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  SBYC 5/5 studio  Fully furnished, Wonderful amenities, Security, pool, restaurants, shopping, with 24/7 security.

  • Available Now!
  • $1,400.00 per month +utilities
NEW LISTING Palm Beach Condo 2 bedroom 2 bathroom, on the beach, common pool.

  • Available Now!
  • $2,500.00 per month plus utilities
NEW LISTING  Prime location at Simpson Bay Yacht Club Plaza del Lago unit #8  2 floors, 2 bathrooms, full A/C. 72m2 each floor. Lots of parking, hurricane shutters, ground level and upper level, frontage and great exposure on to the main road for a business.  Can have lots of signage.

  • Available Now!
  • $5,500 per month on a 12 or 24 month lease.
NEW LISTING  La Vista Linda: 3 Bedroom 3 Bath, panoramic windows throughout, private pool, private elevator/rear stairwell entrance, back-up generator and cistern, CCTV security camera monitor, satellite or cable TV included. (also wired for Canal SAT but not included), basic shared wired/wireless internet included, Air conditioners in all rooms, washer/dryer, furnished with dishes/towels/sheets, Utilities not included, billed separately.

  • Available Now!
  • $4,200.00 per month
SBYC 5/7 3 Bedrooms, 3 bath one year rental fully furnished unit  in Simpson Bay Yacht club. This exclusive gated community offers privacy and comfort. Amenities within the Yacht Club include two pools and tennis courts all with 24/7 security for your peace of mind.

  • Available Spring 2015.
  • $2,800.00 per month.
 Coco Beach Club #17, 2 bedroom, 2 bath available March 1, 2015  rented semi-furnished  with kitchen appliances and master bed.  Common pool, gym on beach, common pool.  Air conditioned through out and gated.

  • Available Now!
  • $2,200.00 per month plus utilities.
Almond Grove
NEW LISTING A very large & spacious apartment, it has two bedrooms two baths, fully furnished with air-conditioning in all rooms, dishwasher and washing machine, Garden patio, it has 24 hour security and private parking.

  •  Available end of October 2014
  • $1,700 per month
Cole Bay
NEW LISTING  3 bedroom, 3 bath fully furnished, air conditioned throughout, gated community.

  • Available December 1, 2014
  • $2,100.00 per month



Pelican Key
NEW LISTING  Town House 2 bedrooms, 3 bath  with sea view Fully furnished, air-conditioned thru out Common pool on the beach, beautiful gardens.

  • Available Now!
  • $2,600.00 reduced to $2,400.00 per month  plus utilities
Beacon Hill
NEW LISTING 1st floor One bedroom, 1 bath fully furnished, Walk to the beach, Ocean front, Generator on the property.

  • Available  Now!
  • $1,500 per month plus utilities
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  One bedroom furnished, internet cable included.

  • Available Now!
  • $1,300.00 per month
Studio at Tradewinds, The large room has a full bath with shower and tub, and a big walk-in closet. There is a king sized bed, a half sized refrigerator, a microwave and toaster oven, walk to AUC, common pool, walk to Beach.

  • Available Now!
  • $ 950.00 per month
Belair/Little Bay
NEW LISTING Upper level home 2 bedroom/2.5 bath house.  This unit has an alarm system,   Air conditioning in bedrooms and living room, ceiling fans throughout,  small pool, great view Belair.  Plus $200.00 monthly charge for 2  times per week pool service and gardener 2 times per month.  

  • Available Now!
  • $3,000.00  Unfurnished or  $3,400.00  Furnished per month
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 Feb 1 2015!
  • $3,000.00  Unfurnished or  $3,400.00  Furnished per month
NEW LISTING Belair Villa Free Standing Private Villa 3 bedrooms, 2 1/2 bath with view of the sea and private pool.  rents out fully furnished with A/C in living room and all bedrooms.

  • Available Now!
  • $2,200.00 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 Now!
  • $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