Vacation rentals in Saint Augustine

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Top-rated vacation rentals in Saint Augustine

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Superhost
A cozy sleeping area features a spacious bed adorned with a striped blanket and decorative pillows. Natural light filters through arched windows framed by sheer curtains, illuminating a small desk and chair positioned nearby. The room is decorated in soft, neutral tones.
Apartment in San Juan
4.72 out of 5 average rating, 47 reviews

Cosy Secluded Studio, Nature Views,Outside Seating

Nestled between a stretch of bamboo sits this cozy studio equipped with all amenities you may need for short or long term stays. Located off Saddle Road but down a 230-foot private driveway, guests reap all the benefits of proximity to a busy main road, while staying in a tucked-away, peaceful and quiet compound. This studio is smack in the middle of POS and Maracas Bay (proclaimed as the island’s best beach) just a short 20 - 25 mins away. (On request - picnic basket, beach towels, raincoats.)

Guest favourite
A modern bedroom features a spacious bed with a light bedding set, complemented by decorative pillows. Soft lighting is provided by a ceiling fan and wall-mounted fixtures. Two blue chairs are positioned nearby, enhancing the room's cozy ambiance.
Apartment in Arouca
4.97 out of 5 average rating, 105 reviews

The Sanctuary: Studio near Airport with fire place

Unwind in an oasis of Style and Comfort at this centrally-located space. Just 7 mins from the airport, Trincity mall and other shopping areas. Ideal for business trips and couple/friends vacation. Retreat in our Modern Boho Master Bedroom, with high-end Designer Ensuite Bath, or pour your favourite glass from our mini wine seller. Designed with a fully equipped stainless steel kitchen to prepare your favourite dishes. Lounge in our cozy patio and roast your snacks over our petite fire place.

Guest favourite
A comfortable living area features a gray sectional sofa adorned with colorful pillows. A glass coffee table rests on a vibrant area rug, while a wall-mounted television is positioned opposite the seating. Natural light enters through two large windows framed by shades.
Condo in Saint Augustine
4.9 out of 5 average rating, 83 reviews

What a feeling!!!

Emerald 304 is nestled in the safe, easy-going town of St. Augustine, about 20 minutes east of the capital city and 20 minutes west of the international airport. Within 2 minute's walk there's Starbucks and SuperPharm (think Walgreens, only better), a private hospital, Scotia Bank, Tunapuna market, UWI to the left and Sir Arthur Lewis Hall to the right, the Caribbean's premier eye surgery over the road, and a 10-minute drive will take you to Mount St Benedict Monastery, viewable from your room.

Top guest favourite
A welcoming living area is furnished with comfortable sofas adorned with patterned cushions. A round coffee table sits centrally on a light area rug, surrounded by indoor plants. Natural light filters through sheer curtains, creating a bright and inviting space.
Apartment in Tunapuna/Piarco Regional Corporation
4.96 out of 5 average rating, 25 reviews

The Sunrise Terrace.

A spacious residential apartment which comprise two bedrooms suitable for 2 persons each. Each bedroom consists of en-suite toilet/shower/large closets. Convenient full indoor laundry facility. A balcony overlooks a small breezy playground where one can view the sunrise. Sit in my front garden and pick mangoes. Easy access for public transportation if you don’t have a rental car. Moreover, there are various fast-food outlets, restaurants, groceries and shopping malls within close proximity.

Top guest favourite
An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.
Place to stay in Paramin
5 out of 5 average rating, 187 reviews

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Top guest favourite
Condo in Piarco
4.92 out of 5 average rating, 24 reviews

SuiteDreams- Modern Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

Guest favourite
A bright living area features a comfortable seating arrangement with a neutral-toned sofa and decorative pillows. Large windows provide an unobstructed view of the surrounding landscape. A ceiling fan adds to the airy feel, while a doorway leads to an outdoor space.
Apartment in San Juan
4.9 out of 5 average rating, 84 reviews

Peaceful 1BR apt in San Juan

Enjoy spectacular views at this Fully Equipped 1 bedroom natural oasis nested in the beautiful and secluded hills of Petit Bourg, San Juan. You'll have a complete apartment outfitted with a full kitchen (dishwasher too), a laundry with a stacked washer-dryer and a King-sized bed that can be separated into 2 single beds. Enjoy the best of worlds with a peaceful retreat that's conveniently 15 minutes away from the city and only 8-10 minutes away from supermarkets, parks and restaurants.

Guest favourite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Condo in Piarco
4.95 out of 5 average rating, 165 reviews

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Guest favourite
A well-appointed bedroom features a spacious bed adorned with a textured blanket. A bedside lamp adds illumination. Dark curtains frame a window, allowing natural light to filter in. A wardrobe stands in the corner, complementing the minimalist design of the room.
Apartment in D'Abadie
4.99 out of 5 average rating, 107 reviews

A Sweet Escape- 1BR Apt 6 Mins from the airport.

Kick back and relax in this modern, stylish space located on a private road off “Piarco Old Road” This cozy apartment is away from all the hustle and bustle but still in the vicinity of the Airport, Piarco Plaza, Trincity Mall, Several Grocery Stores and Pharmacies. This unit contains an additional sleeper bed, high-end finishes and furniture along with AC and Wi-Fi. Contains all the amenities needed for a couple spending quality time,an overnight layover or business trip.

Guest favourite
A covered balcony is presented, featuring comfortable seating with colorful cushions and a glass-top table. Large screens allow for natural light while providing a view of the landscaped green area outside. The space is inviting and suitable for relaxation.
Condo in Saint Augustine
4.96 out of 5 average rating, 23 reviews

Tropical Hideaway in St Augustine

Discover the charm of our stunning 2-bedroom apartment in the heart of St. Augustine, Trinidad and Tobago. Perfect for smaller groups, this cozy yet stylish retreat offers comfort and convenience in a safe, gated compound. Highlights: Spacious and beautifully designed interiors. Ideal for both business and leisure travelers. Located in a prime area with easy access to local attractions. Experience a true home away from home in this tropical haven.

Guest favourite
The exterior of a two-story building is presented during twilight, showcasing soft lighting from multiple windows and planters. The structure features a modern design with a clean façade, and lush greenery is visible around the entrance, creating a welcoming ambiance.
Apartment in San Juan
4.95 out of 5 average rating, 19 reviews

Modern | Full A/C | 2BR | Full Kitchen | Parking

Welcome to your perfect getaway! Nestled in the heart of San Juan, this cozy retreat offers the perfect blend of comfort and convenience. Relax in the thoughtfully designed space equipped with all modern amenities. Located just minutes from Port of Spain, it’s the ideal base for exploring the island or unwinding after a busy day. Whether you’re traveling for work or leisure, enjoy a serene and memorable stay with easy access to everything you need.

Superhost
The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.
Guesthouse in Tunapuna/Piarco Regional Corporation
4.88 out of 5 average rating, 136 reviews

Jungle loft in the heights of Aripo

Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!

Popular amenities for Saint Augustine vacation rentals

When is the best time to visit Saint Augustine?

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Avg. price$142 CAD$169 CAD$141 CAD$129 CAD$129 CAD$141 CAD$124 CAD$141 CAD$141 CAD$141 CAD$197 CAD$141 CAD
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Quick stats about vacation rentals in Saint Augustine

  • Total vacation rentals

    Explore 60 vacation rentals in Saint Augustine

  • Nightly prices starting at

    Saint Augustine vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 330 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Saint Augustine vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Saint Augustine rentals

  • 4.8 Average rating

    Saint Augustine stays are highly rated by guests—averaging 4.8 out of 5!