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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Luxurious Villa with Panoramic Ocean Views

Bedrooms 5
Half Baths1
Space 6,000 sq. ft.
Property type villa
Minimum Stay 1 - 3 nights


About the property

5 Bedrooms, 5.5 Baths, (Sleeps 2-10) with privacy and spectacular 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

More Details

Property Manager
Property Manager
Member since: 2003
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 14, 2018

Why The Owner chose Olveston

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 villa 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.

Guestbook comments from the manager

This Villa is the best value in the Caribbean for large groups. Clean, quiet, well maintained, amazing sunsets, watch the cruise ships pass by, view the volcano, enjoy the local people. All private bedrooms nicely decorated with a common living/dining area and 2 kitchens. It's not an all inclusive resort and that may be it's greatest feature. The owner is great to work with and has people on the island to assist with whatever you may need. Rent a car and explore the island, it's the friendliest place on earth. No traffic, no stress, nobody trying to sell you beads or a timeshare. Go once and you will go back.

This Villa is the best value in the Caribbean for large groups. Clean, quiet, well maintained, amazing sunsets, watch the cruise ships pass by, view the volcano, enjoy the local people. All private bedrooms nicely decorated with a common living/dining area and 2 kitchens. It's not an all inclusive resort and that may be it's greatest feature. The owner is great to work with and has people on the island to assist with whatever you may need. Rent a car and explore the island, it's the friendliest place on earth. No traffic, no stress, nobody trying to sell you beads or a timeshare. Go once and you will go back.
Apr 2012
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Olveston Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 6000 sq. ft.
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters
  • pets not allowed
  • non smoking only
Location Type:
  • Mountain View ...
  • Ocean View ...
  • Away From It All
  • Romantic
  • Broadband Access
  • Clothes Dryer
  • Covered Parking
  • Garage
  • Internet ...
  • Linens Provided
  • Parking Off Street
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Cooking Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator
  • Dining Room
  • 5 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
  • 5 Bedrooms, Sleeps 10
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 king
    Bedroom 3 - 1 king
    Bedroom 4 - 1 king
    Bedroom 5 - 2 twin/ single
  • King size beds (1), Twin or Single Beds (1)
  • DVD Player
  • Ping Pong Table
  • Satellite / Cable
  • Stereo ...
  • Television
  • Video Library
  • Balcony ...
  • Deck / Patio
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill
Pool / Spa:
  • Private Pool ...
Leisure Activities:
  • bird watching
  • boating
  • eco tourism
  • scenic drives
  • sight seeing
  • walking
  • wildlife viewing
Sports & Adventure Activities:
  • fishing
  • hiking
  • mountain climbing
  • mountaineering
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
Second full kitchen on lower level near the pool.


Exceptional! 5/5 -
(11 traveler reviews)

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Luxurious Villa with Panoramic Ocean Views
average rating of 5.0 based on 13 reviews


  • 5 of 5

Awesome sunsets, gorgeous property....we came down with our family (8 adults 2 children). Plenty of space for everyone to be together or to enjoy some quiet time if you wanted. Beds were very comfortable. Lots of linens, towels and kitchen stocked with all appliances needed including dishwasher. Rams grocery store nearby. Woodlands beach amazing! We will definitely come back and hopefully Montserrat Breezes will be available for us to enjoy again

Thanks Michael we thoroughly enjoyed it

Larry and Debbie

  • Submitted: Mar 1, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
Owner's Response: Before responding, Debbie notified me that she wishes to add the following to her review: “While sitting out on our beautiful deck enjoying drinks, we saw whales from about 1:00 pm until about 3:30/4:00 pm. It was incredible… bring binoculars, not just for spotting whales but to enjoy the beautiful sail boats passing by daily and watching the waves crash on the rock island of Redonda as well as viewing the island of Nevis further away.” Thank you Larry and Debbie. I am very happy that everyone enjoyed their stay at Breezes. I plan to bring a pair of binoculars in September for guests to enjoy and hopefully see some whales too. Best Wishes.
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Spectacular Villa, extremely well managed and run!

  • 5 of 5

Montserrat breezes is an exceptional villa. The views were even more stunning than the pictures we saw before our trip. We were a family of seven, our Mom was born on the island in 1937 and emigrated to Canada when she was only 8 years old. She had never returned. The trip was a 80 th birthday present and family reunion of sorts. Without a doubt the best vacation we have had to date. The villa is simply gorgeous. Mike was amazing both before during and after the trip. Attentive, patient, informative and an all round true professional. Pickett was really nice and professional (we rented a car from him, and our tire was looking like it needed air and this wonderful man was willing to come deal with it late one night even though he was not feeing well... and I had only called to ask him how best to deal with it the next day..amazing service...of course we told him we could wait till the next day and he was there before any of us had woken up). Anita was efficient and a very lovely lady. The villa was clean and everything worked, the grounds were immaculate. I am positively sure that I will return to the island and I am just as sure that I would want to stay at Montserrat Breezes. Absolutely fantastic place and service.

