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Your view from the living area out to the infinity edge pool. Exceptional mornings and sunsets!
1 of 121Your view from the living area out to the infinity edge pool. Exceptional mornings and sunsets!
Castle -
4 Bedrooms , 5 Bathrooms , Sleeps 10
Sandy Ground, Anguilla
Dear Paradise Researcher,

Thanks for arriving at this special moment; the moment of paradise

Anguilla is still True Paradise.

PLUS... It' is always summer on Anguilla

NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations.

No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event of entering past the castle's impressive gate into a flowered compound of bold hibiscus, oleander & bougainvillia with tantalizing sea views all the way to the horizon.

When you enter the stunning castle, which was specifically designed to draw you to the expanding and amazing sea, island and shore views. With every step forward, you move closer to a massive view of 'Mother Nat...
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Listing #FKN4309035
About the Owner
Languages spoken:German, Portuguese, Japanese, English, Italian, French, Spanish
Response Rate:85%
Response Time:Within a day
Listed Since:July 2009
Interaction with guests
Once you book your retreat to True Paradise, let us have a wonderful chat. We will help with: FLIGHTS! TRANSFERS! VEHICLES and provide island maps in advance! EXTENSIVE RESOMMENDATIONS AND INTRODUCTIONS CHEERS! Elise & Paul
Reviews from our community
Write a ReviewReviews (93)

1 - 3 of 93 reviews

Reviewed July 17, 2018 via mobile

The Castle was beautiful! The bedrooms all had breathtaking views, bathrooms and even outdoor showers. The pool area was amazing and the infinity pool was perfect. We grilled, swam, sunbathed, watched gorgeous sunsets. The owners were extremely helpful with pre trip preparations. It was hard...More

1  Thank annschwar2018
alegaleg, VR Owner at BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!, responded to this reviewResponded July 22, 2018

Thank You Ann, The enjoyment of our preparation for you and your groups' visit to Anguilla and Grand Outlook Castle was wonderful and effective. Your words here are also wonderful, helpful and appreciated. We are confident these words will provide wonderful insights for guests looking...More

Reviewed May 16, 2018 via mobile

This property is amazing. Even more beautiful and spacious than the pictures show. Paul gave us wonderful advice for a trip and his staff was friendly.The property is immaculate and I definitely would return.More

Thank Beth B
alegaleg, VR Owner at BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!, responded to this reviewResponded May 18, 2018

THANKS BETH!!! Very happy you had an "amazing" trip to our version of True Paradise. You and your "entourage" are always welcome at Grand Outlook Caste and the wonderful island of Anguilla. ThnkYou Elise & Paul together with Katie, Gifford, Rolyn & the Castle's entire...More

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Reviewed March 20, 2018

The location of this property is amazing with gorgeous views of the sunset every night The house withstood Hurricane Irma with no issues. The grounds are as beautiful as ever. The owners, Paul and Elise, and the staff took great care of us. One call...More

Thank ElizabethR1984
alegaleg, VR Owner at BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!, responded to this reviewResponded May 6, 2018

Thank You LIz... We are thrilled to have your return again to Anguilla and Grand Outlook Castle... 4 consecutive season. YEAH! TGYC Elise & Paul

  • Air Conditioning
  • Alarm Clock
  • Balcony or Terrace
  • Blender
  • Boat Available
  • Books
  • Cable/satellite TV
  • Ceiling Fans
  • Children's Pool
  • Deck
  • Dining Seats (10)
  • Dishwasher
  • Dryer
  • DVD Player
  • En Suite Rooms (4)
  • Freezer
  • Grill
  • Hairdryer
  • Half Baths (1)
  • Highchair
  • Internet Access
  • Iron
  • Kettle
  • King Beds:(2)
  • Linens Provided
  • Living Room Seats (10)
  • Local Guides/Maps
  • Microwave
  • Mountain Views
  • Ocean Views
  • Outdoor Dining Area
  • Patio
  • Porch
  • Private Outdoor Pool (Unheated)
  • Private Yard
  • Queen Beds:(2)
  • Refrigerator
  • Safe
  • Secure Parking
  • Single Beds:(2)
  • Stereo System
  • Stove
  • Suitable For Children Under 5
  • Telephone
  • Toaster
  • Towels Provided
  • TV
  • Washer
  • Waterfront
  • Water Views
  • Wi-Fi
House rules
    Pets not allowed
    Ask about smoking
    Check in: 3:00 PM
    Check out: 11:00 AM
Treat the Grand Outlook Castle like it were your own home. Once you have your flights, together, we will gladly arrange for all else; transfers, vehicles, a chef...
    1 Half bath
    4 Attached (ensuite)
    2 Kings
    2 Queens
    2 Twins
Show Rates

Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

Select the number of guests
Dates Min stay Per night Per week
Default 5 nights
Aug 18, 2018 -
Nov 16, 2018
TOTALLY RELAXED SEASON! think Nantucket with no crowds...
5 nights
Nov 17, 2018 -
Nov 24, 2018
7 nights
Nov 25, 2018 -
Dec 18, 2018
5 nights
View all periods
Please note: rates may have been converted from the original local currency to U.S. Dollars and are approximate rates that may change due to exchange rate fluctuation. Please contact the manager to confirm actual rates for your requested dates.
  • 10% GOV TAX INCLUDED: $0 / stay - Fee
  • Tourism levy included: $0 / stay - Fee
Additional Rate and Availability Information
Grand Outlook Castle has value driven rates AND include ALL Taxes and Fees! Truly, the Best villa value on Anguilla! Most weekly rates are for 2-4/5 GUESTS bedroom use only. Additional bedrooms are +$50-$100 per night per guest to cover additional costs.

Honeymoon Special is ONLY 1 bedroom use which is the Grand Outlook Castle, Super Master! Super Master has a double headed outdoor shower, both an east and west veranda and is 76 feet long with 18 foot high ceilings; pure romance and intimacy every moment. You will not want to leave!

EARLY BOOKINGS, a year in advance or more, RECEIVE FREE Travel Insurance policy... Refunds your deposit for all covered reasons. DIRECT FLIGHT TO ANGUILLA (AXA)
NOW we can arrange for direct flights from San Juan to Anguilla on Anguilla Air. Prices are very reasonable .

Hide Rates
About the neighborhood
MOST important to you, our potential guests, is that 100% of our review writing prior guests would gladly return to Grand Outlook Castle again AND again. Read a few of our 5-Star and 1 4-Star reviews to confirm. You'll want to come back again and again also...

Grand Outlook Castle is located on Olde Outlook Hill facing south and west with unrivalled views of Anguilla and FULL sunsets. YES, full north to south sunset views without compromise. When you are lounging on the pool deck, NO ONE else can see you. Very Private, Very Secluded & Very Special

The castle's location allows one to observe both the Atlantic Ocean AND Caribbean Sea at the very same time; one to the view left the other straight ahead.

PLUS, Grand Outlook Castle is located in the very middle of the island whi...
Getting around
The beautiful island of Anguilla is mostly flat and easy to navigate.
One just needs to drive on the left side of the road.
You can choose either a right or left handed vehicle.

If you can sit in the left hand driving seat and following the left edge of the road, yo'll do fine

ALSO, for those spectaular evenings when NO ONE should drive, Mr. Wendell Connor will be you chauffeur. 'NO WORRIES!'
Car advised
How to get there
Airport: fly to St. Martin (SXM): 11.2 mi
Ferry: leave from airport terminal and in 2 minutes be on a private water taxi right to Anguilla: 0.5 mi
With our help, getting to Anguilla and The Grand Outlook Castle will take less than 90 minutes from landing. By using our discounted private water taxi, you leave right from the dock near the airport terminal and in 18-20 minutes be on Anguilla.

The Grand Outlook Castle's Anguilla logistics concierge, Mr. Wendell Connor, will meet you at the ferry terminal, Blowing Point and have you sipping a beverage AND having snacks by the edge if not in our spectacular infinity edge pool in 12 minutes. VERY EASY!

Our prior guest comment that our logistics system is friendly, fun and a great value.

AND it's the same easy experience returning to the airport... so 'Don't Worry!'

The Grand Outlook Castle ... 'Come &... Just EXHALE!'tm
Activities nearby
Fishing Nearby, There Is A Golf Course Within 30 Mins Drive, Horse Riding Nearby, There Are Tennis Courts Nearby, Watersports Nearby, Nearest Beach: 0.4 mi.
About this property
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2 guests