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House vacation rentals in San Juan

Find and book unique houses on Airbnb

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Popular amenities for San Juan house rentals

House rentals with a pool

Home in Tunapuna/Piarco Regional Corporation
4.67 out of 5 average rating, 6 reviews

Home Away from Home

GaryRating, 5 stars2 weeks ago
Racquel went above and beyond to make sure everything was sorted. One of the best host I've ever had. Her response time to any issue's was prompt with a solution. I would highly recommend staying at Racquels home. it definitely feels like a home away from home. My family thank you for all your help. We will be in contact for our next holiday.
Home in Chaguanas Borough Corporation
4.86 out of 5 average rating, 7 reviews

Point Manor

CharlesRating, 5 stars6 months ago
This Airbnb experience far exceeded my expectations. The exceptional cleanliness, comfortable accommodations, and serene ambiance provided an ideal setting for my wife and me to embark on our new journey as a married couple. I highly recommend this establishment to my friends, Emmy, who are planning a trip to Trinidad in the near future. The host’s exceptional service has left a lasting impression, and I am confident that I will engage in future business with them.
Guest favourite
Home in Arima
4.8 out of 5 average rating, 35 reviews

The Relaxant

KingRating, 5 stars2 weeks ago
The place is amazing very modern and lovely. The area was very peaceful and lots of things to do. It was spacious. Bevan was an excellent person and is very respectful, responsive and was detailed. Would definitely recommend anyone to come. Great place!!!!! Enjoyed it!!!!!
Guest favourite
Home in Port of Spain
4.86 out of 5 average rating, 7 reviews

Ankara Hill

DonellaRating, 5 stars13 months ago
I absolutely loved my stay! The home was clean, the kitchen was well equipped, and the host was responsive to my needs. The listing pictures didn’t do this place justice, it is stunning. And having a full bathroom for each of the 3 bedrooms and a well maintained pool made this place perfect for us. Note that the home was not hard to find, but the roads leading to it are sometimes narrow and steep. But because of the altitude, you have the most amazing view of downtown Port of Spain! So worth it! I loved my stay there and would return to Roba’s place again and again!
Home in Diego Martin Regional Corporation
4.86 out of 5 average rating, 14 reviews

Breathtaking views

MandiRating, 5 stars9 months ago
This was the perfect weekend getaway with a few close friends. The space is exactly as pictured and we really appreciated ALL the bedrooms being air conditioned. My friends couldn’t stop talking about the gorgeous views, with the little window in the master bath being my quirky fave. It was fabulous and Sam really ensured we were properly prepared + comfortable. Definitely recommend!
Guest favourite
Home in Petit Valley
4.93 out of 5 average rating, 43 reviews

Kasanya Suites

SatyamRating, 5 stars1 week ago
I felt completely at home! The host was very accommodating, the place was clean, and there were plenty of fun gaming activities. I’d return!

Weekly house rentals

Home in Trincity
4.73 out of 5 average rating, 11 reviews

Gated community, 12mi to PoS

JuniorRating, 5 stars1 month ago
I had a wonderful stay at Jensyl's place! The home was exactly as described. The location was perfect, right in the middle of both Trincity mall and East Gates Mall with many restaurants to choose from and close proximity to the CRH - Highway. Jensyl was always responsive and check in was smooth and proactive.
Top guest favourite
Home in Arima
5 out of 5 average rating, 14 reviews

Your Caribbean Home away from Home.

GwennethRating, 5 stars13 months ago
I felt extremely safe and comfortable. The host put me first and thought about every area of comfortability to make my stay worthwhile. This place gave me a feeling of home, and I love it. Communication with the host was easy, and this guest house became my favorite place to stay when I am on vacation. 5 stars rating all the way. A+ for putting people first.
Home in Arima
5 out of 5 average rating, 3 reviews

Gated 3BR in Buena Vista Gardens 35-45m from POS

PatriciaRating, 5 stars1 month ago
I am incredibly thankful for my stay at this wonderful Airbnb—it was everything I needed! I traveled to Trinidad to celebrate my birthday, relax, and work, and I was able to do all three with ease. The nearby plaza had everything I needed, including a pharmacy, an ATM, and Little Caesars Pizza. The gated community was lovely, and I enjoyed strolling through the neighborhood, admiring the beautiful homes. Ms. Susan was an exceptional host—always accessible and attentive. When I had internet issues, she promptly resolved them, ensuring I could work without trouble. A thoughtful touch was the birthday cake she had made for me, knowing I was traveling alone. Another highlight was being connected to Nello Vybez, an incredible tour guide who made my trip unforgettable. I explored Fort George, La Vigie, Maracas Bay, and other stunning locations. This stay exceeded my expectations, and I highly recommend it to anyone visiting Trinidad!
Home in Tacarigua
5 out of 5 average rating, 3 reviews

Beautiful, spacious family home

MaureenRating, 5 stars2 months ago
It was one of the best Air BnB I have ever stayed in throughout the Caribbean. We will difinetly come back to stay there and will recommend this air bnb to my friends traveling to Trinidad on vacation.
Home in Trincity
5 out of 5 average rating, 3 reviews

Caribbean Warmth

AkechiaRating, 5 stars8 months ago
Truly Home away from Home. Place was clean and as described. Close to mall and amenities. Check in was easy , host was always available when messaged very friendly and accomodating. Home was Family friendly, we enjoyed our stay. Will definitely stay again. Highly recommended.
Home in Port of Spain
4.89 out of 5 average rating, 9 reviews

The Outskirts Inn

KarnetteRating, 5 stars1 week ago
My colleagues and I had a wonderful stay at The Outskirts Inn in Trinidad and Tobago. The accommodation was exactly as described: Peaceful, spacious, and aligned perfectly with our expectations. From the outset, our host Ayanna demonstrated outstanding responsiveness and professionalism. She warmly welcomed us upon our arrival, showed us around and ensured we were comfortably settled. All listed amenities were present and met the promised standards. Our experience was seamless and thoroughly enjoyable. We would not hesitate to recommend The Outskirts Inn and look forward to the opportunity to return.
Home in Port of Spain
5 out of 5 average rating, 4 reviews

Your home away from home....

