Holiday houses in Diego Martin

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Top-rated holiday rentals in Diego Martin

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

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Superhost
A serene balcony features a hammock and a small dining set with two chairs, all placed on lush green turf. A telescope is positioned for panoramic views of the ocean and surrounding landscape, complemented by bright sunlight streaming in.
Place to stay in Port of Spain
4.92 out of 5 average rating, 136 reviews

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.

Top Guest favourite
An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.
Place to stay in Paramin
5 out of 5 average rating, 202 reviews

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!

Top Guest favourite
Apartment in Maraval
4.94 out of 5 average rating, 17 reviews

The•One•Six Modern & Cozy•King Bed & 1 bath•Views

A beautifully designed modern NYC styled 1 bed/1bath, 1st floor apartment with mountain views within a charming, older secured compound. An open concept living space with a fully equipped kitchen, fast Wi-Fi, a smart tv, fully air con, king sized bed, generous closet space, a spa inspired bathroom for a refreshing start or relaxing unwind. Steps away from many restaurants, cafes, pharmacies and a major supermarket. Convenient transportation. Amazing views for coffee mornings and evening sips!

Guest favourite
A clear blue swimming pool is framed by lush greenery and colorful flowering plants. Surrounding the pool, manicured grass adds to the serene environment. Steps lead into the water, providing easy access for guests to enjoy the inviting space.
Condo in Westmoorings
4.87 out of 5 average rating, 55 reviews

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.

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.
Apartment in Woodbrook
5 out of 5 average rating, 19 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
The sleeping area features a warm yellow bedspread and two accent pillows with elephant designs. Soft green curtains frame the window, allowing natural light to filter through. Wooden blinds provide privacy, while a bedside table holds simple decor.
Apartment in Port of Spain
4.78 out of 5 average rating, 36 reviews

Prime Location Cozy Studio @ Beautiful La Reine

Welcome to Cozy Studio @ Beautiful La Reine — a recently renovated Cozy Studio, 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, Cozy Studio @ Beautiful La Reine at Flagstaff offers comfort, convenience, and a touch of luxury in the heart of Port of Spain.

Guest favourite
A cozy sleeping area features a spacious bed draped with a delicate canopy. Large windows provide views of the surrounding trees and distant sea. A chair is positioned nearby, with soft curtains allowing natural light to filter through, enhancing the serene ambiance.
Treehouse in Port of Spain
4.84 out of 5 average rating, 152 reviews

Private treehouse, cozy space, spectacular views

Enjoy the sounds of birds and the rustle of wind through the leaves of a 100-year-old nutmeg tree in this cozy treehouse. Surrounded by trees with stunning views of the surrounding forest, lush mountains and the Caribbean Sea this wood and glass treehouse is a great space to escape the hustle and bustle of city life. Access via a short hike but on arrival relax and enjoy the quiet, comfort and modern amenities while immersing yourself in the raw beauty of nature.

Guest favourite
A modern kitchen features a round glass dining table surrounded by six black chairs. A decorative fruit bowl sits in the center, while appliances include a microwave and a stove. Natural light filters in through the windowed cabinets, illuminating the countertop space.
Guest suite in Petit Valley
4.94 out of 5 average rating, 62 reviews

Spacious apartment in Petit Valley, Diego Martin

Beautiful, spacious, secure, air-conditioned apartment in quiet residential area. Great place to relax full time or in between outings around the island. This one-bedroom, 1.5-bathroom flat is in a gated compound with parking. It is a short walk to a mini-mart, pharmacy, and public transportation to St. James, Woodbrook, downtown Port of Spain and many other areas. Larger grocery stores and restaurants are a 5-minute drive away. The airport is an hour away.

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.
Apartment in Belmont
4.94 out of 5 average rating, 102 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 modern kitchenette is visible with stainless steel appliances and a compact dining area featuring a blue table and two stools. The space is illuminated by recessed lighting and natural light from a window. A red couch and a striped chair are positioned in the inviting living area.
Tiny home in Woodbrook
4.91 out of 5 average rating, 137 reviews

Hamilton Place

Newly renovated, fully self contained, stand alone, tiny dwelling with its own secure parking for one, as well as free accessible street parking. Tucked away in the heart of the Woodbrook residential area but still close enough to the commercial and entertainment districts which are a short walk away. Recreational spaces are also readily accessible with green spaces and parks within walking distance. Truly a place set apart.

Superhost
The kitchen area features a spacious counter with wooden cabinets and an oven. A dining table with yellow chairs is positioned at the center, while a shelf above displays a colorful collection of glassware. Natural light is invited through large windows draped with dark curtains.
Guest suite in Saint Joseph
4.88 out of 5 average rating, 296 reviews

Tropical hillside studio perfect for hikers

A perfect place for eco-tourists and bird enthusiasts looking for a relaxing spot to explore the northern range on foot from. We are situated at the base of El Tucuche, fabled in Amerindian lore as a sacred mountain. The studio is large and comfortable with good views and perfectly located for guests seeking to explore the island. The apartment also has a projector system with Netflix.

Top Guest favourite
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, 130 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.

Popular amenities for Diego Martin holiday rentals

When is the best time to visit Diego Martin?

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Avg. price$200 NZD$281 NZD$279 NZD$173 NZD$195 NZD$183 NZD$176 NZD$183 NZD$183 NZD$196 NZD$183 NZD$208 NZD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Diego Martin?

    Four-legged friends are welcome in Diego Martin. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Diego Martin have wifi?

    Absolutely! We offer over 100 apartment rentals with wifi in Diego Martin. Enjoy a tailored experience with all the comforts you desire.

  • Are there Diego Martin vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Diego Martin, available on Airbnb. Make a splash and soak up the sun in style!

  • Do guesthouse rentals in Diego Martin have a kitchen?

    Absolutely! We offer over 10 guesthouse rentals with a kitchen in Diego Martin. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Diego Martin have air conditioning?

    Absolutely! We offer over 80 house rentals with air conditioning in Diego Martin. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Diego Martin?

    Experience the best of Diego Martin with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Guesthouse Rentals in Diego Martin?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Diego Martin?

    Diego Martin has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Diego Martin?

    Yes! Work meets play with ease at over 90 vacation rentals in Diego Martin featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Diego Martin have free parking?

    Absolutely! We offer over 20 condo rentals with free parking in Diego Martin. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Diego Martin

  • Total holiday rentals

    Explore 280 holiday rentals in Diego Martin

  • Nightly prices starting at

    Diego Martin holiday rentals start at $33 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Diego Martin holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Diego Martin rentals

  • 4.8 Average rating

    Diego Martin stays are highly rated by guests—averaging 4.8 out of 5!