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

Jungle Oasis: Sea&City Views with Ruby Sunsets
Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

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

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 .

Cascade Mountain View Oasis
Situated 10 minutes from Port of Spain and nestled in Cascade in the Northern Mountain Range, lies the beautiful Cascade Mountain View Oasis. Experience a safe, peaceful haven for the ideal getaway. Equipped with an infinity pool and jacuzzi that overlooks the view of the mountains. 7 minutes from the historic Queens Park Savannah, home of our iconic carnival celebrations, 12 minutes’ drive from the popular Ariapita Avenue with its diverse array of restaurants, bars and night life.

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.

3 Story Villa | Maraval | Pool | Gated & Security
Experience the perfect home away from home in Maraval, Trinidad! This luxurious 3-bedroom, 3.5-bathroom, fully equipped villa 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. This home promises complete safety at all times with 24-hour security and inside a gated community aiming to ensure our guest's safety.

Cozy Condo near Port-of-Spain
The whole family will feel at home, enjoying easy access to everything from this centrally located comfortable abode in West Trinidad. This cozy 2-bed, 2 bath apartment is located in an upscale gated community with 24-hour security, large community pool, tennis courts and playground. The apartment includes a fully equipped kitchen with stainless steel appliances, pillow top mattresses and contemporary furniture throughout to provide ultimate comfort and relaxation.

Opal Suite #1
Enjoy Caribbean living with this 2 bedroom, 1 bathroom apartment that combines contemporary decor with modern amenities and an experience all can enjoy. Relax and unwind in this charming location nestled minutes away from shopping, restaurants, and more! Peaceful mornings and fun filled afternoons await you at this unique experience complete with a private outdoor pool. Full kitchen, flat screen television, WiFi, coffee bar, patio with grill and much more!

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

Luxurious 1-Bedroom Condo (With Pool)
Take it easy at this unique and tranquil getaway. This gated compound is located in early Maraval, and is only 5 minutes away from the supermarket, food hubs and 2 of the largest pharmacies in Trinidad (Starlite and Superpharm). Perfect for travelers or business professionals. It is also 25 minutes away from the beautiful Maracas Bay, 20 minutes from Port of Spain and 15 minutes from Ariapita Avenue!

Vallée Cachée- Bougainvillea 2bdr Twnhouse w Pool
Vallée Cachée is a destination. Relax on the roof terrace with your drink of choice or enjoy a late evening swim at the temperture 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. This property is ideal for groups as there are 4 airbnb Townhouses available for rent on this compound (sleeps a total of 20 persons)
Popular amenities for Diego Martin Regional Corporation rentals with a pool
House rentals with a pool

Stylish 3 Bdr close to Port of Spain

Lux

Four bedroom oasis in town with private pool

Ankara Hill

Modern Family Villa + Pool, Diego Martin

Spacious home in Victoria Gardens, Diego Martin

Carnival Delight : Stylish 3Br

Celebré Manor | 3 bedroom 3 bath With Private Pool
Apartment rentals with a pool

Diamond H Apartments

*Luxurious Condo in One Woodbrook!* PoS

*Spec VClose to POS:Peaceful 2BR Apt

Cozy 2BR condo in Woodbrook, Port-of-Spain

Modern One Woodbrook Place Condo

Luxury Condo with Amenities on the Sea

City Scape Vacation property! (OWP)

2-bedroom condo overlooking sea
Other holiday rentals with a pool

14th floor one woodbrook place

Stylish Condo Escape – Peaceful, Secure & Central

3 Bedroom Condo with pool

Tranquil Oasis in Port of Spain

Hillside Retreat

Three Bedroom Lavish Retreat.

Avaya Oasis - Guyana Villa

Classy Woodbrook Place
Destinations to explore
- Townhouse rentals Diego Martin Regional Corporation
- Guest house rentals Diego Martin Regional Corporation
- House rentals Diego Martin Regional Corporation
- Rentals with beach access Diego Martin Regional Corporation
- Flat rentals Diego Martin Regional Corporation
- Pet-friendly rentals Diego Martin Regional Corporation
- Rentals with breakfast Diego Martin Regional Corporation
- Smoking-friendly rentals Diego Martin Regional Corporation
- Apartment rentals Diego Martin Regional Corporation
- Rentals with a hot tub Diego Martin Regional Corporation
- Rentals with outdoor seating Diego Martin Regional Corporation
- Rentals with a washing machine and dryer Diego Martin Regional Corporation
- Fitness-friendly rentals Diego Martin Regional Corporation
- Family-friendly rentals Diego Martin Regional Corporation
- Bed and breakfasts Diego Martin Regional Corporation
- Rentals with a patio Diego Martin Regional Corporation
- Rentals with pools Trinidad and Tobago




