Holiday rentals in San Juan

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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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 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

    180 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

Top-rated holiday rentals in San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Maraval
4.97 out of 5 average rating, 38 reviews

It’s Modern Luxury, 1 king bed, 1 bath with a view

A beautifully designed modern NYC styled 1 bed/1bath, 2nd floor apartment with mountain views within a charming, older, secured compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, king bed, ample closet space, an amazing bathroom for a refreshing start or relaxing unwind. Minutes away from the savannah and city center. Walk to many restaurants, cafes, pharmacies and a supermarket. Amazing views for coffee mornings and evening sips!

FamilyLocationSleep quality

Guest favourite
Flat in San Juan
4.94 out of 5 average rating, 18 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.

FamilyLocationTV

Top guest favourite
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 in Tunapuna/Piarco Regional Corporation
4.97 out of 5 average rating, 29 reviews

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.

FamilyValueIndoor spaces

Top guest favourite
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
5 out of 5 average rating, 105 reviews

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!

ValueFamilyNearby

Guest favourite
Apartment in San Juan
4.95 out of 5 average rating, 65 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.

ValueLocationIndoor spaces

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, 74 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.

LocationValueWalkability

Top guest favourite
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.
Flat in Port of Spain
5 out of 5 average rating, 31 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.

LocationFamilySleep quality

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, 68 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.

LocationFamilyAccess

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
4.92 out of 5 average rating, 101 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.

LocationValueQuiet

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, 209 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.

ValueFamilySleep quality

Superhost
Guest suite in San Juan
4.88 out of 5 average rating, 149 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.

LocationFamilyNearby

Guest favourite
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
4.87 out of 5 average rating, 39 reviews

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.

ValueLocationLaundry

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$113 SGD$148 SGD$110 SGD$116 SGD$116 SGD$112 SGD$112 SGD$109 SGD$109 SGD$113 SGD$113 SGD$109 SGD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

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 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 hotel rentals in San Juan have air conditioning?

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

  • Do apartment rentals in San Juan have a kitchen?

    Absolutely! We offer over 90 apartment rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Juan have wifi?

    Absolutely! We offer over 30 house 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.