Vacation rentals with a pool in Diego Martin Regional Corporation

Vacation home in Port of Spain

A serene backyard area features a refreshing swimming pool surrounded by stone paving. Comfortable seating in turquoise is arranged nearby, complemented by greenery lining the back wall. Vertical garden structures add a touch of nature to the space, providing a peaceful ambiance.

4.88 out of 5 average rating, 128 reviews

Jungle Oasis: Sea&City Views with Ruby Sunsets

Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

4.87 out of 5 average rating, 15 reviews

Condo in Petit Valley

VClose to POS Home away from H :Peaceful 2BR Apt

Nestled in the hills yet close to the city, unwind at our cozy, peaceful oasis with hill views, beautiful sunsets &ocean views.. Modern Ground floor apartment: 2 bedrooms each with its owndesignated workspace , Queen beds , 2 full baths, fully air conditioned, fully equipped kitchen. Washing machine & dryer, Open living space which opens on to pool deck. Ping-Pong Table, Board Games. Close proximity to POS, shopping malls, banks, cinema, grocery, Pharmacy. Access to Food delivery services

4.82 out of 5 average rating, 39 reviews

Condo in Port of Spain

Great 3 bedroom condo in the heart of it all

Have a great stay in Port of Spain at this spacious, tastefully-furnished 3 bedroom, 2.5 bath condo at One Woodbrook Place. Have your morning coffee on the balcony with a view of downtown and the Gulf of Paria. Enjoy easy walking access to amazing restaurants, Imax movie theater, bakery and more -- minutes away from all that Port of Spain has to offer! **We offer a 20% discount for monthly stays and a 15% discount for weekly stays. **PLEASE NOTE: The unit is already booked for Carnival 2025.**

5 out of 5 average rating, 109 reviews

An open-concept living area is highlighted by modern furnishings, featuring a large sectional sofa and a sleek entertainment unit. The adjoining kitchen boasts contemporary appliances and an island, with warm wooden flooring enhancing the spacious feel. Soft, natural light fills the space through recessed lighting.

Condo in Port of Spain

Contemporary Port of Spain Condo

Enjoy a stylish experience at this centrally located place. The unit it located steps away from any amenity you can think of. The best restaurants the island has to offer, banking, supermarkets, pharmacy, recreation, hospitals and much more. You can’t ask for a better or safer location. Perfect for your visit to Trinidad or for a luxury staycation. This unit aims to cater to your every need so your vacation or business trip is an enjoyable one. You will feel totally relaxed at this unit .

An infinity pool and jacuzzi are set against a backdrop of lush greenery and rolling hills. The water reflects the sky, creating a serene atmosphere. Potted plants are arranged around the deck, enhancing the natural beauty of the outdoor space.

4.98 out of 5 average rating, 49 reviews

Cascade Mountain View Oasis

Situated 10 minutes from Port of Spain and nestled in Cascade in the Northern Mountain Range, lies the beautiful Cascade Mountain View Oasis. Experience a safe, peaceful haven for the ideal getaway. Equipped with an infinity pool and jacuzzi that overlooks the view of the mountains. 7 minutes from the historic Queens Park Savannah, home of our iconic carnival celebrations, 12 minutes’ drive from the popular Ariapita Avenue with its diverse array of restaurants, bars and night life.

A tranquil outdoor area features a swimming pool surrounded by potted plants and comfortable lounge chairs. String lights illuminate the space, highlighting a dining table with chairs in the background. The blend of greenery and cozy seating creates an inviting ambiance for relaxation.

4.96 out of 5 average rating, 26 reviews

Perfect location/ Pool - White Sand Apt

Welcome to “Sands of Time”, a secure compound with beautiful apartments. This apartment, which is named “White Sand” is perfect if you like a little bit of everything. Top-tier location. Comfortable living. Stylish and modern amenities. A place to retreat. You can choose to enjoy coffee on your private patio or lounge by the poolside. Also, if you are a nature lover, take advantage of the patio between 4:30 -5:30 pm as you see flocks of birds returning to their homes.

Villa in Diego Martin Regional Corporation

A private pool is surrounded by lush tropical vegetation, creating a tranquil retreat. A small table with a bottle and glasses is set nearby, inviting relaxation. Sunlight filters through the leaves, adding warmth to the serene outdoor space.

4.94 out of 5 average rating, 36 reviews

Garden Oasis 1: Villa with Private Pool

A stylish and spacious 3 bedroom villa located in one of the most desirable neighbourhoods in Trinidad. This duplex villa is fully serviced, and designed to define opulence. It awaits guests in a completely private and serene setting, where the only desire is to never leave. This property is located close to shopping, attractions, and an array of dining options. It is outfitted with five star furnishings, has a private pool, and BBQ grill to enhance the overall experience

4.84 out of 5 average rating, 43 reviews

A clear blue swimming pool is framed by lush greenery and colorful flowering plants. Surrounding the pool, manicured grass adds to the serene environment. Steps lead into the water, providing easy access for guests to enjoy the inviting space.

Condo in Westmoorings

Secure gated compound,pool,1bd 1bth. Bayshore Pos

A home away from home in this sought after residential area of Bayshore, Westmoorings Trinidad. This charming and homey 1 bedroom ( Queen bed ) 1-bathroom, fully equipped apartment offers a serene tranquil gardens and pools to view from a private ground floor patio. It is 20 minutes walk to West Mall, Massy grocery and a short drive away from Savannah and much of the entertainment in Trinidad. 24 hour gated security with free parking space and visitor spaces.

An outdoor pool is framed by wooden decking and surrounded by lush greenery. A gazebo with a wooden roof is positioned nearby, complemented by comfortable seating options in the form of black woven chairs.

4.87 out of 5 average rating, 68 reviews

Short/Long term rental 2BD Gated-Pool-Netflix-A/C

Located in an attractive and safe neighborhood our modern 2 bed self contained space has 2 queen beds, ample closet space with a spacious living, dining and kitchen area for your comfort. SmarTV with Netflix signed in, YouTube & fast WIFI. The kitchen is fully equipped with stove top, utensils, small appliances, in unit washer & dryer. Outdoor garden and shared pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

A light-filled living area features a comfortable sofa adorned with decorative pillows. Two round mirrors enhance the space, while a stylish coffee table sits atop a patterned rug. The ceiling fan adds a touch of comfort, and large glass doors lead to a balcony with outdoor seating.

4.68 out of 5 average rating, 19 reviews

Spacious 3 Bed Apartment | Pool | Maraval | Gated

Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming 2-bedroom, 1-bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

5 out of 5 average rating, 22 reviews

A night view captures the scenic hills illuminated by countless city lights. The vibrant colors of the buildings contrast with the dark sky, while greenery from palm trees frames the image, creating a serene urban landscape.

Condo in Port of Spain

City Scape Vacation property! (OWP)

Enjoy a stylish experience at this centrally located in-demand, secure property! Experience T&T in the liveliest place on the island, with beautiful mountain views, access to the nicest beaches (Maracas, Las Quevas & more), pool, on site restaurants & bars, and easy access to the hottest entertainment and dining experience on the island Even home to some popular local celebs!”