
Vacation rentals in Old Town
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Top-rated vacation rentals in Old Town
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Guest favorite

Home in Jolly Harbour
5 out of 5 average rating, 7 reviewsSpectacular Caribbean-Sunset-Ocean-view home!
RebeccaRating, 5 stars2 months ago
Wonderful villa, beautiful views, gorgeous pool, lots of space, nicely furnished, beautifully clean, very well kitted out. Had a few issues at beginning but hosts v responsive and keen to sort quickly. Would have been great to have an information booklet / folder with practical info about the villa but also recommendations / opinions about restaurants, beaches, excursions etc. The hosts were very helpful - but just useful to have this kind of thing in any accommodation you stay in. It was a shame about the construction noise - beyond their control I know. Mainly it was in the distance but sometimes it was enough to send us to the beach rather than relaxing at the villa. In the main though a wonderful villa which we all enjoyed being in and particularly the beautiful views during the day and at sunset 🌅 - thank you Patrick and the team for all your help.

Home in Woodlands
4.82 out of 5 average rating, 22 reviewsCrows Nest Villa...2 bed with pool
RussRating, 5 stars10 months ago
Unfortunately, I can’t honestly review Tom & Chrystal’s place. Tom had reached out a couple of weeks prior to inform me that due to scheduling issue, he had made arrangements for us stay at another villa, which was absolutely amazing! By chance we ran into Tom and family at the local dive shop, and we ended up eating lunch together. Everything I had come to learn online was met in person: kind, friendly, funny, generous… Good people, and we count ourselves lucky to have gotten to spend time with them. So, even though I can’t speak about Crow’s Nest in Woodlands, I can say my interactions with Tom and Chrystal were 100% positive, and I would happily stay at their place at the next opportunity.

Condo in Woodlands
4.8 out of 5 average rating, 10 reviewsMin-y-Don, Montserrat Caribbean hideaway
CatherineRating, 5 stars3 months ago
Our stay at Min Y Don was wonderful. The house is in an incredibly beautiful and convenient spot. Hearing the waves crashing below, the warm breeze in the palms, birds in the day and a chorus of tree frogs at night was bliss. The view over the ocean is amazing. The accommodation is so comfortable and spacious, everything you could possibly need for a luxurious stay. Well equipped kitchen, wonderful pool (with pool toys!) and such comfy beds. Sian and Peter have been so kind, generous, and friendly throughout. They've thought of everything, suncream abd shampoo, baked bread on arrival, and chilled water in the fridge. Lots of information on Montserrat too. To say we enjoyed our stay is an understatement. I was working part of the time, exploring the rest; and having such a beautiful and welcoming home to return to was the icing on the cake. Thankyou Sian and Peter.

Home in Antigua
4.94 out of 5 average rating, 18 reviewsCliffhanger: Secluded Eco-retreat, stunning views.
KellyRating, 5 stars2 months ago
I can’t say enough amazing things about this Airbnb. From the moment we booked it till the moment we left, T’mara the house manager from extremely responsive, friendly, helpful, and accommodating. She met us at the airport and guided us to the location, making sure to show us the local grocery stores so we knew right where to go. The drive up to the house was an adventure of its own, I recommend a larger 4x4 vehicle, but our Honda Fit did just fine once we got the lay of the land and knew the rough spots in the road (all over the island). The moment you walk through the gate to the house, the view exceeds what you see in the listing photos. Jasper, the house cat, was so sweet and friendly, a warming addition to the stay that helped us miss our pets at home just a little less for the duration of our trip. Easy drive to local beaches and town making it an excellent location away from the hustle and bustle. Would love to go back here in the future

Villa in Saint Peter Parish
5 out of 5 average rating, 5 reviewsBreathtaking Villa Vera w/ Infinity pool & views
GillianRating, 5 stars26 months ago
The villa was lovely with beautifully kept gardens all around it. A nice veranda too with lovely garden furniture which was nice to sit in the shade. Location was perfect for us, although need a car. Pool was great & very clean. Initially had an issue with it which was immediately dealt with & Wendell was always on hand should we have needed him. Only negatives: No air con in the lounge area or bed 3. No trays to use in the oven for cooking, which is a minor point. Overall really pleased with this pretty villa & wouldn’t hesitate recommending it to others. Thank you Wendell for a lovely holiday
Guest favorite

Villa in Saint Peter's
4.9 out of 5 average rating, 10 reviewsVilla Isotica: Scenic and Breathtaking Views
KarenRating, 5 stars2 months ago
Montserrat is a beautiful and quiet island but there isn’t a whole lot in terms of infrastructure or options — so it’s worth knowing what to expect. This Airbnb was incredibly expensive for what it is, but given the context, that’s not entirely surprising. Choices on the island are limited and basic so this was luxurious comparatively. The space was clean, thoughtfully decorated, and clearly well taken care of. It doesn’t have AC but based on location in the hills it has an awesome breeze and sleeping at night was comfortable. Beautiful orchestra of tree frogs! Daphne and Norman were extremely friendly and helpful - clearly care for their guests and want them to have a good time. They helped organize a car from Jerret (tip top enterprise) and we highly recommend him. He met us at the airport and was super easy to deal with. The car was brilliant - without it you would be unable to move around. The roads are difficult to navigate so important to important to have a good.
Guest favorite

Apartment in Davy Hill
5 out of 5 average rating, 24 reviewsRELAX-IN: 2-bedroom apartment w/ Jeep rental svcs
Mike And KerryRating, 5 stars2 weeks ago
Great stay here.
Top guest favorite

Villa in Bolands
4.97 out of 5 average rating, 32 reviewsUnique Caribbean Secluded Open Air Villa 1 Bedroom
RobertRating, 5 stars2 weeks ago
This was our second visit to this home - it was as magical as the first. The house and view are stunning, proximity to Jolly Beach and Jolly Harbor mean everything you need is nearby. Susan took care of everything we needed prior to arrival and we had an amazing several days. Drinking coffee each morning we'd get fly-bys of tarpon, barracuda, eagle rays, sting rays, and a zillion other things in the crystal clear water. Could watch that all day long. Note: the listing is pretty clear on this, but it is a pretty good hike up and down the path to get from the road to and from the house - make sure you're good with that. But if you're on the fence, just book and have as much fun as we did.
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