
Family-friendly holiday rentals in Diego Martin
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Diego Martin
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Cozy, 1 Room Tiny Home Retreat, Woodbrook, T'Dad
Jay's Place A self contained 1 bedroom unit suitable for a lone traveller or up to 2 persons it's a stone's throw from Embassies and all must-see options in the heart of Woodbrook. Whether you're in town for business or to explore, this "Tiny Home" is perfect for you. Delight in the variety of Cafes, Restaurants, Bars, Street Food and entertainment calling to you. Private entrance, high speed internet, comfortable full size bed, kitchen, small patio area, with Street PArking for your vehicle.

Garden Oasis 2: Villa with Private Pool
A stylish and spacious two-bedroom with a media lounge room located in one of the most desirable neighbourhoods in Trinidad. This duplex villa is fully serviced, and designed to define opulence. It awaits guests in a completely private and serene setting, where the only desire is to never leave. This property is located close to shopping, attractions, and an array of dining options. It is outfitted with five star furnishings, has a private pool, and BBQ grill to enhance the overall experience

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!

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.

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 .

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.

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.

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.

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.

Stylish Woodbrook 2 Bedroom Apartment(3)
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 Tragrete 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 fully air conditioned.

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.
Popular amenities for Diego Martin family-friendly rentals
Family-friendly home rentals with a hot tub

Francis Nook - Belle Garden Room

Trincity Modern Bougan-Villa

MJS Pixie Suite

One Great Place to Stay

3bed townhouse with pool in POS

Get Away Home

Kasanya Suites

Vista Stays ... The Cottage
Family- and pet-friendly home rentals

Diamond H Apartments

Polaris Courts_New 2 bd Smart Apt Piarco Airport

A Modern Escape"Style, Comfort, and Convenience"

Stylish Urban Oasis, Woodbrook (Corner House)

Free Ap Transfers 5 min to The Divine Source 1 BnB

The Prestige

Q1 on the Savannah

SNUG QUIET CITY Studio near Restaurants & Embassy
Family-friendly home rentals with a pool

Graceful 1BR Suite • Balcony Views • Cozy • Secure

Modern safe 1BED - gated,pool,kitchen,WiFi,Netflix

Cascade Mountain View Oasis

Luxurious/Relaxing Sands of Time - Beach Sand Apt

Lavish Livin’

Hidden Valley – Samaan 3bdr w Roof Terrace & Pool

One Woodbrook Place

10mins away from Maracas Bay / 3BD with pool/gym
When is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 SGD | $316 SGD | $342 SGD | $162 SGD | $161 SGD | $169 SGD | $171 SGD | $165 SGD | $182 SGD | $139 SGD | $156 SGD | $163 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 |
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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,440 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
60 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!
Destinations to explore
- Isla de Margarita Holiday rentals
- Tobago Holiday rentals
- Lecherías Holiday rentals
- Bridgetown Holiday rentals
- Fort-de-France Holiday rentals
- Les Trois-Îlets Holiday rentals
- Port of Spain Holiday rentals
- Bequia Island Holiday rentals
- Sainte-Anne Holiday rentals
- Sainte-Luce Holiday rentals
- Les Anses-d'Arlet Holiday rentals
- Le Diamant Holiday rentals
- Rentals with a patio Diego Martin
- Townhouse rentals Diego Martin
- Rentals with pools Diego Martin
- Fitness-friendly rentals Diego Martin
- House rentals Diego Martin
- Rentals with outdoor seating Diego Martin
- Pet-friendly rentals Diego Martin
- Rentals with a washing machine and dryer Diego Martin
- Smoking-friendly rentals Diego Martin
- Apartment rentals Diego Martin
- Flat rentals Diego Martin
- Family-friendly rentals Diego Martin Regional Corporation
- Family-friendly rentals Trinidad and Tobago




