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Holiday rentals in San Juan

Find and book unique accommodation on Airbnb

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

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
Home in Goodwood Park Extension
4.91 out of 5 average rating, 22 reviews

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

Guest favourite
Flat in San Juan
4.93 out of 5 average rating, 15 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
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, 97 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!

Guest favourite
Apartment in San Juan
4.95 out of 5 average rating, 61 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, 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.

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, 66 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.
Flat in San Juan
4.92 out of 5 average rating, 99 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, 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.

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
4.82 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.

Guest favourite
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.
Flat in San Juan
4.85 out of 5 average rating, 60 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.

Superhost
Flat in Saint Augustine
4.9 out of 5 average rating, 10 reviews

The Loft

Settle into this chic and cozy loft in St. Augustine, ideal for Carnival adventures, UWI visits or work trips with a little style. Sitting right across from The UWI St. Augustine Main Campus and just off the highway, getting around is a breeze. You’re 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and just minutes from supermarkets, pharmacies, restaurants, and all the everyday conveniences.

Guest favourite
The exterior of a modern black house is illuminated by warm string lights. A simple gate and minimalist design create a welcoming presence, while natural greenery surrounds the property. The evening sky reflects soft hues, enhancing the serene atmosphere.
Flat in Diego Martin Regional Corporation
4.82 out of 5 average rating, 38 reviews

Paramin View- Ocean and Mountain Views Retreat

Forget your worries in this spacious and serene home. This house promises an escape from a busy lifestyle. Simple living with great views of the City, Gulf, Mountains and the Caribbean Sea. A lot of space with a lot of promise and character. Lots to do nearby. Hike to the scenic Paragrant bay or Visit La Vigie. 18 mins away from Maracas Bay, 25 mins away from the City. This house is a great escape.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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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 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 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 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.

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

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.