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Holiday Rentals and Villas in Montserrat, Caribbean

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    1 / 11
    5 of 5 stars (41) Excellent
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    4.5 of 5 stars (7) Very good
    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 11
    4 of 5 stars (1) Very good
    Woodlands
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Private Garden
    • Secure Parking
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodlands, Montserrat
    4 of 5 stars Reviewed 15 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 at...
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    1 / 13
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Washer
    • Mountain Views
    • Patio
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    • Satellite TV
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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, beaches and Jack Boy Hlll from... View all property information
    Location Information
    Montserrat, Caribbean
    4 of 5 stars Reviewed 9 April 2016
    This little airy apartment was perfect for our two-week stay in Montserrat. Perfectly placed for J's work in Brades and for getting round the whole island generally. Nothing was...
    4 of 5 stars Reviewed 15 January 2012
    I stayed at the apartment for approximately three months and had an absolutely wonderful time. The apartment looks very new and with lots of space, giving a feeling of warmth and...
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    1 / 17
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
    • Private Outdoor...
    • Mountain Views
    • Ocean Views
    • Patio
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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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... View all property information
    Location Information
    Old Town, Montserrat
    1 / 45
    5 of 5 stars (1) Excellent
    Woodlands
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    About this property
    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 pool. Bedroom 3 can be 2 x... View all property information
    Location Information
    Woodlands, Montserrat
    5 of 5 stars Reviewed 18 March 2016
    Amy provided information that had details beyond my what could imagine. She even provided a contact for a rental car, who met me at the Airport, and also gave me a tour of the...
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    1 / 35
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Washer
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    A unique home created from an historic arrowroot mill, Woodlands Estate House perches in acres of lush tropical vegetation typical of the West Indies, including a pineapple grove, banana trees, and fifty different varieties of palms. Birds and butterflies abound at the stream which borders this... View all property information
    Location Information
    Montserrat, Caribbean
    4 of 5 stars Reviewed 15 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...
    5 of 5 stars Reviewed 13 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 perfect...
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Porch
    • DVD Player
    • Grill
    • Private Outdoor...
    • Patio
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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 musicians of the time, such as... View all property information
    Location Information
    Montserrat, Caribbean
    1 / 6
    Olveston
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Housekeeping...
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Olveston, Montserrat
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    1 / 41
    1 of 5 stars (1) Terrible
    3 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Come enter the secret little island known as Montserrat, the 'Emerald Isle' of the Caribbean. Discover the way the Caribbean used to be, as it is still lived today on this tiny jewel of an island. Small, unhurried, so friendly that by week's end you will know practically everyone. Montserrat is a... View all property information
    Location Information
    Montserrat, Caribbean
    1 / 14
    5 of 5 stars (12) Excellent
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Private Outdoor...
    • Waterfront
    • Housekeeping...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    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 -... View all property information
    Location Information
    Woodlands, Montserrat
    5 of 5 stars 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...
    5 of 5 stars Reviewed 10 January 2015
    This is the third time I have stayed at Min Y Don with my wife, mother, and other friends/family members, and it has been a delight every time. Beautiful house, pool, location...
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    1 / 24
    5 of 5 stars (8) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Patio
    • Terrace
    • Outdoor Dining Area
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    VIEWS, VIEWS, VIEWS......Montserrat Breezes boasts over 6000sf of living spaces, all with incredible ocean and sunset views. This villa is maintained to high standards with manicured tiered gardens, abundant flowering and fruit bearing trees including mangos, grapefruit, guava, lime, avacado,... View all property information
    Location Information
    Montserrat, Caribbean
    4 of 5 stars Reviewed 28 April 2016
    The grounds are beautiful! The trails behind the house were the greatest. A must to do and explore the trails. As for the house manager there needs to be some improvement. Wen...
    5 of 5 stars Reviewed 26 May 2014
    We had a wonderful week at the Breezes. Swimming pool was excellent and the villa was fantastic. Near local beaches and several excellent restaurants. My favourite was...
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    1 / 16
    Woodlands
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Washer
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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... View all property information
    Location Information
    Woodlands, Montserrat
    1 / 20
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Town, Montserrat
    1 / 14
    5 of 5 stars (7) Excellent
    Woodlands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Indoor Pool
    • Parking
    • Washer
    • DVD Player
    • Internet Access
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Recently renovated and decorated, Mango Grove is a stunning, traditional Caribbean style two-level dwelling at the edge of the rain forest, with sweeping views of the Ocean, just steps above a quiet beach. The only building on a very large private property, the upper level wraparound deck... View all property information
    Location Information
    Woodlands, Montserrat
    5 of 5 stars Reviewed 16 February 2016
    Tom and I spent a wonderful 10 days, January 17-27, 2016 at Mango Grove on Monserrat. It is a beautiful mountainous Island with many interesting things to do and see including...
    4 of 5 stars Reviewed 30 March 2015
    Montserrat is truly a place to relax. This slightly off the beaten path island welcomes you with its warm; some from the volcano which dominates everything, some from the...
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    1 / 6
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Mountain Views
    • Private Garden
    • Grill
    • Private Outdoor...
    • Ocean Views
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Grandview Villa is located in the beautiful Woodlands Beach area on the island of Montserrat, just a few minutes walk from one of the most popular beaches. The villa is facing west with sunset views, has 3 bedrooms and 3 bathrooms, pool, lots of deck area, comes fully furnished, and there's a... View all property information
    Location Information
    Woodlands, Montserrat
    1 / 7
    Olveston
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    With Private pool. Great views and sunsets! Court yard and 3 patio areas. View all property information
    Location Information
    Olveston, Montserrat
    1 / 33
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Ocean Views
    • Terrace
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Town, Montserrat
    1 / 8
    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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... View all property information
    Location Information
    Woodlands, Montserrat
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    1 / 10
    Olveston
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Parking
    • Private Outdoor...
    • Wi-Fi
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • 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... View all property information
    Location Information
    Olveston, Montserrat
    1 / 12
    Woodlands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodlands, Montserrat