
Holiday rentals with a pool in Diego Martin
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Diego Martin
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Graceful 1BR Suite • Cozy • Safe • Free Transport
✨ About This Space✨✨Free Transport✨ Step into your private city-view retreat at One Woodbrook Place — In the heart of Port of Spain. Perfect for business travelers, consultants, couples, or long-stay explorers. This 1 bedroom, 1 bath condo combines luxury, security, and unbeatable location. Enjoy stunning relaxing balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — all steps away from dining, nightlife, cultural events and Ariapita Avenue. Welcome to your home away from home.

*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

The Spa 2+Den Villa with Private Pool
Forget your worries in this spacious and serene space. The Spa Villa is 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 .

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 .

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.

Carnival safe 1BR, pool, kitchen, in St. Anns
Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, small appliances, washer & dryer so everything you need is in one place. Outdoor garden and pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

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.

Vista Stays ... The Cottage
Looking for a quiet and peaceful setting away from the hustle and bustle of everyday living, look no further. Our modern cottage is set in a rainforest environment with mountain views and tropical garden for relaxation. Rejuvenate in the refreshing salt water pool and jacuzzi. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

Oasis, Your home away from home.
Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - the call and response of at least 10 species of birds, shady fruit trees, as well as the comforts of modern day life. Only 30 minutes drive from the beautiful Maracas Beach, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 minutes from the Queen's Park Savannah.

Stacys Place #2: 2 Bedroom Apartment
This perfectly located spacious 2 bedroom apartment transports you to a home like sanctuary nestled calmly within the surroundings of an area diverse in it's offerings. You will be close enough to the hustle and bustle of the city but yet feel apart from it due to the level of privacy and tranquility within this self contained unit. A wonderful space close to many sites, attractions, entertainment, and shopping all within walking distance.

Vallée Cachée - Poui 3br with Roof Terrace & Pool
Not just a place to stay but a destination. Relax on the roof terrace with a glass of wine in the evening. Enjoy the temperature 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. Ideal for groups as there are more than one Airbnb on property.
Popular amenities for Diego Martin rentals with a pool
House rentals with a pool

Stylish 3 Bdr close to Port of Spain

Celebré Manor/ Your Event & Stay Escape

Free Ap Transfers 5 min to The Divine Source 1 BnB

Oasis in Port of Spain with private pool

Ankara Hill

The Prestige

Pandora's Zen

Breathtaking views
Condo rentals with a pool

What a feeling!!!

*Luxurious Condo in One Woodbrook!* PoS

Secure Stylish Condo: Pool, King Bed, Near Airport

The Nest Haven - Pool & Gym - Piarco, Trinidad

Luxury Condo with Amenities on the Sea

Luxurious 2-Bed Condo near Beach (With Pool)

Beautiful 2 Bedroom Condo w Pool

Piarco Area Luxury 3 bedroom condo with Pool
Other holiday rentals with a pool

Opal Suite #1

Cascade Mountain View Oasis

Luxury Vacation Villa in Valsayn

Horizon One

Stylish Condo Escape – Peaceful, Secure & Central

1*-bedroom Tranquil Retreat Maraval (Apt5)

Studio33

10mins away from Maracas Bay / 3BD with pool/gym
When is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 AUD | $260 AUD | $285 AUD | $205 AUD | $228 AUD | $233 AUD | $217 AUD | $229 AUD | $231 AUD | $231 AUD | $217 AUD | $233 AUD |
| 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 with a pool in Diego Martin

Total holiday rentals
Explore 70 holiday rentals in Diego Martin

Nightly prices starting at
Diego Martin holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 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!
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