Vacation rentals in Saint Augustine

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Top-rated vacation rentals in Saint Augustine

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

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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
4.73 out of 5 average rating, 48 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.)

Superhost
Condo in Trincity
5 out of 5 average rating, 3 reviews

Executive Haven close to mall, 5 mins from Airport

Enjoy a stylish experience at this centrally located place. Beautiful one bedroom apt. is designed for comfort, style, and unbeatable convenience. This cosy atmosphere is the perfect size for solo/business travelers or couples You are literally 2 mins walking distance from the area's main attractions. The Mall, TGIF Restaurants, Supermarkets. Easy accessibility to all local convenient places, yet remains a peaceful and quiet haven for a restful stay. Book your perfect, convenient getaway today!

Guest favorite
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, 108 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 favorite
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 favorite
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 favorite
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, 197 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!

Guest favorite
Condo in San Juan
4.93 out of 5 average rating, 45 reviews

"Young's Resting Haven North"

Dear guests have meticulously, wonderfully, memorably, uniquely, universal stays here in San Juan Trinidad & Tobago in this amazingly auspicious room Young's Resting Haven North. There is 1 DOUBLE & 1 SINGLE BED, free parking, an attached restroom a 32"inch smart SAMSUNG HDTV, HuB internet premium cable with, HBO, Max, Paramount and other amenities. You'll love to stay here, reason being, we are very enthusiastic in offering you a most best-fit experience for your goals, Airbnb and otherwise.

Top guest favorite
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
4.98 out of 5 average rating, 66 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 favorite
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 favorite
A spacious bedroom is furnished with a neatly made bed featuring patterned linens and pillows. A grey sofa chair is positioned beside a light-colored desk, while a tasteful painting adorns the wall. Soft natural light enters through the window, framed by patterned curtains.
Apartment in San Juan
4.82 out of 5 average rating, 51 reviews

Budget Trini Homestay - Room A

deal for your BASIC ACCOMMODATION, The apartment is simply decorated and conveniently located ten minutes from the Capital and twenty minutes to the Airport. Busy with morning traffic, the neighborhood is generally quiet with the faint sounds of traffic going by and children from a nearby school on a school day. Most days, I usually come out with my coffee and watch the hustle and bustle and tend my herb garden, various other plants, and my dog.

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, 137 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!

Guest favorite
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.
Condo in Arouca
4.95 out of 5 average rating, 60 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!

Popular amenities for Saint Augustine vacation rentals

When is the best time to visit Saint Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,130 GYDG$25,105 GYDG$20,921 GYDG$19,247 GYDG$19,247 GYDG$20,921 GYDG$18,410 GYDG$20,921 GYDG$20,921 GYDG$20,921 GYDG$29,289 GYDG$20,921 GYD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

  • 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.

  • 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!

  • 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.

  • 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.

  • 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.

  • 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.

  • Do apartment rentals in Saint Augustine have a kitchen?

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

  • What are the most popular amenities for Apartment Rentals in Saint Augustine?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 30 homes with air conditioning, over 20 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 G$8,368 GYD 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 & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Saint Augustine vacation rentals include wi-fi 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!