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Luxurious Villa with Panoramic Ocean Views

Photo gallery for Luxurious Villa with Panoramic Ocean Views

Pool
Exterior
view of villa from below
Golf
Property grounds

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Top rated beach location
    Discover paradise at this top rated beach location.
  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Woodlands Beach
5 bedrooms5+ bathroomsSleeps 10

Popular amenities

  • Private pool
  • Garage parking available
  • Kitchen
  • Washer
  • Barbecue grill
  • Balcony

Explore the area

View in a map
Woodlands, Montserrat
  • Place, Woodlands Beach
    ‪12 min walk‬
  • Place, Lime Kiln Beach
    ‪5 min drive‬
  • Place, Little Bay
    ‪11 min drive‬
  • Airport, Plymouth (MNI-Gerald's Field)
    ‪12 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Twin Beds

5 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 5

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden

About this property

Luxurious Villa with Panoramic Ocean Views

Montserrat Breezes is a beautifully appointed five bedroom, five and a half bath private Villa located high in the Woodlands section of Montserrat. Lovingly and carefully constructed by one of America's wealthiest families and updated by it's present owners, Montserrat Breezes boasts over 6000 square feet of indoor and outdoor living spaces, with breathtaking views (especially at Sunset) of the Caribbean Sea from virtually all living areas. Three king suites (all with king beds) feature spacious rooms with Plantation Shutters, en-suite baths and private verandas. Two lower suites include one king bedroom and an adjoining twin bedroom. Both of these bedrooms offer open ocean views, en-suite baths, and a shared covered veranda. The door between these bedrooms can be locked for privacy or opened for families with children.

This villa was designed to maximize the ocean views from all rooms with large 'disappearing' glass and screen panels in each room. In addition, the open air dining and family rooms feature large Plantation Shutters on the rear wall, which open to view the private courtyard and manicured garden. The grounds are tiered with stone walls and are extensively landscaped with multiple varieties of palms, flowering trees and bushes. The lower grounds have bananas, lemons,guava,coconuts and grapefruit (when in season).

Children will enjoy the variety of lizards, toads, and birds found on and around the property. Bring flashlights--the toads come out at night.

Montserrat Breezes will easily accommodate an extended family, two small families or up to five couples. The lower full kitchen is perfect for poolside dining or entertaining.

This villa is cooled by nearly constant trade winds and is situated across from an entrance to the famous Mountain Trails of Montserrat. It is ideal for hikers and nature enthusiasts.

***This villa is not suitable for toddlers or youths who cannot swim or would be inclined to push on the floor to ceiling screen panels. Renters assume full responsibility for pool safety.

Keywords: Villa
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
Additional guest fee applies to children over 2.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 191691
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector with you on the trip
Host has indicated there is no smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Olveston

Olveston is home to this villa. The area's natural beauty can be seen at Woodlands Beach and Lime Kiln Beach. Scuba diving and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
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Map
Woodlands, Montserrat

What's nearby

  • Woodlands Beach - 12 min walk - 1.1 km
  • Montserrat Volcano Observatory - 2 min drive - 1.9 km
  • Lime Kiln Beach - 5 min drive - 4.1 km
  • Little Bay - 11 min drive - 10.2 km
  • Foxes Bay Beach - 17 min drive - 10.1 km

Getting around

  • Plymouth (MNI-Gerald's Field) - 22 min drive

Restaurants

  • ‪Summer Breeze - ‬9 min drive
  • ‪Scoreboards - ‬9 min drive
  • ‪Emerald Rose Restaurant - ‬9 min drive
  • ‪Isles Bay Beach Bar (Hank's bar) - ‬6 min drive
  • ‪The Attic - ‬12 min walk

Frequently asked questions

Does Luxurious Villa with Panoramic Ocean Views have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Luxurious Villa with Panoramic Ocean Views?

As of Jun 19, 2026, prices found for a 1-night stay for 2 adults at Luxurious Villa with Panoramic Ocean Views on Jun 23, 2026 start from $297, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Luxurious Villa with Panoramic Ocean Views pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Luxurious Villa with Panoramic Ocean Views?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious Villa with Panoramic Ocean Views?

Check-out is at 10:00 AM.

Where is Luxurious Villa with Panoramic Ocean Views located?

