Holiday houses in Diego Martin

Find and book unique accommodation on Airbnb

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
Home in Goodwood Park Extension
4.94 out of 5 average rating, 16 reviews

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.

Top Guest favourite
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!

Guest favourite
A spacious deck extends from the house, showcasing breathtaking views of lush green mountains meeting the ocean. The azure sky is filled with soft white clouds, creating a serene backdrop for the surrounding natural landscape.
Home in Sâut D’Eau
5 out of 5 average rating, 13 reviews

Toucan Cottage - Off-grid 2 bed 2.5 bath house

Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

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.

Guest favourite
A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.
Home in Chaguanas Borough Corporation
4.94 out of 5 average rating, 124 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Guest favourite
Apartment in Port of Spain
4.77 out of 5 average rating, 70 reviews

Graceful 1BR Suite • Cozy • Safe • Relaxation

✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — in the heart of the Capital, Port of Spain. Ideal for business travellers, consultants, couples, and extended-stay guests, this 1-bedroom, 1-bath condo blends comfort, peace of mind, security, and a prime location. Enjoy calming balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — just moments from dining, nightlife, cultural events, and Ariapita Avenue. Your home away from home awaits.

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.
Apartment in Port of Spain
4.93 out of 5 average rating, 112 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
A modern kitchen is featured, showcasing white cabinets with gold handles and natural wood countertops. Stainless steel appliances, including a gas stove and microwave, are visible. Glass doors lead to a pantry area, enhancing functionality and light flow within the space.
Apartment in Port of Spain
4.9 out of 5 average rating, 10 reviews

The Cozy Nest

Keep it simple at this peaceful and centrally-located in an upscale neighborhood a mile away from the Queens Park Savannah. Apartment is sperate but attached to the main house. Dedicated parking spot right in front of the unit and no stairs to access. Front yard has views of downtown Port of spain. Apartment is fully air-conditioned with TV with Netflix and all movies and wifi available. Bedroom has queen bed and washer/dryer. Option for breakfast to be provided!

Guest favourite
A modern living area features a spacious gray sectional sofa positioned around a light wooden coffee table. A potted plant adds a touch of greenery beside a large window, which is layered with dark curtains. Light wood finishes and natural light create a serene environment.
Condo in Port of Spain
4.97 out of 5 average rating, 69 reviews

Luxurious 1-Bedroom Condo in Port of Spain

Take it easy at this cozy and luxurious getaway. - Self Check-In ✅ - Modern Gated Compound with keycard only access 🔐 - Dedicated workspace 💪 - Private Balcony 👍 - 2 minutes away from the Queen's Park Savannah 👌 - 5 minutes away from Massy Grocery 🥬 - 10 minutes away from Ariapita Avenue 🍱💃 - 30 minutes from Maracas Bay 🏝️ Perfect for travelers or business professionals.

Guest favourite
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, 305 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.

Guest favourite
A modern kitchen is featured with sleek cabinetry and a dining area. A circular table with four wooden chairs occupies the center. Stainless steel appliances, including a refrigerator and microwave, are arranged neatly in the well-lit space, complemented by light grey walls and soft grey curtains.
Apartment in Port of Spain
4.91 out of 5 average rating, 124 reviews

#1 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.

Guest favourite
Condo in Carenage
4.96 out of 5 average rating, 186 reviews

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.

Popular amenities for Diego Martin holiday rentals

When is the best time to visit Diego Martin?

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Avg. price$224 NZD$356 NZD$224 NZD$180 NZD$202 NZD$190 NZD$183 NZD$190 NZD$190 NZD$204 NZD$190 NZD$216 NZD
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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 condo rentals in Diego Martin?

    Experience the best of Diego Martin with our condo rentals, starting at about $50 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 guesthouse rentals in Diego Martin have air conditioning?

    Absolutely! We offer over 10 guesthouse 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 townhouse rentals in Diego Martin have wifi?

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

  • Do house rentals in Diego Martin have free parking?

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

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 20 homes with a kitchen, over 20 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 $35 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!