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Trinidad and Tobago Rentals with Pools

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127 houses in Trinidad and Tobago with pools

Eagle's Base Villa

Prospect villa

6 bedrooms / 6 bathrooms / sleeps 22

Match: Swimming pool

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Price per night from

$691

Kilgwyn Bay Getaway

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Responds fast! avg. 2 hours 56 minutes

Match: Swimming pool

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Price per night from

$188

Macaw

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$542

Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 23 minutes

Match: Swimming pool

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Price per night from

$118

Tobago three bedroom Villa with panoramic seaview, close to airport and town.

Prospect villa

3 bedrooms / 3 bathrooms / sleeps 8

“would stay here again!” We very much enjoyed our stay at this villa. The owner was easy to deal with, very pleasant and efficient with communication. The villa itself is in a great location, with good amenities close by. The local bar is a great place to while away a few hours and watch the world go by. The villa itself was actually far nicer and more modern than the photos indicated, and we appreciated the bbq and plunge pool. Accommodations were more than comfortable for a party of 4 adults and one small child. We would have no hesitation in booking this villa again if we were returning to Tobago with friends.

Responds fast! avg. 1 hour 54 minutes

Match: Swimming pool

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Price per night from

$209

Luxury Villa with Pool, Hot Tub, Steam Room & Steps down to Surf of Mt Irvine

Mount Irvine villa

4 bedrooms / 5 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$403

Honey P's Villa

Santa Cruz villa

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$94

Sunflower

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$573

Romantic Caribbean Get Away.

Parlatuvier chalet

2 bedrooms / 3 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$159

Beautiful 2 Bedroom Condo

Piarco condo

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 52 minutes

Match: Swimming pool

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Price per night from

$90

Indigo 2 Bedroom Apartment

Mount Irvine apartment

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$111

Home away from home

St Augustine apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$206

Hibiscus, Holiday Home with the Caribbean Sea on its Doorstep!

Black Rock villa

5 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$541

Villa Sweet Breeze

Prospect, Tobago villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$229

Large villa with 50ft pool in Samaan Grove Tobago

Canaan house

3 bedrooms / 4 bathrooms / sleeps 6

“beautiful, well maintained villa with all the comforts” We thoroughly enjoyed our stay here, it had all the amenities promised and even more. We did not feel cramped like some other vacation homes. The Bedrooms were spacious although we spend most of our time by the pool on the beautiful deck overlooking the lake. Patsy, the housekeeper made sure we had everything we needed. We definitely will be back.

Match: Swimming pool

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Price per night from

$588

Side one side the

Crown Point villa

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$632

Sundowner - Beautiful apartment with infinity pool

Moriah apartment

2 bedrooms / 1 bathroom / sleeps 3

“Spectacular setting for a comfortable appartment with very welcoming,friendly hosts on site.” North west Tobago is a very special place if you value natural landscape, magnificent rainforest, blossoming trees,wildlife and few tourists. Beautiful remote beaches for swimming but with few amenities. The climate was comfortably warm and sunny throughout but not oppressive and the sea temperatures were delightful.. A hired car is essential for getting about. The main ridge road is narrow and twisty but worth it for the breathtaking views. We enjoyed the spacious appartment with great views from the terrace and pool in a lovely garden setting. Shopping for food can be an adventure but is part of the Tobago experience.

Match: Swimming pool

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Price per night from

$143

Coasting Villa - Beautiful, Intimate, Waterfront

Tobago house

3 bedrooms / 2 bathrooms / sleeps 5

“A gorgeous escape” Our group stayed at Coasting in March and couldn't have been happier with the accommodation. We were 4 adults and a 13 month old. The house and grounds are breath taking---think tropical flowers, a view to die for, birds galore, patios with hammocks etc. Just spectacular! The house was immaculate and cleaned while we were there. The roads are a bit rough to drive and the distances are far, but this didn't stop us! We ate locally, just picking up Roti and various local ingredients at little shops during our adventures. We never ventured back to Scarborough for groceries because we just didn't want to take time away from the beach. Englishman's Bay was a beautiful beach where we enjoyed lunch and a lazy afternoon in the shade (on more than one occasion). We also looked forward to Bloods Bay beach, an easy walk from the house, where we were usually the only folks around. We took two long drives around the remote part of the island, stopping to swim along the way. If you are concerned about safety, this remote part of the island feels far away from the problems that plague the city or the more touristy areas. We were at ease and would love to return in the future. My only suggestion is to bring a frozen cooler of food if you don't want to make the trip into Scarborough to grocery shop. The little food shops around Castara are small and the pickings are slim.

Match: Swimming pool

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Price per night from

$206

Beach, Infinity pool and Netflix all have one in common. Birdie's Nest

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 13 minutes

Match: Swimming pool

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Price per night from

$143

Cisantt

Canaan villa

3 bedrooms / 4 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$373

CoCo Chalet in Caribbean - only missing the fireplace!

Mount Irvine house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$259

Crown Point 2BR Condo

Crown Point condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Match: Swimming pool

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Price per night from

$188

Crown Point 1BR Condo

Crown Point condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 23 minutes

Match: Swimming pool

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Price per night from

$117

Lagoona Villa

Bon Accord villa

5 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$267

Mango Tango - A Holiday Home with A truly Authentic and Exotic Heart!

Black Rock villa

5 bedrooms / 4 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$344

Atlantic

Lowlands villa

4 bedrooms / 5 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$802

Top O' Tobago

Plymouth apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$141

2BR Ocean Front Bungalow with pool, deck and wifi

Riseland cottage

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$348

OCEANVIEW APARTMENT (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago

Scarborough apartment

1 bedroom / 1 bathroom / sleeps 2

“Fabulous. fabulous. Fabulous.” We are a 63-year-old active couple: the well-designed and appointed, comfortable, spacious apartment (up easily negotiated stairs) offers spectacular views of flora, fauna, the pool, the ocean and the sky; each of our seven days day began with morning coffee on the apartment's breezy terrace listening to the ocean and the birds before a five minute walk to the seemingly private beach for a swim in the atlantic or a stroll and then back for breakfast. Gracious, caring, welcoming owners musician Steve and sculptor wife Jan provided information and camaraderie whenever desired. Conveniently located, Casa Cassini is clearly a casa away from casa.

Responds fast! avg. 1 hour 20 minutes

Match: Swimming pool

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Price per night from

$159

Sunny Daze Villa

Lowlands bungalow

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$344

Terrace Villa , Champ Fleur Heights

Port of Spain apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$105

Trouvaille

Arouca villa

4 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$252

Luciana: Light & Airy 4-Bedroom Home with Windows for Walls

Mount Irvine villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$352

Sand Dollar

Bon Accord villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$315

Mary's Hill Lodge, Tobago

Tobago house

3 bedrooms / 3 bathrooms / sleeps 9

“A place for great family fun.” My sister and I took her six children all under the age of twelve and they had a blast. The pool was safe enough for the children since the deepest point was 5ft, they enjoyed all the board games and the beds were very comfortable. We had to piratically drag them away for them to see more of the island,and even then they were eager to get back, they did not want to leave when it was over.

Match: Swimming pool

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Price per night from

$172

Casa La Mancha - close to Mount Irvine Bay Golf Course

Mount Irvine villa

6 bedrooms / 4 bathrooms / sleeps 13

Match: Swimming pool

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Price per night from

$581

Hummingbird Villa

Grafton villa

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$378

Bella Oasis Paradise found

Mount Irvine apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$235

Viewing 38 of 127
rentals in Trinidad and Tobago

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