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Holiday rentals in San Juan

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Top-rated holiday rentals in San Juan

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.
Flat in San Juan
4.72 out of 5 average rating, 47 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.)

Top guest favourite
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, 184 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 favourite
Apartment in San Juan
4.95 out of 5 average rating, 38 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 favourite
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, 65 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 favourite
A heated plunge pool is framed by lush greenery and potted plants, with a clear blue sky above. The pool area is surrounded by a light-colored wall, offering an inviting space for relaxation.
Flat in Lower Santa Cruz, San Juan,
4.99 out of 5 average rating, 96 reviews

Riverside Bed & Breakfast Poolside

* Fully air-conditioned bedroom situated on the ground floor * Private entrance * Queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board * Bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow * Towels & toiletries * Wifi-ready desk with office chair, free high speed internet * 55" HD Smart TV, free Netflix, Standard Cable TV * Heated plunge pool available until 12am Essentially clean, cozy, homey....

Guest favourite
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
4.9 out of 5 average rating, 82 reviews

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.

Top guest favourite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Apartment in Piarco
4.95 out of 5 average rating, 162 reviews

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.

Guest favourite
A balcony area features a metal railing and is furnished with two black chairs and a small table. The view captures rooftops of neighboring buildings and green trees, with a cloudy sky above, reflecting the island's scenic environment.
Flat in San Juan
5 out of 5 average rating, 49 reviews

BRAND NEW Tropical Haven Island Getaway

A Welcoming light open concept two bedroom apartment, with a large fully equipped kitchen and well appointed living and dining spaces. There are both a front and rear balcony allowing for the enjoyment of the free flowing island breeze and the panoramic views of the island. You will find several tropical fruit trees from which you are welcome to part take and enjoy when in season. This brand new construction ticks all the boxes of meeting the needs of Tropical Island Getaway.

Superhost
A cozy sleeping area features a spacious bed draped with a delicate canopy. Large windows provide views of the surrounding trees and distant sea. A chair is positioned nearby, with soft curtains allowing natural light to filter through, enhancing the serene ambiance.
Treehouse in Port of Spain
4.84 out of 5 average rating, 148 reviews

Private treehouse, cozy space, spectacular views

Enjoy the sounds of birds and the rustle of wind through the leaves of a 100-year-old nutmeg tree in this cozy treehouse. Surrounded by trees with stunning views of the surrounding forest, lush mountains and the Caribbean Sea this wood and glass treehouse is a great space to escape the hustle and bustle of city life. Access via a short hike but on arrival relax and enjoy the quiet, comfort and modern amenities while immersing yourself in the raw beauty of nature.

Guest favourite
The exterior of a two-story building is presented during twilight, showcasing soft lighting from multiple windows and planters. The structure features a modern design with a clean façade, and lush greenery is visible around the entrance, creating a welcoming ambiance.
Flat in San Juan
4.94 out of 5 average rating, 18 reviews

Modern | Full A/C | 2BR | Full Kitchen | Parking

Welcome to your perfect getaway! Nestled in the heart of San Juan, this cozy retreat offers the perfect blend of comfort and convenience. Relax in the thoughtfully designed space equipped with all modern amenities. Located just minutes from Port of Spain, it’s the ideal base for exploring the island or unwinding after a busy day. Whether you’re traveling for work or leisure, enjoy a serene and memorable stay with easy access to everything you need.

Guest favourite
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.
Flat in San Juan
4.82 out of 5 average rating, 49 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.

Top guest favourite
A restful sleeping area is featured with a spacious bed adorned in soft linens and a patterned throw. A wooden headboard adds a touch of warmth, while bedside lamps provide gentle illumination. A tray holds beverages and snacks, complemented by a vase of colorful flowers.
Flat in Belmont
4.94 out of 5 average rating, 95 reviews

-20% Convenient Studio Queens Park Savannah Getway

Location, Location, Location – mins from everything in a super safe and convenient area. Newly remodeled, very clean, studio apartment with a private bathroom, kitchenette, and private workspace. Superfast WIFI and Netflix included This studio is centrally located steps off the Queens Park Savannah and just up the road from the heart of the city We are happy to share our well-proved insider tips with our guests to enjoy Trinidad at its best!

Popular amenities for San Juan holiday rentals

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 160 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    150 of San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests