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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Superhost

Home in Woodbrook

4.78 out of 5 average rating, 37 reviews

Pleasant 3BR, 1BTH House, Woodbrook

Hamilton House is a simple 3-Bed, 1-Bath house located on a short quiet street in the bustling neighbourhood of Woodbrook, Port of Spain, mixed with residential, businesses, cafes and restaurants *Noise Alert. Has everything Carnival, but is also situated near One Woodbrook Place, "De Avenue", St James, Queen's Park Oval and Queen's Park Savannah, within walking distance to all amenities (such as embassies, hospitals, pharmacies, supermarkets, and pubs). There is an annexe attached to the back.

Guest favourite

Home in Kelly Village

4.89 out of 5 average rating, 19 reviews

The Divine Source 1 . Free airpt Taxi 5min to ABnB

Just 5 minutes from Piarco International Airport, our Airbnb offers convenient access for travelers.Enjoy complimentary airport pickup and drop-off when you book with us In a quiet and safe community just 4 house's off the main road. A key location walking distance to all food outlets and easy access to transport. We're just 1 minute from shops, including a pharmacy, mini-marts, and local eateries. Piarco Plaza , Trincity Mall, Valpark Plaza, Grand Bazzar Mall are 15 mins away. 25 mins to POS.

Superhost

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

Superhost

Home in Petit Valley

4.85 out of 5 average rating, 48 reviews

Kasanya Suites

Forget your worries in this spacious and serene space. Relax by our beautiful pool and just get lost in our quiet scenic environment! Our home is a place where you and yours can come and enjoy time together in a clean and secure setting. Whether playing on our pool table, bathing in the pool, playing table tennis, or relaxing in the hot tub, we have the perfect environment to just unwind and rejuvenate! If your stay is for business or pleasure you are sure to be comfortable at Kasanya Suites!

Guest favourite

Home in Sâut D’Eau

5 out of 5 average rating, 8 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 Piarco

5 out of 5 average rating, 10 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 favourite

Home in Chaguanas Borough Corporation

4.94 out of 5 average rating, 99 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.

Top guest favourite

Home in Trincity, Tacarigua

4.94 out of 5 average rating, 81 reviews

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.

Guest favourite

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

Home in Port of Spain

4.89 out of 5 average rating, 19 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 favourite

Home in Arouca

4.96 out of 5 average rating, 67 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 favourite

Home in Chaguanas Borough Corporation

4.94 out of 5 average rating, 16 reviews

Central Life Dwellings

Central Life Dwellings is a centrally-located spacious home in Edinburgh South, Chaguanas. Its open concept living space offers guests luxurious comfort and relaxing experience. Guests have the entire house and fenced surroundings grounds for their private use. The residence is located less than five minutes away from restaurants, pharmacy, supermarket, gas station, gym and the Brentwood Shopping Mall.