Holiday rentals with a pool in Diego Martin

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Diego Martin

  • Total holiday rentals

    Explore 70 holiday rentals in Diego Martin

  • Nightly prices starting at

    Diego Martin holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Diego Martin holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Diego Martin rentals

  • 4.9 Average rating

    Diego Martin stays are highly rated by guests—averaging 4.9 out of 5!

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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Superhost
Condo in Port of Spain
4.73 out of 5 average rating, 60 reviews

Luxury 3BR Condo • Executive • Stunning Views •

✨About This Space✨ Luxury, Comfort, Business or Family, come immerse yourself in this stunning panoramic view suite at One Woodbrook Place, POS. Perfect for business travelers, executives, couples and family getaways. This 3 bedroom, 2 1/2 bath condo combines stunning views, comfort, security and unbeatable location. Wake up to sunrises over the city, Wi-Fi, stylish furnishings, modern amenities, and 24/7 secure parking—all just steps from the best in dining, nightlife, and cultural events.

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Guest favourite
Home in Goodwood Park Extension
4.81 out of 5 average rating, 32 reviews

Luxurious Oasis 3Br. Villa with Private Pool

Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

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Top Guest favourite
Condo in Piarco
4.98 out of 5 average rating, 50 reviews

SuiteDreams- Modern 2BR Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

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Guest favourite
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
4.98 out of 5 average rating, 143 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 .

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Guest favourite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Condo in Piarco
4.93 out of 5 average rating, 213 reviews

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.

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Superhost
A modern cottage with a distinctive architectural design features a sloped roof and a mix of soft colors on its façade. Natural stone accents are visible in the landscaping, complemented by a well-kept lawn and outdoor seating areas, creating a relaxing exterior.
Guesthouse in St Joseph
4.83 out of 5 average rating, 106 reviews

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.

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Superhost
Guest suite in San Juan
4.88 out of 5 average rating, 149 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 - the call and response of at least 10 species of birds, shady fruit trees, as well as the comforts of modern day life. Only 30 minutes drive from the beautiful Maracas Beach, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 minutes from the Queen's Park Savannah.

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Guest favourite
Home in Goodwood Park
4.9 out of 5 average rating, 31 reviews

Goodwood Skyline Manor

Escape to Goodwood Skyline Manor, your serene sanctuary above Port of Spain. This spacious hilltop retreat features a luxurious hot tub, a massive pool, and breathtaking panoramic views of the city. Perfect for relaxing or entertaining, the home offers peace, privacy, and plenty of room to unwind. Enjoy stunning sunsets, cool breezes, and total tranquility in this quiet, exclusive getaway.

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Superhost
Condo in Port of Spain
4.9 out of 5 average rating, 30 reviews

Luxurious 2-Bed Condo near Beach (With Pool)

Kick back and relax in this calm, stylish apartment. - Self Check-In ✅ - Gated Compound with dedicated parking 🔐 - 5 minutes away from Massy Supermarket, Superharm (pharmacy), Starlite (pharmacy) and Box Park (food hub) 👌🏾 - 25 minutes from Maracas Bay 🏝️ - 15 minutes from Ariapita Avenue 🍱 Perfect for travelers or business professionals.

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Guest favourite
Apartment in Carenage
4.88 out of 5 average rating, 17 reviews

Luxury 3 BR, Ocean view, Pool, 10 mins from POS

Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.

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Top Guest favourite
A serene pool area is surrounded by lush greenery, featuring a stone wall and a gentle waterfall. Comfortable lounge chairs are positioned nearby, enhancing the tropical ambiance. The garden's vibrant plants contribute to a peaceful retreat, inviting relaxation in the outdoor space.
Guest suite in Port of Spain
4.91 out of 5 average rating, 132 reviews

Tropical Haven - 2 bedroom apartment in Maraval

This spacious and tropical apartment has two bedrooms and two bathrooms, as well as a large open-plan kitchen and living room. There is also a luxurious pool in the lush garden. It is located in a quiet neighbourhood on the St. Andrews Golf Course in Moka and is only 20 minutes away from Maracas Beach or Port of Spain.

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Guest favourite
A balcony offers panoramic views of the ocean and coastline. Comfortable outdoor seating is arranged around a coffee table, with decorative cushions adding a touch of color. The glass railing provides an unobstructed sightline to the horizon and distant cityscape.
Condo in Point Cumana
4.93 out of 5 average rating, 41 reviews

Apartment with Ocean Views

Luxurious ocean front end unit apartment. Kick back, relax and enjoy the stunning ocean and city views !!!

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Popular amenities for Diego Martin rentals with a pool

When is the best time to visit Diego Martin?

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