Vacation rentals with a pool in Trinidad and Tobago

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Top-rated rentals with a pool in Trinidad and Tobago

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

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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, 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

Home in Chaguanas Borough Corporation

4.96 out of 5 average rating, 67 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Guest favorite

Rental unit in Bethel

4.97 out of 5 average rating, 165 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

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....

Superhost

Home in Couva

4.87 out of 5 average rating, 110 reviews

Casa Serena - Relaxing, private, family friendly!

This well appointed, fully furnished, 3 bedroom, 3 bathroom house is your home away from home. Located in a quiet neighbourhood, its airy open space plan features a fully equipped kitchen, secured parking for at least two vehicles and guest parking. Only 7 minutes from the Ato Bolden Stadium, Aquatic Center, Cycling Dome and Cricket facility. 8 minutes from the Solomon Hochoy highway, for easy access to the cities, beaches, restaurants, shopping malls and other places of interest.

Guest favorite

Condo in Piarco

4.94 out of 5 average rating, 105 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

Condo in Mount Saint George

4.97 out of 5 average rating, 71 reviews

The Oasis w/ private beach & great view #432211004

The Oasis is as the name suggests; an escape from the hustle and bustle in a space designed to replenish and renew your spirit and your senses. See the beauty of nature, feel the warmth of cooling breezes, taste excitement in our natural salt water pool and touch the heart of your loved one with whom you will share this sanctuary. The Oasis is located on a hillside and steps are provided to allow you to experience all that we have to offer.

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.