20 Best Montserrat Apartments on Holiday Lettings - Villas

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Woodlands
9 properties
Old Town
6 properties

Montserrat

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20 Vacation rentals

(1) Very Good 

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

$1,400 / week

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from $230 / night

(12) Very Good 

10

Vacation villa rental

Montserrat / Woodlands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

$900 - $1,750 / week

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from $150 / 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 $170 / night

$1,190 / week

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avg. 1 hour 59 minutes

from $170 / night

(9) Very Good 

18

Vacation villa with shared pool in Montserrat

Montserrat

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
If you are in search of a Caribbean Island that feels safe and friendly, look no further than Montserrat. Often times, you may be the only one on the beach. The restaurants are small, quaint and privately owned by many locals and ex-Pats. The tropical rain forests are a …see more

from $150 / night

$850 - $1,550 / week

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from $150 / night

6

Olveston Vacation villa rental

Montserrat / Olveston

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
This home is very cozy with a large library of unique books to enjoy. The shuttered doors are designed in a colonial style which open out onto the large patio. The kitchen doors open unto the patio and outside dining area. This two bedroom is tucked away next to the Gov …see more

from $215 / night

$1,500 / week

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from $215 / night

22

Vacation villa in Montserrat

Montserrat / Woodlands

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Private garden
This stunning 4 bedroom + 4 bathroom villa, nestled in lush tropical gardens, and is built on a hill to allow for magnificent views of the mountains as well as ocean. Conveniently located, yet set up on a hill, surrounded by a lush tropical garden, for utmost privacy. …see more

from $215 / night

$1,500 / week

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Responds fast!
avg. 3 hours 43 minutes

from $215 / night

(2) Good 

18

Montserrat Vacation villa rental

Montserrat / Woodlands

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Private garden
Oasis is a beautiful secluded caribbean villa, built in a lush green garden in woodlands, Montserrat. Its a two bedroom villa with two bathrooms. Master suite has an ensuite and kitchenette, laundry room, kitchen, dining room, living room, large porch overlooking the oc …see more

from $125 / night

$800 / week

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from $125 / night

16

Vacation villa accommodation

Montserrat / Woodlands

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Nestled in Montserrat's rainforest-covered hills, with breathtaking sea views and a ten minute walk to an often deserted beach, this secluded hideaway is perfect for those seeking a restorative and utterly peaceful vacation. This is a elegant, recently renovated …see more

from $315 / night

$2,200 / week

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Responds fast!
avg. 2 hours 24 minutes

from $315 / night

(3) Very Good 

13

Vacation apartment in Montserrat

Montserrat

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
Affordable, fully furnished, recently built, spacious, well ventilated, clean, 1-bedroom apartment in close proximity to the airport, the ferry port, shops, supermarkets, restaurants, churches, the hospital, a football field, the cultural centre, the public market, beac …see more

from $80 / night

$500 / week

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from $80 / night

(3) Very Good 

17

Vacation villa in Old Town

Montserrat / Old Town

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Gorgeous oceanfront villa on the island of Montserrat, near Antigua and St. Kitts in the West Indies. The three-bedroom “Avalon” villa comfortably sleeps six, with king beds in each bedroom. For quiet and comfortable relaxation, there’s no better place! The villa has a …see more

from $250 / night

$1,700 / week

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from $250 / night

24

Montserrat Vacation villa rental

Montserrat / Woodlands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
For your peaceful beach getaway in secluded Woodlands Bay, book this spacious 3-bedroom, 3-bathroom Caribbean villa. Comfortably sleeping 6 and boasting a private pool against a stunning backdrop, it's perfect for 1 to 3 couples, families, or groups of friends seeking o …see more

from $101 / night

$707 - $1,183 / week

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Responds fast!
avg. 19 minutes

