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House holiday rentals in San Juan

Find and book unique houses on Airbnb

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 £22 per night before taxes and fees

  • Verified guest reviews

    Over 110 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

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 Kelly Village
4.95 out of 5 average rating, 55 reviews

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.

Guest favourite
Home in Goodwood Park Extension
4.8 out of 5 average rating, 30 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
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
5.0 out of 5 average rating, 15 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

Guest favourite
Home in Trincity
4.84 out of 5 average rating, 31 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 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, 115 reviews

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.

Guest favourite
Home in Saint Joseph
5.0 out of 5 average rating, 6 reviews

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!

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
4.94 out of 5 average rating, 127 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.

Superhost
A compact suite features a spacious bed with a light quilt, accompanied by a dark sofa. A kitchenette with a sink, microwave, and refrigerator is nearby. Light-colored walls and a painting enhance the overall brightness, while a small dining area and closet provide additional functionality.
Home in Port of Spain
4.77 out of 5 average rating, 13 reviews

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.

Top guest favourite
Home in Blanchisseuse
5.0 out of 5 average rating, 14 reviews

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.

Guest favourite
The exterior of the house is visible, featuring a sloped green roof and a decorative fence with iron details. Colorful plants are showcased within a landscaped yard, accentuated by yellow and stone walls. The sky is cloudy, adding a soft natural light.
Home in Arouca
4.92 out of 5 average rating, 25 reviews

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.

Guest favourite
A serene outdoor pathway is framed by lush green plants and potted foliage. Smooth stone slabs lead to a cozy seating area, equipped with a patterned cushion on a wooden bench. A calming blue wall adds to the tranquil atmosphere of the space.
Home in San Juan
4.82 out of 5 average rating, 39 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
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
4.94 out of 5 average rating, 99 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.

Popular amenities for house rentals in San Juan