House vacation rentals in Montserrat

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Popular amenities for Montserrat house rentals

House rentals with a pool

The image captures a sunlit pool area with a sparkling pool surrounded by patio tiles. White lounge chairs with blue and white stripes are arranged nearby. Lush greenery is visible at the pool's edge, with the expansive Caribbean Sea in the background under a bright sky.
Home in Woodlands
4.82 out of 5 average rating, 22 reviews

Crows Nest Villa...2 bed with pool

RussRating, 5 stars10 months ago
Unfortunately, I can’t honestly review Tom & Chrystal’s place. Tom had reached out a couple of weeks prior to inform me that due to scheduling issue, he had made arrangements for us stay at another villa, which was absolutely amazing! By chance we ran into Tom and family at the local dive shop, and we ended up eating lunch together. Everything I had come to learn online was met in person: kind, friendly, funny, generous… Good people, and we count ourselves lucky to have gotten to spend time with them. So, even though I can’t speak about Crow’s Nest in Woodlands, I can say my interactions with Tom and Chrystal were 100% positive, and I would happily stay at their place at the next opportunity.
Superhost
The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.
Home in Woodlands

NEW Stylish Caribbean 3 Bdrm Villa

RichardRating, 5 stars3 months ago
If there was any surprise, it was really how lovely the house and the setting was... pictures don't do it justice! All the conveniences of home and more in a lush tropical setting...we couldn't ask for more! Todd was super responsive as a host and provided many suggestions that made our stay even more enjoyable. Same for Mark, the property manager! Will definitely stay here again when we come back!
A curvilinear swimming pool is framed by tiled decking, featuring lounge chairs in vibrant colors. An adjacent hot tub is nestled into the pool area. Lush greenery surrounds the space, contributing to a serene outdoor environment.
Home in Salem
4.57 out of 5 average rating, 23 reviews

Amazing Villa Tropicasa

VictoriaRating, 5 stars24 months ago
We had a lovely stay at Kenneth’s! We were visiting on a work trip and the location was great for us, including being a peaceful base for getting some work done. Ken helped us arrange a local car rental and was very quick to support us when we struggled to unlock the garage door (our error!). Ken and his fab team left us with great info on local things to do and we were in easy walking distance to two great restaurants (Olveston House and Vue Point) as well as Lime Kiln Beach. We hope to be back again soon (we drank from the burn at Runaway Ghaut to be sure of it!)
A vibrant red villa is nestled among lush greenery, showcasing a clear blue sky overhead. A swimming pool is positioned in the foreground, reflecting the surrounding landscape. Steps lead up to the villa's entry, complemented by white railings and tropical plants.
Home in Old Town

Bananaquit at the beach!

ClysiaRating, 5 stars15 months ago
This was my 5th trip to Montserrat. Each time I’ve stayed I’ve rented an AirBnB or stayed with friends. This home, by far, was my most enjoyable and comfortable stay! Upon entry it was clean and spacious. Amenities and household items were plentiful and well thought out. The views are spectacular. I will continue to book this home whenever I can. The only minor drawback was that the listed description for the 2nd bedroom did not match what was actually there - only 1 bed instead of 2. But the 2nd bed was in the private apartment downstairs.
Guest favorite
A serene sunset is captured over the ocean, with vibrant hues of orange and pink reflecting on the water. Lush palm trees frame the view, their silhouettes contrasting against the colorful sky, creating a peaceful and relaxing atmosphere.
Home in Salem
5 out of 5 average rating, 7 reviews

Enchanting private retreat

TracyRating, 5 stars3 weeks ago
This place was amazing! The views incredible! The grounds were like a botanical garden. The bedroom, bath, sitting area and full kitchen was great amount of space for my husband and I. Actually, the sitting area outside, we used the most. My husband purchased a fan because the heat and humidity got to him at night, well I needed it too. A rooster woke us up every morning around 5am. You don't need an alarm clock on the island. lol. The chickens roam free. There are so many species of birds and other wildlife on the island to admire. The electricity went off for a few hours, Kristy Lee the house manager, showed up with repairman and then called the electric company which had it back on within the hour. She responded promptly and was so nice. It's not unexpected for the electricity to go off at times for a short while, so we waited a while before we called. Kristy said to feel free to call as soon as it goes out. The internet is very fast. You could stream movies with it. Lovely time!
Superhost
A serene bungalow is depicted with green shuttered windows and a sloped roof, nestled among lush greenery. A peacefully undisturbed pool reflects the sky, bordered by a stone deck, and complemented by a nearby wooden railing and palm tree.
Home in Woodlands
4.9 out of 5 average rating, 10 reviews

