20 Best Montserrat Apartments on Holiday Lettings - Villas

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Woodlands
11 properties
Old Town
6 properties

Montserrat

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22 Vacation rentals

10

Vacation villa with swimming pool in Olveston

Montserrat / Olveston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Inis Elau is a stunning secluded Villa. Located on a lovely lot approximately 0.7 of an acre in size at the end of Sweet Lime Lane Inis Ealu, (Irish Gaelic for Island Escape) is a custom villa designed and built in 2006. It features a blue steel roof, cherry cabinetry a  …see more

from $230 / night

$1400 / week

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from $230 / night

(7) Very Good 

10

Vacation villa rental

Montserrat / Woodlands

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Fabulous 2 bedroom villa with pool and fantastic sea views located on Montserrat the idyllic and untouched Caribbean Island. The villa is located on a half an acre lot of lush rainforest in the most exclusive Woodlands area of the island. The beach is just a short 7 min  …see more

from $150 / night

$850 - $1550 / week

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from $150 / night

(1) Excellent 

45

Vacation villa with swimming pool in Montserrat

Montserrat / Woodlands

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Light, spacious and airy villa with stunning views of the caribbean sea and a path leading down to Woodlands Bay Beach. Recently renovated and with plenty of indoor and outdoor space to relax in. Enjoy sunset from the daybed on the terrace and refresh yourself in the po  …see more

from $207 / night

$1375 - $1725 / week

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from $207 / night

(1) Excellent 

22

Villa rental in Old Town with swimming pool

Montserrat / Old Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
A beautiful sea-view villa set on a secluded wooded hillside overlooking the Caribbean Sea, the best beach on Montserrat, the Belham River Valley, Garibaldi Hill and all 3,500 feet of Mount Soufriere itself. It was built in the late nineties in traditional colonial styl  …see more

from $152 / night

$1063 - $1875 / week

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from $152 / night

(1)  

79

Montserrat / Woodlands

Studio 7 Min stay varies

  • Studio
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $148 / night

$1100 - $1487 / week

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from $148 / night

(8) Excellent 

18

Montserrat

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $150 / night

$850 - $1650 / week

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from $150 / night

(43) Excellent 

11

Montserrat / Woodlands

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $150 / night

$1050 - $1750 / week

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from $150 / night

(2) Good 

48

Montserrat / Woodlands

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Private garden

 …see more

from $100 / night

$600 / week

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from $100 / night

(4) Excellent 

141

Montserrat / Woodlands

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $180 / night

$1260 - $2100 / week

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from $180 / night

(3) Very Good 

13

Montserrat

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children

 …see more

from $80 / night

$500 / week

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from $80 / night

17

Montserrat / Old Town

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $250 / night

$1650 / week

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from $250 / night

24

Montserrat / Old Town

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from $120 / night

$840 / week

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from $120 / night

16

Montserrat / Woodlands

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $315 / night

$2200 / week

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from $315 / night

(1) Excellent 

13

Montserrat

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children

 …see more

from $215 / night

$750 - $2720 / week

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from $215 / night

(12) Excellent 

14

Montserrat / Woodlands

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

 …see more

from $220 / night

$1500 / week

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from $220 / night

(10) Excellent 

14

Montserrat / Old Town

12 25 1 night min

  • 12 bedrooms
  • Sleeps 25
  • 1 night min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

 …see more

from $127 / night

$883 / week

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from $127 / night

20

Montserrat / Old Town

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

 …see more

from $150 / night

$1050 - $1575 / week

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from $150 / night

24

Montserrat / Woodlands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from $130 / night

$910 - $1463 / week

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from $130 / night

8

Montserrat / Woodlands

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.9 mi
  • Swimming pool

 …see more

from $225 / night

$1500 / week

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from $225 / night

12

Montserrat / Woodlands

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Private garden

 …see more

from $215 / night

$1500 - $1850 / week

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from $215 / night

6

Montserrat / Olveston

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly

 …see more

from $215 / night

$1500 / week

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from $215 / night

21

Montserrat / Old Town

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

 …see more

from $286 / night

$2000 - $3500 / week

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from $286 / night

Montserrat is recovering from the 1995 volcanic explosion which changed the island’s geography forever. Some areas remain off limits, but outside these parts Montserrat is lush and mountainous, with excellent scuba diving. This tiny island in the Lesser Antilles still offers a warm welcome and a very personalised break.
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