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Chocolate Hole Deluxe 5 Bd Villa W/Pool. Awesome Ocean Views!

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Last updated: 10/04/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:5-7 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:N/A

Property description

Villa Serendipity is a beautifully appointed five bedroom villa located high above Chocolate Hole Bay featuring a full length pool and sun deck with built in swimming pool and numerous seating and lounging area to enjoy the fabulous panoramic views of Chocolate Hole and the Caribbean Sea! Villa Serendipity is a deluxe vacation rental villa conveniently located in the upscale community of Chocolate Hole. This popular villa is a short 8-10 minute drive to the village of Cruz Bay where guests can enjoy an assortment of fine dining options, several grocery stores and a vast selection of duty free shopping options. There is a nearby beach located within 5-10 minutes walk and many of the world famous beaches in the VI National Park are only 10-20 minutes from Cruz Bay.

Arriving at Villa Serendipity, guests will find off-street private parking adjacent to the upper level of the villa. Entry to the villa is through a privacy gate from the parking areas into the covered breezeway where you will be 'swept away' by the panoramic views of Chocolate Hole Bay, St. Thomas and the incredible Caribbean Sea. The breezeway area features a solar shower for rinsing bodies and chairs coming from the beach, a casual seating area overlooking the fantastic views, a tiled table with seating for four and breakfast bar with pass through opening to the kitchen. The gas BBQ grill is also located adjacent to the breezeway a short distance from the kitchen area.

The entrance to the main house is through a beautiful sliding glass and screen door which opens to the dramatic domed ceiling and fully air conditioned great room. Immediately inside the entrance is the fully equipped gourmet 'chefs' kitchen featuring stainless steel appliances and all the necessary amenities to prepare snacks to full meals. The formal dining area with elegant glass topped table has seating for up to eight and a wine cooler built into the cabinetry of the kitchen provides quick access to wine for the evening meals. The comfortable living room area offers several chairs and an overstuffed queen sleeper sofa surrounding the armoire containing a flat screen HDTV, DVD Player and eclectic DVD video library. The open and spacious design of the great room is complimented by the full wall sliding glass and screen doors which allow the breathtaking ocean views and cooling trade wind breezes unrestricted entry to the living spaces.

There are two bedrooms with individually controlled air conditioning systems located adjacent to the great room. Next to the living room area is a queen bedroom with en suite garden bath and large tiled, open air walk-in shower. Closer to the kitchen is a king bedroom suite with a reading alcove and en suite bath featuring a beautiful dual sink vanity and tiled, walk-in shower. A third air conditioned guest bedroom on the main level is located across the entry breezeway from the main house and features a queen sized bed, wall mounted flat screen TV with cable service, a dual sink vanity and a beautiful tiled, walk-in shower. The southwest facing wall contains a full wall sliding glass and screen door which provides a fantastic view of Chocolate Hole Bay, St. Thomas Island and the Caribbean Sea.

Descending a short stairway from the full length, wrap around deck surrounding the upper living areas will bring you to the pool deck with the inviting in-deck pool and outdoor lounge areas. There is also an umbrella covered deck table with seating for six and the unique one-of-a-kind 'Surfboard Bar' located adjacent to the pool. The Surfboard Bar features an ice maker, mini-fridge, a flat screen HDTV, DVD player and audio sound system with dual docking and streaming capability. For lounging and sunbathing or lying in the shade with a good book there is an expansive side deck attached to the pool deck which offers several loungers, a unique cushioned rattan seating area and a large arching umbrella.

There are two additional bedrooms located adjacent to the pool and sun decks. The first guest bedroom is located directly off the pool deck and is a fully air conditioned bedroom suite featuring a queen size bed and a queen futon bed plus an en suite bathroom with tiled walk-in shower. There is also a wall mounted flat screen HDTV with cable service and a DVD Player. Direct access to the pool deck from this lower bedroom suite is provided through a large sliding glass doorway. The guest laundry facilities are conveniently located directly behind this bedroom in another breezeway. The fully air conditioned master bedroom suite is located adjacent to the sun deck and features a king size bed, exotic en suite bathroom with a dual sink vanity and an enormous tiled walk-in shower. Full wall sliding glass and screen doors allow panoramic views of Chocolate Hole and the Caribbean Sea as well as allowing the ever present cooling trade wind breezes to permeate this bedroom suite. The Master Suite also features a flat screen TV with cable service and a DVD Player.

