
Vacation rentals in Woodlands
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Top-rated vacation rentals in Woodlands
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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 stars1 month 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 stars9 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 stars23 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!)
Top guest favorite

Cottage in Sawcolts
5 out of 5 average rating, 5 reviewsPeaceful 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!

Apartment in Cudjoe Head
4.73 out of 5 average rating, 15 reviewsCozy Fully Equipped Apartment w/Jeep Rental
HeatherRating, 5 stars5 days 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.

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 Old Town
5 out of 5 average rating, 8 reviewsOceanfront Luxurious Villa Stunning Sunsets Avalon
JeffRating, 5 stars6 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

Villa in Bolands
4.97 out of 5 average rating, 31 reviewsUnique Caribbean Secluded Open Air Villa 1 Bedroom
AJRating, 5 stars2 weeks ago
Susan and the Villa were AMAZING. We actually ended up extending our trip for an extra day because it was so wonderful. As others have said - it is an uphill battle to leave but 100% worth it. The area is adorable and the beach is right down the hill. Susan was extremely accommodating, any issues we had - she resolved immediately. The villa is secluded and beautiful. The area is adorable, the locals are very friendly and this Villa is somewhere you’ll never want to leave.
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