We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Villas and Holiday Rentals in Montserrat, Caribbean

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €170 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Montserrat are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 141
    5 of 5 bubbles (4) Excellent
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 45
    5 of 5 bubbles (1) Excellent
    Woodlands
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 13
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 MSR 1360
    1 / 11
    5 of 5 bubbles (43) Excellent
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Private Outdoor...
    • Washer
    • DVD Player
    • Waterfront
    • Housekeeping...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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... View all property information
    Location Information
    Woodlands, Montserrat MSR1330
    4 of 5 bubbles Reviewed 3 December 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...
    5 of 5 bubbles Reviewed 7 November 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...
    See all reviews
    1 / 17
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Private Outdoor...
    • Mountain Views
    • Ocean Views
    • Patio
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 1350
    1 / 20
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 NO ZIP CODE
    1 / 24
    5 of 5 bubbles (9) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 NONE
    5 of 5 bubbles Reviewed 14 December 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...
    4 of 5 bubbles 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...
    See all reviews
    1 / 10
    Olveston
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Wi-Fi
    • Private Garden
    Suitability
    • 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 NONE
    1 / 10
    4.5 of 5 bubbles (7) Very good
    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Private Garden
    • Ocean Views
    • Wi-Fi
    • Balcony
    • Parking
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fabulous 2 bedroom villa with pool and fantastic sea views located on Montserrat the idyllic and untouched Caribbean Island. The villa is located on a half an acre lot of lush rainforest in the most exclusive Woodlands area of the island. The beach is just a short 7 minute walk down the hill, while... View all property information
    Location Information
    Woodlands, Montserrat MSR 1330
    4 of 5 bubbles Reviewed 16 November 2015
    Had a great stay - the view off the terrace is superb. We eat out 4 times and were able to cater ourselves easily with the kitchen being very well equipped - especially...
    4 of 5 bubbles Reviewed 4 December 2014
    We stayed a Crowsnest Villa for one week. The views are spectacular and it is very close to a wonderful and secluded beach that has a very nice small reef for those who like to...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 47
    3 of 5 bubbles (2) Average
    Woodlands
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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 MSR01
    4 of 5 bubbles 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...
    See all reviews
    1 / 14
    5 of 5 bubbles (12) Excellent
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 MSR 100
    5 of 5 bubbles 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 bubbles 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...
    See all reviews
    1 / 13
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Internet Access
    • Satellite TV
    • Shared Garden
    Suitability
    • 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 000
    4 of 5 bubbles 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 bubbles 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...
    See all reviews
    1 / 16
    Woodlands
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 NO ZIP
    1 / 24
    Old Town
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • DVD Player
    • Ocean Views
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Town, Montserrat NONE
    1 / 8
    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 MSR1350
    1 / 23
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 / 12
    Woodlands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 MSR200
    1 / 6
    Olveston
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 MSR110
    1 / 24
    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Balcony
    • Internet Access
    • Mountain Views
    • Washer
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodlands, Montserrat MSR1350
    Get the List
    1 / 14
    Old Town
    12 Bedrooms, 11 Bathrooms, Sleeps 25 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Patio
    • Terrace
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Town, Montserrat 00000
    5 of 5 bubbles Reviewed yesterday
    Chez Mango is an enchanting paradise. This villa is the perfect spot to relax, stress free and indulge in the laid-back lifestyle and casual atmosphere that can be enjoyed any...
    5 of 5 bubbles Reviewed yesterday
    Cool island breeze. Comfortable, quiet and romantic rooms. Exquisite view of sea and mountains. Olympic style pool with chairs and umbrella tables. Friendly islanders. Will...
    See all reviews
    1 / 21
    5 of 5 bubbles (1) Excellent
    Old Town
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Private Outdoor...
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Old Town, Montserrat N A
    5 of 5 bubbles 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 are...
    See all reviews