There are ceiling fans throughout the villa and free WiFi is also available on both levels of the villa. Beach chairs and coolers are provided for use at our many world class beaches.

VILLA SERENDIPITY is an ideal location for large or small family gatherings and couples vacations. It is conveniently located a short drive from Cruz Bay and all of its eclectic duty free shopping venues and varied dining options. Come 'Live the Dream' on St. John at beautiful Villa Serendipity where you can relax and enjoy the visual beauty of Chocolate Hole and the breathtaking vistas of the Caribbean Sea!


Property Type

  • Villa

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Concierge
  • Massage
  • Private Chef


  • Minimum Age Limit For Renters:

    Renters must be 25 years or older to rent....moreless

  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed

Bedrooms: 5 Bedrooms, Sleeps 15, Beds for 15

  • Upper Level King Bedroom: 1 king


  • Upper Level Queen Bedroom: 1 queen


  • Breezeway Queen Suite: 1 queen


  • Master Bedroom: 1 king


  • Pool Deck Queen Suite: 1 queen, 1 sleep sofa /futon

    Futon Bed is en suite....moreless

  • Great Room Sleep Sofa: 1 sleep sofa /futon

    Queen size sleep sofa....moreless

  • One twin roll-away bed available.

Bathrooms: 5 Bathrooms

  • Upper King Bathroom: toilet, shower

    En Suite...moreless

  • Upper Queen Bathroom: toilet, shower

    En Suite...moreless

  • Courtyard Queen Bathroom: toilet, shower

    En Suite...moreless

  • Pool Deck Queen Bathroom: toilet, shower

    En Suite...moreless

  • Master Bedroom Bathroom: toilet, shower

    En Suite...moreless

Other Amenities

  • St. John is a small island approximately 4 miles wide by 9 miles long and is the home of the Virgin Islands National Park and the Coral Reef National Monument. Together these National treasures comprise more than 2/3 of the total land area and a significant amount of coastal waters surrounding St. John. Within the borders of the National Park, visitors will enjoy numerous hiking trails, visiting ruins, snorkeling and of course, sunbathing on a beautiful white sand beach. Commonly called 'The Jewel of the Caribbean' St. John boasts of its numerous world class beaches, duty free shopping venues and eclectic collection of dining options sure to satisfy the most discerning palates. Dare to 'Live the Dream' on beautiful St. John!...moreless


  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Video Library


  • Adventure
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions


  • Bay/Sound
  • Churches
  • Duty Free Shops
  • Festivals
  • Library
  • Playground
  • Pond
  • Reefs
  • Restaurants
  • Ruins

Local Services & Businesses

  • ATM/Bank
  • Babysitter
  • Fitness Center
  • Groceries
  • Hospital
  • Laundromat
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Beachcombing
  • Bird Watching
  • Gambling Casinos
  • Photography
  • Scenic Drives
  • Sight Seeing
  • Walking
  • Whale Watching

Location Type

  • Ocean View:

    Overlooks Chocolate Hole Bay and the Caribbean Sea!...moreless

Sports & Adventure Activities

  • Basketball Court
  • Deepsea Fishing
  • Fishing
  • Fly Fishing
  • Hiking
  • Jet Skiing
  • Paragliding
  • Sailing
  • Scuba Diving Or Snorkeling
  • Snorkeling
  • Sound/Bay Fishing
  • Surfing
  • Swimming
  • Tennis
  • Wind-Surfing

Arrival Day

  • Flexible


  • Child's Highchair
  • Dining:

    Indoor dining area adjacent to kitchen. Additional alfresco dining area on pool deck with seating for six....moreless

  • Dining Area
  • Seating for 8 people


  • Air Conditioning:

    Villa is fully air conditioned....moreless

  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room:

    Queen sleep sofa in living room...moreless

  • Parking:

    Private off street parking for 2-3 vehicles...moreless

  • Telephone:

    Free local calling within 340 area code ...moreless

  • Towels Provided:

    Including beach towels....moreless

  • Washing Machine


  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Pantry Items:

    Some pantry items may be available from previous guests....moreless

  • Refrigerator
  • Stove
  • Toaster


  • Balcony
  • Outdoor Grill
  • Tennis:

    Public tennis courts are located in the village of Cruz Bay....moreless

Pool / Spa

  • Private Pool

Forms Of Payment

  • Accept Credit Card


Write a review 4.8
from 4 traveler reviews
Rental basis: Per property
Rental rates quoted in: $
Dates Nightly Weekend Night Weekly Monthly * Event

Apr 11 - Nov 20, 2015
5 night min stay


Nov 21 - Nov 27, 2015
7 night min stay


Nov 28 - Dec 18, 2015
5 night min stay


Dec 19 - Jan 4, 2016
7 night min stay


Jan 5 - Apr 10, 2016
7 night min stay


Payment is usually accepted in the quoted currency ($) unless the currency and the amount is specifically agreed in advance with the manager / advertiser.

