Second Wind

Reef Bay

  • Second Wind – Shouldn’t you be lying here?

  • This view looks at the main house and the east bedroom. Where the east bedroom deck ends, the National Park begins.

  • The pool bedroom is located in a private cabana beside the pool and hot tub

  • Your first peak of the view and drive in to Second Wind

  • The view of the Caribbean from your front deck

  • It’s about a 7-minute hike to the little used National Park beach at Reef Bay, shown here on a calm day

  • Your southerly view overlooks Reef Bay Beach and the Caribbean

  • The great room, shown here looking toward the kitchen, is comfortable and spacious and includes two seating areas

  • The great room, looking from the kitchen toward the pool

  • The living room has a separate seating area for watching movies, sports or your favorite drama

  • When you step outside the great room, this is your view

  • The deckside dining area also offers a scenic place to enjoy a good meal

  • Looking in to the kitchen from the TV area

  • The kitchen was remodeled in 2014 to accommodate a new dishwasher and now the kitchen is just perfect

  • Another view of the kitchen

  • The bedroom in the main house is just off the great room

  • The main house bedroom has a/c, a lovely view of the Caribbean, a 31 inch flat screen TV & the sound of surf breaking on Reef Bay

  • The view from the deck of the main house bedroom

  • The east cabana bedroom

  • The east cabana bedroom also has a/c, a charming view of the Caribbean, a 31 inch flat screen TV & the sweet sound of surf breaking on nearby Reef Bay

  • The east cabana bedroom is detached from the main house in a private and quiet setting

  • The view from the deck of the east cabana bedroom

  • Looking from the east bedroom to the pool. In 2016 all the decks were removed and replaced with epe, a dense hardwood that is very comfortable to walk on in bare feet

  • The west (pool cabana) bedroom

  • Like the other bedrooms, the pool cabana bedroom has a/c, a 31 inch flat screen TV, an enchanting view of the Caribbean and the peaceful sound of the breaking surf at Reef Bay

  • Each bedroom has a bath and outdoor shower similar to this bath

  • Looking out to your
    outdoor garden shower

  • The pool and hottub are located between the main house on the left, and the pool bedroom on the right

  • The hot tub tucked in the
    back for privacy.
    Don’t worry, you will
    have a view!

  • Taken from the hot tub
    overlooking Reef Bay


Second Wind is a one level villa that consists of a great house in the center, and a bedroom cabana to the left (east) and the right (west) of the great house. The great house contains the living/dining/kitchen areas plus the bedroom/bath with king or twin beds. The two cabanas are master bedrooms/baths that are similar in size and appointments. Second Wind faces southeast and gets plenty of sun, with a spacious sun deck and also a large covered deck for relaxing in the shade, with plenty of deck furniture for both.


  • Bedrooms: 3
  • Beds: 4
  • Bed Description: 2 Kings, 2 Twins convert to King
  • Bathrooms: 3
  • Property Location: Reef Bay
  • Proximity: Waterfront
  • Property Size: 2600+ sq ft
  • Year Property Complete: 2000
  • Beach: Reef - 5-8 min. hike
  • Pool: Yes
  • Pool Dimensions: approx. 17 x 9 x 4.5 ft deep
  • Hot Tub: Yes
  • Air Conditioning: Yes, bedrooms only
  • Children: Welcome
  • Wifi: Yes
  • Ipod Connectivity: Yes
  • Damage Deposit: $500
  • Distance To Town: It's a 15-18 minute drive to the shops, restaurants and grocery stores in Cruz Bay
  • Living Dining: Lots of south facing windows provide peaceful ocean views and create a bright interior that is accented by rose tiled floors, Caribbean artwork and rattan furniture that creates a comfortable and relaxing tropical island home. The living room includes a 46" flat screen TV/DVD, a stereo/CD and an iPod hookup, wireless internet and books and games. The dining room seats 6 around a wooden table or you can dine on the deck at a table for 4-6.
  • Kitchen: The handsome kitchen is fully tiled and well appointed with a 4-burner gas stove and oven, microwave, dishwasher, toaster, blender, coffee maker, telephone and a washer/dryer. A BBQ gas grill is on the deck.
  • Bedroom Details: All three air-conditioned bedrooms (2 kings, 2 twins-convert to a king) enjoy romantic water views through screened sliding glass doors. Each bedroom has a 31" flat screen cable TV, tiled bath with and a garden shower with a view. The twins/king bedroom is accessed from the great room or the deck, and the cabana bedrooms each have exterior private access.


