Vacation rentals in Hololo

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

Value · Family · Pool

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!

Value · Location · Breakfast

Toucan Cottage - Off-grid 2 bed 2.5 bath house

Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

Value · Location · Getting around

SuiteDreams- Modern 2BR 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.

Value · Location · Long stay

It’s Modern Luxury! 1 king bed, 1 bath with a view

A beautifully designed modern NYC styled 1 bed/1bath, 2nd floor apartment with mountain views within a charming, older, secured gated compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, a comfy king bed, generous closet space, an amazing bathroom for relaxing. Minutes away from the savannah, city center, malls. Steps to many restaurants, cafes, pharmacies and Massy supermarket. Amazing views for coffee mornings and evening sips!

Location · Family · Nearby

Savannah Bliss

Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.

Location · Family · TV

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.

Location · Value · Walkability

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.

Value · Family · Indoor spaces

Oasis, Your home away from home.

Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - the call and response of at least 10 species of birds, shady fruit trees, as well as the comforts of modern day life. Only 30 minutes drive from the beautiful Maracas Beach, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 minutes from the Queen's Park Savannah.

Value · Location · Cleanliness

Paramin View- Ocean and Mountain Views Retreat

Rustic hillside home with stunning views of the city, sea, and mountains. Enjoy birdsong, fresh air, and a peaceful natural setting. This is not a luxury stay, but an authentic escape surrounded by wildlife and greenery. Explore nearby hikes, visit Maracas Bay just 18 minutes away, or reach Port of Spain in about 25 minutes. Perfect for those seeking quiet, nature, and a slower pace. Forget your worries in this spacious and serene home.

Location · Family · TV

The Loft

Stay at this modern, cozy loft in St. Augustine, right opposite UWI South Gate. Perfect for Carnival, UWI visits, work or family trips, quick getaways, a quiet place to study or work, or even a delayed flight or long layover. Just 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and minutes from supermarkets, pharmacies, restaurants, and everyday conveniences.

Value · Location · View

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.

Family · Value · Outdoor spaces