RaShebaRating, 5 stars14 months ago
My stay at Grace’s place was amazing. I ended up getting a bit under the weather and Grace was hospitable to me. Even when I waited for the Taxi driver to take me to the grocery store she provided me a meal and on my first night there when I hadn’t eaten. She had plenty of clean linen, towels and etc. The space was so clean and homey it had everything I needed for my extended stay.
Home in Arima
4.81 out of 5 average rating, 27 reviews

Beautiful 3-bedroom 3-bathroom home Arima

GaryRating, 5 stars1 week ago
This experience was second to none. Zophia and Sebastian went above and beyond to make my stay exceptionally good. minor issues were handled in a timely and professional manner which I truly appreciate. I would 100% recommend this house to stay, as your safety in this gated community is on point. Again thank you and see you later this year.

Private house rentals

Home in Diego Martin
4.81 out of 5 average rating, 16 reviews

Colorful and Peaceful Residential Home

AndrewRating, 5 stars8 months ago
Quiet location in a middle class area. The neighbours are friendly and everyone says hello. One neighbour was giving some flowers to another, saw. me, introduced herself, and gave me some flowers 💐. The house is cool-looking, yet remains a functional space for three adults and two young children. We had a car so I cannot comment on the accessibility of using public transport, but the main road is a few minutes walk away, and there were plenty of taxis picking up and dropping off people. Joy and Kyle were always accessible: one of them would answer our queries within seconds/minutes. They both had a positive energy. When we did not know how something worked, Kyle came around within minutes. He is a very warm and friendly gentleman, who provided a lot of information. And some welcome Trini snacks! I would recommend staying at Joy's house. Thank you Joy and Kyle!
Home in Port of Spain
5 out of 5 average rating, 4 reviews

The M4 - Elegant home in Port of Spain

JessicaRating, 5 stars6 days ago
Le logement est très agréable climatisé, les lits sont très confortables, le salon est agréable,la cuisine est pratique avec tout ce qu'il faut pour cuisiner. C'est très fidèle à l'annonce ! Nous avons eu un bel accueil et une hôte bienveillante, disponible et de bon conseil alors que le week-end était férié.
Home in Cunupia
4.82 out of 5 average rating, 11 reviews

Ramel’s Tropical Suites 4

BrittanyRating, 5 stars62 months ago
Great Airbnb if you are looking for a getaway. We went after carnival and it was perfect! The pool is awesome and the amenities are great for staying in and relaxing after carnival. The only thing is the location is a bit hard to find and a little ways from Port of Spain. Other than that it’s greAt.
Home in Maracas Bay Village
4.67 out of 5 average rating, 9 reviews

Charvilla on Maracas Bay

NatalieRating, 5 stars1 month ago
Shameela's place was perfect for our short stay in Trinidad. Location was great, right by the beach. The house was clean with three AC units. Shameela provided us with coffee and towels, we ran out of both during the week and she provided us with more immediately. Do plan to carry your own beach towels since the towels provided are to shower. check-in and check-out was easy, instructions were clear. the perfect beach getaway
Home in Tunapuna/Piarco Regional Corporation
5 out of 5 average rating, 8 reviews

Esther’s Retreat:

KevinRating, 5 stars1 month ago
the place was amazing to stay in . the picture look exactly like it is. the locks require a key to lock the doors from the inside and, bars on all windows making you feel extra safe. the location was perfect for all our carnival events. and a local market and food was steps away. loved this place and I would use it again as per me and my 5 friends.
Home in San Juan
4.7 out of 5 average rating, 20 reviews

The "Dous" Modern Apartment

MaurissaRating, 5 stars2 months ago
Had a lovely stay at The DOUS. The apartment is exactly as described, well cleaned n comfortable for guests. Easy to find with the helpful instructions from the hosts. We especially loved having a full kitchen to cook an evening meal and the ambience of the private patio was very inviting. Thanks for a lovely stay :)
Guest favourite
Home in Port of Spain
4.78 out of 5 average rating, 9 reviews

Tropical oasis 5mins from the city

ElseRating, 5 stars1 month ago
Darcy et James sont vraiment des hôtes de qualité. Ils sont disponibles, accueillants et très flexibles. Nous avons passé un excellent séjour dans leur logement et nous reviendrons assurément
Home in Tacarigua
4.75 out of 5 average rating, 4 reviews

Orchard Villa

KassieRating, 5 stars20 months ago
The place was an excellent find! I am so glad that it was available. My son and his friends enjoyed the stay very much. The place was clean well kept. Everything as described. Perfect location for our tennis agenda! Hope to stay here again soon!

Quick stats about house rentals in San Juan

  • Total rentals

    30 properties

  • Nightly prices starting at

    $41 CAD before taxes and fees

  • Total number of reviews

    120 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore