Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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

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Guest favourite

Condo in Saint Augustine

4.89 out of 5 average rating, 55 reviews

What a feeling!!!

Emerald 304 is nestled in the safe, easy-going town of St. Augustine, about 20 minutes east of the capital city and 20 minutes west of the international airport. Within 3 minute's walk there's Starbucks and SuperPharm (think Walgreens, only better), a private hospital, Scotia Bank, Tunapuna market, UWI to the left and Sir Arthur Lewis Hall to the right, the Caribbean's best eye surgery and body sculpting, and a 10-minute drive will take you to Mount St Benedict Monastery, viewable from your room

Jul. 28 – Aug. 4

$151 CAD per night

Guest favourite

Place to stay in Paramin

5.0 out of 5 average rating, 36 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!

Jan. 13 – 20

$256 CAD per night

Guest favourite

Guest suite in San Juan

4.98 out of 5 average rating, 48 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.

Jun. 18 – 25

$56 CAD per night

Guest favourite

Condo in Arouca

4.97 out of 5 average rating, 102 reviews

Gated Modern 1 Bdr Condo near Int Airport

Enjoy a stylish experience at this centrally-located condo. Just 6 mins from the airport, Trincity Mall and other shopping centres; and just 18 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Modern Master Bedroom with Spa Designed Bath, or have a choice drink in our Signature Concha Y Toro wine glasses while reading a book in our chic living space. Also contains 1 Sleeper Bed, Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

Sep. 9 – 16

$138 CAD per night

Superhost

Apartment in San Juan

4.93 out of 5 average rating, 43 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.

Jul. 20 – 27

$111 CAD per night

Guest favourite

Apartment in San Juan

5.0 out of 5 average rating, 52 reviews

Riverside Bed & Breakfast Aparthotel

Fully airconditioned room situated on the ground floor, has its own private entrance and is equipped with one queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board, Wifi-ready desk with office chair, free high speed internet, 50 inch HD Smart TV, free wifi, free Netflix, standard cable tv, bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow, towels & toiletries. Clean, cozy, modern, homey....

May 14 – 21

$97 CAD per night

Guest favourite

Condo in Piarco

4.94 out of 5 average rating, 48 reviews

Modern Condo in 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.

Aug. 29 – Sep. 5

$213 CAD per night

Guest favourite

Guest suite in San Juan

4.92 out of 5 average rating, 110 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 - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 from the Queen's Park Savannah.

Jul. 24 – 31

$145 CAD per night

Guest favourite

Apartment in San Juan

5.0 out of 5 average rating, 37 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.

Jun. 2 – 9

$133 CAD per night

Guest favourite

Guest suite in San Juan

4.89 out of 5 average rating, 72 reviews

Soca and Samba in San Juan/Barataria

Come stay at our place just 10 minutes from the capital Port of Spain and only a 2 minute walk to the bus route for public transport. Our apartment is spacious and ideal for families and groups of friends alike. There are two large air conditioned bedrooms and two bathrooms. We also have a storage room that guests do not have access to and remains locked during your stay. There is space for 1 car on the compound. We look forward to having you here with us.

Jun. 6 – 13

$85 CAD per night

Guest favourite

Apartment in San Juan

4.88 out of 5 average rating, 16 reviews

Budget Trini Homestay - Room B

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.

Nov. 21 – 28

$54 CAD per night

Superhost

Guest suite in Saint Joseph

4.88 out of 5 average rating, 257 reviews

Tropical hillside studio perfect for hikers

A perfect place for eco-tourists and bird enthusiasts looking for a relaxing spot to explore the northern range on foot from. We are situated at the base of El Tucuche, fabled in Amerindian lore as a sacred mountain. The studio is large and comfortable with good views and perfectly located for guests seeking to explore the island. The apartment also has a projector system with Netflix.

Jul. 23 – 30

$80 CAD per night