Top Vacation Homes in Montserrat in 2026

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Our top choices for Montserrat vacation homes

A bathroom with a toilet, sink, mirror, shower, and shelves with towels.

1. Luxury Spacious Villa with Aircon and Pool Table

Salem

David W. G.

A covered outdoor patio with a table and chairs, surrounded by a white wall with square cutouts, and lush greenery in the background.

2. RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's

Marek

￥27,179 total

includes taxes & fees

Oct 20 - Oct 21

A dining area with a round table, chairs, and a refrigerator. There is a sofa with cushions and a painting on the wall.

3. Modern North Side Hideaway w/Aircon

Saint John's

"The experience of staying in this place for 5 days was truly remarkable. From the moment we arrived, the host extended a warm and gracious welcome that immediately made us feel at home. Their hospitality and attentiveness surpassed all expectations, as they went above and beyond to ensure that our stay was comfortable and enjoyable. The friendliness of the people at this place is unparalleled. Each day, they looked out for us and made sure we had everything we needed. It's rare to encounter...

joyce m.

A rectangular swimming pool with a tiled edge, surrounded by a white railing, set against a backdrop of lush greenery and a distant view of the sea.

4. Bananaquit at the beach!

Old Town

Carla J.

A coastal view with a prominent building featuring a green roof and multiple windows.

5. Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

Brades

Kathleen H.

A swimming pool with a white deck and stairs leading to a building with balconies.

6. Old Town Studio w/Separate Affiliated Pool House

Old Town

7. Convenient location easy reach to main

Davy Hill

8. Cozy 2-bedroom house in perfect Woodlands with AC

Woodlands

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Top Montserrat Hotel Reviews

Chez Mango Villas

10/10 Excellent

"Fantastic location and great property! There is a little construction going on at the roof that might could get cleaned up some but the rooms are great! I did have periodic hot water in the shower. The sinks had hot water though. Would stay again. Great beds and clean."

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

10/10 Excellent

"I really enjoyed having air conditioning and the instant hot shower was wonderful. Host was in the UK so communication was affected by the time difference. The local lady was very helpful when I needed something, though."

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

10/10 Excellent

"It was a wonderful stay. We went about and had a fun time all over the island, seeing places, connecting and reconnecting with people. But coming back to the property every time was beyond beautiful and totally relaxing. The pool and the amazing view washed up my tired day and prepared me for relaxing nights. Thank you Marie for your assistance when was needed. You were great!"

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8/10 Good

"Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent."

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

10/10 Excellent

"Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions were always positive and our stay was elevated because of them.Surrounding this wonderful home is the beautiful and unique island of Montserrat. Their marriage is perfect and they must be considered as one. Me and my party did not have any specific preconceptions of Montserrat; we were paralyzed by the beauty of the surroundings, the warmth of the people, and the island's singular history, both recent and more distant.If you need a reset. If you want to be remote ... just enough. This is the address.*Oh, and watching the sunrise over the ridgeline as clouds and mist pour across their apex, well that's just nuts."

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

10/10 Excellent

"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and kitchen area. Continuing through the well-appointed kitchen is a second access to the covered patio and large pool area.The entire home is clean and well-maintained. We did not utilize additional housekeeping services during our time here, but the option is there for you if you choose. While air conditioning is not always needed on the island due to constant trade winds, it was a welcome relief, especially during sleep, and the units worked flawlessly.The propane grill situated on the patio got heavy use during our stay and is a great way to keep added heat out of the kitchen during meals.As perfect as the home is, the patio and pool area are where it is all at! From the pool, you get 180 degrees of private Caribbean sea views looking North towards Woodland Beach and South to Old Town. An occasional passing sailboat or yacht only adds to the vibe. The large pool offered much-needed relief from the hours spent staring into the sea.We had zero issues during our 14-day stay and would not hesitate to stay at Villa Kurtena in the future and to recommend it to our family and friends. Thank you, David, for sharing your home with us."

Find out more about Montserrat

Montserrat Vacation Homes information

Number of reviews	10
Accommodation	7 Vacation Homes
Lowest Price	￥27,179
Highest Price	￥27,179

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Check prices for these dates

Our top choices for Montserrat vacation homes

1. Luxury Spacious Villa with Aircon and Pool Table

2. RELAX-INN: 2bedroom apartment n JEEP RENTAL

3. Modern North Side Hideaway w/Aircon

4. Bananaquit at the beach!

5. Breezy, Clean, Comfortable and Peaceful, with a breathtaking view

6. Old Town Studio w/Separate Affiliated Pool House

7. Convenient location easy reach to main

8. Cozy 2-bedroom house in perfect Woodlands with AC

Find vacation rentals that suit your style

Top Montserrat Hotel Reviews

Chez Mango Villas

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Lucy's Sunshine Villa Palm Loop, Spacious 3 Bed 2 Bathroom,

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Luxury Spacious Villa with Aircon and Pool Table

Find out more about Montserrat

Montserrat Vacation Homes information

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