15 Best Vacation Rentals in Scarborough - Holiday Lettings - Cabins

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15 Vacation rentals

(9) Very Good 

15

Scarborough Vacation villa rental

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Villa Sans-Souci is located in the Tobago Plantations Golf, Beach & SPA Resort with its entry and exists controlled by manned security gates. The villa is situated on the 12th fairway of the golf course with its swimming pool, jacuzzi, balconies and manicured garden …see more

from $275 / night

$1925 - $2766 / week

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Responds fast!
avg. 3 hours 3 minutes

from $275 / night

(2) Good 

23

Villa rental in Scarborough with swimming pool

Tobago / Scarborough

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Moonlight Mountain is built along traditional lines, it is what is called in the Caribbean a gingerbread house - a reference to the decorative fretwork which adorns the outside. Set in what used to be agricultural land and designed to catch the sea breezes, it has its o …see more

from $197 / night

$1378 / week

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Responds fast!
avg. 3 hours 16 minutes

from $197 / night

(19) Excellent 

24

Vacation home with swimming pool in Scarborough

Tobago / Scarborough

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Windy Edge was designed and built by a former US ambassador to Japan and it is still known on the island as the Ambassador's House. Set on the top of Cinnamon Hill, it has sensational views over the Caribbean and Atlantic seas and catches the cooling breezes, unlike man …see more

from $254 / night

$1524 / week

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from $254 / night

17

Vacation home in Scarborough

Tobago / Scarborough

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
The Bougainville Guest-House is located in a quiet breezy cul-de-sac with open views. The property is fenced, gated and is centrally located between the main town, scarborough and some of the most popular beaches on the Island. There are also a number of restaurants …see more

from $134 / night

$934 / week

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from $134 / night

(5) Very Good 

9

Vacation home in Scarborough

Tobago / Scarborough

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
3-bedroom, 2-1/2 bath home with pool overlooking the ocean. The open floor plan offers panoramic views of the Atlantic Ocean from the bedrooms, main living areas and even the kitchen. Relax in a hammock on the patio while enjoying the cool tropical breezes. 5 min walk t …see more

from $325 / night

$2100 / week

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from $325 / night

(1) Excellent 

7

Vacation cottage with shared pool in Scarborough

Tobago / Scarborough

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Atlantis cove is located approx. 30 min from the International ANR. Robinson Airport and host exhibits of locally made bamboo furniture. Your stay is considered with the greatest interest in mind. We strive to make you as comfortable as if you never left your own home. …see more

from $100 / night

$595 / week

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from $100 / night

(2) Excellent 

24

Vacation villa with swimming pool in Scarborough

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Voted amongst the top twenty villas in the Caribbean by Conde Nast Traveler in 2007, Ohana Villa stands apart as one of the most striking places to stay in Tobago and the Caribbean and was designed by one of the Caribbean's foremost architects. Ohana is a Hawaiian word …see more

from $875 / night

$5500 - $9505 / week

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from $875 / night

(16) Very Good 

14

Vacation home in Scarborough

Tobago / Scarborough

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to the Fort Cottage. We hope you enjoy your time here in our historic home in this old Tobago neighbourhood. This house and yard once hosted a tobacco processing operation and a chicken farm. It has survived generations of children, the devastating hurricane Flo …see more

from $55 / night

$275 - $440 / week

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from $55 / night

(9) Excellent 

12

Vacation apartment rental

Tobago / Mount Irvine

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
One Love Cottage Tobago offers a unique eco-friendly accommodation in village of Whim Tobago. It comprises two apartments.These apartments are situated in the garden of your hosts Tiina and Lion Louis and provides an opportunity to be immersed in the village life style …see more

from $50 / night

$300 - $440 / week

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from $50 / night

6

Vacation apartment in Scarborough

Tobago / Mount Irvine

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly
One love cottage Tobago comprises two apartments.It is located in a local village. Our down stairs apartment is a studio style apartment with a queen size bed, kitchenette with a fridge, gas cooker, microwave. There is a private shower with hot/cold water and a patio ar …see more

from $40 / night

$240 / week

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from $40 / night

(2) Excellent 

13

Vacation apartment in Scarborough

Trinidad and Tobago / Tobago

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
The apartment is nestled in the southern half of the Main Ridge of Tobago; which is the oldest one of its type in the western hemisphere. It consists of two bedrooms both with ac's. One (1) bathroom, living and dining accomodation and ample porch Tobago lies on the nort …see more

from $75 / night

$525 / week

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from $75 / night

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