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Scarborough Rentals with Pools

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81 Houses in Scarborough with pools

Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 45 minutes

Match: Swimming pool

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Price per night from

$108

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

Scarborough villa

4 bedrooms / 6 bathrooms / sleeps 8

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Price per night from

$1,002

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.

Match: Swimming pool

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Price per night from

$154

BEACHFRONT VILLA (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago

Scarborough villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$326

Breath of Heaven

Scarborough apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$137

Cool Breeze Villa - overlooking ocean with pool

Scarborough house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$370

Ambassadors House, Windy Edge

Scarborough house

5 bedrooms / 4 bathrooms / sleeps 10

“Wonderful stay” The house and garden are spacious and well resourced including seasonal fresh fruit especially the limes whcih seem to be year round. Lots of birds and animals to watch and of course the sunsets are always magic. we also had some really good and unusual rainbows this visit. This is about my 10th visit to the house and I have stayed in other villas on Tobago but prefer to stay at The ambassadors House and am really disappointed if it is booked to someone else when I want to go there. I took soem friends who haven't been to the Caribbean at all and they also loved it. Once you have found the house and I have to say that the mytobago website map is the best for this I find its easy to travel all over the island. I usually pop into the supermarket on my way to the house when I arrive on the island and then get Lesleyann to cook a special meal once we have settled in.

Responds fast! avg. 3 hours 12 minutes

Match: Swimming pool

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Price per night from

$157

Moonlight Mountain

Scarborough villa

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$227

Villa Sans-Souci

Scarborough villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 22 minutes

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Price per night from

$336

Scarbrough villa, 30' pool, 3 en-suite bedrooms

Scarborough villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$220

Great rentals within 20 miles that match your search

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.

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Price per night from

$284

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.

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Price per night from

$569

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. 2 hours 45 minutes

Match: Swimming pool

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Price per night from

$239

Hummingbird Villa

Grafton villa

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$375

Kilgwyn Bay Getaway

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$182

Crown Point 2BR Condo

Crown Point condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$182

Crown Point 1BR Condo

Crown Point condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$113

Hibiscus Heights - Warm Breezes

Black Rock apartment

6 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$284

Top O' Tobago

Plymouth apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$137

Bella Oasis Paradise found

Mount Irvine apartment

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$228

Crown Point Townhouse with pool sleeps 7. Come enjoy Sweet Tobago!

Crown Point apartment

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$285

Beautiful Villa, Great Location

Bon Accord villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$399

Anaparima Villa Tobago

Black Rock villa

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$205

Romantic Hideaway... Tobago Plantations

Lowlands studio

Studio / 1 bathroom / sleeps 2

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Price per night from

$118

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

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$114

Hibiscus Heights - Sweet Nest Cottage, with private deck

Black Rock cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$114

Tropical Apartment Tobago

Carnbee apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$91

Malindi Villa

Bacolet Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$399

PRIDE OF COURLAND - Blue Bird - Unique Beachfront apartment

Black Rock apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 45 minutes

Match: Swimming pool

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Price per night from

$239

PRIDE OF COURLAND - Mot Mot - Unique Beachfront Apartment

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Match: Swimming pool

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Price per night from

$228

PRIDE OF COURLAND - Royal Tern - Unique Beachfront Apartment

Black Rock apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 45 minutes

Match: Swimming pool

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Price per night from

$239

Wyntaa Apartment

Buccoo apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$137

Surfers Paradise Villa. Beach Front, Mt. Irvine, Tobago

Mount Irvine house

6 bedrooms / 6 bathrooms / sleeps 28

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Price per night from

$797

Crooks Apartments Tobago

Crown Point apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$86

Tobago Escape- Kias Villa

Bon Accord villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$285

3 Bedroom House with Pool

Crown Point house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$200

Villa Sweet Breeze

Prospect, Tobago villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$235

Lil Casa Blanca

Plymouth villa

3 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$412

Viewing 38 of 81
rentals in Scarborough

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