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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 Chaguanas Borough Corporation
4.89 out of 5 average rating, 9 reviews

Point Manor

ShaniaRating, 5 stars4 weeks ago
Steve was a wonderful host. He was really one call away. Called him to help out and he was there in 10 minutes. Also called him for non house related problems like our rental was not working and he was able to come to help us with a boost. An amazing friendly host. Thank you Steve.
Home in D'Abadie
4.57 out of 5 average rating, 7 reviews

Feels like home

CrystalRating, 5 stars16 months ago
Great place! Great hosts! Great communication! We will book again! Thank you all for everything! Appreciate it!
Guest favorite
Home in Arima
4.82 out of 5 average rating, 38 reviews

The Relaxant

DevinRating, 5 stars3 weeks ago
I had an amazing stay at this Airbnb in Arima! The place was clean, comfortable, and just as described. One of the highlights was the above-ground pool, perfect for relaxing and cooling off. Bevan was a fantastic host, friendly, responsive, and made sure everything went smoothly from start to finish. The location was great as well, peaceful but still close to everything I needed. Highly recommend and would definitely stay here again!
Guest favorite
Home in Port of Spain
4.86 out of 5 average rating, 7 reviews

Ankara Hill

DonellaRating, 5 stars15 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!
Superhost
Home in Maraval

Maraval Hilltop Views

SadiyyaRating, 5 stars8 months ago
Catherine’s place was just as described. She was extremly accomodating and her staff was very helpful. Her place is ideal for large groups and get-togethers. We felt right at home and would definitely reccommend.
Home in Chaguaramas
4.87 out of 5 average rating, 15 reviews

Breathtaking views

MatthewRating, 5 stars5 months ago
We really enjoyed our stay DDI. The indoor and outdoor space was spacious and accommodating for our group of 10. A great private place to cook, lounge, swim, and take in the views! Thanks Sam!
Home in Tunapuna/Piarco Regional Corporation
5 out of 5 average rating, 8 reviews

Esther’s Retreat:

KevinRating, 5 stars3 months 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.
Guest favorite
Home in Petit Valley
4.89 out of 5 average rating, 46 reviews

Knya Suites

SatyamRating, 5 stars1 month 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

Superhost
Home in Couva

Skyline Haven 5

KristoffRating, 5 stars1 month ago
I had an amazing experience staying at Roger and Jenisa's place! The accommodation was exactly as described —clean, comfortable, and well-equipped. Roger and Jenisa went above and beyond to make sure I had everything | needed, from providing extra towels, local recommendations, etc. to being quick to respond whenever I had questions. It's clear that he and she truly care about their guests' comfort and experience. I'll definitely be back next time I'm in the area and highly recommend this place to anyone looking for a cozy, convenient, and welcoming place to stay. Thank you, Roger and Jenisa!
Home in Belmont
5 out of 5 average rating, 4 reviews

The M4 - Elegant home in Port of Spain

Tashoy Rating, 5 stars2 months ago
Makedah’s place was clean, comfortable and just as described. The area was quiet. She was helpful and very responsive. We would stay again.
Home in Couva
4.8 out of 5 average rating, 61 reviews

Entire House with Modern Finishes | 2 Bd / 2 Bath

RedsRating, 5 stars2 weeks ago
Treston was pleasant, friendly and very responsive he made us feel welcome. The house was clean, tidy and had all necessary amenities and the check-in instructions was very clear. We were attending our nephew's wedding and the location was perfect for us. I was very pleased with the accommodation, I would highly recommend this Airbnb.
Home in Port of Spain
4.92 out of 5 average rating, 12 reviews

The Outskirts Inn

NaomiRating, 5 stars4 weeks ago
Ayannah’s place was exactly as described. Location was quiet and felt very safe walking around. Close to a grocery store. Would definitely stay there again.
Home in Maracas Bay Village
4.67 out of 5 average rating, 9 reviews

Charvilla on Maracas Bay

NatalieRating, 5 stars3 months 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
Guest favorite
Home in Port of Spain
4.78 out of 5 average rating, 9 reviews

Tropical oasis 5mins from the city

KristenRating, 5 stars9 months ago
We had a great stay! It was clean, comfortable, and private. The backyard was so cute and relaxing too!
Home in San Juan
4.74 out of 5 average rating, 23 reviews

