10 Best Vacation Rentals in Scarborough - Holiday Lettings - Cabins

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9 Vacation rentals

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(19) Excellent 

24

Vacation home with swimming pool in Scarborough

Tobago / Scarborough

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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, unlik  …see more

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Pricing unknown

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 $131 / night

$912 / week

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from $131 / night

(8) Very Good 

15

Scarborough Vacation villa rental

Tobago / Scarborough

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • 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 gar  …see more

from $275 / night

$1925 - $2766 / week

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from $275 / night

(1) 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 $193 / night

$1346 / week

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from $193 / night

(15) Very Good 

14

Tobago / Scarborough

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $91 / night

$561 - $700 / week

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from $91 / night

(2) Excellent 

24

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $875 / night

$5501 - $9506 / week

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from $875 / night

(1) Excellent 

7

Tobago / Scarborough

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $100 / night

$596 / week

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from $100 / night

(8) Excellent 

12

Tobago / Scarborough

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly

 …see more

from $51 / night

$300 - $441 / week

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from $51 / night

6

Tobago / Scarborough

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from $40 / night

$240 / week

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from $40 / night