Monthly Rentals in Trunk Bay

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

Nearby monthly rentals

Guest favourite
Home in Tortola
4.97 out of 5 average rating, 38 reviews

Villa Ethian, Tranquil 3BR/3.5BA, scenic views, AC

ShawnRating, 5 stars4 weeks ago
Stunning views from a well appointed and spacious villa! Place was clean and complimentary bottled water & coffee was a nice touch after our groups long day travel to the villa. Highly recommended.
Superhost
Home in Tortola
5 out of 5 average rating, 4 reviews

Villa Aja, 5-bds, Stairs to Beach, Refined Luxury

JasonRating, 5 stars3 weeks ago
Our stay at this Villa Aja was truly unforgettable. The home offers breathtaking views of the turquoise waters below, and the setting is nothing short of serene. It’s incredibly quiet and private—aside from the soothing sound of the ocean, there’s very little to remind you of the outside world. One of the most remarkable features was having steps that led directly down to the beach. With no real public access, it felt like our own private stretch of paradise. The house itself was beautifully appointed, spotless, and clearly designed with comfort and luxury in mind. Katie, our local host, was outstanding—super helpful, highly responsive, and a pleasure to work with from start to finish. If you’re heading to Tortola and looking for true seclusion in a luxury setting—with what feels like your own private beach—this is absolutely the place to go. I can’t recommend it, or Katie and Michelle, highly enough.
Guest favourite
Apartment in Road Town
4.88 out of 5 average rating, 231 reviews

Trunk Bay downstairs self-contained room

JamesRating, 5 stars3 weeks ago
Great spot! If you want quiet and to get away from it all this is the place to go! I loved their cat…he came by every morning with his big meow and slept with us one night. 🤗
Top guest favourite
Home in Tortola
4.94 out of 5 average rating, 142 reviews

Private One Bedroom Villa, HotTub, Amazing Views

MarkRating, 5 stars3 weeks ago
This was a lovely spot to getaway with my girl. Tortola is a beautiful island, but this home/spot was so amazing- it was a regular temptation to stay in and just enjoy the unrivaled vistas off the porch. The host is empathetic and helpful. We offer our highest recommendation for this home.

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.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

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