Klein Bay

  • Your view of Klein Bay from your beautiful home, Oleander. (Nov. 2019 photo)

  • Your view looking south over Ditliff Point and out to Rendezvous Bay. (Nov. 2019 photo)

  • Your entrance to Oleander, beautifully landscaped and awaiting your arrival. (Nov. 2019 photo)

  • As you enter Oleander, this is your first glimpse of the beautiful views. You will enjoy relaxing here with your morning coffee or evening beverage. (June 2021 photo)

  • Gazing back at your entrance to Oleander. Warm and inviting. (Nov. 2019 photo)

  • You will enjoy the breathtaking views and comfortable furnishings at Oleander. (Nov. 2019 photo)

  • Your spacious sun deck is located on the lower level (June 2021 photo)

  • Your pool at Oleander has beautiful views overlooking the harbor at Klein Bay. (Nov. 2019 photo)

  • And if you feel like relaxing in the shade by the pool, there is a comfy couch for you to curl up on (June 2021 photo)

  • There is also a shaded dining and sitting area on the lower sun deck. (June 2021 photo)

  • Your first view of the beautifully furnished great room as you enter. The views of Klein Bay are breathtaking.

  • There are plenty of places to sit, relax and enjoy each others company. (Nov. 2019 photo)

  • You will enjoy dining together at this elegant table at Oleander (Nov. 2019 photo)

  • Your covered outside dining table is shaded and has spectacular views of Klein Bay and beyond. (June 2021 photo)

  • The brand new kitchen at Oleander is well equipped and waiting for you to prepare a delicious meal. (Nov. 2019 photo)

  • Or maybe you prefer hiring a private chef to prepare that meal for you. (Nov. 2019 photo)

  • Looking towards your interior dining table and kitchen from your upper deck. (June 2021 photo)

  • Your upper level Master bedroom (Nov. 2019 photo)

  • Your pillow view from the upper level master bedroom. Imagine yourself waking up to this view in the morning. (Nov. 2019 photo)

  • The bathrooms for the upper and pool level master bedrooms are similarly appointed. (Nov. 2019 photo)

  • And both have an outdoor garden shower. (Nov. 2019 shower)

  • Your pool level master bedroom (Nov. 2019 photo)

  • Looking in to your attached bathroom from your pool level master bedroom (Nov. 2019 photo)

  • Your pillow view from this bedroom is just as stunning (Nov. 2019 photo)

  • The third bedroom at Oleander is a suite, located on the pool level. It includes a living area, kitchenette and attached bedroom and bathroom. (Nov. 2019 photo)

  • The kitchenette in the pool level master suite is well equipped. (Nov. 2019 photo)

  • Your bedroom of the pool level master suite (Nov. 2019 photo)

  • The attached bathroom of the pool level master bedroom suite (Nov. 2019 photo)

  • The pebble beach at Klein Bay

  • When you see this sign, you have arrived at your home away from home. Relax, unwind and enjoy!

Oleander is a newly renovated and elegant 3 bedroom, 3 bath villa with central a/c, 3 master bedrooms, multiple decks for relaxing, a private pool and the same gorgeous views looking out over Klein Bay.   

Once you enter the home, you will immediately be drawn to the views looking out over the bay.  To the right you will access the great room that is elegantly furnished.  With its open floor plan, you have plenty of space to relax and unwind.  To the left of the entrance is the upper master bedroom, with king bed, a/c and outdoor garden shower.  There are exterior stairs down to the lower level, where you will enjoy relaxing in the sun or shade, as both are available for your enjoyment.  To the left of the pool is the second master bedroom, it is an identical layout to the upper master bedroom.  To the right of the pool, is the master guest suite, the suite includes a kitchenette, a living area and a master bedroom with king bed and private bath with interior tiled shower.

If you have stayed at Oleander before, it is time to come back and if it is your first time and you want a truly special vacation retreat, Oleander will welcome you the minute you walk through its front doors.   

