Vacation rentals with beach access in Montserrat

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Top-rated beach access rentals in Montserrat

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Home in Old Town

New place to stay

1BR 3BD, w/Pool House Access

A 1 bedroom w/3 beds and 1 bathroom downstairs Flat. 1 bedroom with comfortable double bed, then a studio area holds 2 extra single beds. Private washing machine w/access to outside clothesline shared w/separate downstairs tenant. Small kitchenette w/fridge, stove and sink. Free WiFi and Digicel cable TV. 10 min walk or 2 min drive to 2 separate beautiful beaches; Limekin Beach and Old Roads Bay. Access to pool from affiliated pool house w/advanced notice. Discuss this with me before booking.

Nov 22 – 29

$32 per night

Villa in Saint Peter's

New place to stay

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.

Sep 7 – 14

$196 per night

Home in Old Town

Bananaquit at the beach!

Do you wish 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? Want to be footsteps from a beach? Bananaquit says yes to all above! This cozy villa in a prime location on Montserrat has stunning views of two beaches nearby, hills across the valley & lush mountains in the distance! This 3 bedroom villa includes a lower level 1 bedroom suite. Tropical gardens surround this perfect hideaway! Book Now!

Jan 18 – 25

$200 per night

Home in Old Town

Water’s Reach Villa Pool & Views

Come discover one of the best kept secrets of the Caribbean, the Emerald Isle of Montserrat. Take in the view of Isles Bay from our veranda or sit poolside and gaze at Madame Soufriere, the now quiet volcano. The beach is a 5-10 minute walk from the villa and restaurants are within walking distance. Montserrat is known for its friendly people, safe community, abundant hiking, natural beauty, and its celebration of St. Patrick’s Day. Wander and explore. There’s nothing quite like Montserrat.

Oct 11 – 18

$240 per night

Condo in Woodlands

4.75 out of 5 average rating, 8 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).

Jan 19 – 26

$125 per night

Villa in Woodlands

5.0 out of 5 average rating, 17 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.

Apr 13 – 20

$195 per night

Guest favorite

Villa in Saint Peter's

5.0 out of 5 average rating, 5 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.

Dec 11 – 18

$120 per night

Guest favorite

Home in Woodlands

4.83 out of 5 average rating, 6 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!

Oct 13 – 20

$99 per night

Guest favorite

Home in St Peter's Village

5.0 out of 5 average rating, 8 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.

Sep 29 – Oct 6

$200 per night

Villa in Old Town

4.88 out of 5 average rating, 8 reviews

The Taj - Breathtaking Panoramic Vistas

Enjoy stunning views of the Caribbean Sea, valley and volcano from the Taj's expansive deck. Swim in the large pool, or walk 10 minutes to swim at secluded Isles Bay Beach. Our huge villa and new kitchen makes cooking delightful and a large family group fun! Explore the charming local bars and restaurants. Walk among the almond, coconut and banana trees. Study the wild iguanas, agoutis, geckos and rare birds in their habitat. Hike on jungle paths. Free wifi.

Nov 13 – 20

$475 per night

Guest favorite

Apartment in Davy Hill

5.0 out of 5 average rating, 17 reviews

RELAX-IN: 2-bedroom apartment w/ Jeep rental svcs

Our property is conveniently located close to all essential amenities. We offer a complimentary airport/seaport pickup service. Within a 2-3 minute walk, you can find major supermarkets, cookshops, bars, variety stores, and salons. The beach is just a 10-minute walk away. We provide Wifi and other amenities for a comfortable stay. We can arrange local tours, hiking tours, and taxi services on your behalf. A rental Jeep is also available at an extra cost.

Oct 14 – 21

$110 per night

Cottage in Old Town

5.0 out of 5 average rating, 6 reviews

Oceanfront Luxurious Villa Stunning Sunsets Avalon

Very well appointed luxurious villa. Bedrooms with comfortable Kingsize bed and private ensuite. Well equipped kitchen with coffee maker, toaster, microwave, gas cooktop, wall oven, dishwasher. Linen all included. Laundry room with washing machine and dryer. Iron and ironing board. Private swimming pool, spacious sunbathing deck, great views of the mountain and the beach. Walking distance to beach ( 5 min ).

Oct 21 – 28

$400 per night