Monthly Rentals in Leeward Settlement

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

Nearby monthly rentals

Top guest favorite
Villa in Leeward Settlement
5 out of 5 average rating, 43 reviews

Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool

SarahRating, 5 stars3 weeks ago
The house is beautiful and well-maintained. The pool and hot tub are great for relaxing at night after a long day in the sun and ocean. The host is attentive and accessible with helpful recommendations for first time visitors. We would definitely stay here again!
Guest favorite
Apartment in Leeward Settlement
4.95 out of 5 average rating, 230 reviews

Romantic Apartment few steps from beach

AlexRating, 5 stars2 days ago
Gabriel and Judy were amazing hosts. Beautiful location and cozy bungalow! Would stay here again In a heartbeat.
Superhost
Villa in Leeward Settlement
4.92 out of 5 average rating, 87 reviews

Providenciales Beachfront Villa

BrentRating, 5 stars1 month ago
This beach house is an absolute gem! From the moment we arrived , we felt relaxed and at home. The location is perfect, and the house was beautifully decorated and well equipped with anything you could need for a comfortable stay, making our vacation truly memorable. The host was Incredibly friendly and responsive, making sure our needs were met and our stay was comfortable. We really enjoyed the glass bottom kayaks for our morning sunrise adventures and the paddle boards were a lot of fun. They thought of everything to make this the most relaxing vacation.
Top guest favorite
Vacation home in Venetian Road Settlement
4.96 out of 5 average rating, 68 reviews

Lovely studio apartment, with pool

AlainRating, 5 stars6 days ago
We had a very pleasant stay at Mary and Nelson Guest House. The place is great for a couple, it’s cozy, comfortable and clean. You have access to their pool, which is great to relax and having a drink after a day at the beach. They are wonderful host providing full of practical information and suggestions for different activities on the island. They really make you feel comfortable and are making sure you have everything you need to spend a great time. It is in Leeward, which is a secured community. We recommend renting a car to visit the island especially if you wish to discover other beaches than Grace Bay. But be extra careful for reckless drivers. We recommend Grace Bay car rentals, great staff, very efficient and cars are in good conditions. We had an excellent stay at Mary and Nelson’ s place and recommend it for couples who wants to have a good time and meet great people.

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

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

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Leeward Settlement's top sights

Grace Bay Beach52 locals recommend
Coco Bistro38 locals recommend
Graceway Gourmet37 locals recommend
Le Bouchon Du Village21 locals recommend
Cocovan Airstream Lounge27 locals recommend
Turks Kebab19 locals recommend

Destinations to explore

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