Apartment holiday rentals in San Juan

4.95 out of 5 average rating, 20 reviews

Flat in San Juan

Gated San Juan 2BR Ground Unit with AC & Parking

Welcome to your modern 2-bedroom ground-unit apartment in San Juan, designed for a clean, comfortable, and convenient stay in Trinidad. This gated apartment offers full air conditioning, free on-site parking, a fully equipped kitchen, in-unit laundry, comfortable bedrooms, and a welcoming check-in experience with someone available to personally greet and guide guests on arrival. The apartment is a great fit for couples, families, business travellers, guests visiting relatives, and longer stays.

4.97 out of 5 average rating, 29 reviews

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

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.

5.0 out of 5 average rating, 112 reviews

A spacious bedroom features a large window offering sweeping views of the ocean and surrounding greenery. A cozy bed is complemented by soft bedding and decorative pillows, with a wooden table showcasing lanterns. Warm lighting from a bedside lamp adds a serene ambiance.

Flat in Paramin

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!

A modern living area is shown, featuring a comfortable gray sofa with decorative cushions, placed near a large window that allows natural light to fill the space. A stylish coffee table sits in front, complemented by a vibrant rug and elegant wall art.

4.96 out of 5 average rating, 57 reviews

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.

A modern living area is depicted, featuring a cozy sofa and a stylish butterfly chair beside a round side table. A wall-mounted TV is visible, and a spacious bed is located in the background. Natural light filters in from large sliding doors, revealing greenery outside.

5.0 out of 5 average rating, 33 reviews

Stylish Urban Oasis, Woodbrook (Corner House)

Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.

4.92 out of 5 average rating, 102 reviews

A bright living area features a comfortable seating arrangement with a neutral-toned sofa and decorative pillows. Large windows provide an unobstructed view of the surrounding landscape. A ceiling fan adds to the airy feel, while a doorway leads to an outdoor space.

Flat in San Juan

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.

Superhost

A well-appointed bedroom features a spacious bed adorned with a textured blanket. A bedside lamp adds illumination. Dark curtains frame a window, allowing natural light to filter in. A wardrobe stands in the corner, complementing the minimalist design of the room.

Flat in D'Abadie

A Sweet Escape- 1BR Apt 6 Mins from the airport.

Kick back and relax in this modern, stylish space located on a private road off “Piarco Old Road” This cozy apartment is away from all the hustle and bustle but still in the vicinity of the Airport, Piarco Plaza, Trincity Mall, Several Grocery Stores and Pharmacies. This unit contains an additional sleeper bed, high-end finishes and furniture along with AC and Wi-Fi. Contains all the amenities needed for a couple spending quality time,an overnight layover or business trip.

4.98 out of 5 average rating, 128 reviews

4.87 out of 5 average rating, 39 reviews

A spacious bedroom showcases a large bed adorned with patterned bedding. A cozy sitting area features a decorative table with a ceramic cup and plate. Light flows through a partially drawn curtain, illuminating the area. Bicycles are visible in the background, adding a touch of activity.

Flat in San Juan

My Budget Trini Homestay

Ideal 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.

4.95 out of 5 average rating, 19 reviews

Flat in Saint Augustine

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.

A brightly lit living area features a glass dining table surrounded by four upholstered chairs. A cozy seating space is arranged with an orange sofa and a wicker chair, complemented by decorative plants. A piece of wall art adds visual interest to the neutral space.

4.94 out of 5 average rating, 160 reviews

Stylish Woodbrook 2 Bedroom Apartment(3)

Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragarete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free wifi and fully air conditioned.

4.92 out of 5 average rating, 13 reviews

A living area features a light-colored sectional sofa positioned on a textured area rug. A flat-screen television is mounted on the wall opposite the seating. Soft lighting is provided by ceiling fixtures, and the open layout leads to a visible kitchen in the background.

Flat in Saint Augustine

The Nest

Relax with the whole family at this peaceful place to stay. This property is located in a friendly neighbourhood, with 24 hours security, opposite the Hugh Wooding Law School. You would have easy access to shopping areas, banks, hospitals, malls, supermarkets, gas stations etc. We are flexible with check-in and check-out times, so please message with the times that works best for you.