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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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, 230 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!

Superhost
A modern building is depicted with a spacious pool area, featuring swimmers enjoying the water. The pool deck includes a railing and is surrounded by outdoor seating. Lush hills are visible in the background, providing a serene setting for relaxation.
Condo in Petit Valley
4.89 out of 5 average rating, 27 reviews

*Spec VClose to POS:Peaceful 2BR Apt

Nestled in the hills yet close to the city, unwind at our cozy, peaceful oasis with hill views, beautiful sunsets &ocean views.. Modern Ground floor apartment: 2 bedrooms each with its owndesignated workspace , Queen beds , 2 full baths, fully air conditioned, fully equipped kitchen. Washing machine & dryer, Open living space which opens on to pool deck. Ping-Pong Table, Board Games. Close proximity to POS, shopping malls, banks, cinema, grocery, Pharmacy. Access to Food delivery services

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.
Apartment 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.
Apartment 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.

Guest favourite
Apartment in Port of Spain
4.98 out of 5 average rating, 44 reviews

Luxury 2BR Apartment in Woodbrook – Prime Location

Step into luxury in the heart of Woodbrook. This spacious, fully furnished upper-floor apartment offers the perfect blend of elegance and ease — ideal for both business and leisure. Yes, you’re just minutes from Ariapita Avenue’s restaurants, cafes, and nightlife — all just a 5–8 minute stroll away. Step onto your private balcony each morning with coffee in hand, or unwind in the evening with a quiet sunset lime as the city hums around you. Your Woodbrook escape awaits — say yes today!

Guest favourite
Condo in Port of Spain
4.87 out of 5 average rating, 61 reviews

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.

Superhost
Home in Westmoorings
4.71 out of 5 average rating, 21 reviews

Gorgeous Spa 2+Den Villa with Private Pool

Forget your worries in this spacious and serene space. Located in the prime residential area of Trinidad near to the Coast . 2 min. drive to the Falls Mall with 3 groceries and 4 pharmacies nearby. The Trinidad Yacht Club is around the corner in walking distance. The Chaguaramas protected parkland is 15 min driver away with yacht clubs and restaurants on the water. This lovely Villa has its own pool and garden and the den has a fold out couch to accommodate a 5th guest .

Top Guest favourite
A round glass dining table is positioned centrally, surrounded by four cream-colored chairs. A floral centerpiece adds a touch of color, while light filters through sheer curtains, casting a soft glow in the room. A door is visible in the background.
Apartment in Port of Spain
4.92 out of 5 average rating, 97 reviews

Stylish Woodbrook 2 Bedroom Apartment(1)

Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragarete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free WiFi and is fully air conditioned. An ideal base to explore Woodbrook.

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 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!

Guest favourite
A spacious roof terrace features comfortable outdoor seating with plush cushions. A glass table stands at the center, offering a spot for drinks or dining. Lush green mountains rise in the background under a clear blue sky.
Townhouse in Maraval
5 out of 5 average rating, 34 reviews

Vallée Cachée- Bougainvillea 2bdr Twnhouse w Pool

Vallée Cachée is a destination. Relax on the roof terrace with your drink of choice or enjoy a late evening swim at the temperture controlled full size swimming pool in the safety of a well protected property. Just hang out or turn up the heat in the charcoal BBQ pit. This property is ideal for groups as there are 4 airbnb Townhouses available for rent on this compound (sleeps a total of 20 persons)

Guest favourite
Cabin in Diego Martin Regional Corporation
5 out of 5 average rating, 32 reviews

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.

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.
Apartment 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 holiday rentals

When is the best time to visit Diego Martin?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$223 NZD$353 NZD$223 NZD$178 NZD$201 NZD$189 NZD$182 NZD$189 NZD$189 NZD$202 NZD$189 NZD$214 NZD
Avg. temp27°C27°C27°C28°C29°C28°C28°C28°C29°C28°C28°C27°C

Frequently Asked Questions

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

    Diego Martin has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Diego Martin with our townhouse rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Four-legged friends are welcome in Diego Martin. Choose from more than 20 vacation rentals for guests traveling with pets.

  • 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.

  • 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 condo rentals in Diego Martin have air conditioning?

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

  • Do townhouse rentals in Diego Martin have a kitchen?

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

  • Do guesthouse rentals in Diego Martin have wifi?

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

  • 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.

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

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

Quick stats about holiday rentals in Diego Martin

  • Total holiday rentals

    Explore 290 holiday rentals in Diego Martin

  • Nightly prices starting at

    Diego Martin holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Diego Martin holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Diego Martin rentals

  • 4.8 Average rating

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