Situated in Olveston, this villa is 0.9 mi (1.4 km) from Woodlands Beach and within 3 mi (5 km) of Montserrat Volcano Observatory and Lime Kiln Beach. Little Bay and Foxes Bay Beach are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 47 reviews
Rating 8 - Good. 0 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Margaret A. L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at this villa was fantastic. From the moment we booked until checkout, communication with the host was outstanding—responsive, helpful, and professional throughout.The views from the property are simply breathtaking and were one of the highlights of our trip. The grounds are beautiful and well maintained, creating a serene setting that perfectly complements the villa’s quiet and private location.The home was very clean, and the beds were incredibly comfortable, ensuring a restful stay. We also appreciated how well equipped the kitchen and house were, making it easy to prepare meals and enjoy time together. A major plus for our group was that each guest had their own bedroom and bathroom, which provided plenty of comfort and privacy.Although the property shows some signs of age, it remains full of charm and character. The beauty of the setting, the comfort of the accommodations, and the thoughtful amenities far outweighed any minor signs of wear.We thoroughly enjoyed our stay and would not hesitate to return. Highly recommended for anyone looking for a peaceful getaway with stunning views in Montserrat.
Stayed 6 nights in Jun 2026
Verified

10/10 Excellent

Michal Fox S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Montserrat is a magical place where time slows down. This villa is gorgeous, exactly as pictured here. We had the trip of a lifetime.
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Ian C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property with spectacular views. Excellent comms with owner. Highly recommended
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Timothy c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay had a great time

Easy to rent, quick to respond!!
Stayed 3 nights in Jan 2020
Response from VrboOwner on Mar 24, 2020
Thanks Tim. Come back anytime!
Verified

10/10 Excellent

Glenna B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful villa with outstanding views. Excellent communication with the host.Highly recommend.
Stayed 10 nights in Jul 2025
Verified

10/10 Excellent

Dale D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Place

Enjoyed the stay very much. So relaxing and exactly as described and pictured. Great communication and support!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

janice d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Right from the start Michael was available to to answer all of my questions with a quick response everytime.Our stay was great, views were amazing, mangos available straight from the tree. Thankyou mike for allowing us to share your piece of heaven
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Andre J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Five Stars

We were all happy with the property’s amenities. It was in a great location with stunning views. The property was very spacious with lots of seating. All of the rooms were very clean and spacious. We hope to stay here again.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Lindsay L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay

We booked this property and the owner as to swap us to another of his properties and the house was amazing. Fell asleep every night to the sound of the waves.
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Willaim M G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location beautiful home

Stayed there with my friends and family through Saint Paddy’s day. Absolutely great facilities, Michael and Picket couldn’t be any better hosts. Everything went well and it was a lovely home
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Scott T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing villa

Wonderful villa in a great location close to all the best restaurants. Spectacular and expansive home and grounds. It’s like having your own private resort. Both the host and the property caretaker are great communicators with helpful recommendations. Don’t miss an opportunity to stay at Breezes.
Stayed 14 nights in Jan 2025
Response from VrboOwner on Jan 28, 2025
Thank you for your review. It is important to us that our guests enjoy their stay. I am happy that Breezes was comfortable and that your stay was enjoyable.
Verified

10/10 Excellent

Yoshiaki I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very calm and comfortable!

We stayed ten nights. Although we faced a wifi problem for the first few days, property manager made all efforts to resolve it. Indeed it recovered. This house has a magnificent view and is equipped with all necessary features. We have enjoyed our stay and would like to come back!!
Stayed 10 nights in Dec 2024
Archival

10/10 Excellent

pedro r.

Montserrat Breezes - Nice!

The property was very nice, the pool well maintained and very refreshing, and the views from the villa and grounds were spectacular. Anita, the house keeper, was pleasant and did an amazing job with the cleaning. After booking, Mike the owner, shared helpful and useful information about the villa and about Montserrat. This villa is truly a bargain for the price!
Stayed 7 nights in May 2017
Response from VrboOwner on Mar 24, 2020
Pedro, Thank you for your kind words. I am very happy that you enjoyed your stay at Montserrat Breezes. It is very important to me.
Verified

10/10 Excellent

Trudee A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing! Book it now!

