Holiday rentals in Montserrat

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Top-rated holiday rentals in Montserrat

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Guest favourite

Guest house in Old Town

4.88 out of 5 average rating, 51 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.

Superhost

Home in Saint Peter's

Caribbean Island Getaway

11,000 sq ft Villa nestled on 1.5 lush acres with the Caribbean Sea in your back yard and Mountains of Montserrat in your front yard . Relax in the private pool or walk in the gardens while enjoying the fruits from the many trees on the property when in season. Conveniently located to several restaurants and beaches .10 min hike or 4 min drive to Woodlands beach . Dine in the indoor or outdoor dining area .Watch the sunset from several different patios. This is how the Caribbean used to be.

Superhost

Flat in Barzeys

4.88 out of 5 average rating, 25 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.

Superhost

Home in Woodlands

NEW Stylish Caribbean 3 Bdrm Villa

This incredible 3 bedroom Villa's garden grounds stretches over 100 yards of unobstructed panoramic views, abundant in colour with blooming florals and lush with towering mahogany trees under which hammocks swing in the ever present view of the Caribbean Sea. From corner to corner, this estate has one of the most beautiful, vistas with the sound of waves lapping on its shoreline below -plus views of neighbouring islands Nevis, Redonda & the tip of St. Kitt's - a constant reminder of paradise.

Home in Garibaldi Hill

5 out of 5 average rating, 4 reviews

Beautiful Caribbean Villa with spectacular views

Ranked one of the safest Islands in the Caribbean, Montserrat is a hidden gem of the Caribbean, where emerald hills cascade to pristine beaches. Montserrat beckons adventurers & serenity seekers alike to uncover its enchanting beauty. Dive into azure waters, explore volcanic landscapes, & immerse in vibrant local culture. This 3 bedroom private villa offers breath taking views of the sea, the valley & Volcano. The Villa is beautifully furnished, features great dining areas & a stunning pool.

Villa in Woodlands

4.83 out of 5 average rating, 23 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.

Superhost

Home in Woodlands

4.9 out of 5 average rating, 10 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!

Top guest favourite

Home in St Peter's Village

5 out of 5 average rating, 17 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

Flat in Davy Hill

5 out of 5 average rating, 24 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

4.94 out of 5 average rating, 17 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.

Top guest favourite

Flat in Saint Peter's

4.95 out of 5 average rating, 21 reviews

Lucy's Sunny Villa Studios ll

Take an early evening stroll to Bunkum Bay and enjoy the Sunset in the warmth of the Caribbean sea, we are ideally placed for those with a fondness for nature a perfect place to stay for couples. This spacious studio apartment will also accommodate up to 3 adults if required, with all modern amenities stylish shower room and furnishings, Come kickback and relax with us at any one of Lucy's Sunny Villa Studios

Superhost

Flat in Old Town

4.79 out of 5 average rating, 29 reviews

Lime Cliff

Ideally located in the quiet area of Old Town, overlooking the caribbean sea, this newly nuilt house is at a walking distance from Lime Kiln Beach. You can enjoy the cool breeze and the great view on the Centre Hills, the cliffs and the sea, while liming in the hammock on the covered terrace ! You will have access to the neighbour pool, owned by the family and serving 3 independent buildings.

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Popular amenities for Montserrat holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Montserrat

Villa in Garibaldi Hill

4.14 out of 5 average rating, 7 reviews

4BR Villa with Breathtaking View and Pool

TaraRating, 5 stars26 months ago

you need to be prepared to be self sufficient in Montserrat especially in Isles Bay which is beautiful. Some things are hard to come by and expensive but that is due to the circumstances of life on the island. Beautiful and clean and unspoiled.

Guest house in Saint Peter Parish

Aariyah Bellè Villa

SadéRating, 5 stars2 months ago

We really enjoyed our stay here, and the host was very accommodating in making our stay great! The home was modern, well-equipped, and in a good location, which was helpful. The grounds and scenery were also beautiful!

Hotel room in Old Road Bluff

4.5 out of 5 average rating, 4 reviews

The Vue Pointe Hotel.

WillRating, 5 stars5 months ago

Michael and Amanda are the epitome of great hosts. They are extremely communicative, and their place is as advertised. It is a 1-minute walk to the pool and a 7-minute walk to the beach. This place is an affordable gem and an absolute steal. Their place is comfortable, well-located, and easily accessible. I'd highly recommend to all travelers if you'd like a slice of solitude and peace on a beautiful island. Well done!

Private room in Brades

4.62 out of 5 average rating, 29 reviews

Private 1 Bedroom Apartment at The Chess Empire

LambrosRating, 5 stars3 months ago

Amazing!!! No words!! Location. Cleanliness. Host. He helped us renting a car. He let us check in early. And of course Montserrat 🇲🇸 is just a hidden gem!! Just go here!!!

Home in Saint John's

4.2 out of 5 average rating, 10 reviews

Comfy & modern 3 bed residential home with porch

BeatriceRating, 5 stars9 months ago

Elena's place was really lovely and her uncle and aunt, who checked us in, were very welcoming and understanding when we arrived later than we had initially said but couldn't inform them because data wasn't working on our phones. They also took us in the car to show us the nearest supermarket and restaurants and gave us tips on the area. The wifi didn't work on the first evening as there was a problem island wide and the engineer hadn't shown up that day, but it was quickly resolved the following day. Communication was very smooth throughout the entire process. Our neighbours, a lovely couple who are long term tenants in the flat below the one we stayed in, were extremely friendly and helpful - one day they even brought us some guineps (Spanish limes) which were delicious. St John's, like all of Montserrat, was full of very lovely and welcoming people. And it's a great location from where you can easily get to any part of the island.