House vacation rentals in Montserrat

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Top-rated house rentals in Montserrat

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Superhost

A private pool is set within a spacious outdoor area, surrounded by lush greenery and mountains in the background. Comfortable lounge chairs line the poolside, with a patio dining area visible behind. Sunlight filters through the trees, creating a serene atmosphere.

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.

A vibrant green villa is framed by lush palm trees and tropical foliage. The entrance features a set of steps leading to the inviting porch, with a driveway visible on one side. A clear blue sky enhances the tropical setting.

Home in Old Town

See Forever Villa

See Forever Villa: Your Tropical Sanctuary Breathtaking views of Soufriere Hills Volcano meet luxury living. Dive into a half-acre wellness haven with pool, gym, and fruit-laden trees. Coconuts and mangoes at your fingertips. Nearby beaches (Old Road, Isles Bay & Lime Kiln Bay), fine dining and local cuisines just moments away. More than a stay – an experience that reconnects you with nature's magnificent rhythm. Escape the ordinary. Embrace the extraordinary. Your volcanic paradise awaits.

Superhost

The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.

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.

The villa is set against a backdrop of lush green hills, perched elegantly on a gently sloping lot. The panoramic pool extends towards the horizon, while vibrant tropical landscaping surrounds the property, enhancing its natural beauty and inviting atmosphere.

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 two-story house is nestled among lush greenery, featuring a wrap-around balcony painted in blue and yellow. The structure is complemented by large windows, allowing natural light to illuminate the interior. Steps lead up to the entrance, encouraging exploration of the surrounding garden.

Home in Woodlands

Tranquil tree canopy house

Take it easy at this unique and tranquil getaway. Close to Woodlands beach, high up in the rainforest, capturing gentle breezes from both mountains and the sea. This house is very special, its wrap around balcony is a fabulous space to read, chat or just watch agouti and iguana in the garden. Fruit trees include mango, avocado, limes, breadfruit, almond and knip, you are welcome to help yourself to anything which is in season during your stay. It is tucked away but centrally located.

Superhost

The bungalow is surrounded by lush greenery, featuring a combination of palm and other tropical plants. A wide driveway leads to the staircase, which ascends to an elevated porch that offers outdoor seating. The structure is complemented by a inviting red roof under a cloudy sky.

Home in Woodlands

4.82 out of 5 average rating, 11 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 favorite

The exterior of the historic Providence Estate House is showcased, featuring light blue siding with pink shutters. A set of red stairs leads to a covered verandah, surrounded by lush greenery. The house is framed by clear blue skies, highlighting its classic Caribbean architectural style.

Home in St Peter's Village

5 out of 5 average rating, 19 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.

A vibrant red villa is nestled among lush greenery, showcasing a clear blue sky overhead. A swimming pool is positioned in the foreground, reflecting the surrounding landscape. Steps lead up to the villa's entry, complemented by white railings and tropical plants.

Home in Old Town

5 out of 5 average rating, 3 reviews

Bananaquit at the beach!

Wishing to escape to a delightful villa overlooking a lovely beach on the most tranquil island ever? Planning to spend hours poolside soaking up the sun or just taking cool dips? Want to be footsteps from the shores? Bananaquit says yes to all above! This comfy villa in a prime location on Montserrat has stunning views all around. The villa includes 2 bedrooms upstairs and a lower level 1 bedroom apartment. Lush mature gardens surround this perfect getaway! Book Now!

A sunlit living area features a comfortable brown sectional sofa adorned with patterned throw pillows. A large wall clock is displayed prominently above the sofa, while bright tiles enhance the spacious feel. A doorway leads to additional rooms, adding to the home's open layout.

Home in Davy Hill

Hill Top Homes

This 2 bedroom house is situated in the scenic Davy Hill, Montserrat. Surrounded by stunning mountains and the sea view, with just a 10 min walk from the beach. Visitors can enjoy the tranquil scenery or enjoy the nearby restaurant and bars at little Bay which is a 10 min drive away from the apartment. The house is perfect for family gatherings or group vacations. We can also assist with airport transfers if requested.

A sunset view is captured over the ocean, with warm hues illuminating the sky. The villa's exterior is framed by lush greenery and pink bougainvillea flowers. The pool is visible in the foreground, reflecting the evening light.

Home in Woodlands

5 out of 5 average rating, 3 reviews

Oasis Villa

Oasis is a beautiful secluded caribbean villa, built in a lush green garden in woodlands, Montserrat. Its a two bedroom villa with two bathrooms. Master suite is steps away from pool , laundry room, kitchen, dining room, living room, large porch overlooking the ocean, garden and a forty foot swimming pool. Oasis is also approximately a ten minute walk to the beautiful, picture perfect and secluded woodlands beach.

The patio area features two black wicker chairs with cushions positioned on a tiled floor. A welcome mat is situated in front of the door, which is framed by a yellow wall and a window with newly fitted screens. The entrance door has a unique geometric design.

Home in Saint John's

4.27 out of 5 average rating, 11 reviews

Comfy & modern 3 bed residential home with porch

Relax and enjoy your stay on the Island of Montserrat in my bright and comfy 3 bed family home fitted with modern furnishing, a newly fitted kitchen, wood tile flooring, plus new screen windows throughout, and a freshly painted interior. Property contains both US and UK electrical sockets as well as high speed fibre internet. Rent an Entire home or 1-3 rooms, each room with a locking key.

A sparkling blue pool is framed by a tiled deck, surrounded by white railings and lush greenery. The expansive sky overhead features scattered clouds, while the ocean is visible in the background, creating a serene atmosphere for relaxation.

Home in Saint Peter's

Silk Cotton Villa

Nestled on the serene and picturesque island of Montserrat, Silk Cotton Villa is a luxurious retreat offering breathtaking ocean views and unparalleled comfort. This exquisite villa boasts five spacious bedrooms, each designed to provide a tranquil and private haven for guests. Four of the five bedrooms are equipped with A/C. The property has a suv jeep for rent.