Family Beachside Living with Oceanviews & Pool

IanRating, 5 stars4 months ago
Great location on island, essentially within 20 minutes’ drive of all places of interest/accessible points, yet serenely secluded and quiet (except for lapping surf!). 5 minute walk to the beautiful Woodlands Beach for bathing and snorkelling, often having site to one’s self. First class communication throughout with both owner and local agent, plus the most comprehensive local user guide we have ever received at an AirBnB. Light and airy open-plan living area with ocean views, leading to two separate outdoor dining areas on opposing aspects, one sheltered and one covered. Kitchen equipped with all utensils and appliances required for cooking elaborate meals. Local supermarkets only 10 min drive in either direction plus local food stalls for fresh produce. Although not air conditioned, this was never an issue with great ventilation/local climate and ceiling fans are provided too. Tastefully furnished with more than ample seating options. Large well-maintained swimming pool.
A serene exterior view of the Caribbean villa is presented, featuring a driveway leading to the entrance. A sleek vehicle is parked beside the house, which is surrounded by lush greenery. The inviting swimming pool is visible to the right, nestled in the garden.
Home in Woodlands
5 out of 5 average rating, 3 reviews

Oasis Villa

NatalieRating, 5 stars26 months ago
We had a lovely stay. Everton and the property manager, Dwayne, were really helpful and responsive via email. We were given the property address and various helpful instructions well in advance of our stay, which made finding the property easy when we arrived. The villa itself is beautiful. There’s so much indoor space and a lovely terrace off the kitchen. The pool was lovely, a great temperature and very clean. Wilson popped around twice during our two-week stay to keep it clean and maintain the terrace tiles too. The kitchen was well-equipped and there was everything you needed to cook with. There were cleaning materials too. The bathroom even had a hair dryer which was unexpected! All furniture was very practical and comfortable, the mattresses were very comfortable and bedding provided was great. There were even pool towels! The location was perfect, a couple of minutes’ drive from Woodlands Beach and Salem and within easy reach of the rest of the island.
Top guest favorite
The exterior of the historic Providence Estate House is showcased, featuring light blue siding with pink shutters. A set of red stairs leads to a covered verandah, surrounded by lush greenery. The house is framed by clear blue skies, highlighting its classic Caribbean architectural style.
Home in St Peter's Village
5 out of 5 average rating, 18 reviews

Providence: Paul McCartney's former hideaway

JenniferRating, 5 stars1 month ago
Thank you for a wonderful stay! Montserrat is a special place and the house where we stayed was lovely. Thank you for being so responsive and kind. We will be back again!

Weekly house rentals

The image captures a sunlit pool area with a sparkling pool surrounded by patio tiles. White lounge chairs with blue and white stripes are arranged nearby. Lush greenery is visible at the pool's edge, with the expansive Caribbean Sea in the background under a bright sky.
Home in Woodlands
4.82 out of 5 average rating, 22 reviews

Crows Nest Villa...2 bed with pool

RussRating, 5 stars10 months ago
Unfortunately, I can’t honestly review Tom & Chrystal’s place. Tom had reached out a couple of weeks prior to inform me that due to scheduling issue, he had made arrangements for us stay at another villa, which was absolutely amazing! By chance we ran into Tom and family at the local dive shop, and we ended up eating lunch together. Everything I had come to learn online was met in person: kind, friendly, funny, generous… Good people, and we count ourselves lucky to have gotten to spend time with them. So, even though I can’t speak about Crow’s Nest in Woodlands, I can say my interactions with Tom and Chrystal were 100% positive, and I would happily stay at their place at the next opportunity.
Superhost
The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.
Home in Woodlands

