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Stonehouse

  • Summer:

    $2,450 / 1-2; $2,940 / 3-4; $3,430 / 5-6; $3,640 / 7-8
  • Winter :

    $3,150 / 1-2; $3,640 / 3-4; $4,130 / 5-6; $4,340 / 7-8
  • Holiday:

    $6,160 / 1-8
  • Location:

    Upper Carolina
  • Beds:

    3
  • Baths:

    3
  • Max Guests:

    8

Estate Fortsberg

  • Summer:

    $4,620/ 1-4; $4,900 / 4-6; $5,250 / 7-8
  • Winter :

    $6,755 / 1-4; $7,210 / 5-6; $7,805 / 7-8
  • Holiday:

    $8,820 / 1-8
  • Location:

    Estate Fortsberg
  • Beds:

    4
  • Baths:

    4.5
  • Max Guests:

    8

Casa de Suenos

  • Summer:

    $3,815 / 1-2; $4,025 / 3-4; $4,550 / 5-6 $5,040 / 7-8; $6,510 / 9-10
  • Winter :

    $4,550 / 1-4; $4,795 / 5-6; $5,040 / 7-8; $6,510 / 9-10
  • Holiday:

    $6980 / 1-8; $7330 / 9-10
  • Location:

    Upper John's Folly
  • Beds:

    5
  • Baths:

    5.5
  • Max Guests:

    10

La Mer

  • Summer:

    $3,990 / 1-4; $4,305/ 5-6; $5,005 / 7-8
  • Winter :

    $5,215 / 1-4; $5,600 / 5-6; $6,020 / 7-8
  • Holiday:

    $6,510 / 1-8
  • Location:

    Carolina (RT 108)
  • Beds:

    4
  • Baths:

    4.5
  • Max Guests:

    10

Amarilla Villa

  • Summer:

    $3,325 / 1-2; $3,850 / 3-4; $4,410 / 5-6
  • Winter :

    $4,760 / 1-4; $5,110 / 5-6
  • Holiday:

    $5,810 / 1-6
  • Location:

    Flanagan's Passage
  • Beds:

    3
  • Baths:

    3.5
  • Max Guests:

    6

Villa Ventosa

  • Summer:

    $2,940 / 1-2; $3,640 / 3-4; $3,780 / 5-6
  • Winter :

    $4,270 / 1-4; $4,410 / 5-6
  • Holiday:

    $5,390 / 1-6
  • Location:

    Calabash Boom
  • Beds:

    3
  • Baths:

    3.5
  • Max Guests:

    6

Skyridge

  • Summer:

    $2,800 / 1-4; $4,270 / 5-8
  • Winter :

    $3,640 / 1-4; $5,215 / 5-6; $5,705 / 7-8
  • Holiday:

    $6,160/1-4
  • Location:

    Upper Carolina
  • Beds:

    5
  • Baths:

    4
  • Max Guests:

    10

Palladio’s View

  • Summer:

    $2,240 / 1-2; $2,520 / 3-4; $2,695 / 5-6
  • Winter :

    $3,675 / 1-4; $3,780 / 5-6
  • Holiday:

    $4,410/1-6
  • Location:

    Calabash Boom
  • Beds:

    3
  • Baths:

    2.5
  • Max Guests:

    6

Villa Madeline

  • Summer:

    $2,905 / 1-4
  • Winter :

    $3,675 / 1-4
  • Holiday:

    $4,060 / 1-4
  • Location:

    Eden Place
  • Beds:

    2
  • Baths:

    2.5
  • Max Guests:

    4

Wind Ridge

  • Summer:

    $1,995 / 1-2
  • Winter :

    $2,100 / 1-2
  • Holiday:

    $3,150 / 1-2
  • Location:

    Freeman's Ground
  • Beds:

    1
  • Baths:

    1
  • Max Guests:

    2

Island Breeze

  • Summer:

    $1,960 / 1-4; $2,030 / 5-6
  • Winter :

    $2,975 / 1-4; $3,395 / 5-6
  • Holiday:

    $3,500 / 1-6
  • Location:

    Cedar Lane
  • Beds:

    3
  • Baths:

    3
  • Max Guests:

    6

Sail View

  • Summer:

    $1,645 / 1-2; $1,925 / 3-4; $2,240 / 5-6
  • Winter :

    $3010 / 1-4; $3,570 / 5-6
  • Holiday:

    $3,850 / 1-6
  • Location:

    Carolina Valley
  • Beds:

    3
  • Baths:

    3.5
  • Max Guests:

    6

Banana Cabana

  • Summer:

    $1,540 / 1-4
  • Winter :

    $2,240 / 1-4
  • Holiday:

    $2,520 / 1-4
  • Location:

    Eden Place
  • Beds:

    2
  • Baths:

    2
  • Max Guests:

    6

Villa Nesta

  • Summer:

    $1,750 / 1-2
  • Winter :

    $2,100 / 1-2
  • Holiday:

    $2,800 / 1-2
  • Location:

    Ajax Peak
  • Beds:

    1
  • Baths:

    1
  • Max Guests:

    3

Mornin’ Glory

  • Summer:

    $1470 / 1-4; $2,030 / 5-6
  • Winter :

    $2,030 / 1-4; $2,380 / 5-6
  • Holiday:

    $2,590/ 1-6
  • Location:

  • Beds:

    3
  • Baths:

    2
  • Max Guests:

    6

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*Rates are shown weekly

  • Winter Season: December 15th thru April 15th. *7 night min.
  • Summer Season: April 16th thru December 14th. *5 night min.
  • Holiday Season: December 21st thru January 4th. *7 night min.

All rates subject to 12.5% USVI Hotel Tax. A $35 insurance fee is required. Rates are subject to change without notice. 

Claim your offer

*NOTICE*

In response to the COVID-19 pandemic, the Windspree office has limited hours of operation. We appreciate your patience and understanding during this challenging time.

Please be safe and stay healthy, all of us at Windspree look forward to the future and serving you on your St. John vacation!

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