St. Augustine Vacation Rentals

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Our top choices for St. Augustine vacation rentals

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is CA $88
CA $149 total
includes taxes & fees
Feb 16 - Feb 17
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $109
CA $200 total
includes taxes & fees
Feb 10 - Feb 11
Serene 1-bedroom apt with AC in charming Chaguanas

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
The price is CA $71
CA $126 total
includes taxes & fees
Feb 23 - Feb 24
ModernRetreat with Easy Access to Everything

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $230
CA $307 total
includes taxes & fees
Mar 6 - Mar 7
Emporis Resort

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 CA $86
CA $148 total
includes taxes & fees
Mar 9 - Mar 10
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

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 CA $129
CA $154 total
includes taxes & fees
Mar 1 - Mar 2
El Carmen Apartments

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is CA $258
CA $470 total
includes taxes & fees
Feb 13 - Feb 14
3-bedroom Home with Private Jacuzzi

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 CA $123
CA $138 total
includes taxes & fees
Mar 9 - Mar 10
Sunflower Apartments Trinidad

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is CA $117
CA $185 total
includes taxes & fees
Feb 20 - Feb 21
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

The ValVerde Condo 101

The ValVerde Condo 101
Port of Spain
10.0 out of 10, Exceptional, (3 reviews)
"Friendly and accommodating staff in a great location. Will definitely consider staying at this property again."
United States
Daryl C.
The price is CA $257
CA $410 total
includes taxes & fees
Feb 9 - Feb 10
The ValVerde Condo 101

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 CA $123
CA $150 total
includes taxes & fees
Feb 23 - Feb 24
Cozy Bed & Breakfast Private Room

Jacuzzi Loft and Pool Glencoe Townhome

Jacuzzi Loft and Pool Glencoe Townhome
2.0 star property
Glencoe
10.0 out of 10, Exceptional, (1 review)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
Jacuzzi Loft and Pool Glencoe Townhome

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 CA $62
CA $130 total
includes taxes & fees
Feb 20 - Feb 21
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
The price is CA $109
CA $164 total
includes taxes & fees
Feb 17 - Feb 18
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

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, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is CA $68
CA $129 total
includes taxes & fees
Feb 9 - Feb 10
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Piarco
9.2 out of 10, Wonderful, (7 reviews)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is CA $98
CA $208 total
includes taxes & fees
Feb 27 - Feb 28
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Located in the St. Augustine/Tunapuna twin-town area.

Located in the St. Augustine/Tunapuna twin-town area.
Tunapuna
The price is CA $137
CA $178 total
includes taxes & fees
Feb 9 - Feb 10
Located in the St. Augustine/Tunapuna twin-town area.

Trinidad Treasure

Trinidad Treasure
Tacarigua
The price is CA $57
CA $84 total
includes taxes & fees
Feb 24 - Feb 25
Trinidad Treasure

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 CA $130
CA $185 total
includes taxes & fees
Feb 9 - Feb 10
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Stylish One-bedroom Apartment in Secure Compound, Port of Spain

Stylish One-bedroom Apartment in Secure Compound, Port of Spain
2.0 star property
Downtown Port of Spain
The price is CA $127
CA $237 total
includes taxes & fees
Feb 18 - Feb 19
Stylish One-bedroom Apartment in Secure Compound, 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

Find out more about St. Augustine

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with St. Augustine. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in St. Augustine?

Yes, you can find vacation rentals near the most popular points of interest in St. Augustine, or you can select a more secluded option if you're looking for relaxation. 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 vacation rentals that St. Augustine has to offer?

Beautiful 4 bedroom home & additional 2 bedroom detached guess house.: This vacation home rental outside of St. Augustine has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

What can I see and do in St. Augustine?

While exploring the area, visit family-friendly sights like Emperor Valley Zoo, 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 larger area.

What are vacation rentals like in St. Augustine?

Vacation rentals are private properties you can book for a short or long stay in St. Augustine. Vacation rentals feature extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.