
Vacation rentals with a pool in Diego Martin
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Top-rated rentals with a pool in Diego Martin
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed
Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Westmoorings. Pool /security 2 rm - 1 bed/bthrm
A home away from home in this sought after residential area of Bayshore, Westmoorings Trinidad. This charming and cozy 1-bedroom ( Queen bed ) 1-bathroom, fully equipped apartment offers a serene tranquil gardens and pools to view from a private ground floor patio. It is 20 minutes walk to West Mall, Massy grocery and a short drive away from Savannah and much of the entertainment in Trinidad. 24 hr security/free parking space and visitor spaces. Sofa bed for 3rd guest strictly on request.

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 .

Cascade Mountain View Oasis
Situated 10 minutes from Port of Spain and nestled in Cascade in the Northern Mountain Range, lies the beautiful Cascade Mountain View Oasis. Experience a safe, peaceful haven for the ideal getaway. Equipped with an infinity pool and jacuzzi that overlooks the view of the mountains. 7 minutes from the historic Queens Park Savannah, home of our iconic carnival celebrations, 12 minutes’ drive from the popular Ariapita Avenue with its diverse array of restaurants, bars and night life.

Prime location - River Sand Apt
You can't beat this location! If you love food, this apartment has over 30 food places within its vicinity. If you like to walk, then take a 20 mins stroll to the Savannah. If not a 7 min drive will do the trick. You can relax on our spacious pool deck or go for a swim! The Sands of Time compound is absolutely stunning. The building has charm with its steps and layered levels. Plus it is unique as it was designed by an Interior Designer who has done projects across the Caribbean.

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

Cozy Condo near Port-of-Spain
The whole family will feel at home, enjoying easy access to everything from this centrally located comfortable abode in West Trinidad. This cozy 2-bed, 2 bath apartment is located in an upscale gated community with 24-hour security, large community pool, tennis courts and playground. The apartment includes a fully equipped kitchen with stainless steel appliances, pillow top mattresses and contemporary furniture throughout to provide ultimate comfort and relaxation.

Opal Suite #1
Enjoy Caribbean living with this 2 bedroom, 1 bathroom apartment that combines contemporary decor with modern amenities and an experience all can enjoy. Relax and unwind in this charming location nestled minutes away from shopping, restaurants, and more! Peaceful mornings and fun filled afternoons await you at this unique experience complete with a private outdoor pool. Full kitchen, flat screen television, WiFi, coffee bar, patio with grill and much more!

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.

Stacys Place #1: 2 Bedroom Apartment
The first self contained apartment built at Stacy's Place and its charm always surprises guests. It comprises of 2 bedrooms, and is tucked quietly away ensuring the feeling of safety and being right at home in an active neighbourhood rich in culture, and minutes away from Port Of Spain and Woodbrook. It's the ideal location for a truly authentic island experience.
Popular amenities for Diego Martin rentals with a pool
House rentals with a pool

Your Caribbean Home away from Home.

The Relaxant

The Divine Source 1 . Free airpt Taxi 5min to ABnB

Four bedroom oasis in town with private pool

Ankara Hill

Vallée Cachée-Hibiscus 2bdr w Pool & Roof Terrace

The Prestige

Breathtaking views
Condo rentals with a pool

Diamond H Apartments

*Luxurious Condo in One Woodbrook!* PoS

*Spec VClose to POS:Peaceful 2BR Apt

Luxury Condo with Amenities on the Sea

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Piarco Area Luxury 3 bedroom condo with Pool

Scenic 3BR Condo • Spacious • Inviting • Getaway

2 BR Modern Condo Piarco | Pool & Gym
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Near Downtown - Close To All The Action!

1-bedroom Tranquil Retreat Maraval
Quick stats about vacation rentals with a pool in Diego Martin
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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