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House holiday rentals in San Juan

Find and book unique houses on Airbnb

Top-rated house rentals in San Juan

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Goodwood Park Extension
4.95 out of 5 average rating, 19 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
Home in Trincity
4.85 out of 5 average rating, 26 reviews

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.

Guest favourite
A spacious deck extends from the house, showcasing breathtaking views of lush green mountains meeting the ocean. The azure sky is filled with soft white clouds, creating a serene backdrop for the surrounding natural landscape.
Home in Sâut D’Eau
5 out of 5 average rating, 14 reviews

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

Top guest favourite
A bright outdoor space features a stunning pool complemented by a stone patio. Lounge chairs are positioned near the water, while a stylish seating area with a canopy sits to one side. Lush greenery surrounds the area, enhancing a serene atmosphere.
Home in Port of Spain
5 out of 5 average rating, 14 reviews

Pandora's Zen

Pandora is ideally located on real estate that boasts of being one of Trinidad’s, most prestigious communities. The interior is inviting, therapeutic and awe inspiring; furnished with premium, furniture, fixtures and fittings, and decorated with innovative fine art from around the globe which serves as an all endowed, all gifted, all giving space. It offers a luxurious, serene getaway right at the heart of First-class shopping, recreational activities, an exciting nightlife. We await you.

Guest favourite
A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.
Home in Chaguanas Borough Corporation
4.94 out of 5 average rating, 125 reviews

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.

Guest favourite
Home in Kelly Village
4.94 out of 5 average rating, 48 reviews

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.

Guest favourite
A modern living area features grey sofas arranged for comfort, complemented by decorative pillows. A large wall clock hangs against a vibrant red backdrop, and a flat-screen television is mounted on the wall, providing a focal point in the space.
Home in Piarco
4.93 out of 5 average rating, 45 reviews

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.

Guest favourite
Home in Port of Spain
4.95 out of 5 average rating, 20 reviews

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.

Superhost
A modern kitchen features dark cabinets and a light countertop. A display easel on the counter holds a sign for 'the southinns inn'. Kitchen appliances, including a refrigerator and stove, are neatly arranged. Natural light filters in through a window, enhancing the workspace.
Home in Port of Spain
4.84 out of 5 average rating, 32 reviews

The Outskirts Inn

Welcome to our cozy nook, centrally-located just 5 minutes away from the Queen's Park Savannah and 10 minutes from Downtown Port of Spain. You'll be close enough to all amenities including supermarkets, restaurants and bars. If you're outdoorsy you won't be disappointed, as there are ample green spaces in the vicinity which can be explored on foot. The convenience of this location is complemented by the peacefulness. Transport is also readily available.

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 in San Juan
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
Home in Freeport
5 out of 5 average rating, 8 reviews

Eden Escape by A&A

Spacious 3BR, 2BA Eden Gardens home with huge covered garage, outdoor cooking area, office, WiFi, cable, full air conditioning, washer and dryer, and water heater. Fully fenced and family-friendly, perfect for relaxation or work. Just 7 mins to shops, eateries, banks, 10 mins to Pt. Lisas Industrial Estate and 5 minutes from the Couva flyover, Cycling Velodrome, National Aquatic Centre, and National Cricket Centre.

Guest favourite
A white, decorative gate opens to a neatly maintained front yard. Lush green palm trees frame the entrance, while the house behind features a light-colored exterior and a welcoming porch. The sky is bright and clear, creating a cheerful ambiance.
Home in Chaguanas
4.93 out of 5 average rating, 113 reviews

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.

Popular amenities for house rentals in San Juan

Quick stats about house rentals in San Juan

  • Total holiday rentals

    Explore 30 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 100 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 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