
Holiday rentals with a pool in Diego Martin
Find and book unique homes with a pool on Airbnb
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 $70 AUD per night before taxes and fees

Verified guest reviews
Over 810 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, Wi-Fi and Pool across Diego Martin rentals

4.9 Average rating
Diego Martin stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Diego Martin
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Luxury 3BR Condo • Executive • Stunning Views •
✨About This Space✨ Luxury, Comfort, Business or Family, come immerse yourself in this stunning panoramic view suite at One Woodbrook Place, POS. Perfect for business travelers, executives, couples and family getaways. This 3 bedroom, 2 1/2 bath condo combines stunning views, comfort, security and unbeatable location. Wake up to sunrises over the city, Wi-Fi, stylish furnishings, modern amenities, and 24/7 secure parking—all just steps from the best in dining, nightlife, and cultural events.
ValueLocationQuiet
4.73 out of 5 average rating, 60 reviews
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.
LocationFamilyPool
4.86 out of 5 average rating, 65 reviews
Luxurious Oasis 3Br. Villa with Private Pool
Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.
ValueLocationCheck-in
4.81 out of 5 average rating, 32 reviews
SuiteDreams- Modern 2BR Condo Piarco | Pool & Gym
Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.
FamilyLocationIndoor spaces
4.98 out of 5 average rating, 50 reviews
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 .
ValueFamilyLaundry
4.98 out of 5 average rating, 144 reviews
Le Chalet
Located 25 minutes from the airport and nestled in the hills of Maracas valley, this cabin is just a 7 minute drive from the trail head of the highest waterfall in Trinidad at 300 feet and 3 minute drive from the hummingbird sanctuary. Also located nearby is the Ortinola estate where you can make your own chocolate. Please feel free to ask about airport transfers and additional tours of the island that we offer. Our home is very family oriented, we do not allow events or large gatherings.
FamilyLocationKitchen
4.97 out of 5 average rating, 69 reviews
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.
LocationValuePool
4.93 out of 5 average rating, 213 reviews
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.
ValueFamilyCondition
4.88 out of 5 average rating, 150 reviews
Goodwood Skyline Manor
Escape to Goodwood Skyline Manor, your serene sanctuary above Port of Spain. This spacious hilltop retreat features a luxurious hot tub, a massive pool, and breathtaking panoramic views of the city. Perfect for relaxing or entertaining, the home offers peace, privacy, and plenty of room to unwind. Enjoy stunning sunsets, cool breezes, and total tranquility in this quiet, exclusive getaway.
FamilyValueCheck-in
4.9 out of 5 average rating, 31 reviews
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.
ValueLocationIndoor spaces
4.9 out of 5 average rating, 30 reviews
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.
LocationFamilyHospitality
4.91 out of 5 average rating, 132 reviews
Ocean View, 2 Br, Pool, 10 mins from POS
Tropical charm with ocean views. Relax in a spacious, sunlit setting that captures the warmth of the Caribbean. Perfect for a restful stay with the sound of birds nearby
LocationFamilyView
4.83 out of 5 average rating, 18 reviewsPopular amenities for Diego Martin rentals with a pool
House rentals with a pool

La Fillette t/house great views & beach proximity
ValueLocationAccuracy
4.75 out of 5 average rating, 8 reviews
Free Airport Transfers Divine Source 1: Entire Apt
FamilyLocationAir conditioning
4.95 out of 5 average rating, 58 reviews
The Prestige
LocationFamilyCleanliness
4.89 out of 5 average rating, 64 reviews
Esther’s Retreat:
LocationViewAccuracy
5.0 out of 5 average rating, 8 reviews
Luxury One Bedroom Port Of Spain With Private Pool

Casa Vista

Luxury Westmoorings Family Villa with Pool
LocationFamilyHospitality
5.0 out of 5 average rating, 7 reviews
Pandora's Zen
ValueLocationCleanliness
5.0 out of 5 average rating, 15 reviewsCondo rentals with a pool

*Spec VClose to POS:Peaceful 2BR Apt
ValueFamilyCheck-in
4.9 out of 5 average rating, 29 reviews
City Scape Vacation property! (OWP)
FamilyLocationBreakfast
4.98 out of 5 average rating, 45 reviews
Luxury Condo with Amenities on the Sea
LocationFamilyParking
4.85 out of 5 average rating, 82 reviews
The Nest Haven - Pool & Gym - Piarco, Trinidad
FamilyLocationAccess
5.0 out of 5 average rating, 17 reviews
*Luxurious Condo in One Woodbrook!* PoS *Carnival*
LocationValueHospitality
4.98 out of 5 average rating, 49 reviews
Spacious 3 bedroom condo in the heart of it all
LocationFamilyCondition
4.85 out of 5 average rating, 55 reviews
Piarco Area Luxury 3 bedroom condo with Pool
LocationFamilyAmenities
5.0 out of 5 average rating, 45 reviews
Beautiful 2 Bedroom Condo w Pool
LocationFamilyWalkability
4.84 out of 5 average rating, 38 reviewsOther holiday rentals with a pool

One Woodbrook Place
LocationFamilyCondition
4.87 out of 5 average rating, 47 reviews
Luxurious/Relaxing Sands of Time - Beach Sand Apt
FamilyValueCheck-in
4.97 out of 5 average rating, 58 reviews
One Woodbrook Place
ValueLocationQuiet
4.86 out of 5 average rating, 90 reviews
Modern safe 1BED - gated,pool,kitchen,WiFi,Netflix
LocationViewAccuracy
4.93 out of 5 average rating, 27 reviews
Gaspar Grande 2-bedroom apartment, Gasparee
FamilyLocationKitchen
4.83 out of 5 average rating, 30 reviews
One Living OWP
LocationFamilyParking
4.79 out of 5 average rating, 14 reviews
Upscale 2-beds, 2 baths oasis
ValueLocationHospitality
5.0 out of 5 average rating, 10 reviews
Stylish 3 bedroom with pool 5 minutes from airport
ValueFamilyAir conditioning
4.83 out of 5 average rating, 89 reviewsWhen is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 AUD | $500 AUD | $254 AUD | $240 AUD | $261 AUD | $274 AUD | $218 AUD | $230 AUD | $232 AUD | $232 AUD | $218 AUD | $235 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 |
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