    • RATES
    • In Season
      Jan. 9, 2023 – April 15, 2023

      Rates based on 2 people per bedroom

    • $6202/wk for 1-2 – 1 bedroom
      (main level master bedroom)
      $7203/wk for 3-4 – 2 bedroom
      ( 2nd master bedroom)
      $8204/wk for 5-6 – 3 bedroom
      (w/bedroom suite)
    • RATES
    • Off Season
      April 16, 2022 – Dec. 15, 2022

      Rates based on 2 people per bedroom

    • $5201/wk for 1-2 – 1 bedroom
      (main level master bedroom)
      $6153/wk for 3-4 – 2 bedroom
      ( 2nd master bedroom)
      $7105/wk for 5-6 – 3 bedrooms
      (w/bedroom suite)
    • RATES
    • Holiday Rates
      (Flat Rates)
    • Thanksgiving
      Nov. 19-27, 2022
      $8204/wk for 2-6 people

      ** Christmas/New Years
      Dec. 16, 2022 – Jan. 8, 2023
      $9506/wk for 2-6 people

    • ** Xmas/New Years – 12 night minimum if taking both holidays, including Christmas Eve & New Years Eve
    • 12.5% hotel tax/5% service charge

      $1000 prepaid damage deposit
      (Damage deposit is refunded 30 days after departure as long as no damage occurs during your stay)

    • Cable Smart TV’s in Living Room & Bedrooms
      DVD Player
      Safe for Valuables
      BBQ Gas Grill
      Washer & Dryer
    • Beach Chairs
      Beach Towels
      Beach Cooler
      Iron & Ironing Board
      Linens & Bath Towels
    • Caribbean Villas Comments:

      Oleander was built in 1991 by the original developer of Klein Bay. As developers often do, they kept the choicest lots for themselves. Fast forward to present day and its obvious that Klein Bay is still one of the most beautiful locations on St John.

      Oleander began its major renovations in 2016. After 3 years, the rebirth of Oleander was complete and absolutely worth the wait. The new renovations which include an entire new second floor and furnishings are absolutely stunning. Oleander still offers quiet relaxation and intimate picturesque views, which is a staple in this location. Some of its best features include:

      A newly renovated, air conditioned great room on the main level. This open floor plan is warm, inviting, and a perfect place to unwind with your loved ones.

      Three air-conditioned master bedrooms with king beds, cable TV, ocean views and private decks.

      Plenty of outside deck space including areas to sun bathe or relax in the shade.

      Easy access to calm, sparkling clear waters that offer enjoyable swimming and snorkeling.

      The soothing background music of gently surf breaking on the beach below.

      A bright yellow sun by day and shimmering white moon by night completed with the sounds of nature all around.

      Colorful ever-blooming bougainvillea and oleander flowers and well-kept landscaping that envelopes the house.

      Stylish touches such as a custom tiled pool, arched windows and tasteful artwork.

      Oleander it perfect for couples, families with children 10 years or older, and honeymooners, all who desire a memorable and stunning 3 bedroom home in a beautiful waterfront setting.

    • Guest Comments:

      - We just returned from St John and had a wonderful time! This was our second stay with Caribbean Villas and our first at Oleander. The villa was beautiful and we loved the views from the deck area! Thank you!
      - Loved our stay at Oleander!! Thank you!!
      - Our trip to St John was wonderful! The weather was perfect. We really enjoyed staying at Oleander..the house, the location was just what we asked for in a rental home! Thank you!
      - We all had such a great experience from the beginning when Luciah (sp) met us at the ferry with our jeep to our last nite swiming in Klein Bay. Luciah is the perfect person to represent your organization; she was full of information all conveyed with charm and a wonderful smile. Thank you so much for providing us with such a wonderful villa in such a wonderful location on the island. We hiked several trails, swam in several pristine bays, saw turtles, and enjoyed every second of our stay. We truly will visit again.

    Request Information

    Thank you for your interest in Oleander! 

    Our villa consultants have 30+ years of knowledge and we look forward to helping you find your perfect villa vacation!

    To email, please complete the following information or if you prefer to speak with a “live” person, please call our sales office, 800 338-0987.

    We are open from 9:00 am to 5:00 pm, Monday – Friday, EST. You may also check availability and make a reservation on our website.

    We look forward to hearing from you!

    Diane, Dolores, Kris & Kim

    Caribbean Villas of St John Staff