from $101 / night

(11) Excellent 

24

Vacation villa rental

Montserrat / Old Town

12 25 2 nights min

  • 12 bedrooms
  • Sleeps 25
  • 2 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Located on 1 acre on Logwood Drive in Montserrat, this villa is completely furnished and equipped with numerous luxury amenities. It has oversized bedroom Suites with private baths and even an outdoor shower. Several of the patios are also private and offer magnificent …see more

from $225 / night

$1,575 / week

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Responds fast!
avg. 1 hour 47 minutes

from $225 / night

(3) Excellent 

22

Vacation villa with shared pool in Montserrat

Montserrat / Plymouth

3 4 5 nights min

  • 3 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Vista de Redonda offers the best view of the island, and as it's name indicates, a clear view of Redonda, as well as Nevis on clear days. Located on the top of isles Bay Isles, this villa was once the home away from home to many very famous recording artists and musici …see more

from $95 / night

$565 - $1,090 / week

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Responds fast!
avg. 3 hours 43 minutes

from $95 / night

(1)  

21

Hotel apartment rental in Old Town with shared pool

Montserrat / Old Town

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Located on an expansive 1 acre lot on Logwood Drive in beautiful Montserrat, this villa is completely adorned with contemporary furnishings and equipped with numerous luxury amenities. It is one of the largest villas on island with 12 beautiful bedroom Suites and 11 pri …see more

from $145 / night

$1,015 / week

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Responds fast!
avg. 1 hour 47 minutes

from $145 / night

(4) Excellent 

100

Montserrat Vacation home rental

Montserrat / Woodlands

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This outstanding three-bedroom home is set in six acres of mature landscaping, with several fruit trees, a pineapple plantation, and a rain forest ghut filled with birds and the sounds of the river. Pick mangos, bananas, and star fruit for breakfast. One of the most unu …see more

from $300 / night

$2,100 / week

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from $300 / night

(18) Excellent 

14

Vacation villa with swimming pool in Woodlands

Montserrat / Woodlands

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Min-y-Don is a privately owned villa in a secluded location perched on the cliff with breathtaking views of Redonda and Nevis across the Caribbean, as well as the Montserrat hills inland. Situated at the end of a small road, the only sounds you will hear are from the se …see more

from $220 / night

$1,500 / week

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from $220 / night

(2)  

79

Montserrat Vacation home rental

Montserrat / Woodlands

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This unique property consists of a large 3-bedroom plus home, with formal living room open to the extensive grounds through sliding doors, formal dining room, large kitchen, laundry area, 'maid's room', and den/office. With several covered and open deck spaces, one can …see more

from $200 / night

$1,400 / week

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from $200 / night

9

Vacation villa in Montserrat

Montserrat / Woodlands

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.9 mi
  • Swimming pool
Restful and relaxing home on low keyed island awaiting your visit. Quiet area near Woodlands beach just .8 km down the hill or take a drive to Isle Bay Beach and enjoy the newly opened beach bar and swimming facilities there. Do as much or as little as you want! Souf …see more

from $225 / night

$1,500 / week

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from $225 / night

25

Old Town Vacation villa rental

Montserrat / Old Town

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
YOUR DREAM AWAITS YOU IN THIS STUNNING VILLA WITH BREATHTAKING OCEAN VIEWS! Peace, tranquility, and breathtaking views, surround this really unique and stylish villa on almost 1.5 landscaped acre located in the prestigious Isles Bay residential community. A carefully …see more

from $286 / night

$2,000 - $2,350 / week

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Responds fast!
avg. 3 hours 43 minutes

from $286 / night

(1) Excellent 

7

Vacation villa with swimming pool in Old Town

Montserrat / Old Town

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Private garden
Ssshhh it's a secret. Experience the mystique of Montserrat. Never heard of it? Sure you have. Listen to The Beach Boys song Kokomo from the soundtrack of Cocktail. "That Montserrat Mystique " is embedded in the lyrics. The island is small, friendly and safe. There are …see more

from $150 / night

$1,050 / week

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from $150 / night