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 LISITNG  A 1 BDRM apartment with a Boat Slip (+ $200)  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.  Centrally located and convenient for every desirable amenity such as supermarket,  pharmacy, marina and hot night-life spots and within walking distance to 2 beautiful beaches and many,  many restaurants.

  • Available Now!
  • $1,900 / month
  • $200 / month Boat slip (optional)


NEW LISTING  Studio SBYC rented unfurnished  with only the kitchen appliances and washer/dryer.  It has a view of the lagoon and pool.  Gated, security, common pool, tennis, parking space, fully air conditioned, balcony,  and great location.
Can be rented with a boat slip at additional charge.

  • Available August 14, 2015
  •  $1, 300.00 per month  One year lease



Cole Bay
NEW LISTING  2 Bedrooms 1 bath fully furnished Apartment with A/C .

  • Available Now!
  • $1,400 per month plus utilities and internet
NEW LISTING 2 Bedrooms 2 1/2 Bath fully furnished Apartment with A/C

  • Available Now!
  • $2,000 per month plus utilities and internet


NEW LISTING  2 Bedrooms 1 bath semi furnished (appliances only) Apartment A/C with great views.

  • Available Now!
  • $1,200 per month plus utilities and internet
Pelican Key
NEW LISTING Grove Residence. Fully furnished one bedroom, one bath apartment.Air conditioning in the bedroom and ceiling fans in bedroom, kitchen, and
living room. Sea view, common pool, small TV, Queen size bed

  • Available Now!
  • $1 500.00 per month including gas and utilities.
NEW LISTING Pelican Cove #13, The unit  is furnished and has 2 bedrooms and 2 ½ bathrooms and has approx. 2300 sq ft, of which about 400 sq ft is the outdoor deck space. This is styled as a duplex condominium semi furnished, complete with it’s own private pool.

  • Available Now!
  • $ 2,200 per month


NEW LISTING La Terrasse 5591 one Bedroom with all amenities of the complex, including Airco, Satellite.

  • Available Now!
  • $1,400  per month plus electricity, water and internet
Beacon Hill
NEW LISTING Sunset Villa 2 bedroom 2 bath, Fully furnished, Air-conditioned throughout, Walk to the beach, Amazing views, Private pool, and deck, Gated community with security

  • Available Now
  • $2,600 per month +utilities
Terres Basses
NEW LISTING   Elysium 5 bedroom Villa lives up to its name. This gorgeous, very secluded and peaceful 5 bdrm villa with own little beach.  the villa includes media room, a private gym, full gourmet kitchen complete with stainless steel and granite countertops, pool and Jacuzzi.

  • Available Now!
  • $6,500 per month plus utilities as water, electric, cable or satellite, and pool man.
NEW LISTING  Porto Cupecoy 3 bedroom, 3 ½ bath has parking and security, common pool, tennis and close to supermarket, restaurants, shops and marina.  Includes all appliances.Brand new kitchen with blue marble, large terrace overlooking lagoon, marina, and piazza Gated, air conditioned throughout and shutters throughout.

  • Available now!
  • $3,800.00 per month



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 Now!
  • $3000 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 per month
Pointe Blanche
NEW LISTING Seneca Residences, Point Blanche, Brand new construction, completion is August 2015.There is ocean side pool, elevator,  stand by generator, and ample parking.  Views may differ depending on apartment floor and location.  Some units have sea views and other have valley views.One, Two and 3 bedroom available for long term rental unfurnished.    These units are brand new and ready to rent starting August 2015.These units are great for the business people that work in Philipsburg and want to be close to town.

  •  Available August 2015
  • 3 bedroom $2,600.00   per month
  • 2 bedroom $2,100.00   per month
  • 1 bedroom $1,300.00   per month

Furnishings upon request

Oyster Pond
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

  • Available Now!
  • $3,000 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