
Holiday rentals with a pool in Port of Spain
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Port of Spain
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.

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 .

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.

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

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.

Sands of Time - Desert Sand Apt
This elegant apartment is near major shopping plazas as well as gourmet shops, and is ideal for persons who enjoy being centrally located. The pool is perfect on a hot day and looks even better at night. The space gives you a luxury resort feel while having the perks/amenities of a home. You can walk to the mall or to the Queen's Park Savannah and drink out of a fresh coconut.
Popular amenities for Port of Spain rentals with a pool
House rentals with a pool

Santa Cruz Chilling Vibes

El Socorro Retreat

Free Ap Transfers 5 min to The Divine Source 1 BnB

The Relaxant

Four bedroom oasis in town with private pool

Ankara Hill

Vallée Cachée-Hibiscus 2bdr w Pool & Roof Terrace

The Prestige
Apartment rentals with a pool

Opal Suite #1

*Luxurious Condo in One Woodbrook!* PoS

Secure Stylish Condo: Pool, King Bed, Near Airport

Luxury Condo with Amenities on the Sea

Lux Casa Stylish 2 bedroom with pool in Piarco

Piarco Area Luxury 3 bedroom condo with Pool

SuiteDreams- Modern Condo Piarco | Pool & Gym

City Scape Vacation property! (OWP)
Other holiday rentals with a pool

*Spec VClose to POS:Peaceful 2BR Apt

One Great Place to Stay

Upscale 2-beds, 2 baths oasis

Caspian Villa: Poolside Paradise

Avaya Oasis - Guyana Villa

1-bedroom Tranquil Retreat Maraval

Apartment in One Woodbrook Place

Enchanted garden oasis! OWP
When is the best time to visit Port of Spain?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £115 | £147 | £147 | £107 | £102 | £104 | £110 | £112 | £108 | £96 | £99 | £121 |
| 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 Port of Spain

Total holiday rentals
Explore 180 holiday rentals in Port of Spain

Nightly prices starting at
Port of Spain holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,460 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
180 of Port of Spain holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port of Spain rentals

4.8 Average rating
Port of Spain stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Isla Margarita Holiday rentals
- Tobago Holiday rentals
- Lecherías Holiday rentals
- Bridgetown Holiday rentals
- Fort-de-France Holiday rentals
- Les Trois-Îlets Holiday rentals
- Bequia Holiday rentals
- Sainte-Anne Holiday rentals
- Sainte-Luce Holiday rentals
- Les Anses-d'Arlet Holiday rentals
- Le Diamant Holiday rentals
- Holetown Holiday rentals
- Boutique hotels Port of Spain
- Pet-friendly rentals Port of Spain
- Rentals with a hot tub Port of Spain
- Townhouse rentals Port of Spain
- House rentals Port of Spain
- Rentals with a patio Port of Spain
- Flat rentals Port of Spain
- Rentals with a washing machine and dryer Port of Spain
- Family-friendly rentals Port of Spain
- Rentals with breakfast Port of Spain
- Villa rentals Port of Spain
- Smoking-friendly rentals Port of Spain
- Rentals with outdoor seating Port of Spain
- Apartment rentals Port of Spain
- Guest house rentals Port of Spain
- Fitness-friendly rentals Port of Spain
- Bed and breakfasts Port of Spain
- Rentals with pools Trinidad and Tobago