NEW Stylish Caribbean 3 Bdrm Villa

RichardRating, 5 stars3 months ago
If there was any surprise, it was really how lovely the house and the setting was... pictures don't do it justice! All the conveniences of home and more in a lush tropical setting...we couldn't ask for more! Todd was super responsive as a host and provided many suggestions that made our stay even more enjoyable. Same for Mark, the property manager! Will definitely stay here again when we come back!
A serene pool area is featured, showcasing a main swimming pool surrounded by a spacious deck. Colorful lounge chairs are positioned nearby, and a whirlpool is integrated with natural stone accents. Lush greenery and clear skies provide an inviting backdrop for relaxation.
Home in Salem
4.57 out of 5 average rating, 23 reviews

Amazing Villa Tropicasa

VictoriaRating, 5 stars24 months ago
We had a lovely stay at Kenneth’s! We were visiting on a work trip and the location was great for us, including being a peaceful base for getting some work done. Ken helped us arrange a local car rental and was very quick to support us when we struggled to unlock the garage door (our error!). Ken and his fab team left us with great info on local things to do and we were in easy walking distance to two great restaurants (Olveston House and Vue Point) as well as Lime Kiln Beach. We hope to be back again soon (we drank from the burn at Runaway Ghaut to be sure of it!)
A vibrant red villa is nestled among lush greenery, showcasing a clear blue sky overhead. A swimming pool is positioned in the foreground, reflecting the surrounding landscape. Steps lead up to the villa's entry, complemented by white railings and tropical plants.
Home in Old Town

Bananaquit at the beach!

ClysiaRating, 5 stars15 months ago
This was my 5th trip to Montserrat. Each time I’ve stayed I’ve rented an AirBnB or stayed with friends. This home, by far, was my most enjoyable and comfortable stay! Upon entry it was clean and spacious. Amenities and household items were plentiful and well thought out. The views are spectacular. I will continue to book this home whenever I can. The only minor drawback was that the listed description for the 2nd bedroom did not match what was actually there - only 1 bed instead of 2. But the 2nd bed was in the private apartment downstairs.
Guest favorite
A serene sunset is captured over the ocean, with vibrant hues of orange and pink reflecting on the water. Lush palm trees frame the view, their silhouettes contrasting against the colorful sky, creating a peaceful and relaxing atmosphere.
Home in Salem
5 out of 5 average rating, 7 reviews

Enchanting private retreat

TracyRating, 5 stars3 weeks ago
This place was amazing! The views incredible! The grounds were like a botanical garden. The bedroom, bath, sitting area and full kitchen was great amount of space for my husband and I. Actually, the sitting area outside, we used the most. My husband purchased a fan because the heat and humidity got to him at night, well I needed it too. A rooster woke us up every morning around 5am. You don't need an alarm clock on the island. lol. The chickens roam free. There are so many species of birds and other wildlife on the island to admire. The electricity went off for a few hours, Kristy Lee the house manager, showed up with repairman and then called the electric company which had it back on within the hour. She responded promptly and was so nice. It's not unexpected for the electricity to go off at times for a short while, so we waited a while before we called. Kristy said to feel free to call as soon as it goes out. The internet is very fast. You could stream movies with it. Lovely time!
Superhost
The bungalow is surrounded by lush greenery, featuring a combination of palm and other tropical plants. A wide driveway leads to the staircase, which ascends to an elevated porch that offers outdoor seating. The structure is complemented by a inviting red roof under a cloudy sky.
Home in Woodlands
4.9 out of 5 average rating, 10 reviews

Family Beachside Living with Oceanviews & Pool

IanRating, 5 stars4 months ago
Great location on island, essentially within 20 minutes’ drive of all places of interest/accessible points, yet serenely secluded and quiet (except for lapping surf!). 5 minute walk to the beautiful Woodlands Beach for bathing and snorkelling, often having site to one’s self. First class communication throughout with both owner and local agent, plus the most comprehensive local user guide we have ever received at an AirBnB. Light and airy open-plan living area with ocean views, leading to two separate outdoor dining areas on opposing aspects, one sheltered and one covered. Kitchen equipped with all utensils and appliances required for cooking elaborate meals. Local supermarkets only 10 min drive in either direction plus local food stalls for fresh produce. Although not air conditioned, this was never an issue with great ventilation/local climate and ceiling fans are provided too. Tastefully furnished with more than ample seating options. Large well-maintained swimming pool.
A sunset view is captured over the ocean, with warm hues illuminating the sky. The villa's exterior is framed by lush greenery and pink bougainvillea flowers. The pool is visible in the foreground, reflecting the evening light.
Home in Woodlands
5 out of 5 average rating, 3 reviews

