
Holiday rentals with a pool in Diego Martin
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Diego Martin
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Diego Martin rentals with a pool
House rentals with a pool

Sam's Place with en-suite Jacuzzi & private pool
Staying here was honestly such a great experience. The house felt like a little home away from home. It was super clean cozy and had everything I needed. Close enough to everything I wanted to see but tucked away just enough to feel peaceful. The host was really responsive and helpful to us. They put a lot of thought in our stay!

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!

Four bedroom oasis in town with private pool
Thank you to the best abnb hosts! Friendly , accommodating and flexible. The 360 security camera and gated private residence made my family and i feel safe and secure. The property is large and spacious. We actually had extra room. Lovely stay. We appreciate you. Highly recommend for US tourists ❤️

The Prestige
Check in was great. Damien was at the location upon arrival. He gave clear instructions about the house. There was no need to contact him during the stay. The house looks exactly like the photos. The house and its amenities is definitely worth the price. I would stay here again and I would definitely recommend this place to anyone visiting.

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.

Pandora's Zen
Pandora's Zen was everything we expected and more. The house was absolutely beautiful and suited to accommodating more than one family if necessary. It was actually much bigger than I thought it would be. The sound system around the pool was awesome it's and very simple to use. Everything was clean when we arrived, the kitchen was well stocked with everything needed, and the air-conditioning was great in that each room had it's own unit controllable by remote. I also have to mention Phil. Phil was so easy to get along with, and just seems like a really great guy with just a knack for customer service. He sets very high expectations for the properties he has and manages, and customizes them to a vacation experience. This was my first trip to Trinidad, but it definitely won't be my last, and when I do return, I hope it will be at Pandora's Zen. Thank you Phil for an incredible vacation that we'll never forget.

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!

Beautiful modern pool apartment
Maurice was an absolutely fantastic host for our large group during Carnival season! From start to finish, he was incredibly responsive—before and after booking, as well as throughout our stay. He went above and beyond by helping us coordinate grocery pickup and even greeted us in person, which made us feel so welcome. The house was even more stunning in person, thanks to recent renovations, and the layout was perfect for our group. The housekeeper was warm and friendly, and she did an amazing job with our mid-stay cleaning. Our experience couldn’t have been better, and I would absolutely rebook with Maurice in a heartbeat!
Apartment rentals with a pool

Opal Suite #1
I would highly recommend Kavita’s place, it’s was clean, comfortable, delightful and peaceful. Kavita had impeccable communication, responded with in minutes and checking in and out was extremely easy. Her property is located in a good area and is not far from supermarkets, restaurants or any event you want to attend. Just a great place over all.

Diamond H Apartments
Jared was always available and if he was unable his colleague was very attentive to all needs and questions. I would definitely recommend Jared for future bookings for myself or family members in the near future

What a feeling!!!
My stay at Apt 304, Emerald Plaza was wonderful! The apt was as clean and neat as in the photos, and with a fully-equipped kitchen, I could not ask for more! It was ideally located for my purpose, which was to attend church over the Easter Triduum! Would recommend this place for anyone wanting the comforts of home, while away from home!

*Luxurious Condo in Woodbrook! *
Had a comfortable stay at Renee's whilst on a short vacation. Firstly, Renee is a first-class communicator (pre/during/after my stay) and ensured that I had all the information I needed for the trip. The location is perfect with restaurants, entertainment, local shopping and various activities, all within walking distance/next to the building or a short ride away. Security within and around the area is also great. The unit is extremely spacious, with all the amenities needed for a short or long-term stay. Overall, I give it a RECOMMEND! Thank-you Renee for the Stay!

VClose to POS Home away from H :Peaceful 2BR Apt
Clytus and his wife made us feel so comfortable, Home was beautiful and located in a lovely area! His wife Simmi was amazing, even went out her way to prepare me a birthday breakfast. Simmi was always available and did everything to make me feel comfortable. Perfect for adults and children. Great outside area safe for the children. Would definitely stay again! Thank you so much 🙏🏾😊

Executive 3 Bedroom Condo With King Bed & Pool
André place was exactly like the phones, it was free of clutter, great balcony and spacious kitchen. Only thing is if you want friends to come over there is only available parking for 2 vehicles. Rather than that it was a good stay. Very safe place

Luxurious 3BR/2BA condo with Pool
This is my go to place & Allana is awesome. I encountered a problem which was out of any Hosts hands and and she swiftly swooped in to alleviate things. I appreciate good people and good hosts and she is that indeed, and her place is as comfortable as my last time here I feel homely when I am inside. Thank You Allana.

Lux Casa TT- Stylish 2 bedroom condo with pool
I had a short but very nice stay, the place was comfortable, clean, and cozy. The host communicated well. The location is very close to the airport and convenient for vacationers or anyone that has a short stop over like myself. Thank you Simeon.
Quick stats about holiday rentals with a pool in Diego Martin
Total rentals
70 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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