Monthly Rentals in Simpson Bay

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

Nearby monthly rentals

Guest favorite
Apartment in Simpson Bay
4.99 out of 5 average rating, 81 reviews

SECOND HOME Beach Apartment

VitaliRating, 5 stars1 month ago
My daughter and I had an amazing time at Simona’s apartment. It is very private, quiet (apart from occasional plane takeoffs at the nearby airport but it didn’t bother us at all), clean, and had everything we needed. The location is outstanding: terrific beach at the end of the block, and bakeries, stores, and restaurants walking distance away. Simona also compiled a guide to best beaches, restaurants, and activities on the island that we made extensive use of. Whenever we had a question or needed anything, Simona was on hand with an answer or a solution.
Superhost
Apartment in Simpson Bay
4.8 out of 5 average rating, 119 reviews

Apartment on the beach 3

JavierRating, 5 stars1 month ago
Our Hosts were very responsive and attentive to our needs. Stepping downstairs from the unit and being able to take a few steps towards the beach was what we were looking for. Although our view was slightly obstructed by the palm tree with its bushy fronds just outside the balcony, we had a nice view of the sail boats in sight and part of the ocean. Mosquitos are abundant, especially at dusk, so use plenty of repellant. It would be beneficial to add the couple of screens missing on the two front windows to help with this issue. We were visited daily by the doves nesting on the front palm tree, and they ate crumbs from between our feet. We were also greeted by the green iguana just outside the balcony, you’ll see it hanging on the tree to the left. Lucie and Radek were very kind and helpful, we will definitely and gladly return to this beautiful gem.
Superhost
Apartment in Simpson Bay
4.93 out of 5 average rating, 123 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

SummerRating, 5 stars4 days ago
I can’t thank you enough for such a wonderful time Élodie! It’s exactly like the photos, picturesque! The bed is very comfortable. Everything works perfectly. Having coffee out on the deck, overlooking my own little section of beach was just what I was praying for and that’s exactly what I got! The beach is lovely to swim in. Élodie provided everything we could possibly need and more. I felt immediately at home and cannot wait to come back. The location is walkable to the main street where you can find several nice places to eat. To note is that the beach is accessible from the house via little stairs that are kind of like a ladder. For us it was totally fine!
Guest favorite
Condo in Lowlands
4.88 out of 5 average rating, 65 reviews

Maho studio overlooking airport, Free Wi-Fi!

AwaRating, 5 stars1 month ago
Amazing location super safe and host was amazing . Perfect for solo travels like myself . Definitely will be back and rebooking this stay

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

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

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Destinations to explore

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