House holiday rentals in San Juan

Free Airport Transfers Divine Source 1: Entire Apt

MORE THAN ACCOMMODATION, WE OFFER A GENUINE TRINIDAD EXPERIENCE from a local family, with FREE AIRPORT TRANSFERS, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms with queen, double, bunk beds, and a futon. Includes 24/7 self-check-in & fast Wi-Fi. Tours from $65 USD (1–2 guests), optional taxi, and meals. Walk to transit and eateries; easy access to Port of Spain. Perfect for layovers, families, large groups, and business.

Casa Del Mar

Three bedroom house, nestled in a quiet community located less than 15 minutes from Piarco International Airport and within 10 minutes to major entertainment and shopping facilities such as Trincity Mall, East Gates Mall. For the food enthusiasts there’s a plethora of options nearby, including the Eddie Hart Food Village. This property offers security, easy accessibility and relaxation. Guests have full and unrestricted access to the entire property with on site parking for up to three vehicles.

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.

Toucan Cottage - Off-grid 2 bed 2.5 bath house

Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

Moka Villas!

This lovely house only minutes from the airport. Close to the Trincity Mall, East Gate Mall, Starbucks, Restaurants, Bakery, Transportation and just minutes to Port Of Spain. This peaceful retreat features 2 cozy bedrooms with queen beds, a modern bathroom with a refreshing shower, and convenient amenities like Private Parking, Fenced Yard, WiFi, TV, AC, Microwave, Coffee Maker, Dishwasher, Washer and Dryer, Hot Water and more. Guests can relax indoors as well as in the covered outdoor area.

A Quiet Retreat- 3 mins from Brentwood

This property is located less than 5 minute drive from Brentwood mall, with several restaurant options for dining, Massy grocery store etc Whether you're in Trinidad for business or pleasure, this three bedroom flat ideally located in central Trinidad is the place to stay. The neighborhood and surrounding areas are the perfect balance of blissful quiet and buzzing activities. It is located within close proximity to a recreational ground with walking/running track for fitness enthusiasts.

Birdsong Retreat | Hot Tub |Gym | Near POS/Airport

Book now to enjoy this beautiful escape. Wake up to birdsong, enjoy your morning coffee, unwind in your private hot tub. The Oasis offers a peaceful country escape just 20 minutes from Port of Spain and Piarco Inter. Airport—perfect for families, couples, bridal parties and wellness getaways. 👨‍👩‍👦‍👦 Have kids? Request a travel car seat or Pack 'n Play. 💍 Wedding planner? Message us to learn about our accommodation packages. ✨ Off-season discounts available—message us to learn more!

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Cosy Convenient Suite (Private entrance)

Welcome to your cozy home base in the heart of Woodbrook — ideal for solo travelers working remotely or staying a little longer. This fully equipped one-bedroom suite features a private entrance, queen bed, en-suite bathroom, smart TV, fast Wi-Fi, and a stocked kitchenette with all the basics. You’re just a short walk to: Ariapita Avenue’s restaurants, bars & nightlife. Supermarkets, malls & local shops. Safe, simple, and central — book your stay and enjoy the ease of Woodbrook living.

The Getaway - Luxurious Villa near Int. Airport

Enjoy this perfectly situated Luxurious Villa which boasts a large balcony overlooking it's surrounding areas and mountains. Located near the Piarco Int. Airport; making it a prime vacation spot. This entirely modernised villa boasts a large Master Bedroom with ensuite bath and two Bedrooms, open plan living and dining area, WiFi and 58" Smart TV which lends itself to good use either as a vacation or business trip. Enjoy a drink on the deck at sunset or star gaze at night.

Pierre Point: Hilltop retreat, breathtaking views!

30 mins from the Airport; 25 minutes from Maracas Beach; 10 mins from the capital, Port-of-Spain. Welcome to your peaceful retreat set above the surrounding area. The home is reached via a short, and for some, slightly steep incline that levels off at the top. You will be rewarded with enhanced privacy, refreshing breezes, and sweeping vistas! Whether you're planning a romantic escape, or a productive remote work stay, this space is designed to make you feel right at home.

Modern container home in scenic Blanchisseuse

Moonrise is a one-of-a-kind, hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia. Built using two repurposed marine containers, Moonrise offers 3 bedrooms, 2 baths, AC, WiFi, above-ground pool, and sweeping sea views from every balcony and the rooftop deck. Minutes from north coast beaches, waterfalls, hiking trails, and fishing adventures, Moonrise blends modern comfort with wild coastal beauty.