Photo by Dereem Solomon

St. Augustine Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for St. Augustine holiday rentals

Apartment in St. Augustine

2 Bed parking gated modern
2.0 star property
10.0 out of 10, Exceptional, (2)
"casa muito bem equipada e bonita"
Brazil
Thamyres
2 Bed parking gated modern
3.0 star property
The price is S$580
includes taxes & fees
19 Dec - 20 Dec
Port of Spain Sandy Guest Apartment

Aparthotel in Arouca

Emporis Resort
3.5 star property
The price is S$266
includes taxes & fees
26 Dec - 27 Dec
Emporis Resort
3.0 star property
The price is S$1,025
includes taxes & fees
19 Dec - 20 Dec
Port of Spain Windy Guest Apartment
2.0 star property
The price is S$166
includes taxes & fees
23 Dec - 24 Dec
Charming Piarco Home With Garden View
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 S$130
includes taxes & fees
19 Dec - 20 Dec
Sunflower Apartments Trinidad
3.0 star property
The price is S$580
includes taxes & fees
19 Dec - 20 Dec
Port of Spain Breezy Guest Apartment

Apartment in Port of Spain

Arlene's & Chris's Guesthouse
4.0 star property
Arlene's & Chris's Guesthouse

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 S$145
includes taxes & fees
18 Jan - 19 Jan, 2026
El Carmen Apartments
3.5 star property
4.0 out of 10, (1)
" 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 S$603
includes taxes & fees
27 Dec - 28 Dec
Glencoe Townhome With Loft Jacuzzi and Pool

Apartment in Glencoe

Pool Jacuzzi Gulfview Townhome
2.0 star property
The price is S$539
includes taxes & fees
23 Dec - 24 Dec
Pool Jacuzzi Gulfview Townhome
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.
Save an average of 15% on thousands of hotels when you're signed in

Top St. Augustine Hotel Reviews

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.