Oasis Villa

NatalieRating, 5 stars26 months ago
We had a lovely stay. Everton and the property manager, Dwayne, were really helpful and responsive via email. We were given the property address and various helpful instructions well in advance of our stay, which made finding the property easy when we arrived. The villa itself is beautiful. There’s so much indoor space and a lovely terrace off the kitchen. The pool was lovely, a great temperature and very clean. Wilson popped around twice during our two-week stay to keep it clean and maintain the terrace tiles too. The kitchen was well-equipped and there was everything you needed to cook with. There were cleaning materials too. The bathroom even had a hair dryer which was unexpected! All furniture was very practical and comfortable, the mattresses were very comfortable and bedding provided was great. There were even pool towels! The location was perfect, a couple of minutes’ drive from Woodlands Beach and Salem and within easy reach of the rest of the island.
Top guest favorite
The exterior of the historic Providence Estate House is showcased, featuring light blue siding with pink shutters. A set of red stairs leads to a covered verandah, surrounded by lush greenery. The house is framed by clear blue skies, highlighting its classic Caribbean architectural style.
Home in St Peter's Village
5 out of 5 average rating, 18 reviews

Providence: Paul McCartney's former hideaway

JenniferRating, 5 stars1 month ago
Thank you for a wonderful stay! Montserrat is a special place and the house where we stayed was lovely. Thank you for being so responsive and kind. We will be back again!

Private house rentals

The image captures a sunlit pool area with a sparkling pool surrounded by patio tiles. White lounge chairs with blue and white stripes are arranged nearby. Lush greenery is visible at the pool's edge, with the expansive Caribbean Sea in the background under a bright sky.
Home in Woodlands
4.82 out of 5 average rating, 22 reviews

Crows Nest Villa...2 bed with pool

RussRating, 5 stars10 months ago
Unfortunately, I can’t honestly review Tom & Chrystal’s place. Tom had reached out a couple of weeks prior to inform me that due to scheduling issue, he had made arrangements for us stay at another villa, which was absolutely amazing! By chance we ran into Tom and family at the local dive shop, and we ended up eating lunch together. Everything I had come to learn online was met in person: kind, friendly, funny, generous… Good people, and we count ourselves lucky to have gotten to spend time with them. So, even though I can’t speak about Crow’s Nest in Woodlands, I can say my interactions with Tom and Chrystal were 100% positive, and I would happily stay at their place at the next opportunity.
Superhost
The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.
Home in Woodlands

NEW Stylish Caribbean 3 Bdrm Villa

RichardRating, 5 stars3 months ago
If there was any surprise, it was really how lovely the house and the setting was... pictures don't do it justice! All the conveniences of home and more in a lush tropical setting...we couldn't ask for more! Todd was super responsive as a host and provided many suggestions that made our stay even more enjoyable. Same for Mark, the property manager! Will definitely stay here again when we come back!
A serene pool area is featured, showcasing a main swimming pool surrounded by a spacious deck. Colorful lounge chairs are positioned nearby, and a whirlpool is integrated with natural stone accents. Lush greenery and clear skies provide an inviting backdrop for relaxation.
Home in Salem
4.57 out of 5 average rating, 23 reviews

Amazing Villa Tropicasa

VictoriaRating, 5 stars24 months ago
We had a lovely stay at Kenneth’s! We were visiting on a work trip and the location was great for us, including being a peaceful base for getting some work done. Ken helped us arrange a local car rental and was very quick to support us when we struggled to unlock the garage door (our error!). Ken and his fab team left us with great info on local things to do and we were in easy walking distance to two great restaurants (Olveston House and Vue Point) as well as Lime Kiln Beach. We hope to be back again soon (we drank from the burn at Runaway Ghaut to be sure of it!)
A vibrant red villa is nestled among lush greenery, showcasing a clear blue sky overhead. A swimming pool is positioned in the foreground, reflecting the surrounding landscape. Steps lead up to the villa's entry, complemented by white railings and tropical plants.
Home in Old Town

Bananaquit at the beach!

