House Sitting in Caribbean
The Caribbean offers dream house sitting opportunities on tropical islands. From beachfront villas to hillside retreats, sits come with stunning ocean views and warm weather year-round. Homeowners often seek sitters during hurricane season or extended travel. Expect dogs, cats, and the occasional tropical pet.
7 active listings available
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Tropical paradise with modern cons
Location: Caribbean, Vieux Fort
Dates: 2026-11-28 to 2026-12-26
Expired
Cybernomad or retiree house-sitter wanted - 2 hours/ day for free accommodation in a beautiful Caribbean home close to sea in SAINT LUCIA
Location: Caribbean, Sapphire, Laborie
Dates: 2026-09-13 to 2026-09-26
For dog and nature lovers - we are flexible in dates!
Location: Caribbean, Saint Patrick
Dates: 2026-11-10 to 2026-12-10
Intrepid sitters wanted in jungle paradise!
Location: Caribbean, Punta Gorda, Toledo District
Dates: 2026-09-02 to 2026-11-02
Mansion on the water near Negril Jamaica
Location: Caribbean, Westmoreland
Dates: 2026-04-09 to 2027-03-31
Caribbean Castle Camp
Location: Caribbean, Banse, Laborie
Dates: 2026-05-07 to 2026-10-31