
Family-friendly holiday rentals in Diego Martin
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Diego Martin

Total holiday rentals
Explore 150 holiday rentals in Diego Martin

Nightly prices starting at
Diego Martin holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
150 of Diego Martin holiday rentals include wifi 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!
Top-rated family-friendly rentals in Diego Martin
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.
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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.
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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!
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Prime Location - Beautiful La Reine at Flagstaff
Welcome to La Reine at Flagstaff — a well-appointed, tri-level townhouse offering 5 spacious bedrooms and 3.5 bathrooms, 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, La Reine at Flagstaff offers comfort, convenience, and a touch of luxury in the heart of Port of Spain.
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Contemporary Port of Spain Condo
Enjoy a stylish experience at this centrally located place. The unit it located steps away from any amenity you can think of. The best restaurants the island has to offer, banking, supermarkets, pharmacy, recreation, hospitals and much more. You can’t ask for a better or safer location. Perfect for your visit to Trinidad or for a luxury staycation. This unit aims to cater to your every need so your vacation or business trip is an enjoyable one. You will feel totally relaxed at this unit .
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The Pad Luxury, Piarco Trinidad (With Pool)
The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.
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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.
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Modern Ocean & City View Apartment with Balcony
Welcome to your stylish hillside retreat, a bright and modern apartment designed for guests who want comfort, calm and a beautiful view from the moment they walk in. The space opens into a warm, neutral-toned living area with a large cream sofa, natural wood furniture, soft lighting and carefully selected décor that gives the apartment a clean, relaxed, premium feel.
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Luxury 3 BR, Ocean view, Pool, 10 mins from POS
Experience the perfect blend of luxury and tranquility at Avaya, a bright and breezy island-inspired apartment in Glencoe, Trinidad and Tobago. Enjoy spacious accommodations with three bedrooms, a refreshing swimming pool, and modern amenities. Perfect for events, this apartment offers a serene escape with easy access to local attractions.
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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.
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#2 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.
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Apartment U1
Kick back and relax in this calm, stylish space. If you're looking for a modern, romantic get away, Tiffany's Suites Apartment U1 is just the retreat that you've been craving.
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Popular amenities for Diego Martin family-friendly rentals
Family-friendly home rentals with a hot tub

Vista Stays ... The Cottage
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Goodwood Skyline Manor
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Enchanted Garden Oasis - OWP
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One Great Place to Stay
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Luxury near POS/Airport/UWI with Hot Tub | Gym
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MJS Hideaways Pixie Suite

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed
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Anayah's Place| 2bdr condo (Port of Spain)
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Family- and pet-friendly home rentals

Stylish Urban Oasis, Woodbrook (Corner House)
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Free Airport Transfers Divine Source 1: Entire Apt
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Le Lux
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The Loft
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The Prestige
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Q1 on the Savannah
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Fabulous 1 bedroom flat in the Heart of Port Spain
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Hidden Gem in the Heart of St James
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Family-friendly home rentals with a pool

Oasis, Your home away from home.
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Luxurious 2-Bed Condo near Beach (With Pool)
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Keyes to the West
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Luxury 3BR Condo • Executive • Stunning Views •
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Apartment with Ocean Views
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La Fillette t/house great views & beach proximity
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Modern 1BR Apartment with Pool + Prime Location
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One Woodbrook Place
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When is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $442 SGD | $230 SGD | $215 SGD | $206 SGD | $187 SGD | $168 SGD | $161 SGD | $178 SGD | $153 SGD | $153 SGD | $212 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 28°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C |
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