Cinnamon Bay

  • This is one of St. John’s most beautiful views

  • This is your first view of your pool and Cinnamon Bay as you approach Anole

  • As the clouds drift past Cinnamon Bay the water colors and hues change from beautiful to amazing

  • The pool and deck are exceptionally private, you cannot see, or be seen from another villa

  • Looking at Anole from the pool and sundeck. Anole is a two level villa but only the upper level is visible in this photo

  • A 30ft x 8ft wall of glass provides a marvelous view from the great room. (Dec. 2018 photo)

  • Anole’s great room viewed from the dining area (Dec. 2018 photo)

  • Anole’s living room (Dec. 2018 photo)

  • Your great room include the living, dining & kitchen areas (Dec. 2018 photo)

  • The view from the living room is drop dead gorgeous

  • The interior dining table captures the fabulous view

  • The table on the deck offers an even more inviting setting

  • Your interior dining table is a few steps away from the bar and kitchen (Dec. 2018 photo)

  • The kitchen at Anole was fully renovated in 2018. (Dec. 2018 photo)

  • Like this screened in porch (lanai), which is located in the upper right bedroom shown here, every bedroom has an adjoining screened sitting area that opens to the stunning views

  • Anole’s upper right bedroom, viewed from your screened porch (Dec. 2018 photo)

  • Your upper right bedroom has a king bed (Dec. 2018 photo)

  • Your wake up view from the upper right bedroom is stunning (Dec. 2018 photo)

  • In 2018, the ensuite bathroom for the upper right bedroom was renovated. (Dec. 2018 photo)

  • Your upper left bedroom has a king bed and is quite similar to the upper right (Dec. 2018 photo)

  • This bedroom also have a gorgeous pillow view looking out over Cinnamon Bay (Dec. 2018 photo)

  • This screened lanai of the upper right bedroom has a natural & unspoiled view of the National Park & its surrounding waters

  • The upper left bedroom bathroom was also completely remodeled in 2018 (Dec. 2018 photo)

  • The lower level bedroom can be set up as a king or as two twins. And like the upper bedrooms has a screened lanai. (Dec. 2018 photo)

  • The view from the lower left bedroom …what a great way to wake up in the morning!

  • The lower right bedroom can be set up as a king or as two twins. This bedroom also opens up on to a screened lanai. (Dec. 2018 photo)

  • The partial view from the lower right bedroom

  • The view to the west, with not a villa in sight

  • The view to the north, nothing but sky, water and National Park

  • The pool and sundeck also offer stunning views of the National Park and the U.S. and British Virgin Islands

  • The view to the northeast, unspoiled, natural and beautiful

  • Your view from Anole…..breathtaking!

Anole is a 4 bedroom 4.5 bath home with a private pool.  This two level design includes the great room and two bedrooms with ensuite baths, plus a half bath on the upper level, and two additional bedrooms with ensuite baths and the pool on the lower level.

You park on the upper level and when you enter the great room you will be immediately drawn to the spectacular views looking out over the north shore and Cinnamon Bay.  The handsome great room, complete with beautiful island stonework, tiled floors, and cathedral ceiling was newly renovated and refurnished in 2018. The kitchen and interior dining are on the right side of the great room, while the living area occupies the left half of this attractive room.

The upper level bedrooms, each with a delightful screened in porch, spectacular views and a sitting area are located on opposite sides of the great room. A tiled sundeck runs the length of the great room, and exterior stairs off the sundeck lead to the pool and the lower bedrooms. The lower bedrooms are also good sized, with pleasant screened in porches and lots of privacy. A covered deck is located between the lower bedrooms.

The pool sits in a very private, lushly landscaped site on the west (left) side of the house and can be accessed by stairs from the house or by the stairs off the driveway.  

If you are looking for a home with spectacular views, Anole is the home for you.  Perfect for couples, families and anyone looking for a private St. John island retreat.


  • 10% - New reservation only.
  • Aug. 27 - Sept. 5, 2022 & Sept. 19 - Oct. 4, 2022

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

    Rates based on 2 people per bedroom

  • $6083/wk for 2-4 – 2 bedroom
    $6699/wk for 5-6 – 3 bedroom
    $7315/wk for 7-8 – 4 bedroom
  • Off Season
    April 16, 2022 – Dec. 15, 2022

    Rates based on 2 people per bedroom

  • $3395/wk for 1-2 – 1 bedroom
    $3955/wk for 3-4 – 2 bedroom
    $4515/wk for 5-6 – 3 bedroom
    $5075/wk for 7-8 – 4 bedroom
  • Holiday Rates
    (Flat Rates)
  • Thanksgiving
    Nov. 19 – 27, 2022
    $5075/wk for 2-8 people

    ** Christmas/New Years
    Dec. 16, 2022 – Jan. 8, 2023
    $8778/wk for 2-8 people

  • ** Xmas/New Years – 12 night minimum if taking both holidays, including Christmas Eve & New Years Eve.
  • 12.5% Hotel tax/5% Service Charge

    $500 Damage Deposit

  • Cable TV
    DVD Player
    Safe for Valuables
    BBQ Gas Grill
    Washer & Dryer
    Screen Porch off each Bedroom
  • Beach Chairs
    Beach Towels
    Beach Cooler
    Iron & Ironing Board
    Linens & Bath Towels
  • Caribbean Villas Comments:

    We added Anole to our villa portfolio in the summer of 2005. It is a unique vacation home in an absolutely stunning location, so adding this villa was an easy decision. Here is what makes Anole special:

    • Cinnamon Bay and the north shore of St. John have now become one of the Caribbeans finest locations for villa rentals. The gorgeous views, the national park, and the peaceful, quiet atmosphere make this a very exclusive and desirable neighborhood.
    • As you enter Anole, a 30 ft wide, 8ft tall wall of glass reveals the setting that defines this villa and makes it beautiful and exhilarating.
    • Location, location... This is one of St. Johns most private homes. Although you have neighbors, (Cinnamon Bay Estate, Peace and Plenty), the lush tropical vegetation insures that you cannot see or be seen by another villa. The closest roofs that you see are on Tortola, three miles to the east. The accent on privacy is also built into the villa. With an oversized 350 sq/ft bedroom on each side of the villa and with two bedrooms up and two down, each bedroom remains very quiet and private.
    • Each bedroom has a unique 150 sq/ft screened in porch that guests absolutely love. Each porch has two rocking chairs, and individual privacy and peacefulness. You can experience the natural sights and sounds of your lush tropical surroundings, up close, but without any winged intruders that go buzz in the night. At night the only lights visible are a sparse string of lights on Jost Van Dyke, and the glow of lights from Cane Garden Bay on Tortola. The stargazing is excellent, and the sensation of being on a tropical island, seemingly removed from civilization, is wonderful.

    Anole is an excellent home for families, is also ideal for 1-4 couples, and this dreamy setting is well suited for honeymooners and lovers. If your travel plans include more than 8 people, Anoles neighbors are the lovely villas Cinnamon Bay Estate, (3 bedrooms), Peace and Plenty (4 bedrooms) and Cinnamon Ridge (5 bedrooms).

    Note: A 4 wheel drive vehicle is advisable for Anole. The Anole neighborhood roads are unpaved, and the road conditions vary dependent on the weather. The roads are not dangerous, but can be bumpy due to periods of heavy rainfall during rainy season.

Request Information

Thank you for your interest in Anole! 

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