What Ana amazing property! The house was fantastic and just as advertised. It had everything we needed and then some. The view of the ocean, sunsets, Redondo and Nevis were gorgeous. We made use of the swimming pool everyday. The grounds were beautiful. Mr. Pickett was very helpful and attentive. I can't say enough good things.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Robert D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway at Montserrat Breezes

The property was wonderful, exceeding our high expectations even after seeing the pictures. While that would have made for a great vacation, it was the owner who resulted in our stay being spectacular. Mike was seemingly always available for a question (best grocery store or favorite coffeehouse?), extraordinarily responsive, and very gracious. Never have I felt so welcomed by a host. The entire group is eager to return next year!
Stayed 9 nights in Feb 2024
Verified

10/10 Excellent

Amy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

The house and grounds were beautiful and very private. We were close to several beaches and restaurants. Mike, the owner, was very quick to respond to any inquiries I had and was very helpful with restaurant suggestions and other helpful advise. Pickett, the property manager, was waiting for us at the airport and stopped at the market on the way to the villa to allow us to pick up some groceries. We were also able to rent a vehicle from him. We loved our stay here and are hoping to visit again next year.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Nolan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Perfect End to Our Honeymoon

This property is beautiful and throughout the entire process the owner went out of his way to ensure that we had an excellent and seamless visit. The landscaping was immaculate and the views are impossible to describe in words. The property manager, Pickett, is one of the most genuinely kind people I have ever met and he went above and beyond to make our stay incredible. I am looking forward to another chance to return to this beautiful island, meet more of the island's resilient and selfless people, and explore more of what Montserrat has to offer.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Charles S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise!!

Absolutely stunning property in the hills of Montserrat. We couldn't ask for anything more and Pickett was extremely helpful getting us started. Easy to move around the island and good snorkeling in Little Bay. Enjoyed coming back for a restful afternoon in our private hideaway. Michael was very responsive to our questions. Thanks again!
Stayed 7 nights in Mar 2023
Response from VrboOwner on Apr 2, 2023
Thank you Charles. I appreciate your kind comments and that you enjoyed your stay. Best, Mike
Verified

10/10 Excellent

Carl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great villa with awesome views

Stayed for 8 nights. The villa has spacious bedrooms and lounge area. Lots of outdoor seating areas with great views of the ocean and sunset. A good location on the island - several restaurants and bars within a short drive. Access to a decent hiking trail behind the villa. The host - Mike - was very responsive to messages and always provided lots of information. The property manager in Montserrat - Pickett - was on hand to answer any questions, though we had no issues during our stay. Would stay here again.
Stayed 8 nights in Apr 2023
Archival

10/10 Excellent

Justin H.

Beautiful home perfect for large group

This home is perfect for a family or group. The pool area, decks, outdoor eating area and large amount of patio furniture make the outside living a big part of the stay here. The bedrooms are beautiful and large. The bathrooms are grand. The sliding doors slide all the way into the walls making the rooms, including the great room, feel like the outdoors also. We walked to town and to one of the observatories. The beach is close and virtually private due to the lack of other people. Watch out for the waves-at times they are powerful. Mike was very responsive and helpful with many good suggestions. We hope to come back and stay again.
Response from VrboOwner on Mar 24, 2020
Thanks Justin, We are sincerely happy that you enjoyed your stay at Montserrat Breezes. It is very important to us.
Verified

10/10 Excellent

Katrina K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
After a long 3-4 flight travel from CA and CO, Pickett met us at airport as well as secured a second car for our group of 8. They transported us to the beautiful Montserrat Breezes where we had 2 rental vehicles for our 8 days.We had cruised past Montserrat in the early 90’s and it was so beautiful and the Ship Captain very complimentary. Our son remembered this and suggested we visit this island for our Christmas 2025 trip. 3 generations which included 2 grandsons, ages 10 and 8. This villa was perfect for our stay and is just lovely. It is located in a very private and relaxing locale. It was very nice with all bedrooms having their own baths and a laundry room to use. Our favorite beach was a short drive and 4 of our party secured the Montserrat driver’s license that was required. Weather was perfect with a couple brief rain showers and when a “cut off” on power occurred, they were brief. We dined at Isle Bar and Grill, Scoreboard, birthday dinner at Ovelston House, festive Xmas Eve dinner at Watermelon Cottage, Xmas Day Take Away dinner by Jessica, private beach dinner at Old Road Beach, boat tour by Andy to view the destruction of the restricted part of the island due to the volcano, a welcoming Christmas Mass at St. Martin’s and 4 enjoyed a shore scuba tour. As a homage to the villa’s heritage, a big bag of Mars candy was brought to enjoy! Mike, the host was always available via a text with answers and suggestions to any of our concerns. I say, Just Book It
Mesmerizing sunsets!
View of Volcano from observatory
Woodlands Beach sunset!
Morning view from veranda of Redonda and Nevis
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay at Montserrat Breezes

