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Holiday Homes and Apartments Woodlands, Montserrat and nearby

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    Woodlands is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    Woodlands
    7 Reviews
    2 BedroomsSleeps 4Quick View
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    Woodlands
    1 Review
    3 BedroomsSleeps 8Quick View
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    Woodlands
    43 Reviews
    3 BedroomsSleeps 6Quick View
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    Woodlands
    4 BedroomsSleeps 7Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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.<BR><BR>This is a elegant, recently renovated two storey villa with four...
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    Woodlands, Montserrat NO ZIP
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Woodlands
    4 Reviews
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2014
    Thanksgiving Adventure: I didn't know what to expect but was pleasantly surprised. We were there to enjoy the property and also to inspect the property. We were accompanied...
    Reviewed 14 December 2014
    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...
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    About this property
    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,...
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    Woodlands, Montserrat NONE
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Woodlands
    2 Reviews
    1 BedroomSleeps 2Quick View
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    Amenities & Details
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2016
    The property is very nice, a lot of room and taken care of well. It is located close to beaches and not far from town. It is just off the main road and there is traffic noise...
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    About this property
    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 overlooking the garden and...
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    Woodlands, Montserrat MSR01
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Woodlands
    12 Reviews
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Washer
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    Min-y-Don We recently spent 2 glorious weeks staying at Min-y-Don and are already discussing a return visit. The house is spacious, bright and very comfortably kitted out...
    Reviewed 5 May 2015
    We spent a fantastic week at this villa. It is beautiful in all respects. Very quiet, except for the sound of the sea and wildlife all around. Rooms are superb, large, airy and...
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    About this property
    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.<BR>Situated at the end of a small road, the only sounds you will hear are from the sea and the wildlife -...
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    Woodlands, Montserrat MSR 100
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Woodlands
    1 Review
    3 BedroomsSleeps 7Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 choose to eat, read, or...
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    Woodlands, Montserrat NONE
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 7
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    Woodlands
    2 BedroomsSleeps 4Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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! Soufrière Hills Volcano...
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    Woodlands, Montserrat MSR1350
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Woodlands
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Balcony
    • Internet Access
    • Mountain Views
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 out all that Montserrat has to...
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    Woodlands, Montserrat MSR1350
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Woodlands
    4 BedroomsSleeps 8Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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. This villa was carefully...
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    Woodlands, Montserrat MSR200
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The following rentals are within 10 kilometres of Woodlands.
    Olveston
    2 BedroomsSleeps 4Quick View
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    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 and granite counter tops in...
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    Olveston, Montserrat NONE
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Old Town
    10 Reviews
    12 BedroomsSleeps 25Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Housekeeping Included
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    Chez Mango Villa is paradise! The view of the ocean from the balcony is absolutely breathtaking. I loved waking up in the morning with my cup of tea and just enjoying the ocean...
    Reviewed 7 March 2017
    I was pleasantly surprised that Chez Mango was not only gorgeous as the pictures, it was even better. The property was absolutely beautiful with a very large pool, with an...
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    About this property
    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 views. This Luxury Villa...
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    Location Information
    Old Town, Montserrat 00000
    Holiday Rental House - 12 Bedrooms, 11 Bathrooms, Sleeps 25
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    Olveston
    2 BedroomsSleeps 4Quick View
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    Amenities & Details
    • Housekeeping Included
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Governor's residence overlooking...
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    Location Information
    Olveston, Montserrat MSR110
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Old Town
    1 Review
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Ocean Views
    • Patio
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This is a beautiful cliff-house in Old Town. The views are spectacular! My husband and I stayed March 26-April 2, 2017. Owner Kate, was quick to respond to emails leading up to...
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    About this property
    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 pool, wifi and TV, as well as...
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    Location Information
    Old Town, Montserrat 1350
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Town
    1 Review
    2 BedroomsSleeps 4Quick View
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    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2014
    We have been visiting the islands of the Caribbean for several years now and Montserrat was certainly different! The effects of the volcano on the southern half of the island...
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    About this property
    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 style and has a huge (800 square...
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    Location Information
    Old Town, Montserrat N A
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Town
    5 BedroomsSleeps 10Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 private baths and even an...
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    Old Town, Montserrat NONE
    Condo/Apartment - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Old Town
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Ocean Views
    • Terrace
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 designed floor plan allows...
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    Old Town, Montserrat
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Town
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Washer
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Ocean & Mountain Views in Beautiful Montserrat<BR>Enjoy the Caribbean, the way it used to be, on the beautiful island of Montserrat. This spacious 3 bedroom and 3 bath home has some of the best ocean and beach views the island has to offer. The added bonus views of Souffriere Hills and the...
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    Location Information
    Old Town, Montserrat NO ZIP CODE
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Town
    3 BedroomsSleeps 7Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Ocean Views
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 overlooking Isle's Bay, with...
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    Location Information
    Old Town, Montserrat NONE
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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