
Holiday houses in Woodlands
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Top-rated holiday rentals in Woodlands
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Other great holiday rentals in Woodlands
Guest favourite

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.

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!)
Guest favourite

Apartment in Urlings
4.83 out of 5 average rating, 6 reviewsDream View Apartment
RalitsaRating, 5 stars5 months ago
This place is a hidden gem. Darryl and Daff are extremely kind and interesting hosts. Their stories about the island, the people and the culture are very insightful and make the exploration of the island much more interesting. The location is the best possible one on the island : we had access to all the best beaches , just in close distance. Watching the blue water and the sunset from the balcony was our favorite part. We were having coffee in the morning while watching the humming birds flying around the blooming flowers in front of the balcony. The house has everything that we needed and even more: the beach beds, the snorkeling gears.. they have thought of every detail to make our stay easy and enjoyable. It was one of the best places that we have stayed so far. Thank you, guys. We will be back.

Cottage in Valley Church
5 out of 5 average rating, 4 reviewsCaribbean Sea View Cottage
TriciaRating, 5 stars1 week ago
Oana and Flo were fantastic hosts. Super fast responding to my questions before and after I booked with very clear communication. Great to have them living nearby so they were always on hand with helpful advice, some local fish steaks, or just to stop for a chat and help with anything else we needed. Lovely local fruit and wine in the fridge to welcome us. The cottage was lovely - newly refurbished, fantastic views looking out over the private garden to the ocean and close to local amenities at Jolly Harbour, beaches etc. Also had good shutters on all the windows and fly screens so we could have a breeze flowing through without the insects! Quiet and peaceful. Car rental from Flo was great. Much less hassle and better price than a car hire company. Their parking space is covered so the car doesn’t bake in the sun. We stayed a week and liked Darkwood beach, and other recommendations from Oana. Would also recommend jollysnorkellingtours for a personalized trip.

Villa in Old Town
5 out of 5 average rating, 8 reviewsOceanfront Luxurious Villa Stunning Sunsets Avalon
JeffRating, 5 stars7 months ago
Montserrat is a beautiful island with a unique history. If you have time, let Sunny take you around and soak in his history as one who has lived there for decades. A sort drive away is the Olveston House which serves great dinners. If you go, check out the photos done by Linda McCartney. Down the beach is Isles Bay Beach Bar and Restaurant. Odd hours, but great sunsets, drinks and dinners. Recommend reservations at both. The house is comfortable with an amazing pool. The views from the deck and pool are worth the visit. Great sleeping with the sound of the waves hitting the shore. The kitchen is well stocked. If you are cooking, the outdoor dinning is great. Recommend renting a car and exploring the island.
Guest favourite

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.

Home in Johnson's Point
4.8 out of 5 average rating, 10 reviewsReef Cottage
DavidRating, 5 stars3 months ago
Fantastical place and vibe - much more than the pictures convey. Great location and quiet part of the island. There are plenty of local places to discover and it’s easy to dodge cruiser tourists. The cottage has most everything you need. Suggest you bring your own laundry detergent (we left some behind : ) as well as shampoo and hand soap. The kitchen is well stocked to prepare and enjoy locale fare including fresh catch. Overall a great getaway - well worth the trip.
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