Hurricane Irma Update

As most past and potential visitors to our island know St. John was hit by a devastating hurricane this past September.  All of Calabash Cottages' homes were extremely fortunate. We received very little damage, which has since been repaired. The island will show the effects of the storm for years to come, but we have worked very hard on our recovery.  We are pleased to say that we have reopened and are welcoming guests again!


Calabash Cottages offers charming and private cottages and villas in quiet secluded locations. Our main focus is to provide an assortment of options for couples in a tranquil setting. Our homes on St. John each accommodate two people but we do have options for larger groups. Windwardside Main House and Guest Cottage can be rented together to accommodate 4 persons in two bedrooms. When rented separately the homes do not share any facilities other than a parking area. Sago Cottage is about 1/4 mile distant from Windwardside. Our St. John homes each feature a beautiful ocean view and a private hot tub. Our villa in Belize is located along a pristine river on 14 acres of land. It is a one bedroom home but we can add an additional bed. It is an extremely isolated home but services and a restaurant are available at the adjacent lodge. All of our homes are perfect choices for honeymoon guests.

Windwardside Main House

Coral Bay, St. John

Windwardside Main House

Beautifully furnished one bedroom home. Detached bedroom is located across the courtyard from living area. Tucked away on a lush hillside.

  • $2065 – $2835 per week
  • Sunday to Sunday rentals
  • 1 Bedroom, 2 Bath
  • Ocean View
  • Quiet location
  • Spa
  • Accommodates two people but can be rented with adjacent cottage for larger groups

Windwardside Guest Cottage

Coral Bay, St. John

Windwardside Guest Cottage

Lovely cottage with a beautiful view and private hot tub. Delightful honeymoon cottage in a very peaceful setting.

  • $1470 – $1890 per week
  • Sunday to Sunday rentals
  • 1 Bedroom, 1 Bath, Kitchenette
  • Ocean View
  • Quiet location
  • Spa
  • Accommodates two people but can be rented with Main House for larger groups

Sago Cottage

Coral Bay, St. John

Sago Cottage

Quaint, charming and romantic. The perfect cottage for a relaxing getaway for two. Captivating view and wonderful breeze throughout the cottage and from the covered porch.

  • $1890 – $2275 per week
  • Sunday to Sunday rentals
  • 1 Bedroom, 1 Bath, Full Kitchen
  • Ocean View
  • Quiet location
  • Spa
  • Accommodates two people

Tortuga Cottage

Coral Bay, St. John

Tortuga Cottage

Lovely cottage with a beautiful view and private hot tub. Delightful honeymoon cottage in a very peaceful setting.

  • $1890 – $2275 per week
  • Sunday to Sunday rentals
  • 1 Bedroom, 1 Bath, Full Kitchen
  • Ocean View
  • Quiet location
  • Spa
  • Accommodates two people

Lily Cottage

Coral Bay, St. John

Lily Cottage

Quaint, charming and romantic. The perfect cottage for a relaxing getaway for two. Captivating view and wonderful breezes throughout the cottage and from the covered porch.

  • $1680 – $1990 per week
  • Sunday to Sunday rentals
  • 1 Bedroom, 1 Bath, Full Kitchen
  • Ocean View
  • Quiet location
  • Spa
  • Accommodates two people

Riverside Villa

Belize, Central America

Riverside Villa

River front villa on 14 acres with all services available at neighboring lodge. On the corner of two ecosystems so you can enjoy pine forest as well as jungle right outside of your door.

  • $295 – $395 per night; two people
  • 2 day minimum – this house only
  • 1 Bedroom, 2 Bath, Full Kitchen
  • Riverfront location
  • Remote and private
  • Hot tub overlooking river
  • Accommodates two people but a second bed can be provided. Also, additional accommodations are available at adjacent lodge.

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    Lily Cottage
    Sago Cottage
    Tortuga Cottage
    Windwardside Guest House
    Windwardside Main House

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