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Holiday rentals with outdoor seating in Montserrat

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Top-rated rentals with outdoor seating in Montserrat

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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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

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.

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.

Superhost
A bright living room features a large window with sheer curtains allowing natural light to filter in. A comfortable armchair is positioned beside a coffee table, while a flat-screen TV sits on a stand. Decorative plants add a touch of greenery to the space.
Flat in Cudjoe Head
4.9 out of 5 average rating, 10 reviews

Luxurious Penthouse w/ Breathtaking Views & Jeep

Experience the simple luxuries in life in a place that is simply extraordinary. Affordable & luxurious, VIP Penthouse & Suites is one of its kind sitting approx. 900ft above sea level on the hillsides of Baker Hill, Montserrat, WI. We are just 7 minutes away from the airport. Well-kept gardens, sparkling pool, outdoor kitchen w/ dining area & charming pergola. Close to the local bank, pharmacy, supermarket, restaurant/ bars, beauty salon. Jeep rental is available and we also arrange tours.

The image depicts a lush tropical landscape featuring palm trees and vibrant foliage surrounding a private tiled pool. In the background, expansive ocean views can be seen under a clear blue sky, creating a serene and tranquil ambiance.
Apartment
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).

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
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.

Guest favourite
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
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.

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 favourite
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 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.

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 scenic view is presented from a balcony, featuring a railing with decorative balusters. The horizon shows a blend of blue sky and clouds above verdant hills, while the distant ocean is faintly visible, creating a serene backdrop.
Cottage

PeacefulCottage MNI

This stylish-chic Cottage is quite central and perfect for couples/singles who are looking to have a relaxing time on island or just for a well deserved respite. We also cater for remote workers who are looking to complete projects away from the Office

Popular amenities for outdoor seating rentals in Montserrat