Additional information about rental rates:

Rates from $490 to $1175 per night
Seasonal Rates displayed on this site are for the use of one (1) bedroom by 1 or 2 guests. Contact Manager for rates for the use of additional bedrooms and/or additional guests. Christmas/New Year's Holiday Rates are for the use of 5 Bedrooms by 1 to 10 guests. If both 12/25 and 12/31 are requested, then a 10 night minimum stay will be required. There will be a $45/per person per night for each additional guest in excess of 10 guests to a maximum occupancy of 15 guests. A cleaning fee of $175 to $450 may be charged for approved stays of less than the posted minimum night stay requirements. Cimmaron Property Management, Inc. takes no responsibility for incorrect quotes made by

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Last updated: 10/04/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


23 Miles
Nearest Airport
St. Thomas
1.5 Miles
Nearest Barpub
Cruz Bay
1.5 Miles
Nearest Ferry
Cruz Bay
18 Miles
Nearest Golf
Mahogany Run, St. Thomas
1.5 Miles
Nearest Restaurant
Cruz Bay
0.5 Miles
Nearest Beach
Chocolate Hole Bay

Car: Necessary

Villa Serendipity in Estate Chocolate Hole is a 10-minute drive from the Cruz Bay ferry dock. For beaches and outdoor activities, you can find no better place to spend your vacation than the island of St. John! Choose from every water sport imaginable - swimming, snorkeling, diving, boating, para-sailing, windsurfing, kite surfing, kayaking, etc. Or, enjoy nature walks, hiking, tennis, mountain biking or horseback riding.

Other Activities: Recharging your batteries.

Golf: Golfing is available on the island of St. Thomas, a 20 minute ferry ride and a 20 minute cab ride. There are also additional courses on the island of St. Croix, 40 miles away via seaplane from St. Thomas.


Manager info

Contact us

Speaks: english

Guestbook comments from the property manager

1 of 2


  • Chocolate Hole Bay

    Chocolate Hole Bay

  • Solar Outdoor Shower

    Solar Outdoor Shower

  • Breezeway Seating

    Breezeway Seating

  • Great Room

    Great Room

  • Dining Area

    Dining Area

  • Upper Queen Bedroom

    Upper Queen Bedroom

  • Upper Deck Seating

    Upper Deck Seating

  • MBR King Bedroom

    MBR King Bedroom

  • Rainbow over Chocolate Hole

    Rainbow over Chocolate Hole

  • Pool Deck Surfboard Bar

    Pool Deck Surfboard Bar

  • Pool Deck Dining Area

    Pool Deck Dining Area

  • Large Pool Deck

    Large Pool Deck

  • Main Entrance

    Main Entrance

  • Breezeway


  • Gourmet Kitchen

    Gourmet Kitchen

  • Living Room

    Living Room

  • Upper King Bedroom

    Upper King Bedroom

  • Breezeway Queen Bedroom

    Breezeway Queen Bedroom

  • Sunset View

    Sunset View

  • Pool Deck Queen Bedroom

    Pool Deck Queen Bedroom

  • Swimming Pool Deck

    Swimming Pool Deck

  • Breezeway Bedroom Vanity

    Breezeway Bedroom Vanity

  • Alfresco Dining on Pool Deck

    Alfresco Dining on Pool Deck

  • Beautiful Sunsets

    Beautiful Sunsets

VRBO #116635

There have been  visitors to this page since the counter was last reset in .

This listing was first published here in 2005.

Date last modified - Sunday, October 04, 2015

$3,430 - $8,225 per week View calendar: Updated 10/04/15
  • Reviews
  • Sleeps
  • Bedrooms
  • Bathrooms
  • Property type
Member since: 2005
Speaks: english
Send email
  • Calendar last updated 10/04/2015
Phone number Show phone number

(340) 715-2666

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Chocolate Hole Deluxe 5 Bd Villa w/Pool. Awesome Ocean Views!

Chocolate Hole #128706ha

5 BR  5 BA  Sleeps 15

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