We had a fantastic one week stay. Mike the owner was easily accessible and responsive starting at the time of our booking. Pickett the house manager picked us up at the airport, handled our car rental, and got us settled with local driver's licenses. We were on the island over the Christmas holiday, and during several days of our stay most restaurants and shops were either closed or had limited hours. We made do, and nevertheless had a fantastic stay on this peaceful and welcoming island. Monsterrat Breezes could not have been a better home base. The views are amazing, the living spaces are comfortable, and the location of the house is great. The home feels like it is off the beaten path but at the same time is close to shops and restaurants, and in close proximity to Woodlands Beach which is a beautiful spot. The grounds of Monsterrat Breezes are gorgeous as well. We hope to be back...
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Michael O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious home, sunset/ocean views, pool, indoor/outdoor spaces

Montserrat Breezes - spacious home, easily accommodated our family of 6 adults, all 5 bedrooms ensuite, great living space. Decks with views of the ocean/sunset, pool, and rainbows! Plenty of space to spread out. Quality furnishings, large pool. Indoor/outdoor living, with all rooms individually opening to the outdoors (no indoor hallways). Attentive caretaker. Lovely landscaping. Good location, easy drive to Woodlands beach. Lovely breezes run through the entire space, very comfortable temps (February). Rooms have good ceiling fans, and an additional fan in each bedroom. No a/c, but we didn't need it! Cross breezes in every room, and island temps were perfect. The overhangs/eaves on the home and decks keep living spaces dry, even when raining. Kitchen equipped with all the basics, and many appliances we didn't use (we only ate breakfast in). Nice bathroom and kitchen towels, plenty of beach towels. Owner provides starter supply of paper towels, toilet paper, trash bags, bath soap, dish soap. Recommend this lovely, comfortable home for adults!
Stayed 14 nights in Feb 2025
Verified

10/10 Excellent

Maureen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

This property couldn't be better. Everything was beautiful, quality everything, spotless and comfortable. We had the best view, day and night. The days and nights were so quiet and the dark at night allowed for specular star gazing. The pool was so refreshing. Pickett, the house manager, picked us up from the airport after the late flight, brought us to the grocery store, got us settled in and had our rental car at the house for us. He returned the next day to show us around the island a little bit and even retrieved our bag from the airport that did not make it on the flight the night before. He couldn't have been more helpful, and such a great guy! Anita cleaned the entire house mid-week and everything was spotless. The house is quite large and expansive. I lost my husband several times. Everything you need is there and everything is in great shape. The grounds are beautiful with several fruit trees. We enjoyed fresh guava and starfruit every morning! The island is amazing and everyone is so friendly. It is truly paradise here.
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Kenna S W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even better than description and photos

Special place on a special island. Everyone associated with the house couldn’t have been more helpful. Mike, the owner, was wonderful at communicating and answering any questions we had before arrival and during our stay. Pickett, the property manager, arranged pickup from the airport, the rental car delivery to the house, and dinner from J.D.’s Catering in Salem for our arrival. He checked in with us on at least a weekly basis to make sure everything was okay. Anita came twice a week to clean both the interior and exterior spaces. She was delightful and helpful if we had questions. The kitchen is very well-equipped with everything you need to make meals at the house. Lots of dishes, tableware, glassware, etc. Having a washer AND dryer makes it easier to pack less for the trip. WiFi worked great throughout the house. The layout of the house allows everyone a private bedroom and outdoor space to relax along with large areas for group gatherings. Plenty of bath and beach towels and bed linens. The house is cooled by the trade winds, and there are ceiling and standing fans throughout. Although there are high definition, Smart tvs in all of the bedrooms, we never turned them on. We wanted to get away from all of that. We enjoyed watching the agoutis on the property. I highly recommend the house, the owner, and the people who work at the property.
Stayed 30 nights in Jan 2023

About the host

Your host

Host profile image

Why they chose this property

My wife and I have travelled extensively in the Caribbean. Montserrat represents the 'Old Caribbean'...unspoiled by commercialism and the friendliest people on Earth. We feel as though we have moved back in time when we visit.

What makes this property unique

Great privacy, incredible ocean and Sunset views. No crime...laid back lifestyle. Montserrat Breezes is one of the largest villas on island with multiple indoor, covered and open outdoor sitting and lounging spaces, making it perfect for larger groups but is incredible for just one or two couples as well. The disappearing glass panel doors bring the outdoors into all living spaces.

Languages:

English

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