Second Wind sits on a south facing lot on the very edge of the National Park in Reef Bay, on the south coast of St. John. We were one of the first companies to offer rentals in this unspoiled neighborhood, and as of 2015 Reef Bay still remains a largely undeveloped and beautiful hideaway. From your villa it is about a 1-2 minute walk to the Reef Bay path and a 5 minute hike down to tranquil beach walks along the usually deserted white sands of Reef Bay Beach – one of the most private National Park beaches on St John. For hikers, a scenic 1 mile hike along the Reef Bay shoreline brings you to another white sand beach at the head of Reef Bay. There is also an old sugar mill here with a self guided interpretative tour. Another 1.6 mile National Park trail leads you to the turquoise waters, white sands and snorkeling at Lameshure Bay. Along the way, visit the petroglyphs and a partially restored old manor house. You can also take a more challenging 1.2 mile hike to the top of scenic Bordeaux Mountain. It’s a 4 mile drive into Cruz Bay, all of which is on what passes on St. John for a mostly paved road, but Reef Bay is well off the beaten path, so few tourists ever explore this beautiful and relatively unknown area of St John.

Additional Information

Vehicle Information A 4 Wheel Drive vehicle is needed for travel on St John

Rates, Printing Errors, Changes and Omissions: Caribbean Villas is not responsible for printing errors and inadvertent omissions. All rates and villa details are subject to change without prior notice.

PHONE SERVICE/CELL PHONES: Local phone service is interrupted regularly and in spite of our efforts to reinstate service it can some times take weeks. AT&T is the only cell service we find operates efficiently on the island. If you do not have AT&T we strongly suggest you bring a pay as you go AT&T cell phone with you as we do not provide cell phones should the local phone service be interrupted.

Internet Service: The internet service is subject to frequent interruption. We cannot guarantee internet quality or speed. Renters might find it convenient to travel with a cellular carrier MiFi – a couple of examples are AT&T and Virgin Mobile. There will be no refunds due to the internet not working.

Pool Floats: Pool floats are not guaranteed with your villa rental. If you want access to them, please bring them with you.

Privacy Policy: All photos are the property of Caribbean Villas and Resorts Management Company (unless otherwise indicated) and may not be reproduced or used for commercial purposes without the express written consent of Caribbean Villas and Resorts.

Reservation Policies

After making your villa/condo booking with us, you have 7 days to send us your rental deposit and guest contract. Payment is by check, personal check is fine. Your sending us payment on your villa rental becomes a binding agreement; it constitutes your acceptance and agreement to these terms, conditions, limitations and restrictions as mentioned in our Payment and Cancellation Polices section on this page. If you have any problems or questions with any of this information, please be sure to call us for discussion and explanation before you send us your villa rental deposit monies and contract.

PAYMENTS: Caribbean Villas requires 50% down within 7 days of making your reservation by check only. Failure to make this payment subjects your reservation to automatic cancellation. The balance of your reservation including the tax/service charge and security deposit where applicable; is due 60 days prior to arrival. If traveling during the Christmas/New Years time period, the balance including the tax/service charge is due 120 days prior to arrival. Rates are based on Cash Prices – Payment is by check.  To pay with a visa/mastercard there is a 3% service fee. Please make the checks payable to Caribbean Villas and mail them to 89 Mussey Rd., Suite 103, Scarborough, ME 04074.

CANCELLATION POLICY: Once Caribbean Villas has received your deposit all payments are non-refundable/non-changeable. If you cancel/change your reservation, and we are able to rebook your entire set of travel dates, your money will be refunded, less a 20% administration fee of the total room charge.  If a replacement rental is not obtained for your entire set of travel dates, there will be no refund.  There will be no exceptions to this policy. Caribbean Villas highly recommends trip cancellation insurance.

