Holiday rentals with a pool in San Juan

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 .

Exquisite 1BR • Modern • Vibrant • City View

✨ About This Space✨ Welcome to your private escape at One Woodbrook Place — a sleek, 1 bedroom, 1 bath apartment crafted for travelers who appreciate refined comfort, modern amenities and convenience. Step into a bright, thoughtfully designed space featuring an open-concept layout and amazing city views by day and dazzling lights by night. Whether you're a business traveler, consultant, digital nomad, or simply escaping for a relaxing getaway, this apartment is exactly what you need.

Riverside Bed & Breakfast Poolside

* Fully air-conditioned bedroom situated on the ground floor * Private entrance * Queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board * Bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow * Towels & toiletries * Wifi-ready desk with office chair, free high speed internet * 55" HD Smart TV, free Netflix, Standard Cable TV * Heated plunge pool available until 12am Essentially clean, cozy, homey....

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Vista Stays ... The Cottage

Looking for a quiet and peaceful setting away from the hustle and bustle of everyday living, look no further. Our modern cottage is set in a rainforest environment with mountain views and tropical garden for relaxation. Rejuvenate in the refreshing salt water pool and jacuzzi. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

Oasis, Your home away from home.

Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 from the Queen's Park Savannah

Nature Getaway Resort with private pool

Lovely 2 bedroom home plus loft with resort type amenities tucked away in the woods but just a 10 min drive from the airport. The house comes equipped with a full kitchen which includes - Gas burner stove/oven, double door refrigerator, dish washer, microwave and toaster oven. All utensils and cookware is included. There is a private pool (heated if required) with gazebo. There are four (4) hammocks for relaxing, kids play park with two slides and swings.

Luxury 3BR | Maraval | Pool | Gated With Security

Experience luxury and comfort in this stunning 3-bedroom, 3.5-bathroom villa in Maraval, Trinidad. Fully equipped with modern amenities, this serene retreat is perfect for a relaxing getaway. Conveniently located just minutes from restaurants, pharmacies, grocery stores, and shopping plazas, everything you need is within easy reach. Nestled in a gated community with 24-hour security, this home ensures a safe and peaceful stay for all guests.

Mt. Hope Villa | Private Spa Pool, Gated,Near City

Villa Halcyon is your unique tropical escape in gated Mt. Hope, Trinidad. This spacious 3-bed villa features A/C, 2.5 baths, bonus earthy pool side bedroom lounge, modern kitchen, open living/dining, and a sunny porch. Unwind in your private spa pool with bar and massage area—perfect after exploring the island’s food, festivals, and beaches. Ideal for adult families, couples, or a group trip-- near many restaurants, bars and more!