
Monthly Rentals in Sister Islands
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.
Top Guest favourite

Home in Little Cayman
4.96 out of 5 average rating, 168 reviewsJust Chillin in Little Cayman
SophiaRating, 5 stars2 weeks ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!
Guest favourite

Condo in Cayman Brac
5 out of 5 average rating, 9 reviewsCayman Brac, Carib Sands 221- "Stumble Inn"
BarbaraRating, 5 stars2 months ago
Really enjoyed our stay at the “Stumble Inn” . Karen was quick to respond to our inquiries and provided us with helpful suggestions - access was simple and straightforward, and the unit perfect for our visit. Great location with a nice pool and small beach - and great bird watching close by. Would definitely recommend contacting Karen if you plan on visiting Cayman Brac .
Superhost

Apartment in West End
4.75 out of 5 average rating, 4 reviews2-bd tropical beach apartm. w/ deck, pool, cabana
HeatherRating, 5 stars1 week ago
The setting of Henry’s place is beautiful especially the shaded hammock area on the beach by the water. One thing to note is that it was not possible to swim in the sea in front during the stay but there are easy access swimming areas nearby and there is a pool at the house. A car is recommended by the owner and I was glad to have it. The weekly rate was very reasonable and Henry helped arrange it. Leo, the manager, met me at the airport and was easily reachable for questions. Pros: Great sunsets, well stocked kitchen, scuba gear rinse area, nice large washer dryer for use of all 3 units, good AC and wifi, comfortable beds, great sea views from inside the house in the main living area. Cons: That I did not book a longer stay.
Guest favourite

Home in Blossom Village
4.95 out of 5 average rating, 39 reviewsGorgeous Beach House in Little Cayman
BRating, 5 stars3 weeks ago
Great stay at the Hideaway. Location is off the beaten path, but so is the whole island. Hideaway was clean and comfortable. A large iguana hung around the shed during my stay. The house is mere steps from the beach. The beach had algae growth, which prevented swimming. However, this algae seemed common around the island unfortunately. Considering the salt does a number on these properties, the bungalow was in good condition. The hanging chair on the patio was my favorite. The property manager quickly resolved a broken bolt holding the chair -- responsive hosts. This property is great for a couples getaway, or family with 2 children. Prepare ahead for food provisions. The one store has limited items. I was able to make coffee without a store visit since the kitchen was well equipped. The e-Bike ride from airport/store is 15-20 min. A scooter would be more convenient to reach further parts of the island. Little Cayman is best suited for those looking for solitude, and Hideaway delivers
The comforts of home and great monthly rates
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
Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.
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*Some exclusions may apply in certain geographies and for some properties.