HURRICANE AND/OR STORM POLICY:  There will be no refunds given for acts of God or force majeure, such as hurricanes, tropical storms etc on St John, USVI.  This policy applies to current and all future guests who have reservations to travel or are on St John.  We highly recommend trip cancellation insurance.   If insurance is not purchased and St John is impacted by an act of god or force majeure we will hold your money on account for a future stay.  There will be no exceptions to this policy.

TRIP CANCELLATION INSURANCE:  If you do not have a source, Caribbean Villas highly recommends CSA Travel Protection.  It is the guests responsibility to cover themselves in the event they need to cancel or change their vacation plans.

Please note: If we do not have your arrival information 60 days prior to your check-in, there will be a $50 charge applied to your security deposit.

PASSPORT REQUIREMENTS: If you are a U.S. Citizen traveling to the U.S. Virgin Islands (St. John, St. Thomas, St. Croix) you will need Proof of Citizenship; this is a Photo ID and a birth certificate with a raised seal (photo copies are not allowed). *For further information: * Please note: If you are traveling to the U.S. Virgin Islands (St. John, St. Thomas, St. Croix) and are planning to do any day trips/day sails to the British Virgin Island or any other Caribbean country you will need a valid U.S. Passport

MAID SERVICE: Our homes/condos do not include maid service. Maid Service may be arranged at an additional cost. Towels, linens, beach towels and paper products are provided for your entire stay. Any additional supplies will need to be purchased by the guest.

HOTEL TAX/SERVICE CHARGE: If traveling to St. John, a 12.5% hotel tax and 5% service charge will be added to your reservation. (When the hotel tax changes all reservations are subject to the tax increase.)

DAMAGE DEPOSITS (Security Deposit): Our Villas and Condos for the island of St. John all require a damage deposit. The deposit is $500-$1500 depending on the property reserved. In most cases this deposit may be applied to a Visa or MasterCard. Our consultants will advise you at the time of booking which policy applies to your rental home. The security deposits are fully refundable within 60 days of your departure, provided there is no breakage, damage, missing items, no charges incurred before, during or after your stay, still outstanding. All normal utilities (except long-distance phone calls or careless or extremely excessive use of your villa’s water supply) are included in your rental price. You hereby agree to pay Caribbean Villas on behalf of the owner of your villa the cleaning or replacement costs for all damages to personal property or to the real estate, which may occur as a result of your occupancy, excluding normal wear and tear. Locked pantries and closets are reserved for the use of the villa owner and are not included in this rental. You as a Guest agree to take all reasonable steps to ensure that your family and other guests in your party adhere to the rules and regulations affecting your villa. All villas are privately owned, so decor, colors and inventories will of course vary. All villas are fully furnished, including an ample supply of bed linens and towels for Guests’ use. Rearranging of furniture or removing any items from the villa is prohibited.

LIABILITY: Caribbean Villas, is acting hereunder as an agent for accommodations, and assumes no liability for property loss or damages, nor liability for injury, accident, delay, or irregularity which may be occasioned either by reason of defect in any vehicle or the acts of any company or persons engaged in conveying passengers to or from their villa. Transportation (airlines, ferries, charter vessels, rental cars and taxis) is supplied by providers who operate independently of Caribbean Villas. We assume no responsibility, therefore, for any loss, injury, or damage to person or property because of the acts of those providers. Furthermore, guests are responsible for their villa during occupancy, and must lock villa windows and doors securely at all times when not on the premises, and must exercise care in securing all personal property. Guests must observe all cautions as given in our blue guest book and/or by your local contact. All Caribbean Villa’s properties are privately owned. The Owner and Caribbean Villas reserve the right to refuse service to anyone at their complete discretion. Any and all disputes will be subject to jurisdiction only in the USVI.

COMPLAINTS AND MAINTENANCE: Caribbean Villas shall make every effort to keep all villas and their inventories in good working order. In case of a maintenance problem, they will strive to repair the problem as soon as possible after being notified. However, no refund or rate adjustment shall be made for unforseen failures such as the supply of electricity, water, pool filtration systems, air conditioning, television/cable service, internet access, appliances, etc. Due to wild fluctuations in our island electrical service and the lack of trained technicians here, we cannot guarantee that hot tubs at villas will operate correctly at all times, and no rebates will be given due to hot tub malfunctions. It is the Guest’s obligation to report any problem or damage IMMEDIATELY to us, regardless of the hour. No refunds will be considered unless problems are reported and reviewed by our staff during your stay on island.

