15 Best Montserrat Villas and Houses – Holiday Lettings - Holiday Rentals Montserrat

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  • Montserrat

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  • Old Town (3)
  • Olveston (3)
  • Woodlands (8)

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18 Holiday homes

(40) Excellent 

1 / 11

Montserrat holiday cottage rental

Montserrat / Woodlands

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $101 / night

$1058 - $1763 / week

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from $101 / night

(1) Very Good 

1 / 11

Montserrat holiday villa rental

Montserrat / Woodlands

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from $81 / night

$504 / week

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from $81 / night

(1) Excellent 

1 / 25

Holiday villa with swimming pool in Montserrat

Caribbean / Montserrat

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $217 / night

$756 - $2991 / week

Book Book View

from $217 / night

(1) Excellent 

1 / 45

Holiday villa with swimming pool in Montserrat

Montserrat / Woodlands

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $241 / night

$1606 - $2015 / week

Book Book View

from $241 / night

(7) Very Good 

1 / 10

Holiday villa letting

Montserrat / Woodlands

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $152 / night

$856 - $1561 / week

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from $152 / night

1 / 17

Holiday villa in Old Town

Montserrat / Old Town

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $202 / night

$1662 / week

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from $202 / night

(4) Excellent 

1 / 35

Montserrat holiday villa rental

Caribbean / Montserrat

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $172 / night

$1199 - $2951 / week

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from $172 / night

1 / 16

Holiday villa accommodation

Montserrat / Woodlands

4 bedroomsSleeps 71 night min stay

  • 4 bedrooms
  • Sleeps 7
  • 1 night min stay

from $256 / night

$1490 / week

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from $256 / night

1 / 20

Holiday villa with swimming pool in Montserrat

Montserrat / Old Town

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $152 / night

$1058 - $1763 / week

Book Book View

from $152 / night

(1) Terrible 

1 / 41

Montserrat holiday villa rental

Caribbean / Montserrat

3 bedroomsSleeps 75 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min stay

from $202 / night

$1309 - $2367 / week

Book Book View

from $202 / night

(3) Very Good 

1 / 13

Holiday apartment in Montserrat

Caribbean / Montserrat

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from $81 / night

$504 / week

Book Book View

from $81 / night

(12) Excellent 

1 / 14

Holiday villa with swimming pool in Woodlands

Montserrat / Woodlands

3 bedroomsSleeps 65 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $222 / night

$1511 / week

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from $222 / night

1 / 10

Holiday villa with swimming pool in Olveston

Montserrat / Olveston

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $232 / night

$1410 / week

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from $232 / night

1 / 8

Holiday villa in Montserrat

Montserrat / Woodlands

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $217 / night

$1511 / week

Book Book View

from $217 / night

1 / 6

Villa rental in Woodlands with swimming pool

Montserrat / Woodlands

3 bedroomsSleeps 690 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 90 nights min stay

from $51 / night

$353 / week

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from $51 / night

1 / 7

Olveston holiday villa rental

Montserrat / Olveston

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from $182 / night

$1108 / week

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from $182 / night

1 / 6

Olveston holiday villa rental

Montserrat / Olveston

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from $144 / night

$1007 - $1511 / week

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from $144 / night

(1) Excellent 

1 / 17

Montserrat holiday villa rental

Montserrat / Old Town

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

Pricing unknown

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Pricing unknown

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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