Apartment holiday rentals in Diego Martin

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Quick stats about flat rentals in Diego Martin

  • Total holiday rentals

    Explore 130 holiday rentals in Diego Martin

  • Nightly prices starting at

    Diego Martin holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    120 of Diego Martin holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diego Martin rentals

  • 4.7 Average rating

    Diego Martin stays receive an average rating of 4.7 out of 5 from guests

Top-rated apartment rentals in Diego Martin

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
Flat in San Juan
4.92 out of 5 average rating, 13 reviews

Gated San Juan 2BR Ground Unit with AC & Parking

Welcome to your modern 2-bedroom ground-unit apartment in San Juan, designed for a clean, comfortable, and convenient stay in Trinidad. This gated apartment offers full air conditioning, free on-site parking, a fully equipped kitchen, in-unit laundry, comfortable bedrooms, and a welcoming check-in experience with someone available to personally greet and guide guests on arrival. The apartment is a great fit for couples, families, business travellers, guests visiting relatives, and longer stays.

Top guest favourite
A spacious bedroom features a large window offering sweeping views of the ocean and surrounding greenery. A cozy bed is complemented by soft bedding and decorative pillows, with a wooden table showcasing lanterns. Warm lighting from a bedside lamp adds a serene ambiance.
Flat in Paramin
5 out of 5 average rating, 91 reviews

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!

Top guest favourite
A modern living area is shown, featuring a comfortable gray sofa with decorative cushions, placed near a large window that allows natural light to fill the space. A stylish coffee table sits in front, complemented by a vibrant rug and elegant wall art.
Flat in Port of Spain
4.96 out of 5 average rating, 49 reviews

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.

Top guest favourite
The image displays a compact living area featuring a cozy couch and a small dining table set for four. Natural light illuminates the room, where a wall clock and framed artwork add character. A kitchenette is visible, along with a television and plants for decoration.
Flat in Port of Spain
4.91 out of 5 average rating, 131 reviews

Warm 1-Bedroom Annexe Woodbrook

Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

Top guest favourite
A modern living area is depicted, featuring a cozy sofa and a stylish butterfly chair beside a round side table. A wall-mounted TV is visible, and a spacious bed is located in the background. Natural light filters in from large sliding doors, revealing greenery outside.
Flat in Port of Spain
5 out of 5 average rating, 27 reviews

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.

Guest favourite
A private pool is framed by a wooden deck and lush greenery, creating a calm outdoor space. The surrounding building features large windows that allow light to filter in, with carefully arranged plants adding a touch of color to the environment.
Flat in Port of Spain
4.94 out of 5 average rating, 104 reviews

Carnival safe 1BR, pool, kitchen, in St. Anns

Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, small appliances, washer & dryer so everything you need is in one place. Outdoor garden and pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

Top guest favourite
A round glass dining table is surrounded by four metal chairs featuring floral designs. A neutral placemat sits in the center, and a decorative candle holder adds a touch of simplicity. Greenery is present in the background, enhancing the space's natural appeal.
Flat in Port of Spain
4.93 out of 5 average rating, 113 reviews

Stylish Woodbrook 2 Bedroom Apartment(2)

Beautiful 2 bedroom apartment on a quiet street in the Woodbrook area, close to Oval and just off Ariapita Avenue. The apartment building was recently built and this downstairs apartment opens unto a lovely garden area which can be used for sunbathing or dining outside. The apartment is also close to all the entertainment areas and provides ease of access to the business district. The two bedrooms, living and dining areas are fully air conditioned and the kitchen is well equipped.

Guest favourite
Flat in Port of Spain
5 out of 5 average rating, 5 reviews

Modern 1 BR Boutique Apt | Savannah

This thoughtfully designed one-bedroom apartment blends the elegance of Woodbrook’s colonial gingerbread charm with modern living. Enjoy a king-size bed, en suite bathroom, and a full kitchen equipped with stainless steel appliances and handcrafted wood finishes. Natural light fills the open-plan layout, featuring a workspace and a cozy pull-out sofa for extra guests. Every detail reflects the soul of Woodbrook’s timeless architecture. * Unit allocated maybe Apt 1 / 2 (same).

Guest favourite
A modern multi-story building complex is depicted against a bright blue sky. The architecture features a combination of glass and concrete with balconies visible on the upper floors. Lush palm trees are present at the forefront, adding a touch of greenery to the urban scene.
Flat in Port of Spain
4.88 out of 5 average rating, 32 reviews

Luxurious 1-bedroom One Woodbrook Place Apartment

Take it easy at this cozy and high-end ground-floor getaway. - Self Check-In ✅ - Gated Compound with 24/7 security 🔐 - Communal Pool 🏊 - Fully Equipped Kitchen 🧑‍🍳 - On-site Restaurant Plaza 👌 - 2 minutes away from D'Dial Fitness Gym 🏋️ and CinemaOne IMAX theatre 🎬 - 5 minutes from Ariapita Avenue and Kappa Pharmacy 👍 - 5 minutes away from Massy Grocery and Tru Valu Grocery 🥬 - 30 minutes from Maracas Bay 🏝️ Perfect for travelers or business professionals.

Superhost
Flat in Port of Spain
4.86 out of 5 average rating, 7 reviews

Luxury Condo in Port-Of-Spain

Welcome to your stylish home away from home in Belmont, Port of Spain! This gorgeous top-floor 1-bedroom condo is located in a secure gated community steps away from Queen's Park Savannah! Wake up to stunning skyline views, enjoy your morning coffee on the balcony, and unwind in a peaceful space just minutes from the action downtown. Whether you’re visiting for business or leisure, you’ll enjoy comfort, convenience, and peace of mind in this contemporary condo!

Top guest favourite
A restful sleeping area is featured with a spacious bed adorned in soft linens and a patterned throw. A wooden headboard adds a touch of warmth, while bedside lamps provide gentle illumination. A tray holds beverages and snacks, complemented by a vase of colorful flowers.
Flat in Port of Spain
4.95 out of 5 average rating, 113 reviews

-20% Convenient Studio Queens Park Savannah Getway

Location, Location, Location – mins from everything in a super safe and convenient area. Newly remodeled, very clean, studio apartment with a private bathroom, kitchenette, and private workspace. Superfast WIFI and Netflix included This studio is centrally located steps off the Queens Park Savannah and just up the road from the heart of the city We are happy to share our well-proved insider tips with our guests to enjoy Trinidad at its best!

Superhost
A private pool area features a sparkling swimming pool surrounded by green artificial grass. The wall behind is adorned with a striking abstract mural, while a flat-screen television is mounted nearby. Comfortable seating options can be seen, making it suitable for relaxation and entertainment.
Flat in Port of Spain
4.82 out of 5 average rating, 22 reviews

Lavish Livin’

Cozy Getaway with Private Pool – Perfect for Two! Escape to your own private oasis! This charming retreat is ideal for couples or solo travelers looking to relax and unwind. Enjoy sun-soaked days by the sparkling pool, peaceful evenings and all the comforts of home. Thoughtfully designed for two, it’s the perfect spot for a romantic weekend or a refreshing break.

Popular amenities for Diego Martin apartment rentals

When is the best time to visit Diego Martin?

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