St. Augustine Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for St. Augustine vacation rentals

Interior

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.0 out of 10, Wonderful, (2 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 ￥7,779
￥14,150 total
includes taxes & fees
Jun 15 - Jun 16
ModernRetreat with Easy Access to Everything
Outdoor dining

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 ￥11,467
￥18,634 total
includes taxes & fees
Jun 3 - Jun 4
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
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 ￥11,340
￥18,507 total
includes taxes & fees
Jun 5 - Jun 6
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
TV

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is ￥14,334
￥25,037 total
includes taxes & fees
Jun 2 - Jun 3
Serene 1-bedroom apt with AC in charming Chaguanas
3 bedrooms, iron/ironing board, free WiFi

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is ￥33,829
￥58,355 total
includes taxes & fees
Jun 2 - Jun 3
3-bedroom Home with Private Jacuzzi
Shower, hair dryer, towels, soap

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 ￥7,884
￥15,051 total
includes taxes & fees
Jun 2 - Jun 3
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
2 bedrooms, iron/ironing board, WiFi, bed sheets

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 ￥7,167
￥15,131 total
includes taxes & fees
Jun 2 - Jun 3
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Dining

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is ￥17,520
￥25,484 total
includes taxes & fees
Jul 1 - Jul 2
Cosy Carnival quarters in downtown POS
Property grounds

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 ￥8,760
￥12,742 total
includes taxes & fees
Jun 3 - Jun 4
Comfortable and Safe
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 ￥13,474
￥16,168 total
includes taxes & fees
Jun 3 - Jun 4
El Carmen Apartments
Exterior

Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is ￥8,601
￥14,972 total
includes taxes & fees
Jun 2 - Jun 3
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Interior

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
5.0 out of 10, (4 reviews)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is ￥6,429
￥9,858 total
includes taxes & fees
Jun 2 - Jun 3
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
Smart TV

Trinidad Treasure

Trinidad Treasure
Tacarigua
The price is ￥8,282
￥11,467 total
includes taxes & fees
Jun 15 - Jun 16
Trinidad Treasure
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, (4 reviews)
"Great property Centrally located "
United States
phillip
The price is ￥11,467
￥14,652 total
includes taxes & fees
Jun 2 - Jun 3
Stewart Guest Apt -Trincity, Airport, Full Apt
1 bedroom, desk, iron/ironing board, free WiFi

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 ￥11,467
￥15,340 total
includes taxes & fees
Jun 8 - Jun 9
Stewart Hotel Apt - Trincity, Airport, Full Apt
Fridge, microwave, oven, stovetop

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at this accommodation. The pictures don't really do it justice 😍 its comfprtable, fresh, clean and new, all with air conditioning in each room. The kitchen facilities are great too, with a big fridge freezer, oven, toaster, microwave, kettle. The host is great and we needed toilet paper one day, within 10mins he had delivered some, incredible service. There are lots of shops on the main road about 5-10mins walk. Its a 20min bus ride to port of spain, locals are all very...
United Kingdom
Claire
The price is ￥14,175
￥19,272 total
includes taxes & fees
Jun 2 - Jun 3
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Shower, hair dryer, towels, soap

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)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is ￥9,317
￥20,466 total
includes taxes & fees
Jun 2 - Jun 3
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
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 traveler
The price is ￥14,334
￥16,054 total
includes taxes & fees
Jun 2 - Jun 3
Sunflower Apartments Trinidad
Comfort Apartment | Living area

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"Its open space and family friendly"
United States
Aslam
The price is ￥13,618
￥19,758 total
includes taxes & fees
Jun 22 - Jun 23
The Cosy Konak
Pool

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is ￥10,512
￥18,476 total
includes taxes & fees
Jun 8 - Jun 9
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Augustine Hotel Reviews

Hyatt Regency Trinidad

Hyatt Regency Trinidad

10/10 Excellent
"I would stay again. The staff are trained professionals. No detail was unnoticed, the food was at well prepared and presented. I really enjoyed the ocean view. Eugenia on the wait staff was touch notch."
Lynette 3-night trip
Posted 3 hours ago
Hyatt Regency 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:

  • View our selection of featured holiday rentals in St. Augustine
  • Use the map to find apartments and other holiday homes in the St. Augustine neighbourhood you prefer
  • 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 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?

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