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.

Location · Family · Nearby

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!

Family · Location · Beach

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.

Family · Value · Bathroom

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.

Family · Location · Condition

The Pad Luxury, Santa Cruz (With Pool)

The Pad: Luxury Condo in Santa Cruz Welcome to The Pad at Santa Cruz, a stylish modern condo tucked away in the lush Santa Cruz valley just minutes from Port of Spain. Located within a secure gated community, this peaceful retreat offers comfort, privacy, and signature Pad Luxury hospitality. Relax in beautifully designed interiors or unwind by the shared swimming pool while enjoying the calm hillside surroundings. Perfect for business trips, weekend escapes, or Carnival stays.

Location · Family · View

Modern container home in scenic Blanchisseuse

Moonrise is a one-of-a-kind, hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia. Built using two repurposed marine containers, Moonrise offers 3 bedrooms, 2 baths, AC, WiFi, above-ground pool, and sweeping sea views from every balcony and the rooftop deck. Minutes from north coast beaches, waterfalls, hiking trails, and fishing adventures, Moonrise blends modern comfort with wild coastal beauty.

Location · Family · Kitchen

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 · Hospitality

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!

Family · Location · Solo travel

Paramin View- Ocean and Mountain Views Retreat

Forget your worries in this spacious and serene home. This house promises an escape from a busy lifestyle. Simple living with great views of the City, Gulf, Mountains and the Caribbean Sea. A lot of space with a lot of promise and character. Lots to do nearby. Hike to the scenic Paragrant bay or Visit La Vigie. 18 mins away from Maracas Bay, 25 mins away from the City. This house is a great escape.

Location · Family · Kitchen

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.

Location · Family · Getting around

NORTH DECK CABIN 4 - Sea View, Air/Con, Private

Perched on the side of the lush green Northern Range forest, adults can unwind, bird watch, savor the sunset or soak in the sounds and beautiful sea view of the peaceful North Coast. Perfectly surrounded by nature to focus, regroup, relax or simply switch off. Nearby hiking trails to beaches. Only 12 minutes by car to the famous Maracas. Please note kids under 12 not allowed.

Location · View · Sleep quality

Luxury 3 BR, Ocean view, Pool, 10 mins from POS

Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.

Family · Location · Layout