Holiday houses in Montserrat

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Top-rated holiday rentals in Montserrat

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Guest favourite

Guesthouse in Old Town

4.9 out of 5 average rating, 48 reviews

Blue Lime Cottage

Our cottage is located at a walking distance of Lime Kiln Beach. You will like our cottage because of its privacy and the nature surrounding it. As of October 1st Monserrat welcomes visitors who are fully vaccinated with a WHO approved vaccine and a negative Covid test done within the last 72 hours. In addition visitors are required to quarantine for 5 days upon arrival. During the quarantine you can walk around our property and use the swimming pool in addition. Items can be delivered to you.

Guest favourite

Rental unit in Barzeys

4.9 out of 5 average rating, 21 reviews

Lovely two bedroom apartment

Welcome to your Caribbean bolthole. This is a lovely two bedroom apartment set in the hills of beautiful Montserrat. The apartment is set on the edge of a valley (Ghaut ) with unblocked views of the sea towards Redonda and Nevis and a cool breeze in the evenings. You will have exclusive use of our apartment, with a separate entrance for you to come and go at your leisure. The Host lives in the apartment above, and will therefore be on hand by phone or email if you run into any difficulties.

Condo in Woodlands

4.75 out of 5 average rating, 8 reviews

Min-y-Don, Montserrat Caribbean hideaway

Idyllic location on the cliff with fabulous all round views. Very comfortable, private and self-contained downstairs apt. with full kitchen, private pool & plenty of outside seating. (Owners will be upstairs). Available November - March. Price based on 2 person occupancy & includes: airport pick-up & drop -off; arrangement of car hire; arrangement of driving licence; simple home made supper on arrival with wine/beer; basics supplied in fridge (drinks & provisions for first breakfast).

Villa in Old Town

5 out of 5 average rating, 7 reviews

Oceanfront Luxurious Villa Stunning Sunsets Avalon

Villa Avalon is a well appointed luxurious and rare ocean front property. All bedrooms boast a comfortable King size bed and private ensuite bathroom. The kitchen is well equipped with everything you will need. The main living is outdoors in this villa, with 180 degree ocean view as you lounge, dine or sunbathe. Enjoy beach and mountain view from the main patio and breathtaking mountain and volcano views from the lookout. This villa offers ocean front living at it's best.

Villa in Woodlands

4.9 out of 5 average rating, 20 reviews

Secluded Caribbean retreat with a spectacular view

Nestled in Montserrat's rainforest-covered hills, with breathtaking views over the Caribbean Sea and a ten-minute walk to an often-deserted beach, this secluded hideaway is perfect for those seeking a restorative and utterly peaceful vacation. Because it is west-facing, sunset cocktails on either of the 60ft balconies or pool deck are a must. I can send a drone video of the villa and garden (kindly sent to me by a guest) once a booking has been made and email addresses exchanged.

Guest favourite

Villa in Saint Peter's

5 out of 5 average rating, 7 reviews

Villa Isotica: Scenic and Breathtaking Views

Within 5 minutes of being whisked away from the air or sea port, your brief journey will terminate at the entrance of our Caribbean styled villa with its cute garden accents. Strategically located on a cascading ridge, Villa Isotica is home in a village setting, that offers panoramic views from mountain top to coastal horizon with awesome sunsets. This is the tranquilizing setting that helps you to unwind, lulls you into your best sleep, triggers your imagination and creativity.

Guest favourite

Home in Woodlands

4.88 out of 5 average rating, 8 reviews

Family Beachside Living with Oceanviews & Pool

Pristine Caribbean beaches, lush palm trees, and exhilarating island breezes await at this gorgeous 3-bedroom, 3-bath Montserrat stay. The bungalow is nestled in the secluded paradise of the West Indies, offering unbeatable panoramic views of Woodlands Bay and is just steps to the yellow sands of Woodlands Beach. Endless adventure awaits on this heavenly island, where you can explore volcanoes, tropical rainforest hiking trails, and local restaurants, all within arm's reach!

Guest favourite

Home in St Peter's Village

5 out of 5 average rating, 13 reviews

Providence: Paul McCartney's former hideaway

Providence Estate House, a unique historic Caribbean house, was the home of Paul McCartney and his family when he recorded "Tug of War" and "Ebony and Ivory" with Stevie Wonder in 1981. Originally built in 1918, it was rebuilt following 1989's Hurricane Hugo. Completely private, set in 10 acres on a breezy hilltop with sunset views overlooking the Caribbean from almost 600 feet, you will love the space, peace and serenity of this classical home and its beautiful setting.

Guest favourite

Rental unit in Davy Hill

5 out of 5 average rating, 18 reviews

RELAX-IN: 2-bedroom apartment w/ Jeep rental svcs

Our property is conveniently located close to all essential amenities. We offer a complimentary airport/seaport pickup service. Within a 2-3 minute walk, you can find major supermarkets, cookshops, bars, variety stores, and salons. The beach is just a 10-minute walk away. We provide Wifi and other amenities for a comfortable stay. We can arrange local tours, hiking tours, and taxi services on your behalf. A rental Jeep is also available at an extra cost.

Guest favourite

Villa in Woodlands

4.93 out of 5 average rating, 14 reviews

Oceanfront luxury, king bed,AC,WiFi,4beds,3bedroom

Private, gated luxury villa leaves Nothing between you and the Carribean blue sea. You can view turtles and dolphins from the comfort and privacy of your pool deck. You will never get tired of the sunsets and the moonlight views. Wake up to the sound of waves and birds every morning. Free WiFi, cable tv and fire stick. 5 minutes to 3 of the island’s premier restaurants, supermarkets, and the village rum bars.