We have many listings for year long rentals, and occasionally have pictures with which to feature a house online. If there is nothing on this page which suits you, please contact us and we will be happy to help you find rental property.

Some quick information:

  • most long term leases are for periods of one year.

  • we require 2 months security deposit and the first month’s rent to move in.

Simpson Bay
NEW LISTING  White west Indian house simpson bay on the beach 3 bedrooms 3 bath .

  • Available Now!
  • $3000 per month
NEW LISTING  SBYC 2/12 a 1 BDRM apartment with a Boat Slip (optional) in Simpson Bay Yacht Club.

  • Available 1st of May 2015
  • $1,900 per month
  • $200/ month boat slip
Beacon Hill
NEW LISTING Beacon Hill 3 bedroom 3 bath, fully furnished, sea view, walk to the beach.

  • Available Feb 1
  • $3000 per month +utilities


NEW LISTING  Studio Beau Rivage   Studio apartment in Beacon Hill fully furnished including water, electricity and internet,  and maid service once per week.

  • Available February  1
  • $1,100.00 per month

NEW LISTING On the 2nd floor 3 bedroom 3 bath, Fully furnished, Overlooking the sea Walk to the beach Washer dryer, newly renovated, Generator on the property.

  • Available Now!
  • $ 3,000 per month plus utilities.
NEW LISTING Three Bedrooms at Cupecoy Beach Club, Caribbean Style nicely decorated. Gated, common pool, walk to the beach, gym, 24 hr security. Close to casinos, restaurants, shopping, entertainment
Once a week maid service included
No pets allowed

  • Available Now!
  • $3,500.00 per month+utilities
NEW LISTING Rainbow Beach Club Tower Building, Gated 24 hr security, several common pool, steps to the beach
2 bedroom, 2 bath fully furnished, air-conditioned thru out maid service once a week included.

  • Available May 1, 2015
  • $3000 per month
NEW LISTING  Rainbow Beach Club Unit G20:  2 bedroom, 2 bath fully furnished. One year lease not including water, electric, cable or WIFI.

  •  Available Now!
  • $2,800.00 per month
Pelican Key
NEW LISTING Pelican 4 bedroom 4 bath, fully furnished, private pool, gated, private parking, amazing view.

  • Available Feb 1
  • $4,000 per month
Belair/Little Bay
NEW LISTING  Lower level 3 bedroom  2.5 bath house. Air conditioning in bedrooms and ceiling throughout, pool and great view.  There is a monthly charge of $200.00 which covers gardener 2 times per month and pool service 2 times per week.

  • Available December 2014!
  • $3,000.00  Unfurnished or  $3,400.00  Furnished per month
Madame’s Estate
NEW LISTING Illidge Road 5 bedroom, 6 full bathroom, private pool, amazing view, fully airconditioned, brand new kitchen, alarm for the house.

  • Available now
  •  $5,000.00 per month
Point Blanche
 New Listing Goldfinch road 3 bedroom, 3 bath overlooking the sea and St. Barth’s fully furnished and a/c throughout available for one year rent.

  • Available now!
  • $1,600.00 plus utilities
Oyster Pond
New Listing Tamarind Hill #40 3 bedroom 3,5  bathroom, French style villa  private pool. Gated, pool and gardener  included.

  • Available April 1 2015!
  • $3,800.00 per month
Oyster Pond Hill Villas, brand new property, 2 bedroom, 2 bath units, fully furnished, laundry facilities available, pool. Available on a monthly basis, no 1 year contract required

  • starting December 1, 2013
  • $3,000.00 per month. (exclusive water and electricity)
Looking for something in particular? Call us at 1-721-544-3107 or send us an email!Jennifer’s Vacation Villas

14 Plaza del Lago

Simpson Bay Yacht Club

Phone: 1-721-544-3107
Fax: 1-721-544-3375

OUR NY NUMBER: 631-546-7345

or info@jennifersvacationvillas.com