Vacation rentals with a pool in Diego Martin

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Diego Martin

  • Total vacation rentals

    Explore 70 vacation rentals in Diego Martin

  • Nightly prices starting at

    Diego Martin vacation rentals start at G$10,461 GYD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Diego Martin vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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.

ValueFamilyNearby

Guest favorite
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.

LocationValueWifi

Superhost
Home in La Fillette
4.75 out of 5 average rating, 8 reviews

La Fillette t/house great views & beach proximity

5 PM CHECK-OUT. Because your holiday shouldn’t end when you wake up. No rushing, no packing before breakfast—just more time to relax. At Moonrise La Fillette, spectacular ocean and mountain views greet you from every window and outdoor space, while beautifully curated interiors reflect the eye of interior designer, artist & Airbnb Superhost Kevin Allister Garcia. Come experience what our guests have already discovered: Moonrise is more than a place to stay. It’s a feeling you won’t soon forget.

LocationFamilyCondition

Top guest favorite
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.

FamilyValueCleanliness

Guest favorite
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, 144 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 .

LocationValueAir conditioning

Guest favorite
The cabin is framed by a lush garden featuring vibrant yellow flowers carpeting the ground. An inviting wooden exterior, complemented by large windows, allows natural light to fill the space. Surrounding trees add to the tranquility of this serene hillside setting.
Vacation home in Port of Spain
4.97 out of 5 average rating, 69 reviews

Le Chalet

Located 25 minutes from the airport and nestled in the hills of Maracas valley, this cabin is just a 7 minute drive from the trail head of the highest waterfall in Trinidad at 300 feet and 3 minute drive from the hummingbird sanctuary. Also located nearby is the Ortinola estate where you can make your own chocolate. Please feel free to ask about airport transfers and additional tours of the island that we offer. Our home is very family oriented, we do not allow events or large gatherings.

ValueLocationQuiet

Superhost
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.

FamilyValueNearby

Superhost
Guest suite in San Juan
4.88 out of 5 average rating, 150 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.

LocationValueAir conditioning

Guest favorite
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.

ValueFamilyQuiet

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.

FamilyValueCleanliness

Top guest favorite
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.

FamilyValueAccess

Superhost
Apartment in Carenage
4.83 out of 5 average rating, 18 reviews

Ocean View, 2 Br, Pool, 10 mins from POS

Tropical charm with ocean views. Relax in a spacious, sunlit setting that captures the warmth of the Caribbean. Perfect for a restful stay with the sound of birds nearby

LocationValueAccuracy

Popular amenities for Diego Martin rentals with a pool

When is the best time to visit Diego Martin?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,404 GYDG$74,483 GYDG$37,869 GYDG$35,777 GYDG$38,915 GYDG$40,798 GYDG$32,429 GYDG$34,312 GYDG$34,521 GYDG$34,521 GYDG$32,429 GYDG$34,940 GYD
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