
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.

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.

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.

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 .

Riverside Bed & Breakfast Poolside
* Fully air-conditioned bedroom situated on the ground floor * Private entrance * Queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board * Bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow * Towels & toiletries * Wifi-ready desk with office chair, free high speed internet * 55" HD Smart TV, free Netflix, Standard Cable TV * Heated plunge pool available until 12am Essentially clean, cozy, homey....

Modern safe 1BED - gated,pool,kitchen,WiFi,Netflix
Located in an attractive and safe neighborhood our modern 1 bed self contained apartment has a queen bed, ample closet space with a spacious living, dining and kitchen area for your comfort. SmarTV with Netflix signed in & BBC, YouTube & fast WIFI. The kitchen is fully equipped with utensils, all 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 - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 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.

Maraval 2BD With Pool and Mountain View | Gated
Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming 2-bedroom, 1-bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

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

Santa Cruz Chilling Vibes

Free Ap Transfers 5 min to The Divine Source 1 BnB

Ankara Hill

Traditional Caribbean home with private pool

The Prestige

Luxurious 3 Bedroom 3 Bathroom With Private Pool

Pandora's Zen
Condo rentals with a pool

What a feeling!!!

Opal Suite #1

*Luxurious Condo in One Woodbrook!* PoS

*Spec VClose to POS:Peaceful 2BR Apt

Luxury Condo with Amenities on the Sea

Luxurious 2-Bed Condo near Beach (With Pool)

SuiteDreams- Modern Condo Piarco | Pool & Gym

City Scape Vacation property! (OWP)
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Cozy 2BR condo in Woodbrook, Port-of-Spain

Cascade Mountain View Oasis

The Nest Haven - Pool & Gym - Piarco, Trinidad

Tranquil Oasis in Port of Spain

Luxury Golf Course Townhouse

Upscale 2-beds, 2 baths oasis

2-bedroom condo overlooking sea

Stunning Mountain & Sea-View Condo w/Pool + Park
When is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 NZD | $309 NZD | $339 NZD | $245 NZD | $271 NZD | $278 NZD | $258 NZD | $273 NZD | $274 NZD | $274 NZD | $258 NZD | $278 NZD |
| 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 80 holiday rentals in Diego Martin

Nightly prices starting at
Diego Martin holiday rentals start at $83 NZD per night before taxes and fees

Verified guest reviews
Over 990 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
80 of Diego Martin holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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