20 Best Montserrat Apartments on Holiday Lettings - Villas

Close

View larger map

Also consider

Woodlands
11 properties
Old Town
6 properties

Montserrat

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

22 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

$1400 / week

Book View

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 $175 / night

$950 - $1550 / week

Book View

from $175 / 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 $210 / night

$1397 - $1753 / week

Book View

from $210 / 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 $155 / night

$1080 - $1905 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from $155 / night

(2) Good 

48

Montserrat Vacation villa rental

Montserrat / Woodlands

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Private garden
Oasis villa is sets in a lush tropical secluded garden in Woodlands Montserrat ,approximately 10 min. walk from beautiful Woodlands Beach. Oasis has one large bedroom with ensuite, a large swimming pool, living room dining room, kitchen a second bathroom and large porch …see more

from $100 / night

$600 / week

Book View

from $100 / 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 $129 / night

$903 - $1463 / week

Book View

from $129 / night

(1) Excellent 

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

$1701 - $2000 / week

Book View

from $250 / night

(4) Excellent 

141

Montserrat Vacation home rental

Montserrat / Woodlands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $180 / night

$1260 - $2100 / week

Book View

from $180 / night

(43) Excellent 

11

Montserrat Vacation cottage rental

Montserrat / Woodlands

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Overlooking Woodlands Beach to the South with the rhythms of the waves landing on the rocks below, Palm Loop Cottage offers an idyllic Caribbean setting for your home away from home. On this property, you will enjoy Montserrat's striking sunsets, the sounds of the sea, …see more

from $150 / night

$1050 - $1750 / week

Book View

from $150 / night

(8) Excellent 

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

$851 - $1550 / week

Book View

from $150 / night

(1) Excellent 

13

Vacation villa with swimming pool in Montserrat

Montserrat

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
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 $215 / night

$750 - $1800 / week

Book View

from $215 / night

(11) Excellent 

24

Vacation villa rental

Montserrat / Old Town

12 25 1 night min

  • 12 bedrooms
  • Sleeps 25
  • 1 night 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 $125 / night

$875 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

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

$2200 / week

Book View

Responds fast!
avg. 1 hour 10 minutes

from $315 / night

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 $84 / night

$588 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from $84 / night

24

Home rental in Montserrat with swimming pool

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+
Welcome. At this time the Montserrat Surf Villa is undergoing a complete renovation and will be available as of December 2017. We want to offer you the opportunity to reserve your stay with us at a special rate. The Montserrat Surf Villa is perched on a hillside ove …see more

from $120 / night

$840 / week

Book View

from $120 / night

(1)  

79

Montserrat Vacation home rental

Montserrat / Woodlands

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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 $148 / night

$1100 - $1487 / week

Book View

from $148 / night

6

Olveston Vacation villa rental

Montserrat / Olveston

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • 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

$1500 / week

Book View

from $215 / night

(14) 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 …see more

from $220 / night

$1500 / week

Book View

from $220 / 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

Book View

from $80 / night

8

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

$1500 / week

Book View

from $225 / night

12

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

$1500 / week

Book View

from $215 / night

21

Old Town Vacation villa rental

Montserrat / Old Town

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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

$2000 - $2350 / week

Book View

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.
1