Monthly Rentals in Woodlands

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Guest favorite

Apartment in Saint Peter's

5 out of 5 average rating, 6 reviews

Lucy's Sunny V Studio apartment1

AlexisRating, 5 stars15 months ago
Wonderful place, hosts really kind, the house is large and got everything to have good time on the island. Maybe a little far from restaurants but it's ok.

Home in Woodlands

4.82 out of 5 average rating, 22 reviews

Crows Nest Villa...2 bed with pool

RussRating, 5 stars5 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.
Guest favorite

Apartment in Davy Hill

5 out of 5 average rating, 27 reviews

Woodland Suite, Urban Retreat

RobRating, 5 stars3 weeks ago
Great place, clean and modern. You really need a car or a driver because of how hilly and spread out Montserrat is. That's due to the layout of Montserrat - there isn't a better location possible than this. There is a grocery walking distance as well as a beach.
Guest favorite

Villa in Woodlands

4.93 out of 5 average rating, 14 reviews

Oceanfront luxury, king bed,AC,WiFi,4beds,3bedroom

AnjaRating, 5 stars6 months ago
It was serenity! The perfect place for our vacation. You could hear the waves of the ocean, watch pelicans and beautiful sunsets right from the deck. The pool was wonderful and deeper than we expected, making lap swimming and just having fun with our child much more enjoyable. The kitchen was well equipped and the beds super comfortable. If you are seeking a quiet place to get away and only plan to venture out a few times, taxi is the way to go. If you would like the flexibility not only to go to a destination, but also stop along the way to check out road stands and places at your whim, I would recommend renting a car. There are few options within walking distance, and all require a steep ascend. If you are looking to take a very informative tour of the island I would recommend Sun's Montserrat Island Tour. Overall we are looking forward to come back another time and enjoy Dave's place and Montserrat.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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*Some exclusions may apply in certain geographies and for some properties.