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Old Town Holiday Homes

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    AU$304 Average
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    Don't let other travellers get your favourite Old Town area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Old Town
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    Caribbean Get Away- Pride Villa Montserrat1 / 12
    (1)Excellent
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Ocean Front Villa with World Class Views1 / 17
    (4)Excellent
    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Old Town
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on an expansive 1 acre lot on Logwood Drive in beautiful Montserrat, this villa is completely adorned with contemporary furnishings and equipped with numerous luxury amenities. It is one of the largest villas on island with 12 beautiful bedroom Suites and 11 private baths and even an...
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    Old Town, Montserrat NONE
    Condo/Apartment - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Chez Mango Luxury Ocean View Villa1 / 24
    (12)Excellent
    Old Town
    12 Bedrooms, 11 Bathrooms, Sleeps 25 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Patio
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2019
    This place is great for a couple or a dozen couples. Bring the whole family and just relax to views of the Caribbean. Will be back soon with a group.
    Reviewed 26 May 2017
    We stayed here in March 2017 during part of the St Patricks Day Festivities. Gary was kind enough to meet us at the ferry even though we had a ride and escorted us back to Chex...
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    About this property
    Located on 1 acre on Logwood Drive in Montserrat, this villa is completely furnished and equipped with numerous luxury amenities. It has oversized bedroom Suites with private baths and even an outdoor shower. Several of the patios are also private and offer magnificent views. This Luxury Villa...
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    Old Town, Montserrat 00000
    Holiday Rental House - 12 Bedrooms, 11 Bathrooms, Sleeps 25
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    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Ocean & Mountain Views in Beautiful Montserrat Enjoy the Caribbean, the way it used to be, on the beautiful island of Montserrat. This spacious 3 bedroom and 3 bath home has some of the best ocean and beach views the island has to offer. The added bonus views of Souffriere Hills and the...
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    Old Town, Montserrat NO ZIP CODE
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Avalon is a very well appointed luxurious villa. Consists of three bedrooms, each with a comfortable kingsize bed and private ensuite bathroom. Well equipped kitchen with coffee maker, toaster, microwave, gas cooktop, wall oven, and dishwasher. Linens and towels are included. Laundry room with...
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    Old Town, Montserrat MSR 1120
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 10 kilometres of Old Town.
    Crows Nest Villa - Montserrat1 / 10
    (16)Very good
    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Private Garden
    • Ocean Views
    • Wi-Fi
    • Balcony
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2018
    Crows Nest offers good value for money. The location above Woodlands Beach is excellent , you can either walk down the hill in about 10 minutes or drive down and park in the...
    Reviewed 13 June 2018
    My fiancé and I stayed for a week in May 2018. Montserrat is a lovely quiet tiny island with easy going community who are friendly and welcoming. The villa was very nice with...
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    About this property
    Fabulous 2 bedroom villa with pool and fantastic sea views located on Montserrat the idyllic and untouched Caribbean Island. The villa is located on a half an acre lot of lush rainforest in the most exclusive Woodlands area of the island. The beach is just a short 7 minute walk down the hill, while...
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    Woodlands, Montserrat MSR 1330
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Oasis Villa1 / 8
    (2)Average
    Woodlands
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Terrace
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2016
    The property is very nice, a lot of room and taken care of well. It is located close to beaches and not far from town. It is just off the main road and there is traffic noise...
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    About this property
    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 has an ensuite and kitchenette, laundry room, kitchen, dining room, living room, large porch overlooking the ocean, garden and a forty foot...
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    Woodlands, Montserrat MSR01
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Montserrat Private Paradise; Min-y-Don1 / 14
    (19)Excellent
    Woodlands
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2019
    Min-y-don hangs over the cliff above Woodlands Beach, the waves are the soundtrack to each beautiful day and peaceful night. The location means there are cooling breezes at all...
    Reviewed 18 March 2018
    I cant imagine a better place to stay in Montserrat! 180 degree ocean view from my spacious private apartment - lush exotic palm trees, fabulous pool, full kitchen, immaculate...
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    About this property
    Min-y-Don is a privately owned villa in a secluded location perched on the cliff with breathtaking views of Redonda and Nevis across the Caribbean, as well as the Montserrat hills inland. Situated at the end of a small road, the only sounds you will hear are from the sea and the wildlife - birds,...
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    Location Information
    Woodlands, Montserrat MSR 100
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Woodlands
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in Montserrat's rainforest-covered hills, with breathtaking sea views and a ten minute walk to an often deserted beach, this secluded hideaway is perfect for those seeking a restorative and utterly peaceful vacation. This is a elegant, recently renovated two storey villa with four...
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    Woodlands, Montserrat NO ZIP
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Cable/satellite TV
    • Mountain Views
    • Ocean Views
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is very cozy with a large library of unique books to enjoy. The shuttered doors are designed in a colonial style which open out onto the large patio. The kitchen doors open unto the patio and outside dining area. This two bedroom is tucked away next to the Governor's residence overlooking...
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    Woodlands, Montserrat MSR1110
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Woodlands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning 4 bedroom + 4 bathroom villa, nestled in lush tropical gardens, and is built on a hill to allow for magnificent views of the mountains as well as ocean. Conveniently located, yet set up on a hill, surrounded by a lush tropical garden, for utmost privacy. This villa was carefully...
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    Woodlands, Montserrat MSR200
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Vista De Redonda, Isles Bay, Montserrat1 / 22
    (3)Excellent
    Plymouth
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Patio
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2018
    I spend 2 weeks in Vista with my one year old daughter, and was just great! The house is huge..with 3 queen size bedroom, i big open space living room and a fantastic outside...
    Reviewed 29 December 2017
    Vista De Redonda is located in a very quiet and private area called Isles Bay with a wonderful sea view, which you can see Guadeloupe and Redonda small rock mountain. Each room...
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    About this property
    Vista de Redonda offers the best view of the island, and as it's name indicates, a clear view of Redonda, as well as Nevis on clear days. Located on the top of isles Bay Isles, this villa was once the home away from home to many very famous recording artists and musicians of the time, such as...
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    Location Information
    Plymouth, Montserrat MSR3550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Woodlands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Restful and relaxing home on low keyed island awaiting your visit. Quiet area near Woodlands beach just .8 km down the hill or take a drive to Isle Bay Beach and enjoy the newly opened beach bar and swimming facilities there. Do as much or as little as you want! Soufrière Hills Volcano...
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    Location Information
    Woodlands, Montserrat MSR1350
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Woodlands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your peaceful beach getaway in secluded Woodlands Bay, book this spacious 3-bedroom, 3-bathroom Caribbean villa. Comfortably sleeping 6 and boasting a private pool against a stunning backdrop, it's perfect for 1 to 3 couples, families, or groups of friends seeking out all that Montserrat has to...
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    Woodlands, Montserrat MSR1350
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Woodlands
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Washer
    • Ocean Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A self contained apartment,with a fully equipped kitchen, bathroom, and dining/living area and deck in an exclusive area near to a turtle beach. Surrounded by rainforest, animals and birds. Beautiful unspoilt island. This upstairs apartment sleeps up to five people suiting families, or larger...
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    Woodlands, Montserrat MSR1110
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Woodlands
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Parking
    • Washer
    • Cable/satellite TV
    • Private Garden
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A self contained apartment, with a fully equipped kitchen, bathroom, and dining/living area and deck in an exclusive area near to a turtle beach. Surrounded by rainforest, animals and birds. Beautiful unspoilt island. This apartment sleeps two, but has a double sofa bed for extra guests. The...
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    Location Information
    Woodlands, Montserrat MSR1110
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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