The "Dous" Modern Apartment

AndersonRating, 5 stars1 month ago
Our stay at Prisca's place was great! The apartment was impeccably clean, which we really appreciated. It made for a very comfortable and relaxing experience. The overall ambiance was also lovely, and we truly enjoyed our time there.
Home in Macoya
5 out of 5 average rating, 7 reviews

Michelle's Place

NicolaRating, 5 stars19 months ago
An absolute GEM ! Very modern and updated Airbnb…. George’s place was very cozy, immaculate, comfortable and gave nothing but a peaceful vibe. Most importantly He answered all my questions in a timely manner. He is very pleasant and friendly and I would definitely recommend booking his place. Everything was exactly as described and even better in person. My family were very comfortable and will be staying at this place again in the future. Thanks again for your hospitality

Private house rentals

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

Colorful and Peaceful Residential Home

AndrewRating, 5 stars10 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 Trincity
4.67 out of 5 average rating, 12 reviews

Gated community, 12mi to PoS

JuniorRating, 5 stars3 months 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.
Home in Tacarigua
5 out of 5 average rating, 4 reviews

Beautiful, spacious family home

ZacharyRating, 5 stars1 month ago
Absolutely loved the place. It was such a nice and private place to hang out with my friends. The food places nearby also made the stay significantly better as well. Everything that was needed was also provided. Loved it a lot
Home in Port of Spain
5 out of 5 average rating, 4 reviews

Your home away from home....

RaShebaRating, 5 stars16 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 Saint James
4.67 out of 5 average rating, 3 reviews

Modern & Central, 3 bedroom home, St. James, POS

JonathanRating, 5 stars3 months ago
My friends and I had a great stay during carnival! The house was perfect and the hosts were more than accommodating! There was plenty of space for the the 3 of us. We were able to walk to several major events during the week when getting a ride was tough. I would love to stay there again the next time I'm in Port of Spain!
Guest favorite
Home in Couva
5 out of 5 average rating, 6 reviews

Reshon's Retreat

AndreaRating, 5 stars1 month ago
Shay & his grandma made Roshon’s Retreat such a great place to stay! It’s in a great part of town, nestled in a quiet residential community but literally a few blocks away from the Main Street, restaurants, shops and more! Check-in was easy and appreciated the flexibility! We were greeted by Shay’s grandma who is super sweet and really helpful - gave us a lot of tips! The place also came with the most amazing “welcome book” with all the information you would ever need to have a safe, comfortable stay! In addition, the smart tv & live tv provided great entertainment, the kitchen & bathroom well stocked, and each bedroom spacious and with their own A/C! Also an ample amount of space to securely park a car. The welcome snacks was the icing on the cake. My family and I felt super safe, comfortable & honestly the closest we felt like home (away from home)! We will be back :)
Home in San Juan-Laventille Regional Corporation
4.6 out of 5 average rating, 5 reviews

Relax in Santa Cruz

EsadRating, 5 stars5 months ago
Our second time staying with her and it was a blast and Kiyomi was absolutely wonderful! She was so flexible in helping with my family and our last minute change. We had a very late night flight in and had to extend by a day as well, she was very accommodating! My family absolutely loved the views and the cozy stay. She was so helpful in giving us extra towels during our stay. The area had a scheduled power outage and Kiyomi was so quick to give to us solar lamps and candles for the short hours of no electricity. The WiFi was great and supported all 6 members while video calling and streaming. Hot water was so nice! We absolutely loved the complimentary fruits and beverages. We come from a cold area so it’s so refreshing to have in such a hot environment.
Home in Saint Augustine
5 out of 5 average rating, 6 reviews

Entire Hummingbird Suite in Maracas Valley

ReneeRating, 5 stars3 months ago
This was easily one of the most memorable and magical stays my fiance and I have experienced. We chose the location based on previous reviews regarding it being an ideal stay to unwind from Carnival weekend (and it WAS). Our host went above and beyond making sure we had drivers to get us to/from the airport and multiple Carnival events and offered us different Carnival recommendations. We were greeted with fresh juice, friendly and professional vibes, and a tour of our space. The breakfast offered by Abina was fabulous all while taking in the breathtaking hills and her Koi fish. We loved getting to know our host and making genuine connections. We would be honored to go back!

Quick stats about house rentals in San Juan

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$6,274 GYD 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