Holiday rentals in Diego Martin

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.

Location · Family · Hospitality

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.

Location · Family · Wifi

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Family · Value · Layout

Prime Location - Beautiful La Reine at Flagstaff

Welcome to La Reine at Flagstaff — a well-appointed, tri-level townhouse offering 5 spacious bedrooms and 3.5 bathrooms, in a gated community with 24-hour security. Conveniently located obliquely opposite Long Circular Mall, you're just a short walk away from groceries, pharmacies, gyms, and a variety of casual and fine dining options. Whether you're here for business, leisure, or Carnival, La Reine at Flagstaff offers comfort, convenience, and a touch of luxury in the heart of Port of Spain.

Family · Location · Sleep quality

petit trou | Bayshore | Seaview 2bdr apt

Aircon'd first floor apt on gated compound with 2 bedrooms (4pers max) and full bath. Relax on a breezy patio hammock with a view of the sea. 2 min walk to Massy supermarket, pharmacy, restaurants, bakery/coffee shop, taxis. Easy access to all the marinas, mall, 40 mins from the airport and a mere 10 mins ride away from the heart of Port of Spain. A dedicated parking spot for your car. WiFi and 2 smart TVs full of content. Internal washer/dryer. Fix the boat by day. Sleep properly at night.

Family · Location · Indoor spaces

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 .

Value · Family · Parking

Contemporary Petit Valley Apt

Home Away From Home. Convenient, Contemporary & Comfortable, 3 bedroom, 2 bath apartment located 3 kms from the city of Port of Spain in picturesque Petit Valley. This spacious apt has all the comforts of home and is a perfect choice if you are visiting for business or pleasure. It's close to amenities and approx 10-15 mins to the Savannah and National Stadium, 40 mins to Maracas Bay and 45 mins to the Piarco Intl Airport. Easy access to public transport.

Location · Family · Outdoor spaces

Modern Ocean & City View Apartment with Balcony

Welcome to your stylish hillside retreat, a bright and modern apartment designed for guests who want comfort, calm and a beautiful view from the moment they walk in. The space opens into a warm, neutral-toned living area with a large cream sofa, natural wood furniture, soft lighting and carefully selected décor that gives the apartment a clean, relaxed, premium feel.

Location · View · TV

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.

Location · Value · Sleep quality

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.

Family · Location · Indoor spaces

#2 Stylish Centrally Located Apartment

Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.

Family · Location · Check-in

Cozy, Modern One Bedroom Suite.

Kick back and relax in this calm, stylish space. Tucked away in the Diego Martin valley, surrounded by lush mountains. This home away from home is comfortable and conveniently located. All guests are welcomed.

Family · Location · Checkout