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Luxury Montserrat Villa in Woodlands!

Bedrooms 3
Separate WC's1
Property type villa
Minimum Stay 5 - 7 nights
Popular Features
  • Internet
  • Washing Machine
  • Parking
  • non smoking only
  • Barbecue
  • Private Pool
  • children welcome


Minimum Stay
5 - 7 nights

Popular Features
  • Internet
  • Washing Machine
  • Parking
  • non smoking only
  • Barbecue
  • Private Pool
  • children welcome

About the property

Woodlands Estate House is an expansive plantation estate with lovely amenities.

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 unusual homes on Montserrat, this villa was recreated from the original structure of an Arrowroot mill, retaining the integrity of the thick stone walls and fabulous woodwork. The open plan living and dining area provides an excellent stage for entertaining...add on the two outdoor dining and sitting areas and you have the ingredients for a wonderful party.

The three bedrooms on the ground floor, with adjoining lounge area and outdoor patio opening to a grove of banana trees, are all private and charming. Woodlands Estate House sits on a private road close to Carr's Bay, St. Peter parish, and numerous beaches and small restaurants. Whether just you and your partner, a group of friends or family, Woodlands Estate House will give you the vacation of your dreams!

More Details

Property Manager
Tropical Island Retreats, LLC.
Member since: 2014
Speaks English, French
Manager indicates their response time is:
Within a day
Calendar last updated:
1 March, 2017

About Tropical Island Retreats, LLC.

Tropical Island Retreats, LTD,(TIR), is a real-estate investment and travel company focused on leasing luxury vacation villas to discerning travelers throughout the Caribbean. We have owned and operated luxury properties on multiple Caribbean Islands since 1998, and have worked with thousands of satisfied clients to successfully plan their vacations. TIR's objective is to provide exceptional properties to enable extraordinary vacations.

Why Tropical Island Retreats, LLC. chose Montserrat

Woodlands Estate House offers a one of a kind Montserrat vacation experience. The property's expansive and green grounds provide a traveler with a full sense of the island's diverse ecosystem, and combine it with all the luxury amenities that a discerning traveler has come to expect.

What makes this villa unique

When you enter Woodlands Estate House you are welcomed by the duality of a historic property, hand crafted from stone and wood, that is replete with modern amenities such as a large pool, sun deck, barbecue and outdoor bar, (great for entertaining), and a palatial and inviting indoor living, dining, and sleeping spaces.


Accommodation and facilities for this holiday villa in Olveston in Caribbean

Property Type:
  • villa
  • Catering available
  • Housekeeper Optional
Floor Area:
  • 3500 sq. ft.
Location Type:
  • Mountain View
  • near the sea
  • Ocean View
  • village
  • Water View
  • Away From It All
  • Budget
  • Family
  • Historic
  • Luxury
  • Romantic
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • Dining Room
  • 2 Bathrooms
  • 1 Separate WC
  • Master Bathroom - Toilet , Shower Enclosure
    Guest Bathroom - Toilet , Shower Enclosure
    Parlor Bathroom - Toilet
  • 3 Bedrooms, Sleeps 6
  • Master Bedroom - 1 Extra Lg. Double Bed , Master Bedroom with King Bed and private full bathroom suite
    Guest Bedroom - 1 Large Double Bed , Guest Bedroom with Queen bed.
    Guest Bedroom - 1 Large Double Bed , Guest Bedroom with Queen bed.
  • Each bedroom carries the full flavor of historic mill - turned into - luxury home. Unique details of stonework and antique wood enhance the decoration of each comfortable room.
  • Books
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Terrace
  • Lanai / Gazebo
  • Garden
  • Barbecue
  • Water Sports Gear
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool
  • churches
  • library
  • live theatre
  • museums
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • horse riding
  • scenic drives
  • Shelling
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • hiking
  • mountain biking
  • pier fishing
  • sailing
  • diving
  • snorkelling
  • bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • wind-surfing


5/5 -
(5 traveller reviews)

Luxury Montserrat Villa in Woodlands!
average rating of 5.0 based on 5 reviews


  • 5 of 5

We couldn't have done better. The house is gorgeous, and the location was excellent. The balcony on the west side of the house was the perfect spot to enjoy a cup of coffee in the mornings. The pool area is lovely, in fact, the house was the perfect setting for our anniversary trip. The property manager was also AMAZING. She had everything arranged to make it easy for us to get to the house, the rental car was at the house waiting for us, and she even had flowers in jars all over the house. If we had a question, she had the answer. She was able to give us great recommendations for where to shop, where to go out to eat. She's friendly and thoughtful. We left Montserrat feeling as though we'd not only had a lovely relaxing vacation, but also that we'd made a friend.

