
Vacation rentals with a pool in Diego Martin
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Diego Martin

Total vacation rentals
Explore 70 vacation rentals in Diego Martin

Nightly prices starting at
Diego Martin vacation rentals start at G$10,462 GYD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Diego Martin vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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.
LocationFamilyCheck-in
4.73 out of 5 average rating, 60 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.
ValueLocationAmenities
4.82 out of 5 average rating, 33 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.
FamilyValueNearby
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 .
ValueFamilyNearby
4.98 out of 5 average rating, 144 reviews
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.
ValueLocationPool
4.87 out of 5 average rating, 111 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.
LocationValueAmenities
4.93 out of 5 average rating, 213 reviews
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.
LocationFamilyComfort
4.83 out of 5 average rating, 106 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.
ValueLocationPool
4.88 out of 5 average rating, 150 reviews
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)
LocationFamilyNearby
5.0 out of 5 average rating, 39 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.
FamilyValueNearby
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.
ValueLocationCheck-in
4.9 out of 5 average rating, 31 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.
FamilyValueBathroom
4.91 out of 5 average rating, 132 reviewsPopular amenities for Diego Martin rentals with a pool
House rentals with a pool

Free Airport Transfers Divine Source 1: Entire Apt
ValueLocationTV
4.95 out of 5 average rating, 60 reviews
Great coastal location, late checkout, sleeps 8
LocationValueCheckout
4.75 out of 5 average rating, 8 reviews
The Prestige
LocationValueNearby
4.89 out of 5 average rating, 64 reviews
Esther’s Retreat:
LocationGetting aroundHospitality
5.0 out of 5 average rating, 8 reviews
Luxury Westmoorings Family Villa with Pool
FamilyLocationAmenities
5.0 out of 5 average rating, 8 reviews
Pandora's Zen
ValueFamilyHot tub
5.0 out of 5 average rating, 15 reviews
Villa Buena Vida, Westmoorings, Diego Martin
LocationFamilyView
4.63 out of 5 average rating, 8 reviews
Premium Villa in Prestigious | Prime Valsayn North
FamilyLocationHot tub
5.0 out of 5 average rating, 11 reviewsCondo rentals with a pool

Westmoorings. Pool /security 2 rm - 1 bed/bthrm
FamilyLocationCheckout
4.86 out of 5 average rating, 65 reviews
*Spec VClose to POS:Peaceful 2BR Apt
FamilyLocationIndoor spaces
4.9 out of 5 average rating, 29 reviews
City Scape Vacation property! (OWP)
LocationFamilyBreakfast
4.98 out of 5 average rating, 45 reviews
*Luxurious Condo in One Woodbrook!* PoS *Carnival*
LocationFamilyCheck-in
4.98 out of 5 average rating, 49 reviews
The Nest Haven - Pool & Gym - Piarco, Trinidad
FamilyLocationAccuracy
5.0 out of 5 average rating, 17 reviews
Spacious 3 bedroom condo in the heart of it all
LocationFamilyView
4.85 out of 5 average rating, 55 reviews
Luxury Condo with Amenities on the Sea
LocationFamilyBackyard
4.85 out of 5 average rating, 82 reviews
Beautiful 2 Bedroom Condo w Pool
LocationFamilyCheckout
4.84 out of 5 average rating, 38 reviewsOther vacation rentals with a pool

Prime location - River Sand Apt
LocationValueCleanliness
4.95 out of 5 average rating, 43 reviews
Le Chalet
ValueLocationNearby
4.97 out of 5 average rating, 69 reviews
Le Lux
LocationFamilyAccess
4.86 out of 5 average rating, 28 reviews
One Woodbrook Place
LocationFamilyAccess
4.86 out of 5 average rating, 90 reviews
One Living OWP
FamilyLocationOutdoor spaces
4.79 out of 5 average rating, 14 reviews
The Cozy Corner at NorthHills
LocationConditionAmenities
4.9 out of 5 average rating, 10 reviews
Upscale 2-beds, 2 baths oasis
ValueLocationCleanliness
5.0 out of 5 average rating, 10 reviews
One Woodbrook Place
LocationFamilyPool
4.87 out of 5 average rating, 47 reviewsWhen is the best time to visit Diego Martin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,408 GYD | G$74,489 GYD | G$37,872 GYD | G$35,780 GYD | G$38,918 GYD | G$40,802 GYD | G$32,432 GYD | G$34,315 GYD | G$34,524 GYD | G$34,524 GYD | G$32,432 GYD | G$34,943 GYD |
| 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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