House holiday rentals in San Juan

Jessie's Tiny Town Houses

This special place is located in a beautiful & secure area . It is conveniently close to everything. Being conveniently centralized on the island creates the opportunity for you to also explore the island's central and southern gems such as the Caroni swamp, Labrea Pitch Lake,the Temple on the sea and lots more while still remaining close to the airport and nation's capital. Popular coffee shops (Starbucks),restaurants,tasty local Street food and fine dining restaurants are just 5 minutes away .

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

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.

Modern Convenient Newly Renovated Cozy Getaway.

This well appointed newly renovated house is your home away from home. Featuring a complete Kitchen, 2 Bathrooms, Convertible Sofa, Complete Washroom, AC, WiFi, Smart Televisions. Located in a very quiet and safe residential neighborhood in the Trincity area less than 5 minutes away from Piarco international Airport and literal walking distance from everything else you could possible need. Including Trincity Mall, Starbucks, Fridays, Linda's Bakery, Superpharm Pharmacy and many more.

Free Airport Transfers Divine Source 1: Entire Apt

More than a stay—enjoy an authentic Trinidad experience with Free airport transfers, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms (2 with AC) 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.

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.

Private 2-Suite Home Near Airport | Kitchen + AC

This home features TWO fully private suites connected by a shared kitchen, perfect for groups who want space and privacy. You’ll have the entire house to yourself (no shared areas). 📍 Minutes from Piarco International Airport, restaurants & Trincity Mall Each suite includes: • Private entrance • Bathroom • AC • WiFi & TV • Workspace • Mini fridge • Access to kitchen Extras: • Laundry on property • Playpen available Flexible check-in when possible.

Vista Stays ...Alluring Ambrosia near to Airport

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.

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.

A Quiet Retreat - Entire House in Chaguanas

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.