  • Review Submitted: Aug 13, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Mary! We're thrilled that you and your spouse had the perfect time for your anniversary celebration! We think Yvette is wonderful also, we're grateful she's working with us! Thank you again for your kind words. Hope you will come back to the Emerald Isle sometime....
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1 0
Denver, CO

One of Kind Luxury On Montserrat!

  • 5 of 5

Woodlands Estate is the luxury rental to stay at while vacationing on Montserrat! I recently spent Thanksgiving at the property with my wife and in-laws, and it was the perfect refuge to relax in during our much sought after vacation on Montserrat. Its layout is terrific for friends and extended families, offering privacy and an open layout which is great for entertaining. The house is bathed in cool Caribbean breezes in a tropical setting that offers both shade, sun, and views of the ocean. The well stocked kitchen is great for cooking meals at home, and their is gas BBQ in the Pool bar area that allows for outdoor cooking and entertaining. The 33 Ft x 15 Ft pool is the centerpiece of the private and expansive outdoor area, and my favorite part of the vacation was spent swimming laps, floating in the pool, or reading in a sun chair while getting a tan. The property's central location is only a short walk to Woodlands Beach, and many of the best restaurants on the island. I will definitely be returning to Woodlands Estate with family and friends as many times as I can!

  • Review Submitted: Dec 15, 2014
  • Date of Stay: Nov 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Jules, for your lovely review! We're so pleased you enjoyed Montserrat and Woodlands Estate House so much. We look forward to helping you plan your next vacation in Montserrat!
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1 0
San Francisco, California, USA

Serenity on Montserrat

  • 5 of 5

Woodlands Estate was the perfect home for our family vacation. The home is well located in Woodlands, THE place to be on Montserrat. And the home is walking distance to Woodlands Beach, a gorgeous beach for relaxing and playing in the ocean.

You feel like you are in your own little rainforest at Woodlands Estate - the home is surrounded by beautiful trees and flowers - but does have views out to the ocean. The pool area is wonderful - we spent lots of time there. Inside, the home has all of the modern amenities you want, including an ice maker which is wonderful for those fruity rum drinks you're going to want to enjoy on your vacation. The kitchen and bathrooms are well updated and the beds are comfortable. The internet connection is great, although we enjoyed unplugging.

Montserrat is such an amazing secret of an island. We will definitely be going back. The people are so nice and the beaches and mountains are gorgeous. We found lots of great restaurants and things to do, including visiting the Montserrat Volcano Observatory. A beautiful island with a rich and interesting history.

  • Review Submitted: Dec 12, 2014
  • Date of Stay: Nov 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Meredith! I am so happy to hear you enjoyed your vacation and stay at our luxury property. We look forward to working with you and your family again in planning your next vacation!
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0 0
Washington, D.C.

Luxury Estate in a Stunning Tropical Paradise

  • 5 of 5

For those weary of the typical tropical tourist trap, Woodlands Estate on the pristine island of Montserrat is for you! This home is beautiful, spacious, completely equipped, peaceful, comfortable, and well located. The grounds are extensive and gorgeously maintained. The floor-to-ceiling window overlooking the jungle garden outside the master bath is to-die-for. The kitchen is well-appointed: we cooked the entire Thanksgiving dinner there. The staff are helpful and friendly. Montserrat itself is an island that time forgot, absent the materialism that is rampant in some other vacation spots. We dove on the reef and saw an amazing array of fish, corals, tunicates, sponges, and turtles. A trip to the amazing volcano observatory is a must. We also found several fabulous restaurants and beach bars. We hope to be back. This place is a definite do-over.

  • Review Submitted: Dec 11, 2014
  • Date of Stay: Nov 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you Marcia! I am so happy your enjoyed your stay at our luxury vacation villa, and exploring the special island of Montserrat. We look forward to helping you and your family plan your return trip to our property!
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0 0
Oakville, Ontario

Unique and Relaxing

  • 5 of 5

Upon our arrival, we were impressed with the beauty of the home and its' surroundings. We were happily surprised that the photos were most accurate in its representation. The property was clean and well maintained, any concerns or issues were immediately taken care of by the property manager. The nearby beaches were pristine and peaceful, and the local restaurants were charming and reasonable. We would definitely recommend this property to anyone looking for a unique, one of a kind experience.

  • Review Submitted: Apr 8, 2014
  • Date of Stay: Feb 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Tony and Maryanne! I think we can all agree that Montserrat is a special place...unique in its combination of stimulation and relaxation.
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0 0


Nearest Airport
3 Miles
Nearest Barpub
1 Miles
Nearest Ferry
3 Miles
Nearest Golf
Nearest Train
Nearest Motorway
Nearest Restaurant
0.5 Miles
Nearest Ski
Nearest Beach
0.5 Miles
Car: necessary

Woodlands Estate House is located close to Woodlands Beach, in a plantation setting with numerous fruit trees and flowering bushes, next to a rain-forest type ghaut.


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