 10 Jul
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Pool

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is HK$518
HK$910 total
includes taxes & fees
2 Jul - 3 Jul
WINDCREST VILLA - Great view near Port of Spain
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

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

10/10 Excellent
"Clean room and environment. Wonderful breakfast!"
rani 1-night trip
Posted 18 hours ago
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Find out more about St. Augustine

Search for holiday rentals in St. Augustine on Expedia! You can easily find your home rentals, villas, holiday apartments in St. Augustine using one of the methods below:

  • View our selection of featured holiday rentals in St. Augustine
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  • Enter your travel dates to view the best deals on holiday rentals in St. Augustine while they last

Look no further and take a look at our great range of rental properties in St. Augustine!

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?

Glencoe Townhome With Loft Jacuzzi and Pool: This holiday home rental outside of St. Augustine offers an outdoor pool, a BBQ and free WiFi to help you feel perfectly comfortable in your new surroundings. 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.