Holiday rentals 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

Flat in San Juan

4.71 out of 5 average rating, 45 reviews

Cosy Secluded Studio, Nature Views,Outside Seating

Nestled between a stretch of bamboo sits this cozy studio equipped with all amenities you may need for short or long term stays. Located off Saddle Road but down a 230-foot private driveway, guests reap all the benefits of proximity to a busy main road, while staying in a tucked-away, peaceful and quiet compound. This studio is smack in the middle of POS and Maracas Bay (proclaimed as the island’s best beach) just a short 20 - 25 mins away. (On request - picnic basket, beach towels, raincoats.)

Guest favourite

Flat in Arouca

4.97 out of 5 average rating, 103 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.

Top guest favourite

Place to stay in Paramin

5 out of 5 average rating, 173 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

Apartment in San Juan

4.97 out of 5 average rating, 34 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.

Guest favourite

Flat in San Juan

4.88 out of 5 average rating, 8 reviews

Soca and Samba South

Our apartment is a 2 bedroom 1 bathroom place 10 minutes drive to Port of Spain. There is a main gate from the main avenue which leads into the car port at the front of the property. There is a main access door which is shared, this door is protected by a grill and a keypad lock entry system. Upon entry you will enter a common space/entrance hall then you will walk through to the door for exclusive entry to the apartment. There is a side door which leads into the garage for the washer dryer.

Top guest favourite

Guest suite in San Juan

4.98 out of 5 average rating, 63 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

Flat in Lower Santa Cruz, San Juan,

4.99 out of 5 average rating, 89 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 favourite

Flat in San Juan

4.9 out of 5 average rating, 77 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.

Guest favourite

Flat in San Juan

5 out of 5 average rating, 49 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.

Superhost

Flat in San Juan

4.71 out of 5 average rating, 7 reviews

1Bed/1Bath Private suite; Ginger Lily @ Red Door

Enjoy easy access to virtually everywhere from this centrally located suite. A short trip to hospitals, banks, grocery stores, shopping centers, conference centers, universities, beaches, nature sites, worship centers, public transit, international airport, downtown Port of Spain, and nightlife. For breakfast, doubles on Irving St corner. Enjoy this apartment, one of two, nestled below street level and surrounded by lush vegetation—experience living like a Trini.

Guest favourite

Flat in San Juan

4.9 out of 5 average rating, 10 reviews

Modern | Full A/C | 2BR | Full Kitchen | Parking

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

Flat in San Juan

4.8 out of 5 average rating, 46 reviews

Budget 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.