Monthly Rentals in The Settlement

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

Nearby monthly rentals

Top guest favourite
Villa in Leverick Bay
4.98 out of 5 average rating, 107 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

GreggRating, 5 stars5 days ago
Can't say enough great things about this flat. The view is incredible and the layout is perfect. Perfect size for a great vacation. Emily was terrific...she took care of everything we needed and was a wonderful host!!
Top guest favourite
Villa in Anegada
4.93 out of 5 average rating, 70 reviews

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)

GwennRating, 5 stars3 weeks ago
We had a perfectly peaceful time at the Green Cottage and loved the fact that the beach was literally steps away. We enjoyed lunch at both beach bars that are within walking distance of the cottage - “Big Bamboo” on one end of the beach and “Flash of Beauty” on the other. We were so content at the cottage and on the beach or sun deck that we rarely left the cottage. The one regret that we have is that we didn’t take more advantage of the “Honor Bar” on the premises with its dart board and swing. We were just so tired at night that we just ran out of steam at the end of the day. DO PROVISION (as suggested) in advance of taking the ferry if you plan on cooking. The small markets have some essentials, but lacking in fresh fruit and veggies while we were there. Overall Anegada has incredible beaches with friendly people and we felt safe the entire time we were there. It was an extraordinary and unforgettable week.
Superhost
Cottage in Loblolly Bay
4.76 out of 5 average rating, 21 reviews

2 bedroom cottage on the beach! Full kitchen & AC

BlairRating, 5 stars1 month ago
Sparkling clean, cozy, cool AC, on a quiet, beautiful beach. Great value, especially on a remote island.
Guest favourite
Flat in Cane Garden Bay
4.91 out of 5 average rating, 74 reviews

Windy Hill Sea View

LaurenRating, 5 stars1 month ago
A great place to stay whilst you're in Tortola, we stayed for 10 nights and would have loved to stay for longer. Perfect base whilst exploring the island. Amazing view and lots of nature on your doorstep! Ikeca was a great host she'd thought of everything and also contacted us halfway through to ask if we needed a change of towels and linens, plus if everything was going OK. Very responsive host. You'll need a 4x4 for the driveway and for tortola in general but getting there is really easy- marked 'windy hill sea view' from the road up from stoutts and if coming the other direction, it's just before a mirror- would be good to a sign facing the other way. Overall fantastic value for money and thoroughly recommended.

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 holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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