Vacation rentals with a pool in Port of Spain

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Port of Spain

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Vacation home in Port of Spain

4.89 out of 5 average rating, 113 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

Guest favorite

Condo in Port of Spain

5 out of 5 average rating, 25 reviews

*Luxurious Condo in Woodbrook! *

You’ll enjoy easy access to everything from this centrally located place, located in the most exclusive building in Port of Spain, Trinidad. -Secure & gated entrance -Parking spot included -5 minute drive to Ariapita avenue (“The Ave”) Our LUXURIOUS condo at 1 Woodbrook Place will make you feel at home while being the perfect getaway. Gym, Pool, Restaurants, Bars, IMAX Theater, Shopping, & NightClub are all conveniently located in the complex. Enjoy Amazing views of the city & the hills!!!

Guest favorite

Condo in Port of Spain

5 out of 5 average rating, 96 reviews

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 .

Guest favorite

Rental unit in Port of Spain Corporation

4.93 out of 5 average rating, 27 reviews

One Great Place to Stay

Ideal location for short and long stay. Conveniently located in centric Woodbrook. This luxurious condo with all inclusive facilities works both as a getaway site as well as a starting point with access to it all. Saint James’ western Main road is known as the street that never sleeps, The Savanah, Imax and Cinema One, Pharmacies, Banks, Shopping malls, Carnival prime location, Car rentals, Ariapita Avenue (The Avenue) Restaurants all within walking distance of this great place to stay.

Guest favorite

Serviced apartment in Lower Santa Cruz, San Juan,

5 out of 5 average rating, 68 reviews

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....

Guest favorite

Condo in Port of Spain

4.88 out of 5 average rating, 42 reviews

Cozy 2BR condo in Woodbrook, Port-of-Spain

Enjoy a cozy experience at this conveniently located place in the capital city. This fully furnished contemporary 2-bedroom condo is perfect for either business travel accommodation or a safe and enjoyable getaway for couples or families. Access via a private entrance from a secure free parking spot for one vehicle. On-compound facilities include a swimming pool and gym. You can also access a variety of restaurants/ bars, IMAX cinema, and banking services within the complex

Guest favorite

Condo in Piarco

4.94 out of 5 average rating, 104 reviews

Modern Condo in 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.

Guest favorite

Guest suite in San Juan

4.93 out of 5 average rating, 121 reviews

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.

Guest favorite

Rental unit in Port of Spain

5 out of 5 average rating, 18 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.

Superhost

Home in Las Lomas #2

4.86 out of 5 average rating, 185 reviews

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.

Guest favorite

Rental unit in Port of Spain

4.97 out of 5 average rating, 72 reviews

Stacys Place #2: 2 Bedroom Apartment

This perfectly located spacious 2 bedroom apartment transports you to a home like sanctuary nestled calmly within the surroundings of an area diverse in it's offerings. You will be close enough to the hustle and bustle of the city but yet feel apart from it due to the level of privacy and tranquility within this self contained unit. A wonderful space close to many sites, attractions, entertainment, and shopping all within walking distance.

Superhost

Rental unit in Saint Joseph

4.79 out of 5 average rating, 121 reviews

The Opal

Nestled in the 'Jewel of the East' or La Joya as it is more commonly known. The Opal apartment is located on the third floor in the Courtyard of the Artisans. This fully air-conditioned one bedroom apartment is a self contained unit which contains a kitchenette, bar and dining space with cable and wifi. Additional amenities include, private parking for one vehicle, 24/7 security, a ATM and Credit Union conveniently located on the compound.