  • Submitted: Mar 20, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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The Woodlands, Texas

Beautiful, comfortable, and exceptional villa with amazing views and grounds.

  • 5 of 5

This was our second time to visit Montserrat and while we love exploring the island this villa is really hard to leave. Tons of covered patio space with fantastic views, right next to the trails into the Centre Hills, a large deep pool, and exceptional manicured grounds with a great variety of flowering plants, lime trees, avocado trees, and even star fruit. Montserrat is not for everyone but for those that get it this villa is perfect. The owner was great as was everyone else. His property manager, Pickett, met us at the airport and we were able to rent a car from him at a very reasonable rate. He even brought us ripe avocados on our first morning there, so good. If you are visiting Montserrat with a larger group and need a few bedrooms this is the place to stay and a fantastic value.

  • Submitted: Dec 6, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Seclusion, Serenity and Sunshine

  • 5 of 5

My husband and I recently returned from a fabulous week at Breezes. This was our third trip to Montserrat, and this particular property met all our needs perfectly!! The location is convenient, the panoramic view is amazing - you cannot help but relax the minute you step foot on the property. Mike was responsive and more than helpful before and during the trip, providing us with all the critical travel info we would need, before we even asked for it.

The house is the last of three on a very secluded street, set up on a hill overlooking Woodlands. There is no way one can tire of the view. The ability to open the entire house to the outside makes the surroundings an extension of the living area. Each living space - bedrooms, kitchen and living/dining room have separate lockable entries off the open breezeway. Several dining areas are situated on the balcony/deck that overlooks the hillside, the ocean and the pool. We enjoyed most of our meals outside, except for the day it rained.

The kitchen is well equipped for cooking meals with up to date appliances and most cookware you can think of. Cocktail and wine glasses available as well. There were plenty of towels available for the bathroom which was right off the bedroom.

WiFi & Cable TV is available though I do admit, we didn't turn TV on once during our visit. The grocery store is only 5 minutes from the house and is relatively well stocked, so we were able to obtain what we needed easily. Do bring bug spray if you are a mosquito magnet like me. We were at the end of rainy season and I am told the mosquitos were particularly bad this season. I do not recall having an issue with them on previous trips, so they must be right.

The pool area, on the lower level is perfect - it is larger than the villa pools we have seen previously and the entry depth is probably around 4'. The seating is plentiful and comfy, you pick - sun or shade. It was very convenient to have access to a bathroom close by on that level. Plenty of beach towels are available.

The house is beautiful and is tastefully decorated. Landscaping is beautiful and quite honestly, there was not much more that could be done to top off our vacation. This house would be perfect for traveling couples or a family - each have their private space, but there is ample space for socializing as well.

Highly recommended - we thoroughly enjoyed doing absolutely nothing, taking a much needed break from reality! I have no doubt that we will return.

  • Submitted: Oct 28, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Montserrat Breezes - Nice!

  • 5 of 5

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!

  • Submitted: Jun 6, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: 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.
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Sandy Hook, CT

Excellent stay

  • 5 of 5

My family of five stayed at Montserrat Breezes the week of April 9, 2017. It is a beautiful, spacious and comfortable home. The house is very private with sweeping views of the sea. It sits at the end of a short street in the Woodlands section. Woodlands Beach, Rams Grocery, The Olveston House and the Volcano Observatory are all very close to the home.

The home has 5 bedrooms, 4 of which have king size beds. The 5th has two twins. All have their own bath. There is also a half bath on the top floor.

The pool is a nice size and a great place to hang out.

The gardens on the property are very nice. I spent a lot of time just looking at all of the different flowers in the yard.

The hiking trails can be accessed by just taking a left out of the driveway and walking a short distance.

The home is well cared for by the various caretakers; Pickett the property manager, Anita the housekeeper, the pool guy whose name I did not catch. I never did see the gardener but he or she does a great job, and I'm sure that the gardener came by while we were out and about at some point.

I would highly recommend the home to anyone.

  • Submitted: Apr 19, 2017
  • Stayed: April 2017
  • Source: HomeAway
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Nearest Point of Interest
Runaway Ghaut

This Villa is located adjacent to an entrance to the famous hiking trails of Montserrat, yet has panoramic (Sunset)views of the Caribbean Sea.




Additional information about rental rates

Refundable damage deposit $500
Tax Rate 7.0%

Rates quoted are for the use of 1 bedroom for 1 week for up to 2 guests. Additional guest rates are based upon 2 guests per bedroom.

If paying by credit card, please add 2.5% convenience fee.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.