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Trinidad and Tobago Rentals with Pools

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Trinidad and Tobago Rentals with Pools

134 vacation rentals

Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 45 minutes

Price per night from

$101

1 / 7

Eagle's Base Villa

Prospect villa

7 bedrooms / 6 bathrooms / sleeps 22

Price per night from

$602

1 / 56

Flamboyant Suite By The Sea - Resort on the Caribbean side with Shared Pool

Black Rock apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$321

1 / 18

Macaw

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$450

1 / 12

Kilgwyn Bay Getaway

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Responds fast! avg. 3 hours 36 minutes

Price per night from

$161

1 / 10

The Marion Villa

Bacolet Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$550

1 / 16

Honey P's Villa

Santa Cruz villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$80

1 / 18

Cisantt

Canaan villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$325

1 / 13

Beautiful 2 Bedroom Condo

Piarco condo

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 52 minutes

Price per night from

$151

1 / 32

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 remot

Price per night from

$127

1 / 33

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 pla

Responds fast! avg. 1 hour 57 minutes

Price per night from

$210

1 / 25

Oceana: Luxurious 4BR/4BA private pool, 24hr guard gated community.

Canaan house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$362

1 / 21

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

Price per night from

$500

1 / 18

Indigo 2 Bedroom Apartment

Mount Irvine apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$156

1 / 6

Home away from home

St Augustine apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$176

1 / 11

Villa Sweet Breeze

Prospect, Tobago villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$203

1 / 10

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

Black Rock villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$425

1 / 26

Romantic Caribbean Get Away.

Parlatuvier chalet

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$136

1 / 12

Sunflower

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$502

1 / 18

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, pat

Price per night from

$201

1 / 16

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

Mount Irvine villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$352

1 / 26

Side one side the

Crown Point villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$492

1 / 18

Terrace Villa , Champ Fleur Heights

Port of Spain apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$90

1 / 17

Cool-Breeze-O

Lambeau villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$325

1 / 11

Atlantic

Lowlands villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$800

1 / 14

Lagoona Villa

Bon Accord villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 19 minutes

Price per night from

$230

1 / 16

Villa Colibri: 3BR villa/pool/24 hr guard gated community/Tobago

Canaan villa

3 bedrooms / 3 bathrooms / sleeps 8

“wonderful vacation retreat” My family stayed at the villa during February and we could not have been happier with our choice in selecting this location. It was immaculately maintained with numerous amenities. The villa has large open common areas with

Price per night from

$367

1 / 14

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

Black Rock villa

5 bedrooms / 4 bathrooms / sleeps 9

Price per night from

$301

1 / 20

Crown Point 2BR Condo

Crown Point condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 45 minutes

Price per night from

$160

1 / 18

Trouvaille

Arouca villa

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$214

1 / 55

Sunny Daze Villa

Lowlands bungalow

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$300

1 / 14

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

Mount Irvine villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$301

1 / 27

CoCo Chalet in Caribbean - only missing the fireplace!

Mount Irvine house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$225

1 / 21

Hibiscus Heights - Warm Breezes

Black Rock apartment

6 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$252

1 / 11

Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH

Tobago villa

4 bedrooms / 4 bathrooms / sleeps 7

“recent holiday” Dolphinvilla and its management is simply excellent. we recently spent a holiday with my family and some relatives from Trinidad.. the villa is superb and both Marilyn and kelvin was very friendly and went out of their way with the inf

Price per night from

$250

1 / 16

Birdie's Nest Apt#2

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$126

1 / 23

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 c

Price per night from

$127

1 / 29

Top O' Tobago

Plymouth apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$120

1 / 59
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