House holiday rentals in San Juan

Top guest favourite

Guest favourite

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.

Family · Value · Wifi

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.

Location · Value · Pool

Top guest favourite

Guest favourite

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

Location · Value · Amenities

Top guest favourite

Guest favourite

Modern container home in scenic Blanchisseuse

Moonrise is a unique hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia, where a late 5pm checkout is standard. Built using two repurposed marine containers, it 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.

Location · Family · Accuracy

Moka Villas!

This lovely house only minutes from the airport. Walk 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.

Family · Location · Checkout

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.

Location · Value · Breakfast

Sweet spot near POS/Airport/UWI with Hot Tub | Gym

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!

Family · Location · Indoor spaces

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.

Location · Value · Indoor spaces

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.

Family · Location · Condition

The Relaxant

In gated community close toi airport, Opposite is a Domino's Pizza and Wendy's and the entrance to plaza which contains a casino, supermarket, severals restaurants, a pub, bank etc Within 500 feet is a gas station, KFC, prestomarket for breakfast and bakery needs and The CR highway which goes direct to Port of Spain. One can stay here without a vehicle. If on foot, one can get a taxi in front the community to Arima Central and from there to POS

Location · Value · Cleanliness

Alluring Ambrosia

Alluring Ambrosia Adobe... is a three bedroom three bath private home nestled in a gated community. That is 10 min drive from Piarco International Airport and within 10 min walk to major Entertainment and Shopping facility as well as transportation hub. There are also lots of dining options. For those who are into sports there is a golf course nearby and a sports arena in the vicinity. This property offers security, accessibility and relaxation.

Value · Family · Accuracy

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.

Value · Location · Hospitality