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Montserrat Vacation Rentals

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    Travelers to Montserrat are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 29 Rentals in Montserrat
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    Crows Nest Villa - Montserrat1 / 10
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Inis Elau Villa1 / 10
    (1)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Woodlands Estate House1 / 141
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Montserrat Villa for Rent  3 bedrooms 2 baths pool1 / 18
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    • Patio
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2016
    Beautiful home perfectly decorated for total relaxation. Lovely garden where one can sit and enjoy the moonlight and embrace nature .
    Reviewed January 5, 2016
    I found this place on the net, searching on random for rentals in Montserrat. I emailed the owner and got a reply very fast, they seem like very easy going people to work with...
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    About this property
    If you are in search of a Caribbean Island that feels safe and friendly, look no further than Montserrat. Often times, you may be the only one on the beach. The restaurants are small, quaint and privately owned by many locals and ex-Pats. The tropical rain forests are a perfect back drop for hiking...
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    Montserrat, Caribbean 00000
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palm Loop Cottage1 / 11
    (43)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Waterfront
    • Housekeeping Included
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 3, 2016
    This place was relaxing and has a beautiful outlook to the ocean. It has large yards and large lizards roam the edge of the cliff. They won't let you get close to them but its...
    Reviewed November 7, 2016
    Thank YOU!!!! We just loved it and had so much fun. Your place is absolutely delightful and incredibly relaxing. The panoramic sweep of views from the Woodland cliffs and beach...
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    About this property
    Overlooking Woodlands Beach to the South with the rhythms of the waves landing on the rocks below, Palm Loop Cottage offers an idyllic Caribbean setting for your home away from home. On this property, you will enjoy Montserrat's striking sunsets, the sounds of the sea, the refreshing pool, charming...
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    Woodlands, Montserrat MSR1330
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vista De Redonda, Isles Bay, Montserrat1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Porch
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montserrat, Caribbean MSR 1360
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Surf Sighed1 / 45
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 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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    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...
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    Woodlands, Montserrat MSR1330
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick 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
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Ocean Front Villa with World Class Views1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick 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 April 4, 2017
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • 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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    Luxurious 5 BR/5.5  Bath Montserrat Villa1 / 24
    (9)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Terrace
    • Outdoor Dining Area
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2016
    Perfect escape away from everything while remaining civilized. The villa lives up to the photos and is very comfortable and private as it sits at the end of a short dead end...
    Reviewed April 28, 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...
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    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,...
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    Montserrat, Caribbean NONE
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Montserrat Private Paradise; Min-y-Don1 / 14
    (14)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick 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 May 4, 2017
    Min-y-donJust back from a fabulous stay at this delightful home in Montserrat. It's extremely comfortable and very peaceful. It has every amenity, a huge pool, private...
    Reviewed April 23, 2017
    Min-y-DonWe 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...
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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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    Location Information
    Woodlands, Montserrat MSR 100
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Alta Loma1 / 79
    (1)Terrible
    3 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Satellite TV
    • Wi-Fi
    • 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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    Location Information
    Woodlands, Montserrat NONE
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Patio
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Woodlands, Montserrat MSR 1350
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Oasis Villa1 / 47
    (2)Average
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Private Yard
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 15, 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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick 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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    Old Town, Montserrat NO ZIP CODE
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gorgeous sea view villa with huge pool and terrace1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    MacZel Apartment1 / 13
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Internet Access
    • Satellite TV
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 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...
    Reviewed January 15, 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...
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    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...
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    Location Information
    Montserrat, Caribbean 000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chez Mango Luxury Ocean View Villa1 / 24
    (11)Excellent
    12 Bedrooms, 11 Bathrooms, Sleeps 25 Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Housekeeping Included
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We stayed here in March 2017 during part of the St Patricks Day Festivities. Gary was kind enough to meet us at the ferry even though we had a ride and escorted us back to Chex...
    Reviewed March 7, 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...
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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
    Rental Home - 12 Bedrooms, 11 Bathrooms, Sleeps 25
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • 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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    Old Town, Montserrat NONE
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    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
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Location Information
    Woodlands, Montserrat MSR1350
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • 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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    Location Information
    Woodlands, Montserrat MSR200
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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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    Location Information
    Woodlands, Montserrat MSR1350
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxurious High-Style Villa, World-class Views, Featured on HGTV and USA Today!1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Grill
    • Washer
    • Internet Access
    • Housekeeping Included
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Old Town, Montserrat NONE
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fabulous Ocean, Beach, & Mountain Views In beautiful Montserrat1 / 24
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Old Town, Montserrat
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Woodlands, Montserrat MSR 1110
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Washer
    • DVD Player
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Woodlands, Montserrat MSR1110
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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