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

St. Augustine Holiday Rentals

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Our top choices for St. Augustine holiday rentals

1. ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.6 out of 10, Exceptional, (4 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$784 total
includes taxes & fees
18 Aug - 19 Aug
ModernRetreat with Easy Access to Everything

2. 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
17 Aug - 18 Aug
Stewart Guest Apt -Trincity, Airport, Full Apt

3. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.6 out of 10, Exceptional, (5 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$664
HK$797 total
includes taxes & fees
17 Aug - 18 Aug
El Carmen Apartments

4. Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"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 HK$565
HK$756 total
includes taxes & fees
17 Aug - 18 Aug
Stewart Hotel Apt - Trincity, Airport, Full Apt

5. 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
17 Aug - 18 Aug
Cozy Bed & Breakfast Private Room

6. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Arouca, Tunapuna/Piarco Regional Corporation
10.0 out of 10, Exceptional, (2 reviews)
"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...
United States
seema p.
The price is HK$604
HK$1,081 total
includes taxes & fees
8 Sept - 9 Sept
"Modern Comfort Near Airport & Shopping - The Cozy Condo"

7. 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 HK$698
HK$949 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

8. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is HK$1,412
HK$1,852 total
includes taxes & fees
17 Aug - 18 Aug
Emporis Resort

9. 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 HK$353
HK$745 total
includes taxes & fees
19 Aug - 20 Aug
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

10. Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Suite Apt -Trincity, Airport, Full Apt
Trincity
9.6 out of 10, Exceptional, (8 reviews)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
Anonymous traveller
The price is HK$565
HK$722 total
includes taxes & fees
17 Aug - 18 Aug
Stewart Suite Apt -Trincity, Airport, Full Apt

11. 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
9.6 out of 10, Exceptional, (5 reviews)
"Excellent location and customer service."
United States
Preston
The price is HK$388
HK$742 total
includes taxes & fees
18 Aug - 19 Aug
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

12. 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 HK$298
HK$534 total
includes taxes & fees
8 Sept - 9 Sept
Comfortable and Safe

13. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is HK$838
HK$1,191 total
includes taxes & fees
31 Aug - 1 Sept
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

14. 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
17 Aug - 18 Aug
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

15. Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is HK$779
HK$948 total
includes taxes & fees
30 Aug - 31 Aug
Charming Piarco Home With Garden View

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is HK$416
HK$887 total
includes taxes & fees
17 Aug - 18 Aug
BUENA VISTA | Views•Pool•Location•Wellness•Nature

17. 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$1,234 total
includes taxes & fees
24 Aug - 25 Aug
Serene 1-bedroom apt with AC in charming Chaguanas

18. 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
17 Aug - 18 Aug
Charming bed & breakfast with pool view

19. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is HK$459
HK$851 total
includes taxes & fees
24 Aug - 25 Aug
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

20. A modern tiny house, big on comfort, with an urban tiny living experience.

A modern tiny house, big on comfort, with an urban 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
14 Sept - 15 Sept
A modern tiny house, big on comfort, with an urban tiny living experience.
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

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:

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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.