Holiday rentals in Saint Augustine

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Top-rated holiday rentals in Saint Augustine

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A serene balcony features a hammock and a small dining set with two chairs, all placed on lush green turf. A telescope is positioned for panoramic views of the ocean and surrounding landscape, complemented by bright sunlight streaming in.
Place to stay
4.92 out of 5 average rating, 143 reviews

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Superhost
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.
Flat in Arouca
4.95 out of 5 average rating, 115 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.
Apartment in Saint Augustine
4.91 out of 5 average rating, 90 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.
Flat in Tunapuna/Piarco Regional Corporation
4.96 out of 5 average rating, 26 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, 218 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
A compact kitchen area features wooden cabinetry and a tiled countertop. Essential appliances including a refrigerator, microwave, and electric kettle are arranged for convenience. A bar-height seating area with a round stool complements the space, inviting casual dining or coffee breaks.
Guest suite in San Juan
4.99 out of 5 average rating, 71 reviews

RAP's Cozy Getaway Your home away from home.

One bedroom self contained flat with en suite bathroom. Brightly decorated, with essential amenities. It is conveniently located with easy access to gyms, savannahs, and for the more religious guests there are many places of worship.. It is accessible to the city, the north coast beaches, Mount St Benedict , the Caroni Bird Sanctuary and the south of Trinidad by public transportation. The space can accommodate 2 persons. Fans are provided . No pets. No smoking . Yes to Hot and cold water.

Guest favourite
The cabin is framed by a lush garden featuring vibrant yellow flowers carpeting the ground. An inviting wooden exterior, complemented by large windows, allows natural light to fill the space. Surrounding trees add to the tranquility of this serene hillside setting.
Holiday home in Port of Spain
4.97 out of 5 average rating, 61 reviews

Le Chalet

Located 25 minutes from the airport and nestled in the hills of Maracas valley, this cabin is just a 7 minute drive from the trail head of the highest waterfall in Trinidad at 300 feet and 3 minute drive from the hummingbird sanctuary. Also located nearby is the Ortinola estate where you can make your own chocolate. Please feel free to ask about airport transfers and additional tours of the island that we offer. Our home is very family oriented, we do not allow events or large gatherings.

Top 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.
Apartment in Piarco
4.95 out of 5 average rating, 189 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 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.
Apartment
4.96 out of 5 average rating, 26 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
Flat in San Juan
4.91 out of 5 average rating, 11 reviews

Modern 2BR | Free Parking | Full AC | Ground Unit

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.

Guest favourite
A dining area features a round wooden table with two high-backed chairs positioned against a wall. Decorative woven wall art and minimalist shelves showcasing plants and items add character. Soft, natural light filters through a striped window covering.
Apartment in Arouca
4.95 out of 5 average rating, 64 reviews

"The Cozy Condo: Where Modern Meets Comfort"

Cozy for two, comfy for one—The Cozy Condo is an inviting 1-bedroom retreat perfect for couples, solo travelers, and weekend getaways. This smoke-free/vape-free hideaway features modern comforts like AC, fast Wi-Fi, a full kitchen, smart TV, and an in-unit laundry center. Relax in the open-concept living/dining area after exploring nearby restaurants, street vendors, malls, and more—just 20 minutes from the airport!

Guest favourite
A spacious roof terrace features comfortable outdoor seating with plush cushions. A glass table stands at the center, offering a spot for drinks or dining. Lush green mountains rise in the background under a clear blue sky.
Townhouse in Maraval
5 out of 5 average rating, 33 reviews

Vallée Cachée- Bougainvillea 2bdr Twnhouse w Pool

Vallée Cachée is a destination. Relax on the roof terrace with your drink of choice or enjoy a late evening swim at the temperture controlled full size swimming pool in the safety of a well protected property. Just hang out or turn up the heat in the charcoal BBQ pit. This property is ideal for groups as there are 4 airbnb Townhouses available for rent on this compound (sleeps a total of 20 persons)

Popular amenities for Saint Augustine holiday rentals

When is the best time to visit Saint Augustine?

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Avg. price£76£90£75£69£69£75£66£75£75£75£67£94
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Saint Augustine?

    Saint Augustine has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Saint Augustine?

    Experience the best of Saint Augustine with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Saint Augustine?

    Yes! Work meets play with ease at over 20 vacation rentals in Saint Augustine featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Saint Augustine vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Saint Augustine, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Saint Augustine have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Saint Augustine. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Saint Augustine have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Saint Augustine. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Saint Augustine have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Saint Augustine. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Saint Augustine have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Saint Augustine. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Saint Augustine

  • Total holiday rentals

    Explore 60 holiday rentals in Saint Augustine

  • Nightly prices starting at

    Saint Augustine holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Saint Augustine holiday 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!