Holiday houses 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 modern bedroom features a spacious bed with a light bedding set, complemented by decorative pillows. Soft lighting is provided by a ceiling fan and wall-mounted fixtures. Two blue chairs are positioned nearby, enhancing the room's cozy ambiance.
Apartment in Arouca
4.94 out of 5 average rating, 121 reviews

The Sanctuary: Studio near Airport with fire place

Unwind in an oasis of Style and Comfort at this centrally-located space. Just 7 mins from the airport, Trincity mall and other shopping areas. Ideal for business trips and couple/friends vacation. Retreat in our Modern Boho Master Bedroom, with high-end Designer Ensuite Bath, or pour your favourite glass from our mini wine seller. Designed with a fully equipped stainless steel kitchen to prepare your favourite dishes. Lounge in our cozy patio and roast your snacks over our petite fire place.

Guest favourite
Apartment 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, 231 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
Condo in San Juan
4.95 out of 5 average rating, 59 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
4.97 out of 5 average rating, 73 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.

Top Guest favourite
The image displays a compact living area featuring a cozy couch and a small dining table set for four. Natural light illuminates the room, where a wall clock and framed artwork add character. A kitchenette is visible, along with a television and plants for decoration.
Apartment in Port of Spain
4.91 out of 5 average rating, 132 reviews

Warm 1-Bedroom Annexe Woodbrook

Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

Guest favourite
The cabin is framed by a lush garden featuring vibrant yellow flowers carpeting the ground. An inviting wooden exterior, complemented by large windows, allows natural light to fill the space. Surrounding trees add to the tranquility of this serene hillside setting.
Holiday home in Port of Spain
4.97 out of 5 average rating, 65 reviews

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.

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.
Apartment 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.

Superhost
Guest suite in San Juan
4.89 out of 5 average rating, 148 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 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 in San Juan
4.82 out of 5 average rating, 38 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.
Apartment in Port of Spain
4.95 out of 5 average rating, 113 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!

Guest favourite
The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.
Guesthouse in Tunapuna/Piarco Regional Corporation
4.88 out of 5 average rating, 154 reviews

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!

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$127 AUD$166 AUD$124 AUD$123 AUD$123 AUD$123 AUD$126 AUD$123 AUD$123 AUD$127 AUD$127 AUD$123 AUD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

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

    Experience the best of San Juan with our apartment rentals, starting at about $20 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 house rentals in San Juan have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in San Juan have wifi?

    Absolutely! We offer over 10 hotel 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.

  • What are the most popular amenities for House Rentals in San Juan?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $29 AUD 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 and kid-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    170 of San Juan holiday rentals include Wi-Fi 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