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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Superhost

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.

Superhost

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.

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.

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).

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

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.

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

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

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.

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.

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.