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Villa vacation rentals in Montserrat

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Top-rated villa rentals in Montserrat

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A serene outdoor pool area is featured, with two lounge chairs positioned beside the water. The sky is mostly clear, with clouds and hints of a rainbow visible in the distance, creating a vibrant backdrop against the ocean view.
Villa in Saint Peter's

Silk Cotton Villa

Silk Cotton Villa is a lovely, secluded, private villa located in the desirable and sought after area of Woodlands, Montserrat. The property was designed to provide breathtaking views of the Caribbean Sea from virtually all its rooms. The villa sits on 1.3 acres of beautifully landscaped lawn and garden, featuring flowering plants and towering palm trees. The private road accommodates only three villas, ensuring privacy and tranquility. This listing is only for two bedrooms on the upper section.

A spacious covered patio features a panoramic view of the ocean, framed by lush greenery. A small pool is visible in the background, with tiled flooring providing a serene setting for relaxation. Light blue skies with scattered clouds create a tranquil ambiance.
Villa in Garibaldi Hill

Stunning 4-bedroom Villa overlooking the sea

Beautiful, relaxing villa on a hill overlooking the sea and mountains, with pool and large patio. Indoor and outdoor dining. Roomy and airy. Use the pool or visit one of the black sand beaches nearby or rent a kayak and picnic on the island's only white sand beach. Few crowds. Quiet island with great hiking trails in the rain forest. Take a tour of the volcano and the former capital of Plymouth, which is a modern day Pompeii buried under the ash. Montserrat is not your typical Caribbean island.

The image captures a serene outdoor area featuring a swimming pool with an ocean view. Two lounge chairs sit beneath a large umbrella, surrounded by lush greenery. The calm sea and distant hills create a tranquil backdrop against a clear sky.
Villa in Old Town
4.89 out of 5 average rating, 9 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.

A refreshing swimming pool reflects the clear blue sky, with the villa visible in the background. The two-story structure features a balcony with seating and an umbrella, while palm trees provide a tropical ambiance. Lounge chairs are positioned beside the pool, enhancing the relaxing setting.
Villa in Woodlands
4.83 out of 5 average rating, 24 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.

The bedroom features a spacious bed adorned with crisp white linens. A wooden ceiling with exposed beams adds warmth to the space. Natural light filters through sheer curtains covering the windows, while a small desk and stylish lamp complement the room's minimalistic decor.
Private room in Saint Peter's

Coconut "Northern" Wing, Villa Isotica

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 favorite
A spacious balcony is furnished with a wooden dining table and four chairs. A potted plant adds a touch of greenery. Panoramic views of lush hills and the coastline are visible in the background under a clear blue sky.
Villa in Saint Peter's
4.9 out of 5 average rating, 10 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.

A spacious balcony is displayed, featuring a wooden dining table accompanied by four chairs. Lush green hills are visible in the background, along with a panoramic view of the coastline under a bright blue sky. Natural light illuminates the area.
Private room in Saint Peter's

Calabash "Southern" Wing, Villa Isotica

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 favorite
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.

A large outdoor pool glistens under the sun, surrounded by a tiled deck and lush greenery. Beyond the pool, a stunning view of the Caribbean Sea and sky is visible, with distant islands faintly outlined on the horizon.
Villa in Garibaldi Hill
4.14 out of 5 average rating, 7 reviews

4BR Villa with Breathtaking View and Pool

A charming, spacious and beautifully located villa – breathtaking views overlooking the Caribbean sea and Isles bay from the comfort of the substantial covered balcony During the heyday of Air Studios, Elton John used to stay at the villa (not surprisingly!) 4BR all with ensuite bathrooms. Full Kitchen & BBQ. Large well maintained garden. Perfect space for hosting dinner parties & enjoying the peace and tranquility while spending quality time with family & friends

A tranquil scene featuring a shimmering pool reflecting the colors of the sunset. Lush palm trees are visible at the pool's edge, while the calm sea and colorful clouds create a serene backdrop.
Villa in Woodlands
4.85 out of 5 average rating, 20 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 spacious pool deck features a clear blue swimming pool surrounded by several lounge chairs. Lush greenery and ocean views are visible in the background, while the sunlight reflects off the water's surface, creating a tranquil outdoor space.
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.

The vibrant exterior of the villa features a playful combination of pink and yellow walls. A landscaped area includes a bush and two gas tanks. A staircase is visible, leading to the upper level, while doors open to the inviting layout of the villa.
Villa in Cudjoehead

PARADISE VILLA

Paradise Villa a hidden gem within the Emerald Isle. Boasting views and an atmosphere of tranquillity unrivalled to any other location on the island. Located in Baker Hill only a few minutes drive away from the Seaport/Airport, Hospital, Banks, Supermarkets, Restaurants and Beaches. Local tours and rentals can be arranged, contact host for further information.

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