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Vacation rentals in Woodlands

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Popular amenities for Woodlands vacation rentals

Other great vacation rentals in Woodlands

Guest favorite
Home in Jolly Harbour
5 out of 5 average rating, 7 reviews

Spectacular 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.
A tranquil evening view captures a private swimming pool reflecting soft colors of the sunset. The spacious outdoor area transitions seamlessly to the villa, which is illuminated from within. Lush greenery surrounds the villa, enhancing the serene atmosphere near the Caribbean Sea.
Home in Woodlands
4.82 out of 5 average rating, 22 reviews

Crows 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.
Top guest favorite
A serene garden scene features a hammock suspended between palm trees, inviting relaxation. Lush greenery surrounds the area, with vibrant flowers adding color to the landscape. A tree stump provides a natural setting for enjoying the tranquility of the outdoors.
Cottage in Sawcolts
5 out of 5 average rating, 5 reviews

Peaceful nature escape

AndreasRating, 5 stars3 months ago
We had a wonderful time in Andrews Sugar Cottage. It is very nice cottage in a calm setting surrounded by a green garden and jungle sounds. We didnt meet him or his assistant in person but the communication and service was flawless - we were even greeted with a fruit basket and a starter pack, thanks! We enjoyed the big terrace a lot and are already looking back to evenings just waiting for the sun to go down and listening to the island sounds. There is also the lovely house dog Mango - very friendly and attentive. There are also other dogs in this area so there is some barking going on during the day. Be aware of the mosquitos and get used to carry the provided mosquito bats along. You will also need a car to get to all the beaches, restaurants and sights. We highly recommend the cottage for people who want to stay away from the big resorts and feel more like a local. We loved it and would definitely book again. Thanks Andrew and Mowava for this unique stay!
Guest favorite
A balcony overlooks a scenic view with soft hues from a setting sun. Two white chairs and a small table create a cozy seating area, framed by blue walls and white railings, enhancing the connection to the surrounding natural landscape.
Guesthouse in Old Town
4.88 out of 5 average rating, 51 reviews

Blue Lime Cottage

AdrianRating, 5 stars3 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
Villa in Old Town
5 out of 5 average rating, 8 reviews

Oceanfront 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.
Top guest favorite
An open-air pavilion overlooks the calm sea, featuring a large infinity pool with a wooden deck. A single blue bean bag chair rests on the edge, facing the expansive horizon. Lush palm trees frame the serene view under a clear sky with distant clouds.
Villa in Bolands
4.97 out of 5 average rating, 32 reviews

Unique Caribbean Secluded Open Air Villa 1 Bedroom

RobertRating, 5 stars3 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.
Top guest favorite
A sparkling infinity plunge pool is framed by a curved patio, featuring several lounge chairs with rolled towels. An umbrella provides shade over a seating area, with the lush hillside visible in the background against a bright blue sky.
Home in Bolands
5 out of 5 average rating, 32 reviews

Jaw-dropping views from Villa Sea Glass

KerriRating, 5 stars1 week ago
Stunningly beautiful home. Furniture and fittings high quality. I highly recommend villa Sea Glass for a first class holiday home.
An outdoor seating area features a circular table surrounded by curved benches. The space offers scenic views of the ocean and coastline, framed by a lush landscape. A decorative lantern stands nearby, adding to the tranquil ambiance of the area.
Apartment in Cudjoe Head
4.9 out of 5 average rating, 10 reviews

Luxurious Penthouse w/ Breathtaking Views & Jeep

NormanRating, 5 stars13 months ago
We stayed for three nights at the VIP. I would strongly recommend this place for a stay in Montserrat. The view from the rooftop is absolutely astonishing, and the house is very comfortable to live in. Leandra and Sid, the co-hosts, were both super friendly and welcoming. Leandra picked us up at the port, and Sid offered us fruits from his garden. Sid is very responsive if you need anything and can help arrange car rentals and island tours. Montserrat is a must-visit for the kindness of its people, the impressive history of its volcano, and the unspoiled nature far from the crowds.

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