Scarborough Rentals

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44 Houses

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

Scarborough villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,002

VILLA Tobago - POOL & BEACH ACCESS

Scarborough villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$328

Cool Breeze Villa - overlooking ocean with pool

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$373

Lagoona Villa

Scarborough villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 2

Match: Private pool

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Price per night from

$322

The ARC

Scarborough house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Private pool

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Price per night from

$172

Great rentals within 20 miles that match your search

Humming Bird Villa

Mount Irvine villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$333

Lil Casa Blanca

Plymouth villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private pool

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Price per night from

$413

Studio near Pigeon Point

Crown Point studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 53 minutes

Match: Private pool

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Price per night from

$91

Nature surrounded apartment w/pool, 5 minutes away from the beach!

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Private pool

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Price per night from

$72

HCeas Villa is five minutes from the airport and beaches

Bon Accord villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Private pool

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Price per night from

$459

Height of Being - Private Ocean View Villa

Arnos Vale villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$916

Sea La Vista Tobago - High Luxury 3-Bedroom Ocean Front Villa

Lowlands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$459

Match: Private pool

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Price per night from

$339

Nirvana Tobago Luxury Villa with Salt water Pool and Ocean Views

Black Rock villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 41 minutes

Match: Private pool

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Price per night from

$574

Sea Glass Villa Tobago

Canaan villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$373

Limbo

Mount Irvine townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$247

Welcome to Villa Emunah - Where every detail counts.

Lowlands villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 15

Match: Private pool

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Price per night from

$768

Sea La Vie Tobago - High Luxury 2-Bedroom Villa

Lowlands villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$425

Villa Bimiti

Buccoo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$688

Luxury 5 bedroom villa overlooking Caribbean sea and coral reef. Pool & Jaccuzi

Mount Irvine house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$631

Villa Teak (on Mt Irvine Golf Course)

Bethel villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$378

“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. 2 hours 12 minutes

Match: Private pool

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Price per night from

$241

Luxurious Colonial Style Golf Resort Villa

Lowlands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 16 minutes

Match: Private pool

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Price per night from

$338

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: Private pool

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Price per night from

$287

Being - The Hippest, Happiest Spot in Tobago

Arnos Vale villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$847

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 27 minutes

Match: Private pool

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Price per night from

$200

2BR Ocean Front Bungalow with pool, deck and wifi

Lowlands cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

Match: Private pool

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Price per night from

$344

Villa Soleil

Arnos Vale villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$539

Villa Sweet Breeze

Prospect, Tobago villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$286

Beautiful Villa, Great Location

Bon Accord villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 24 minutes

Match: Private pool

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Price per night from

$401

Eagle’s Base Villa

Prospect villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 26

Match: Private pool

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Price per night from

$916

Villa Kiskadee Tobago

Bon Accord villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$229

Plantation View

Prospect, Tobago villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 30 minutes

Match: Private pool

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Price per night from

$314

Secluded villa in Englishmans Bay

Castara villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$179

Oleander Villa

Mount Pleasant villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$379

Stunning seafront villa with panoramic ocean views

Bacolet Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Wonderful Villa” My parents just celebrated their 40th anniversary so we celebrated by taking a family trip to Tobago. We really enjoyed staying at Seabreaze. I especially loved getting to pick fresh fruit from the trees and eating fresh mangos every day for breakfast! We had a coconut fall one day so Joseph used his machete to open it up for us. We spent many happy days enjoying the pool and ocean. We also really enjoyed snorkeling right off the beach. We saw a bunch amazing fish and even an octopus!

Match: Private pool

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Price per night from

$450

Flamingo Villa Tobago

Canaan villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$373

Ridge Villa

Black Rock house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

Match: Private pool

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Price per night from

$544

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rentals in Scarborough

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