Vacation rentals with a patio in Montserrat

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Top-rated patio rentals in Montserrat

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A dining space is presented with dark wicker furniture, set beneath a ceiling fan and framed by large glass doors. The view reveals an outdoor pool and the Caribbean Sea beyond, complemented by bright blue skies and distant clouds.

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.

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.

Top guest favorite

A sheltered patio area features a dark wooden table surrounded by four black plastic chairs. Lush green foliage can be seen in the background, providing a natural ambiance. Bright sunlight illuminates the space, enhancing the inviting setting for outdoor relaxation.

Apartment in Davy Hill

5 out of 5 average rating, 26 reviews

Relax-In 2BR | Central Location + Jeep Rental

Our property is centrally located and just a short walk from everything you need—supermarkets, cookshops, bars, salons, and variety stores are all within 2–3 minutes. The beach is only a 10-minute walk away! We offer free airport/seaport pickup, high-speed Wi-Fi, and thoughtful amenities like a coffee machine to make your stay comfortable. Need help exploring? We can arrange local tours, hiking adventures, or taxi services for you. A rental Jeep is also available for an additional daily rate.

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.

Top guest favorite

An aerial view of a historic Caribbean house highlights its spacious covered verandah and private pool. Lush greenery surrounds the property, with palm trees and ornamental plants creating a tranquil atmosphere. The design features open spaces and direct access to the pool deck.

Home in St Peter's Village

5 out of 5 average rating, 20 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 modern bedroom features a spacious bed with dark bedding and contrasting pillows. A minimalist black wardrobe is present, alongside a small table set with dishware. Soft light filters through a sheer window covering, illuminating the room’s warm yellow walls.

Apartment in Woodlands

D.R² Apartment in Olveston #2

Our home is conveniently situated in Olveston. We offer a complimentary airport/seaport pickup service. This spacious and modern apartment, located on the second floor of the house, is guaranteed to make your stay enjoyable and comfortable. Main amenities include: Fully furnished 1-bedroom apartment. Fully equipped kitchen with utensils and appliances (microwave, range, air, kettle). Garage parking. Enclosed washing room with washer and clothesline.

Guest favorite

A tropical setting is depicted, showcasing the white exterior of a spacious house surrounded by lush green palm trees and foliage. The roof is gently sloped, blending harmoniously with the natural landscape.

Apartment in Saint Peter's

4.93 out of 5 average rating, 28 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