Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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Top guest favorite
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, 212 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 favorite
Condo in San Juan
4.96 out of 5 average rating, 46 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.

Superhost
Apartment in Port of Spain
5 out of 5 average rating, 6 reviews

Fitt Inn #2 NEW One Bedroom Woodbrook Apartment

Location! Location! Location! Perfect place for a business trip, attending an event, visiting family or just to get away. Steps from Ariapita Avenue - the hub of exciting entertainment, restaurants galore, supermarket, bank, and pharmacy. 2 km from the capital city of Port of Spain and close proximity to shopping malls. This newly renovated modern, clean studio is fully airconditioned and can accomodate 2 persons. Outdoor patio, laundry facilities and a kitchenette make your stay perfect.

Top guest favorite
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
4.99 out of 5 average rating, 69 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.

Superhost
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.
Apartment in Lower Santa Cruz, San Juan,
4.96 out of 5 average rating, 102 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 favorite
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
4.91 out of 5 average rating, 90 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 favorite
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.
Condo in Piarco
4.95 out of 5 average rating, 183 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.

Superhost
A modern kitchen features sleek white cabinetry and a minimalist design. Counter space is utilized for food preparation, complemented by gray patterned backsplash tiles. Two place settings are arranged, with matching plates and mugs. Stainless steel appliances, including a microwave and refrigerator, are also visible.
Guest suite in San Juan
4.91 out of 5 average rating, 144 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

Top guest favorite
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.
Apartment 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.

Guest favorite
Apartment in San Juan
4.89 out of 5 average rating, 9 reviews

Modern 2BR | Free Parking | Full AC | Ground Unit

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.

Superhost
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
4.81 out of 5 average rating, 32 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.

Guest favorite
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.
Apartment in San Juan
4.83 out of 5 average rating, 54 reviews

ABudget 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.

Popular amenities for San Juan vacation rentals

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,991 GYDG$21,548 GYDG$21,548 GYDG$17,782 GYDG$17,782 GYDG$17,782 GYDG$18,201 GYDG$17,782 GYDG$17,782 GYDG$18,410 GYDG$18,410 GYDG$17,782 GYD
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 50 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals 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 apartment rentals in San Juan have wifi?

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

  • Do house rentals in San Juan have free parking?

    Absolutely! We offer over 20 house rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in San Juan

  • Total vacation rentals

    Explore 170 vacation rentals in San Juan

  • Nightly prices starting at

    San Juan vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Vacation 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 vacation 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