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

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for St. Augustine holiday rentals

Superior Apartment, Courtyard View | 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 ฿2,817
฿3,380 total
includes taxes & fees
14 Jul - 15 Jul
El Carmen Apartments
Terrace/patio

Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment
3.0 star property
Piarco
The price is ฿20,884
฿26,468 total
includes taxes & fees
13 Jul - 14 Jul
Port of Spain Windy Guest Apartment
Apartment, 2 Bedrooms, Kitchen, Ground Floor | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker

Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment
3.0 star property
Piarco
2.0 out of 10, (1 review)
"This was a complete scam. We never received the room and the host never answered. Will be reporting this. DO NOT BOOK HERE"
United States
Nina
The price is ฿10,442
฿14,982 total
includes taxes & fees
13 Jul - 14 Jul
Port of Spain Sunny Guest Apartment
Outdoor pool

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is ฿5,489
฿7,253 total
includes taxes & fees
20 Jul - 21 Jul
Emporis Resort
Exterior detail

Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment
3.0 star property
Piarco
The price is ฿10,442
฿14,982 total
includes taxes & fees
13 Jul - 14 Jul
Port of Spain Breezy Guest Apartment
Standard Apartment, 2 Bedrooms, Kitchen | 1 bedroom, premium bedding, desk, iron/ironing board

Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment
3.0 star property
Piarco
The price is ฿10,442
฿14,982 total
includes taxes & fees
13 Jul - 14 Jul
Port of Spain Sandy Guest Apartment
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is ฿5,295
฿5,825 total
includes taxes & fees
13 Jul - 14 Jul
Flower Of Joy Wellness Villa
Comfort Apartment | Living area

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
9.0 out of 10, Wonderful, (2 reviews)
"Its open space and family friendly"
United States
Aslam
The price is ฿2,847
฿4,130 total
includes taxes & fees
30 Jul - 31 Jul
The Cosy Konak
Front of property

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is ฿11,985
฿14,283 total
includes taxes & fees
23 Jul - 24 Jul
Arlene's & Chris's Guesthouse
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
4.0 out of 10, (1 review)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
United States
Terrandale h
The price is ฿4,961
฿13,780 total
includes taxes & fees
13 Jul - 14 Jul
Glencoe Townhome With Loft Jacuzzi and Pool
House, 1 Bedroom, Smoking, Balcony | Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is ฿2,455
฿3,081 total
includes taxes & fees
24 Jul - 25 Jul
Charming Piarco Home With Garden View
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 ฿2,996
฿3,356 total
includes taxes & fees
14 Jul - 15 Jul
Sunflower Apartments Trinidad
Studio, 1 Bedroom, Smoking, Balcony | Pool | Outdoor pool

Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is ฿2,433
฿4,838 total
includes taxes & fees
20 Jul - 21 Jul
Charming Studio in Port of Spain With Pool Access
Apartment, 1 Bedroom, Smoking | Living room

Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is ฿2,918
฿5,744 total
includes taxes & fees
26 Jul - 27 Jul
Stylish 1-bed Opposite Queens Park Savannah
House (Gulfview Townhouse with Pool and Jacu) | Exterior

Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is ฿6,592
฿15,574 total
includes taxes & fees
13 Jul - 14 Jul
Gulfview Townhouse With Pool and Jacuzzi
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

Radisson Hotel Trinidad

Radisson Hotel Trinidad

10/10 Excellent
"I had a wonderful stay at this hotel. The room was clean, comfortable, and well maintained. The staff were friendly, welcoming, and always ready to help. The location was convenient, and the overall experience exceeded my expectations. I would definitely stay here again and highly recommend it to others."
Md. Jashim 5-night trip
Posted 13 hours ago
Radisson Hotel Trinidad

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.