Home rentals with a pool in Trinidad and Tobago

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Top-rated rentals with a pool in Trinidad and Tobago

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Apartment in Bethel

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

$150 per night

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Home in Lowlands

Plantations+ 1BR Villa & pool, wifi, golf, Netflix

Stand-alone fully air-con villa located in a private secured estate with golf resort. 1 bedroom with king-bed walk-in closets & en-suite bathrooms. Open plan living/dining/kitchen leading to patio, private pool. All spaces have AC & ceiling fans. Minutes walk to beach area, Petit Trou Lagoon, golf club & Magdalena Grand hotel. Smart TV with Netflix app and fast internet/WIFI included.

$164 per night

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Guest suite in Port of Spain

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.

$157 per night

Vacation rentals for every style

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Popular amenities for Trinidad and Tobago rentals with a pool

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House rentals with a pool

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Home in Chaguanas Borough Corporation

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.

$80 per night

Superhost

Home in Port of Spain

The Spanish Court Villa

Welcome to our luxurious two-story, three-bedroom townhouse villa in Spanish Court, a sought-after compound in Columbus Circle, Westmoorings, Trinidad. This Spanish-style villa offers spacious and elegant accommodation. With its convenient location walking distance from Westmall, you'll have easy access to shopping, restaurants and entertainment. Experience luxury living in Trinidad's finest location.

$235 per night

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Home in Scarborough

BACOLET BLISS

Perfectly nestled amongst the trees, with just a few short steps to reach the warm and inviting Atlantic ocean, a slice of paradise awaits you. Come to our hidden 3+ bedroom escape! Lose yourself within the lush greenery and the cool waves of the ocean. There's a taste of everything natural here, from the sweet sounding birdsong at the first rays of dawn that lingers beyond the last wisps of twilight, to the remarkable sunrises and luminous star studded nights. Welcome to a great vacation!

$175 per night

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Home in Mt. Irvine

Joie de Vivre - a bright and airy holiday retreat

With a large open plan living room, dining room and kitchen area, and folding doors that lead to a spacious pool deck, Joie de Vivre is the perfect villa for a family holiday or as we say in Trinbago 'ah bess lime'. The large, tiled pool is always inviting and poolside BBQs are an absolute must. There are 5 air conditioned bedrooms, three of which lead out to the upstairs verandah which has a view of the famous Buccoo Reef. Grab your morning coffee, sit outside and just take it all in.

$390 per night

Superhost

Home in Canaan, Tobago

The Nest Villa: Luxury & Value for your family!

Welcome to The Nest Villa, a tropical retreat in Tobago, located near No-man's land, Mount Irvine, Pigeon Point, & Buccoo beaches. This 5 bedroom house promises relaxation & adventure. Explore the island by car, scenic walks & trail bikes, or relax by the pool surrounded by the lush large garden. Samaan Grove is a Gated Safe Community, Kid-friendly, delight in the swing set. Discover the hidden gem, to unwind & soak up the sun. Warm Hosts with Insider tips with ensure an unforgettable stay!

$333 per night

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Home in Castara

The Wood House

The Wood House is a beautiful, secluded, open-plan cottage with spectacular sea views, a natural setting in a reclaimed woodland, and close proximity to Englishman’s Bay (considered one of the 10 most beautiful beaches in the Caribbean). The natural woodland attracts a large variety of wildlife making it ideal for birders or naturalists interested in exploring the Tobago environment. Walk the terraced grounds, explore Englishman's Bay estate, or just relax in the stunning views.

$125 per night

Superhost

Home in Port of Spain

Pandora: Luxury Mansion In POS

Pandora sits on prime real estate within one of Trinidad's most prestigious neighbourhoods, defining opulence as the island's exclusive and most sort after vacation rental home. It's decor consists of the world's finest art, furniture and finishings destined to attract lovers of the finer things. There is no vacation home on the island that can rival what this home has to offer, as it transcends its guests into a luxurious playground.

$825 per night

Superhost

Home in San Fernando

luxurious home located in upscale residential area. lovely panoramic views and pool. five star rating

beautiful modern home fully loaded. Awesome views. Large pool. Great kitchen fully equipped. Laundry room. Fully air condition. Secure parking for additional vehicles. Additional ensuite room on ground floor can be included if needed for anyone with difficulties climbing stairs

$395 per night

Superhost

Home in Bon Accord

Villa Magnolia

This cozy duplex is located just walking distance from both the airport and the world famous Pigeon Point beach. You can also enjoy several varieties of food just minutes away from this villa. Guests are sure to enjoy a memorable vacation in this fully furnished, cozy 3 bedroom villa, each with its individual bathroom with a powder room located on the main floor. The villa also includes a private pool.

