
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.

*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

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 .

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.

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 .

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.

Luxurious 2-Bed Condo near Beach (With Pool)
Kick back and relax in this calm, stylish apartment. - Self Check-In ✅ - Gated Compound with dedicated parking 🔐 - 5 minutes away from Massy Supermarket, Superharm (pharmacy), Starlite (pharmacy) and Box Park (food hub) 👌🏾 - 25 minutes from Maracas Bay 🏝️ - 15 minutes from Ariapita Avenue 🍱 Perfect for travelers or business professionals.

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.

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.
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 Airport Transfers 5 min to The Divine Source1

Oasis in Port of Spain with private pool

The Prestige

Pandora's Zen

Breathtaking views

Esther’s Retreat:
Apartment rentals with a pool

Opal Suite #1

*Luxurious Condo in One Woodbrook!* PoS *Carnival*

Secure Stylish Condo: Pool, King Bed, Near Airport

The Nest Haven - Pool & Gym - Piarco, Trinidad

Luxury Condo with Amenities on the Sea

Beautiful 2 Bedroom Condo w Pool

Luxurious 3BR/2BA condo with Pool

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

3 Story Villa | Maraval | Pool | Gated & Security

Cascade Mountain View Oasis

Cozy Casa Bella, Maraval with pool

Luxury Vacation Villa in Valsayn

Horizon One

Stylish Condo Escape – Peaceful, Secure & Central

1*-bedroom Tranquil Retreat Maraval (Apt5)

Cool Carib 1BR Woodbrook Gingerbread House Flat 5
When is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £267 | £136 | £110 | £122 | £125 | £116 | £123 | £124 | £124 | £116 | £125 |
| 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 £30 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 & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 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!
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