Monthly Rentals in Leeward Settlement

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

Nearby monthly rentals

Guest favorite
Home in Grace Bay
Tropical Guest House
Dec 10 – Jan 7
$4,821 per month
4.79 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Leeward Settlement
Romantic Apartment few steps from beach
Sep 18 – Oct 16
$8,097 per month
4.95 out of 5 average rating, 200 reviews
Guest favorite
Apartment in Caicos Islands
Guest Apartment near Grace Bay Beach
Feb 25 – Mar 25
$3,354 per month
4.85 out of 5 average rating, 13 reviews
Guest favorite
Cottage in Long Bay Hills
Flame Tree Cottage|Ocean view&pool.Walk to beach
Oct 4 – Nov 1
$4,696 per month
4.94 out of 5 average rating, 88 reviews

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

Caicos Conch Farm12 locals recommend
Provo Golf Club14 locals recommend
Blue Haven Resort7 locals recommend
Pelican Beach7 locals recommend
Big Blue Collective17 locals recommend
Caicos Catalyst3 locals recommend

Destinations to explore

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