Holiday rentals in Diego Martin

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 · Quiet

Paramin Sky Suite

A luxurious observatory for experiencing nature like never before Unwind in a lush, king sized bed overlooking the Caribbean Sea & forest canopy. Have a glass of wine at sunset on a private, panoramic rooftop. Live fully in a unique space where a Japanese couch faces a freestanding tub with the backdrop of a tree & endless ocean.Explore Paramin & 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 · Location · Solo travel

It’s Modern Luxury! 1 king bed, 1 bath with a view

A beautifully designed modern NYC styled 1 bed/1bath, 2nd floor apartment with mountain views within a charming, older, secured gated compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, smart tv, fully ac, non smoking, a comfy king bed, generous closet space, an amazing bathroom for relaxing. Minutes away from the savannah, city center, malls. Steps to many restaurants, cafes, pharmacies and Massy supermarket. Amazing views for coffee mornings and evening sips!

Location · Family · Laundry

Savannah Bliss

Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.

Location · Family · TV

Stylish Urban Oasis, Woodbrook (Corner House)

Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.

Family · Location · Getting around

Deluxe 2BR Condo • Elegant • Homey • Amazing Views

✨ About This Space ✨ Recharge, reflect, and stay productive in this classic executive 2-bedroom, 2- bath condo located in POS at One Woodbrook Place. Perfectly suited for business travelers, executives, consultants, couples, friends and family. This well-appointed space offers the ideal balance of privacy, luxury, convenience and location. Just steps away from top restaurants, entertainment and key business hubs, this home away from home is your space for productivity and relaxation.

Location · Value · Decor

Paramin View- Ocean and Mountain Views Retreat

Rustic hillside home with stunning views of the city, sea, and mountains. Enjoy birdsong, fresh air, and a peaceful natural setting. This is not a luxury stay, but an authentic escape surrounded by wildlife and greenery. Explore nearby hikes, visit Maracas Bay just 18 minutes away, or reach Port of Spain in about 25 minutes. Perfect for those seeking quiet, nature, and a slower pace. Forget your worries in this spacious and serene home.

Value · Family · Sleep quality

NORTH DECK CABIN 4 - Sea View, Air/Con, Private

Perched on the side of the lush green Northern Range forest, adults can unwind, bird watch, savor the sunset or soak in the sounds and beautiful sea view of the peaceful North Coast. Perfectly surrounded by nature to focus, regroup, relax or simply switch off. Nearby hiking trails to beaches. Only 12 minutes by car to the famous Maracas. Please note kids under 12 not allowed.

Location · Beach · Accuracy

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.

Family · Value · Checkout

Modern Gated 2BR/2BA Condo•10 mins to POS/St James

Enjoy a modern, gated 2-bedroom/2-bath condo just 10 minutes from Port of Spain and St. James. Perfect for families, couples, or business travelers, the condo offers secure parking, self check-in, and fast WiFi - all in a safe and convenient location.

Family · Value · Hospitality

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.

Location · Value · Solo travel

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

Value · Location · Condition