
Vacation rentals in Lookout
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Top-rated vacation rentals in Lookout
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Other great vacation rentals in Lookout

Home in Salem
4.57 out of 5 average rating, 23 reviewsAmazing Villa Tropicasa
VictoriaRating, 5 stars24 months ago
We had a lovely stay at Kenneth’s! We were visiting on a work trip and the location was great for us, including being a peaceful base for getting some work done. Ken helped us arrange a local car rental and was very quick to support us when we struggled to unlock the garage door (our error!). Ken and his fab team left us with great info on local things to do and we were in easy walking distance to two great restaurants (Olveston House and Vue Point) as well as Lime Kiln Beach. We hope to be back again soon (we drank from the burn at Runaway Ghaut to be sure of it!)

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.

Apartment in Cudjoe Head
4.73 out of 5 average rating, 15 reviewsCozy Fully Equipped Apartment w/Jeep Rental
HeatherRating, 5 stars2 weeks ago
Very nice apartment with AC in the bedroom. Kulcha was a great host. We appreciated his flexibility and refunding us for the days we couldn’t make it because we missed our flight to Montserrat. Would stay here again.
Guest favorite

Guesthouse in Old Town
4.88 out of 5 average rating, 51 reviewsBlue Lime Cottage
AdrianRating, 5 stars2 months ago
Our Time in Montserrat was Great and Peaceful. This property really gives you the great views and sounds of the ocean when you wake-up, and the outdoor/indoor living with the sliding glass doors. The very cozy cottage provides all the necessities as a visitor in Montserrat. I would definitely recommend this location and Montserrat for your next stay for peace and tranquility. - PAO
Guest favorite

Home in Salem
5 out of 5 average rating, 7 reviewsEnchanting private retreat
TracyRating, 5 stars2 weeks ago
This place was amazing! The views incredible! The grounds were like a botanical garden. The bedroom, bath, sitting area and full kitchen was great amount of space for my husband and I. Actually, the sitting area outside, we used the most. My husband purchased a fan because the heat and humidity got to him at night, well I needed it too. A rooster woke us up every morning around 5am. You don't need an alarm clock on the island. lol. The chickens roam free. There are so many species of birds and other wildlife on the island to admire. The electricity went off for a few hours, Kristy Lee the house manager, showed up with repairman and then called the electric company which had it back on within the hour. She responded promptly and was so nice. It's not unexpected for the electricity to go off at times for a short while, so we waited a while before we called. Kristy said to feel free to call as soon as it goes out. The internet is very fast. You could stream movies with it. Lovely time!

Villa in Garibaldi Hill
4.77 out of 5 average rating, 26 reviewsIsles Bay Villa
JamesRating, 5 stars2 months ago
A beautiful villa with the most picturesque views. A heavenly garden in which me, my husband and our three children spent time in appreciating the plants and animals! A humming bird and an iguana amongst the most colourful geckos set in a beautifully kept garden, with roosters roaming freely bringing music to the area. Manual present in the house and even a guest book to leave comments in. The kitchen was very well equipped and a laundry area, super convenient. So many towels and linen! Super convenient when using pool. The house itself has mild wear and tear. WiFi was readily available. The home looks and feels loved, decorated with lots of wall hangings and homely touches. We would definitely book this place again, no questions. Beautiful home.
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.
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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