Family-friendly vacation rentals in Saint Augustine

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.

Indoor spaces · Kitchen · Decor

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.

Indoor spaces · Kitchen · Location

Paramin Sky Suite

A luxurious observatory for experiencing nature like never before Unwind in a lush, king sized bed overlooking the Caribbean Sea & forest canopy. Have a glass of wine at sunset on a private, panoramic rooftop. Live fully in a unique space where a Japanese couch faces a freestanding tub with the backdrop of a tree & endless ocean.Explore Paramin & fall in love with its people & culture Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Indoor spaces · Family · Hospitality

Sweet spot near POS/Airport/UWI with Hot Tub | Gym

Book now to enjoy this beautiful escape. Wake up to birdsong, enjoy your morning coffee, unwind in your private hot tub. The Oasis offers a peaceful country escape just 20 minutes from Port of Spain and Piarco Inter. Airport—perfect for families, couples, bridal parties and wellness getaways. 👨‍👩‍👦‍👦 Have kids? Request a travel car seat or Pack 'n Play. 💍 Wedding planner? Message us to learn about our accommodation packages. ✨ Off-season discounts available—message us to learn more!

Family · Indoor spaces · Accuracy

The Mellier - Comfort Meets Convenience

The Mellier features two private self-contained units that can be rented individually or together, making it perfect for solo travelers, couples, families, or small groups. Luna is a cozy one-bedroom unit, with a kitchenette ideal for short stays. Java is our more spacious one-bedroom suite, offering a separate living area, a fully equipped kitchen, and an in-unit laundry centre, perfect for longer stays. Conveniently located, close to key amenities, dining, shopping, and main routes.

Indoor spaces · Family · Air conditioning

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.

Kitchen · Indoor spaces · Sleep quality

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.

Indoor spaces · Family · Getting around

The Retreat - Modern 1Bdr • Gated • 4 min Airport

Enjoy a luxurious experience at this centrally-located condo. Just 4 mins from the airport, Trincity Mall and other shopping centres; and just 20 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Luxury Master Bedroom with Spa Designed Bath, or have your favourite drink while reading a book in our chic living space. Also contains 1 Sleeper Bed, Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

Kitchen · Family · Bathroom

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: Beautifully designed interiors ideal for both business and leisure travellers. Located in a prime area with easy access to local attractions. Experience a true home away from home in this tropical haven.

Indoor spaces · Kitchen · Amenities

The Loft

Settle into this chic and cozy loft in St. Augustine, ideal for Carnival adventures, UWI visits or work trips with a little style. Sitting right across from The UWI St. Augustine Main Campus and just off the highway, getting around is a breeze. You’re 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and just minutes from supermarkets, pharmacies, restaurants, and all the everyday conveniences.

Kitchen · Indoor spaces · Getting around

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!

Kitchen · Indoor spaces · Hiking

Tropical hillside studio perfect for hikers

A perfect place for eco-tourists and bird enthusiasts looking for a relaxing spot to explore the northern range on foot from. We are situated at the base of El Tucuche, fabled in Amerindian lore as a sacred mountain. The studio is large and comfortable with good views and perfectly located for guests seeking to explore the island. The apartment also has a projector system with Netflix.

Indoor spaces · Family · Sleep quality