CONSTRUCTION NOISE: Due to the amount of new villa construction on St. John, it is a possibility that construction may occur near your villa rental. Any construction and the possibility of new construction is outside the control of Caribbean Villas.

ENTRY INTO VILLA: Caribbean Villas or its staff may enter your villa to perform any repairs as necessary. If your villa is on the market for sale, we reserve the right to allow the villa to be shown, but only by advance appointment made with Guest. We will make every effort to schedule such brief showings at a time convenient to you, to respect your privacy, and not interrupt your vacation.

SUBSTITUTION: Caribbean Villas reserves the right to substitute comparable or better accommodations without liability, should the villa reserved be sold, out of order, double booked or be deemed substandard by us for any reason. If comparable accommodations are not available, Guest may receive a complete refund of all pro- rated rent and Hotel Tax/Service Charge paid for the original villa.

CAPACITY OF VILLAS: The total number of persons allowed in the villa at any one time is restricted to the number of persons scheduled and paid for (based on two persons per bedroom). Should a group misrepresent themselves, they will not be allowed entry into the villa. Exceptions to this term are made only by management, prior to your arrival dates and for infants under 2 yrs old; if sleeping in a baby crib and not occupying one of the villa’s beds.

QUIET ENJOYMENT AND PARTIES: Caribbean Villas wishes to maintain a family atmosphere for the quiet enjoyment of Guests. We rent to family groups and responsible adults only; absolutely NO house parties or functions such as weddings are allowed at the villas. Guests shall be sufficiently quiet and peaceful, so as not to disturb other residents of the neighborhood.

RATES AND PRINTING ERRORS: Caribbean Villas is not responsible for printing errors and inadvertent omissions. All rates and villa details are subject to change without prior notice.

CHECK IN TIME: St. John – 3:00 p.m. and forward. CHECK-OUT TIME: 10:00 a.m. sharp. PETS: No pets of any kind are allowed in or on the villa premises. A pet or evidence of a pet found on the villa premises will cause immediate eviction and forfeiture of Guest’s entire rent and deposit.

ARRIVALS: For St. John there is one complimentary arrival that brings the arriving guests to the vehicle rental to pick up their reserved vehicle and then escorts the party to their villa. For 8pm -12 midnight arrivals there is a $50 check-in fee. You may schedule additional arrivals as needed for $75 per arrival. Please note: If we do not have your arrival information 60 days prior to your check-in, there will be a $50 charge applied to your security deposit.

CABLE TELEVISION: For St. John, most of the homes have expanded cable, with a few exceptions. Occasionally there is a problem with the cable television service. Caribbean Villas does not have any control over the cable service and repairs are currently taking between 8-14 days to complete.

PHONE SERVICE: ALL LONG DISTANCE PHONE CALLS ARE RESTRICED. We ask all guests to use a calling card to make long distance phone calls.Local calls are free. Occasionally there is a problem with the telephone lines for the villa and condo rentals. Caribbean Villas does not have any control over the telephone company and repairs are currently taking up to 30 days to complete. Rapture and Kalorama only have cell phone service.

CELL PHONE USAGE ALONG THE NORTH SHORE: If you use your cell phone on the north side of the island there is a good chance you will pick up the cell tower on Tortola (British Virgin Islands). If this happens you will be charged for an international call on your cell phone plan. DRUGS AND

HAZARDOUS MATERIALS: Guests and members of his party shall not use or permit to be brought into any villa and illegal substances, inflammable fluids (e.g., gasoline, kerosene, naphtha or benzene), or other explosives or articles deemed hazardous to life, limb or property.

VILLA, SAFE AND GATE KEYS: Caribbean Villas shall charge Guests $175 for each set of lost or mishandled keys; gate remote controls will be charged at replacement cost. Guest is required to follow all instructions precisely on where to leave your villa keys and gate remote controls when you depart–call if you are unsure!

