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Tobago Rentals with Pools

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83 villas in 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

$688

Kilgwyn Bay Getaway

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$184

Macaw

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$548

Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$109

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.

Match: Swimming pool

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Price per night from

$241

Romantic Caribbean Get Away.

Parlatuvier chalet

2 bedrooms / 3 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$155

Indigo 2 Bedroom Apartment

Mount Irvine apartment

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$126

Villa Sweet Breeze

Prospect, Tobago villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 12 minutes

Match: Swimming pool

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Price per night from

$225

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

$573

Side one side the

Crown Point villa

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$556

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

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$144

Crown Point 2BR Condo

Crown Point condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$184

Crown Point 1BR Condo

Crown Point condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$114

Top O' Tobago

Plymouth apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$138

2BR Ocean Front Bungalow with pool, deck and wifi

Riseland cottage

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 1 hour 12 minutes

Match: Swimming pool

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Price per night from

$344

OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS

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.

Match: Swimming pool

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Price per night from

$155

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.

Responds fast! avg. 3 hours 17 minutes

Match: Swimming pool

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Price per night from

$197

Bella Oasis Paradise found

Mount Irvine apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$230

Hibiscus Heights - Warm Breezes

Black Rock apartment

6 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$287

VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE

Scarborough villa

4 bedrooms / 6 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,003

Flamingo Villa Tobago

Canaan villa

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 3 hours 48 minutes

Match: Swimming pool

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Price per night from

$373

Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH

Bacolet Bay villa

4 bedrooms / 4 bathrooms / sleeps 7

“Wonderful and Relaxing” We spent a week at Dolphin Villa and can't say enough good things about both the house and the owners, Kelvin and Marilyn. From the moment we reserved, and then arrived and were met at the airport, until we checked out, Kelvin was Mr. Service, and always ready to respond to any request. We throughly enjoyed relaxing by the huge pool, or enjoying all the beautiful birds from the hamock. We used the kitchen for preparing the majority of our meals, so we could eat on the patio by the pool.Don't pass up this jewell, or the chance to meet and get to know the owners.

Match: Swimming pool

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Price per night from

$287

PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment

Black Rock apartment

2 bedrooms / 1 bathroom / sleeps 5

“Tobago - beauty and the beach” Tobago - the warm heart of the Caribbean -offers something for everyone, from the busy southwest to the rainforests in the interior. The island is truely a beach-lover`s paradise. Living in Edel and Stein Foss` apartments named Pride of Courland is highly recommendable. The apartmens have very high quality and are situated close to the Great Courland Bay/Turtle Beach. The garden contains many exotic flowers and trees and a luxurious pool area. Parts of the year you can pick bananas, coco nuts, passion fruit and mango in your own garden. The friendly service from Carla (cleaning), Malcolm (gardener), Steve (rental agent and airport transfers) and Washy (car rental) contributes to mind mirth.

Responds fast! avg. 3 hours 20 minutes

Match: Swimming pool

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Price per night from

$241

Robbie's Place Tobago # 2 bedroom

Black Rock apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 27 minutes

Match: Swimming pool

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Price per night from

$194

Robbie's Place Tobago # 1bedroom

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 27 minutes

Match: Swimming pool

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Price per night from

$114

Hibiscus Heights - Corner View, with private sea-view terrace

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$115

Malindi Villa

Bacolet Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$401

Windance Villa

Mount Irvine villa

4 bedrooms / 7 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$390

Tomas Villa Tobago

Bon Accord villa

8 bedrooms / 8 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$917

Villa Casa Verde

Riseland villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$539

Peninsula

Lowlands villa

3 bedrooms / 4 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$545

The Coterie Villa

Lowlands villa

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$468

VILLA Tobago - POOL & BEACH ACCESS

Scarborough villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$328

Anaparima Villa Tobago

Black Rock villa

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$207

Villa Soleil

Arnos Vale villa

5 bedrooms / 6 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$539

Breath of Heaven

Scarborough apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Swimming pool

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Price per night from

$138

Easy as 123

Lowlands villa

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$573

Caribbean Sea View over the beach and infinity pool (Birdie's Nest)

Black Rock apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$283

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