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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Guest favourite
Flat in San Juan
4.92 out of 5 average rating, 13 reviews

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.

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, 229 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
4.94 out of 5 average rating, 52 reviews

"Young's Resting Haven South"

Dear guests have meticulously, wonderfully, memorably, uniquely, universal stays here in San Juan Trinidad & Tobago in this amazingly auspicious room Young's Resting Haven South. There is 1 QUEEN BED & 1 SOFA, free parking, an attached restroom and a 32inch smart JVC HDTV. There is HuB internet, premium cable,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.

Guest favourite
A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.
Home in Chaguanas Borough Corporation
4.93 out of 5 average rating, 123 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Guest favourite
A spacious balcony offers stunning views of the valley below, with a green carpeted area complemented by wooden railings. Two chairs and a circular glass table create a relaxing outdoor space, ideal for enjoying the surrounding scenery and fresh air.
Flat in San Juan
4.92 out of 5 average rating, 98 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 round glass dining table is surrounded by four metal chairs featuring floral designs. A neutral placemat sits in the center, and a decorative candle holder adds a touch of simplicity. Greenery is present in the background, enhancing the space's natural appeal.
Flat in Port of Spain
4.93 out of 5 average rating, 112 reviews

Stylish Woodbrook 2 Bedroom Apartment(2)

Beautiful 2 bedroom apartment on a quiet street in the Woodbrook area, close to Oval and just off Ariapita Avenue. The apartment building was recently built and this downstairs apartment opens unto a lovely garden area which can be used for sunbathing or dining outside. The apartment is also close to all the entertainment areas and provides ease of access to the business district. The two bedrooms, living and dining areas are fully air conditioned and the kitchen is well equipped.

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
4.94 out of 5 average rating, 196 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, 54 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
Guest suite in San Juan
4.9 out of 5 average rating, 147 reviews

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.

Guest favourite
A chic living space features two patterned chairs and a small table, providing a cozy seating area. A wall-mounted television is positioned for viewing, while a potted plant adds a touch of greenery. Natural light enters through a nearby entrance door, enhancing the ambiance.
Apartment in Piarco
4.96 out of 5 average rating, 113 reviews

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.

Guest favourite
A cozy living area is highlighted by a vibrant blue accent wall. A yellow sofa and an armchair offer comfortable seating, while a patterned area rug adds visual interest. A flat-screen TV is mounted on the wall, complemented by a decorative plant near a stylish door.
Home
4.81 out of 5 average rating, 37 reviews

The "Dous" Modern Apartment

Forget your worries in this spacious and serene space. Discover “Dous” apartment. Dous means calm/quiet/ gently in French patois. This perfectly describes our private and secluded newly renovated haven. The apartment is in a peaceful, safe residential area. It is a 10-minute walk from a bustling main road where you can find supermarkets, fast food and convenience stores. It is 20 to 25 minutes from the capital and 25 mins by car from Maracas Bay.

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 Port of Spain
4.95 out of 5 average rating, 111 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

When is the best time to visit San Juan?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in San Juan?

    San Juan has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in San Juan?

    Experience the best of San Juan with our hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 50 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there San Juan vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in San Juan have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in San Juan have a kitchen?

    Absolutely! We offer over 10 hotel rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in San Juan have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in San Juan have free parking?

    Absolutely! We offer over 80 apartment rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 180 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 1,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    170 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