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House vacation rentals in San Juan

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Top-rated house rentals in San Juan

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

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Guest favorite
A modern living area features a comfortable arrangement of gray upholstered seating with cup holders. A sleek coffee table is positioned at the center, accompanied by a colorful area rug. Natural light filters through the window adorned with curtains, while a flat-screen TV is mounted on the wall.
Home in Arouca
4.94 out of 5 average rating, 17 reviews

Modern BonAir Oasis, Trinidad

Welcome to our beautifully renovated 2bd, 1ba Caribbean Retreat! This modern oasis offers a perfect blend of comfort & convenience. You’ll find a sleek, fully equipped kitchen, making meal prep a breeze. The Unit 1 of 2 Apt plan is a welcoming space for relaxation & togetherness. Conveniently located 10min or less from the Airport, Millennium Golf Course, Trincity Mall, East Gate Mall, Restaurants & within 30 min of Beaches, Stadiums and the City of Port of Spain. 1 week min stay during carnival

Superhost
A comfortable living area features a green sofa adorned with cushions, surrounded by small decorative plants and contemporary seating. A stylish coffee table sits at the center, while a wall-mounted television ensures entertainment options. Decorative elements include wall art and a small bar cart.
Home in San Juan
4.82 out of 5 average rating, 22 reviews

Angelene's place - Oui Papa!

A sister home to Ramona's place - Serenity in your eyes, we offer you: Angelene's place - Oui papa! It offers a bit of this and that in our spacious , warm and inviting rooms with the charm, elegance and style for your staycation, vacation and holiday getaway - the ideal home away from home in this Tropical island of Trinidad and Tobago. Welcome and see you soon..Ooh la la! Bienvenuto, Willkommen, Yokoso, Welkom, Bienvenido, Svaagat he, Velkommen, Vallkommen, Bienvenue, Bem-vinda, Ahlaanbik

Guest favorite
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, 9 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 favorite
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 Saint Clair
5 out of 5 average rating, 10 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.

Superhost
A cozy sleeping area is featured, highlighting a spacious bed covered with a patterned blue quilt. A dark sofa and small coffee table complement the space, which is illuminated by ambient lighting. A striking blue accent wall is decorated with wooden slats and a wall clock.
Home in Piarco
5 out of 5 average rating, 14 reviews

Niams Place: 2 Bdrm, 2 Bathroom House in Piarco

Enjoy this entire home with 2 bedrooms, 2 bathrooms and 2 private entrances in each room. Niams Place is just minutes from Piarco Int Airport, various restaurants, Trincity Mall, local grocery stores and more. This newly renovated space is perfect for families or a group of friends looking to unwind in a home away from home while indulging in the privacy of their own space. Niams Place offers 1 playpen for small children and a laundry facility on the property. FLEXIBLE CHECK IN/CHECK OUT

Guest favorite
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
4.92 out of 5 average rating, 106 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 favorite
A comfortable living area features two sofas, accent pillows, and a small table. Large glass doors provide a view of the balcony with two chairs and the surrounding hillside. Natural light flows through the soft curtains, creating a welcoming space for relaxation.
Home in Port of Spain
4.94 out of 5 average rating, 16 reviews

Pierre Point: Hilltop retreat, breathtaking views!

Perched on a peaceful hilltop, this charming getaway offers panoramic valley views. Whether you're planning a romantic retreat, a relaxing family vacation, or a productive work-from-anywhere stay, this home caters to all. Wake up to the gentle sounds of birds and enjoy your morning coffee on the wrap-around balcony which is often visited by hummingbirds. The neighborhood is tranquil yet conveniently located—just a short walk to banks, pharmacies, grocery stores, and shopping malls.

Superhost
A serene bedroom features a wooden bed frame with a light green bedspread. Flanking the bed are two nightstands with lamps. A fan hangs from the ceiling, and a white rug is placed on tiled flooring. Soft light emanates from a bedside lamp, enhancing the calming atmosphere.
Home in Enterprise
5 out of 5 average rating, 3 reviews

Villas @ Crown Park

1,700 sq ft spread across 3 airy bedrooms & 2.5 stylish bathrooms, so everyone has their own space to unwind. Step onto the rich mahogany deck—ideal for sunset reading, morning yoga, or lime-and-dine evenings under the stars. Sink into the Master bedroom jetted hot tub, stocked with bath salts, essential oils and candles. A quick 5-minute drive to Price Plaza. Hop on the highway and you’re equally close to Port-of-Spain up north or San Fernando down south.

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
4.9 out of 5 average rating, 21 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.

Top guest favorite
A spacious master bedroom features a large bed with decorative pillows, accompanied by a comfortable dark sofa. A wooden coffee table sits in front of the sofa, while an abstract piece of art adds color to the wall. The window showcases layered blinds and natural light.
Home in Arouca
4.96 out of 5 average rating, 75 reviews

The Haven - Studio near Airport

Enjoy a comfortable experience at this centrally-located condo. Just 8 mins from the airport, Trincity Mall and other shopping centres; and just 25 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Luxury Master Bedroom with Spa Designed Bath, or have your favourite drink while reading a book in our chic living space. Also contains Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

Guest favorite
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, 108 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.

Top guest favorite
The kitchen features warm wooden cabinetry and sleek marble countertops. Modern appliances include a convection oven and refrigerator. An electric stovetop with five burners is positioned centrally, complemented by a well-organized space with utensils and cookware visible on the counter.
Home in Tacarigua
5 out of 5 average rating, 16 reviews

Beautiful, Cozy Two Bedroom Home (FineTime Stay)

We are 9 minute drive from the Piarco Airport. This "Fine time" stay is perfect for a small family, couples, friends or students seeking fun, rest and relaxation. The ambience is to die for. Come visit our cozy space, we are an on site host and it will be our pleasure to host you! This listing includes the entire space.

Popular amenities for San Juan house rentals

Quick stats about house rentals in San Juan

  • Total vacation rentals

    Explore 20 vacation rentals in San Juan

  • Nightly prices starting at

    San Juan vacation rentals start at ₪98 per night before taxes and fees

  • Verified guest reviews

    Over 80 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Juan rentals

  • 4.8 Average rating

    San Juan stays are highly rated by guests—averaging 4.8 out of 5!