CONSERVING ELECTRICITY: Due to the cost of electricity doubling, the air-conditioning in our villas/condos will not be turned on when you are checked into your property. At check-in, our staff will be happy to show you how to turn the systems on and off, should you decide to use the air-conditioning. We are requesting that you turn the air-conditioning off in all rooms when not at the villa. It does not take long to cool a room down when you return to the villa. We understand this is your vacation and we want it to be enjoyable and relaxing. Anything you are willing to do will be appreciated in conserving your electrical usage.

SMOKING: All Villas are non-smoking. Guests may be fined up to $150 for smoking violations. GARBAGE REMOVAL: Guests are responsible for removal of all trash from their villa. A $75 fee will be applied to guest’s security deposit if rental agent is required to remove trash left behind. There are numerous dumpsters throughout the island for your use.

CABLE/INTERNET/TELEPHONE/ELECTRICITY: In the Virgin Islands these services may be interrupted. If an interruption occurs the rental manager will report the problem but we have no control over service repairs. There will be no rental refunds due to the interruption of these services. Internet Service: The internet service is subject to frequent interruption. We cannot guarantee internet quality or speed. Renters might find it convenient to travel with a cellular carrier MiFi – a couple of examples are AT&T and Virgin Mobile

    • RATES
    • In Season Prices
      Dec. 16, 2017 – April 13, 2018
      $2975/wk for 2 * $3220/wk for 3 * $3465/wk for 4 * $3710/wk for 5 * $3995/wk for 6
      Christmas/New Years (Dec 16 to Jan 6)
      $4794/wk 2-6
      Rates are based on 2 people per bedroom

    • Off Season Pricing
      April 15, 2017 – Dec. 15, 2017
      $2275/wk for 2 people * $2450/wk for 3 * $2625/wk for 4 * $2800/wk for 5 * $2975/wk for 6
      Thanksgiving -Off Season Rates Apply
      Rates are based on 2 people per bedroom

    • Hotel Tax/Service Charge
      12.5% Hotel tax/5% Service Charge
    • Damage Deposit

    Caribbean Villa Comments

    • Caribbean Villas Comments:

      Second Wind is an appealing home that offers a lot of amenities and activities at a very attractive price. The highlights include:
      Air conditioned bedrooms that open to beautiful views and the sound of surf rolling onto the beach at Reef Bay,
      A pool surrounded by a large sun deck, a private and romantic hot tub with superb star gazing, and a large covered deck for the shade dwellers,
      A 46" flat screen cable TV/DVD and wireless internet, plus iPod hookup,
      All the bedrooms have 31" flat screen cable TV's
      A superbly quiet and peaceful setting that is an easy walk to a National Park beach,
      You can stroll alone on Reef Bay beach where sea turtles still nest, or hike along the nearby National Park trail network. Active guests can swim, snorkel or surf in crystal-clear 82-degree waters which are a short hike away from your villa, or you can just lounge around your pool. We recommend Second Wind for honeymooners, romantics, families, ecotourists, or anyone looking to relax and unwind in one of St. John's most pristine naturalist settings. This is also one of the few homes that we offer where there are no stairs or steps, everything is on one level. Second Wind is a neighbor of Surfside and in combination these two villas could accommodate up to 12 people.

    • Guest Comments:

      - We had a very nice time at Second Wind. We loved the wonderful view, the quiet setting, the long covered porch, the pool and hottub! Thank you!
      - Thank you for our enjoyable stay at Second Wind. It was fantastic and we will gladly rent from you again in the future!
      - We all loved Second Wind and the Reef Bay neighborhood! We look forward to returning again! Thank you!
      - Thank you for checking with us - we had a wonderful time, and Second Wind was everything we had wished for:)) I hope to see you next year.
      - Thanks. We had a great time. Second Wind worked out very well for us. We'll definitely be in touch next

    Request Information

    Thank you for your interest in Second Wind!

    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 Second Wind

    We look forward to hearing from you!
    Diane, Dolores, Kris & Kim
    Caribbean Villas of St John Sales Staff

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