Vacation rentals in Montserrat

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Top-rated vacation rentals in Montserrat

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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 stunning view of the ocean is visible from the pool area, with clear blue waters stretching to the horizon. Lush greenery borders the scene, adding to the tranquil atmosphere. The bright sky features soft clouds, enhancing the sense of openness.

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

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

A spacious swimming pool reflects the clear blue sky and creates a vibrant contrast with the surrounding coastal scenery. Palm trees are visible along the perimeter, providing a tropical ambiance. The pool deck features elegant stone paving, enhancing the outdoor space's natural beauty.

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

4.77 out of 5 average rating, 26 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.