$225 per night

Superhost

Home in Petit Valley

Kasanya Suites

Forget your worries in this spacious and serene space. Relax by our beautiful pool and just get lost in our quiet scenic enviroment!Our home is a place where you and yours can come and enjoy time together in a clean and secure setting. Whether its playing on our pool table, bathing in the pool, playing table tennis,or relaxing in the hot tub, we have the perfect environment to just unwind and rejuvenate! If your stay is for business or pleasure you are sure to be comfortable at Kasanya Suites!

$222 per night

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Condo rentals with a pool

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Condo in Lowlands

Tobago Plantations penthouse: pool beach and golf

17B Penthouse overlooks the Atlantic Ocean and golf course of Tobago Plantations Golf and Beach Resort — the island’s top resort with acres of pristine land and lakes, and an amazing boardwalk through the mangrove. Our airy condo features a bedroom, bathroom, living space, full kitchen and two scenic patios - the perfect cozy setting for your Caribbean getaway. The condo is ideally located for golfing, exploring the island, relaxing and taking in the gorgeous views of Tobago.

$110 per night

Superhost

Condo in Port of Spain

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

Enjoy a cozy experience at this conveniently located place in the capital city. This fully furnished contemporary 2-bedroom condo is perfect for either business travel accommodation or a safe and enjoyable getaway for couples or families. Access via a private entrance from a secure free parking spot for one vehicle. On-compound facilities include a swimming pool and gym. You can also access a variety of restaurants/ bars, IMAX cinema, and banking services within the complex

$155 per night

Superhost

Condo in Port of Spain

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 .

$180 per night

Superhost

Condo in Saint Augustine

What a feeling!!!

Emerald 304 is nestled in the safe and easy-going town of St. Augustine. About 20 minutes east of the capital city and 20 minutes west of the international airport, almost everything is either within a 2-minute walk or a short drive. Banking, hospital, market, bistro, pharmacy, health supplies, green space... you name it.

$109 per night

Superhost

Condo in Port of Spain

Great 3 bedroom condo in the heart of it all

Have a great stay in Port of Spain at this spacious, tastefully furnished 3 bedroom condo at One Woodbrook Place. Have your morning coffee with a view of downtown, enjoy easy walking access to amazing restaurants, Imax movie theater, bakery and more -- minutes away from all that Port of Spain has to offer! If your stay is during Carnival, you'll be just a few steps away from all of the best action. **PLEASE NOTE: The unit is already booked for Carnival 2024 and is not available during that time.

$174 per night

Superhost

Condo in Port of Spain

Tropical StJames Carnival Seaview 24/7Gated Park

ENTIRE CONDO GROUND FLOOR 2400 sq ft SHORT/LONG TERM 3br/2bath BAYSIDE TOWERS SPACIOUS PATIO VIEW OF POOL SEA GARDENS 5ACRES; FREE WIFI STREAM 4 SMART TVs; FREE PARK; 24/7 CCTV CONCIERGE ACTIVE GUARDS Carnival US$1600 per nt: 8 guests: 10% 1 wk; MINIMART; BEAUTY SALON 2 MASSAGE SPAS; LAWN TENNIS; KIDS POOL & PLAYPARK; 4 ELEVATORS TRANSPORT AT ENTRANCE 3 min WESTMALL Supermarket MOVIETOWN ONE-STOP GAS 24/7 Long Cir Mall GYM; AVENUE Nightlife CRICKET at OVAL City SAVANNAH Airport 34min BEACHES

$235 per night

Superhost

Condo in Crown Point

TOPAZ: Classy, cozy condo near beaches & airport

Enjoy a stylish and refreshing experience at this conveniently located condo unit. Ideally situated within walking distance of 2 of the most popular beaches on the island and less than 5 mins drive from the airport. Exclusive access to a variety of food and drink establishments. If eating out is not your thing, our fully equipped kitchen provides the tools to create your own awesome meals. After a meal, enjoy the cool breeze of our outdoor patio. Prefer to relax indoors? Just say "Alexa..."

$157 per night

Superhost

Condo in Piarco

Beautiful 2 Bedroom Condo w Pool

Beautiful 2 Bedroom and Loft Condo just 5 mins from Piarco Airport. Amenities include - 2 Bedrooms, Master bedroom and On-suite, Queen Beds, Loft, 2.5 bathrooms, Beautiful Pool, Secured Gated compound, Security Monitored, 3 parking spaces, Close to Trincity Mall, tons of Shopping, Close to Highway. A Lovely experience to be had. Take a Look!

$150 per night

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Home rentals with a pool in Trinidad and Tobago

Top-rated rentals with a pool in Trinidad and Tobago

Vacation rentals for every style

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Popular amenities for Trinidad and Tobago rentals with a pool

House rentals with a pool

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