ClysiaRating, 5 stars15 months ago
This was my 5th trip to Montserrat. Each time I’ve stayed I’ve rented an AirBnB or stayed with friends. This home, by far, was my most enjoyable and comfortable stay! Upon entry it was clean and spacious. Amenities and household items were plentiful and well thought out. The views are spectacular. I will continue to book this home whenever I can. The only minor drawback was that the listed description for the 2nd bedroom did not match what was actually there - only 1 bed instead of 2. But the 2nd bed was in the private apartment downstairs.
Guest favorite
A serene sunset is captured over the ocean, with vibrant hues of orange and pink reflecting on the water. Lush palm trees frame the view, their silhouettes contrasting against the colorful sky, creating a peaceful and relaxing atmosphere.
Home in Salem
5 out of 5 average rating, 7 reviews

Enchanting private retreat

TracyRating, 5 stars3 weeks ago
This place was amazing! The views incredible! The grounds were like a botanical garden. The bedroom, bath, sitting area and full kitchen was great amount of space for my husband and I. Actually, the sitting area outside, we used the most. My husband purchased a fan because the heat and humidity got to him at night, well I needed it too. A rooster woke us up every morning around 5am. You don't need an alarm clock on the island. lol. The chickens roam free. There are so many species of birds and other wildlife on the island to admire. The electricity went off for a few hours, Kristy Lee the house manager, showed up with repairman and then called the electric company which had it back on within the hour. She responded promptly and was so nice. It's not unexpected for the electricity to go off at times for a short while, so we waited a while before we called. Kristy said to feel free to call as soon as it goes out. The internet is very fast. You could stream movies with it. Lovely time!
Superhost
The bungalow is surrounded by lush greenery, featuring a combination of palm and other tropical plants. A wide driveway leads to the staircase, which ascends to an elevated porch that offers outdoor seating. The structure is complemented by a inviting red roof under a cloudy sky.
Home in Woodlands
4.9 out of 5 average rating, 10 reviews

Family Beachside Living with Oceanviews & Pool

IanRating, 5 stars4 months ago
Great location on island, essentially within 20 minutes’ drive of all places of interest/accessible points, yet serenely secluded and quiet (except for lapping surf!). 5 minute walk to the beautiful Woodlands Beach for bathing and snorkelling, often having site to one’s self. First class communication throughout with both owner and local agent, plus the most comprehensive local user guide we have ever received at an AirBnB. Light and airy open-plan living area with ocean views, leading to two separate outdoor dining areas on opposing aspects, one sheltered and one covered. Kitchen equipped with all utensils and appliances required for cooking elaborate meals. Local supermarkets only 10 min drive in either direction plus local food stalls for fresh produce. Although not air conditioned, this was never an issue with great ventilation/local climate and ceiling fans are provided too. Tastefully furnished with more than ample seating options. Large well-maintained swimming pool.
A sunset view is captured over the ocean, with warm hues illuminating the sky. The villa's exterior is framed by lush greenery and pink bougainvillea flowers. The pool is visible in the foreground, reflecting the evening light.
Home in Woodlands
5 out of 5 average rating, 3 reviews

Oasis Villa

NatalieRating, 5 stars26 months ago
We had a lovely stay. Everton and the property manager, Dwayne, were really helpful and responsive via email. We were given the property address and various helpful instructions well in advance of our stay, which made finding the property easy when we arrived. The villa itself is beautiful. There’s so much indoor space and a lovely terrace off the kitchen. The pool was lovely, a great temperature and very clean. Wilson popped around twice during our two-week stay to keep it clean and maintain the terrace tiles too. The kitchen was well-equipped and there was everything you needed to cook with. There were cleaning materials too. The bathroom even had a hair dryer which was unexpected! All furniture was very practical and comfortable, the mattresses were very comfortable and bedding provided was great. There were even pool towels! The location was perfect, a couple of minutes’ drive from Woodlands Beach and Salem and within easy reach of the rest of the island.
Top guest favorite
The exterior of the historic Providence Estate House is showcased, featuring light blue siding with pink shutters. A set of red stairs leads to a covered verandah, surrounded by lush greenery. The house is framed by clear blue skies, highlighting its classic Caribbean architectural style.
Home in St Peter's Village
5 out of 5 average rating, 18 reviews

Providence: Paul McCartney's former hideaway

JenniferRating, 5 stars1 month ago
Thank you for a wonderful stay! Montserrat is a special place and the house where we stayed was lovely. Thank you for being so responsive and kind. We will be back again!

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