
House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Juan house rentals
House rentals with a pool

Point Manor
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.

Feels like home
Great place! Great hosts! Great communication! We will book again! Thank you all for everything! Appreciate it!

The Relaxant
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!

Ankara Hill
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!

Maraval Hilltop Views
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.

Breathtaking views
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!

Esther’s Retreat:
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.

Knya Suites
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

Skyline Haven 5
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!

The M4 - Elegant home in Port of Spain
Makedah’s place was clean, comfortable and just as described. The area was quiet. She was helpful and very responsive. We would stay again.

Entire House with Modern Finishes | 2 Bd / 2 Bath
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.

The Outskirts Inn
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.

Charvilla on Maracas Bay
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

Tropical oasis 5mins from the city
We had a great stay! It was clean, comfortable, and private. The backyard was so cute and relaxing too!

The "Dous" Modern Apartment
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.

Michelle's Place
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

Colorful and Peaceful Residential Home
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!

Gated community, 12mi to PoS
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.

Beautiful, spacious family home
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

Your home away from home....
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.

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

Reshon's Retreat
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 :)

Relax in Santa Cruz
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.

Entire Hummingbird Suite in Maracas Valley
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
- Tobago Vacation rentals
- Port of Spain Vacation rentals
- Saint George's Vacation rentals
- San Fernando Vacation rentals
- Toco Vacation rentals
- Grand Anse Beach Vacation rentals
- Mayaro Vacation rentals
- Crown Point Vacation rentals
- Blanchisseuse Vacation rentals
- Arima Vacation rentals
- Balandra Beach Vacation rentals
- Monos Island Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom