Montserrat vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Montserrat

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A spacious outdoor veranda is framed by a white railing, offering expansive views of the sea and surrounding hills. The bright blue sky is dotted with clouds, and a single shoe rests on the tiled floor, suggesting a relaxed environment.

Apartment 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.

A winding stone pathway is lined with vibrant tropical plants and flowers, leading towards the ocean. Palm trees sway gently, and sunlight casts a warm glow over the lush green lawn, enhancing the serene atmosphere of the landscape.

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.

A sparkling private pool is surrounded by lush greenery and features a tiled deck. The expansive view of the ocean is visible in the background, enhancing the serene setting. Sun loungers are placed near the pool, inviting relaxation in the sun.

Condo in Woodlands

4.8 out of 5 average rating, 10 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).

A well-maintained yard features vibrant tropical plants and trees surrounding a sparkling pool. The clear blue water reflects the sunny sky above, while lush greenery and colorful flowers create a serene outdoor space. The Caribbean sea is visible in the distance.

Villa in Saint Peter Parish

5 out of 5 average rating, 5 reviews

Breathtaking Villa Vera w/ Infinity pool & views

A newly renovated private luxury villa in the highly desirable Olveston neighborhood. This villa has 3 very large bedrooms, each furnished to excellently high specifications, with all new furniture and appliances. Offering fast fiber internet, smart TVs, an office area, air conditioning, wrap around balcony with pool & infinity views, and a great view of luscious green mountains and the Caribbean sea. Friendly hosts who know the island inside out are nearby to help answer questions.

Guest favorite

An outdoor living area features a large table surrounded by comfortable chairs, with lush greenery in view. The infinity pool reflects the sky, while the ocean stretches beyond, creating a serene backdrop. Sunlight filters into the space, enhancing the inviting environment.

Villa in Old Town

5 out of 5 average rating, 8 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

4.86 out of 5 average rating, 22 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.

A villa is set amidst lush greenery, with palm trees surrounding its edges. The house features a light-colored exterior and a sloped roof. Large windows invite natural light, creating a connection with the tropical environment.

Villa in Saint Peter's

5 out of 5 average rating, 8 reviews

Lucy's Sunshine Villa Palm Loop, 3 Bed 2 bathroom

Bring the whole family over, with lots of room for fun & Surrounded by nature this villa is approximately ten minute walk to the closest beach. this villa offers the best for both worlds for the sea lovers or for those who prefer to simply relax at home on the veranda and take in the warm sunshine and take in beautiful Sunsets the Caribbean offers? then this is sure to meet your holiday needs. As a self-catering villa, you'll find all the amenities needed for a perfect stay.

Top guest favorite

A lush green lawn extends toward the horizon, bordered by diverse tropical plants and trees. A serene view of the Caribbean Sea is visible in the background, while a round basin filled with water lilies is positioned on the grass, creating a tranquil outdoor scene.

Home in St Peter's Village

5 out of 5 average rating, 16 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 favorite

Villa in Woodlands

4.93 out of 5 average rating, 15 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.

A serene pool deck features a rectangular swimming pool reflecting the colorful sky at sunset. White lounge chairs are positioned around the pool, facing the ocean view, with tree silhouettes in the background, enhancing the tranquil atmosphere of the location.

Villa in Garibaldi Hill

4.76 out of 5 average rating, 25 reviews

Isles Bay Villa

Exclusive three bedroom villa overlooking the Belham Valley and Old Road Bay. Our villa overlooks the beach where Hank's Beach Bar is located. You can see and hear the waves breaking on the beach from the pool deck. You’ll love the views, the private location, and the trade winds cooling the house. Our villa is perfect for up to three couples or a family vacation.

0 of 0 items showing

What guests are saying

Sea View Cottage, Manjack

4.78 out of 5 average rating, 18 reviews24 months ago

I enjoyed Montserrat and Cathy helped me a lot to make it happen, sharing very useful tourist material, personally guiding me to the cottage, always being attentive and monitoring my experience. The place is confortable and with a great view. I fully recommend to stay with her!

Bungalow in Saint Peter's

What guests are saying

Blue Lime Cottage

4.88 out of 5 average rating, 51 reviews1 month ago

Our Time in Montserrat was Great and Peaceful. This property really gives you the great views and sounds of the ocean when you wake-up, and the outdoor/indoor living with the sliding glass doors. The very cozy cottage provides all the necessities as a visitor in Montserrat. I would definitely recommend this location and Montserrat for your next stay for peace and tranquility. - PAO

Guesthouse in Old Town

What guests are saying

Villa Isotica: Scenic and Breathtaking Views

4.9 out of 5 average rating, 10 reviews1 week ago

Montserrat is a beautiful and quiet island but there isn’t a whole lot in terms of infrastructure or options — so it’s worth knowing what to expect. This Airbnb was incredibly expensive for what it is, but given the context, that’s not entirely surprising. Choices on the island are limited and basic so this was luxurious comparatively. The space was clean, thoughtfully decorated, and clearly well taken care of. It doesn’t have AC but based on location in the hills it has an awesome breeze and sleeping at night was comfortable. Beautiful orchestra of tree frogs! Daphne and Norman were extremely friendly and helpful - clearly care for their guests and want them to have a good time. They helped organize a car from Jerret (tip top enterprise) and we highly recommend him. He met us at the airport and was super easy to deal with. The car was brilliant - without it you would be unable to move around. The roads are difficult to navigate so important to important to have a good.

Villa in Saint Peter's

What guests are saying

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

5 out of 5 average rating, 22 reviews2 weeks ago

Lyandra is a fantastic host! She's so friendly, helpful and accommodating. She made my stay very easy and helped with lots of local recommendations. The back patio of her place is great for sitting out and enjoying a meal. Highly recommend staying with Lyandra.

Apartment in Davy Hill

What guests are saying

Oasis Villa

5 out of 5 average rating, 3 reviews24 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.

Home in Woodlands

What guests are saying

Luxurious Penthouse w/ Breathtaking Views & Jeep

4.9 out of 5 average rating, 10 reviews11 months ago

We stayed for three nights at the VIP. I would strongly recommend this place for a stay in Montserrat. The view from the rooftop is absolutely astonishing, and the house is very comfortable to live in. Leandra and Sid, the co-hosts, were both super friendly and welcoming. Leandra picked us up at the port, and Sid offered us fruits from his garden. Sid is very responsive if you need anything and can help arrange car rentals and island tours. Montserrat is a must-visit for the kindness of its people, the impressive history of its volcano, and the unspoiled nature far from the crowds.

Apartment in Cudjoe Head

1 of 8 pages