We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
other travelers have booked this property

BEST VIEWS- ANGUILLA BWI... TRUE! 86 REVIEWS... Just read reviews & just VISIT

This rare sunset is a 'Blue Sunset'... Taken right from the comfort of your lounger. Cameras please!
88 reviews
This rare sunset is a 'Blue Sunset'... Taken right from the comfort of your lounger. Cameras please!
Grand Outlook Castle located on a private and secure point with views of true forever...
Newly installed cable railing allows for extensive unencumbered views of Paradise
Our castle's gardens embrace you. THIS is how beautifully you will be greeted by butterflies.
What can you say... PRICELESS!
This sunset taken 4/27... sent to us by the then guests... the views are amazing! Thanks Artie!!!
NEW! King bedroom installed 5/30/12
One of 4 equally large & equally private bed chambers with spectacular views even from your bed.
GREAT wide angle shot of Grand Outlook Castle's entry, kitchen & dinning area... They are HUGE!
Another world class sunset from Grand Outlook Castle. See the rare green flash OFTEN!
Grand Outlook Castle's views are so amazing guests have been known to levitate!
Peaceful & secluded infinity edge pool is... Come & take a NAP...!
Our honeymoon couples proves a good marriage makes both spouses stronger. Wishing many happy years!
Another fantastic sunset from Grand Outlook Castle this one on March 12th w/ $200M in yachts below
Another extraordinary sunset from Grand Outlook Castle
Another amazing sunset from Grand Outlook Castle. This one taken on OCT 19, 2012
Our kitchen is HUGE & most accomodating from any angle. Plenty of room for your entire group!
Grand Outlook's kitchen is a true pleasure! Entertain, enjoy or observe your CHEFS at their MAGIC.
Grand Outlook Castle's view featured in AXA magazine 'Absolutely Anguilla' under SPECTACULAR VILLAS
10-18-10 castle sunset! A daily miracle of nature for your enjoyment. Another Green Flash evening!
Grand Outlook Castle's mornings greet you with new neighbors and a motionless mirrored sea. AMAZING!
2ND floor plan. Many great changes since. Super Master Bedroom 50% larger w/ TWO outdoor showers
First floor plan. Also, many great changes since this rendition. See outside shower at lower right
Grand Outlook Castle from DaVida @ Crocus Bay Beach... a TRUE landmark on the island of Anguilla
Our Castle sits majestically over Crocus Bay Beach with spectacular views and access to Crocus Beach
Rainbows visit the castle after brief showers sweeps across Anguilla. FULL rainbows are common.
Shoal Bay East  IS one of the top 10 beaches in the WORLD a short ride from Grand Outlook Castle
World famous Little Bay Beach is within hiking distance. Spectacular CALM snorkeling for all levels.
Anguilla... Best Beaches! Great waves! Perfect water! Just visit and get to finally... EXHALE!
HUGE views, a personal sense of peace & serenity are unrivaled at Grand Outlook Castle. COME EXHALE!
Simply... One of the most stunning views in the WORLD!
Grand Outlook Castle, one of the most romantic settings in the WORLD. We embrace Honeymoons ALSO!
The Castle pool is always comfortable and always entertaining. You\'ll ALWAYS be AMAZED!
Two friends enjoying a glourios morning at Grand Outlook Castle's pool... Truly a grand view
You'll never know who will visit our pool Ducky... a 60 foot Catamaran on this day
Crocus Bay Beach at the castle's infinty edge pool. You CAN NOT fall off! But, you can fall in LOVE!
Here is that sunset!!! No BETTER place to view 100% of EVERY sunset! See sea turtles & pelicans fish
20% of the view from our castle's tower. 200 feet above the sea. 5 times this VIEW for YOU to SEE!
Another amazing sunset at Grand Outlook Castle 10-19-11
Calvin's boat to Little Bay just down the hill from Grand Outlook Castle
Dinning al fresco with amazing views at Grand Outlook Castle
Double headed outdoor shower at Super Master B/R with stunning day and night views & very private!
Shoal Bay East beach at Gwen's a Top 10 World beach. 10 minutes from Grand Outlook Castle
Appoaching the castle on a impressive day. The views from GOC are always dramatic & impressive
'Ducky' pointing to the view and taking the water's temperature,
Another Stunning view from Grand Outlook Castle over the island know as Prickly Pear
Always! A relaxing event at Grand Outlook Castle. NOW, where else would you want to be?
Intimate dinning at sunset. Dine and be entertained at the same time... Very easy!
Another stunning morning image at Grand Outlook Castle... Bring CAMERAS. Constant photo ops.
Another stunning Grand Outlook Castle sunset. Each a true work of art.
Crocus Bay Beach during the Queen's Birthday Celebration and sailboat race.
Junior's glass bottom boat tours... He'll come pick you up down in Crocus Bay Beach
Sunrises at Grand Outlook Castle are very vivid also. Beauty is all around you all the time
YES! We have some banana trees at Grand Outlook Castle AND organic bananas for you.
Another stunning & unique sunset...
Views that truly promote wonderful mutual feelings of awe...
Water skiing at dusk below Grand Outlook Castle. Can arrange for YOU to waterski for your 'fans'
Crocus Bay Beach from Grand Outlook Castle with the highest cliffs on Anguilla just above.
Did we say pink sunsets? Yes we have pink sunsets AND green flashes at Grand Outlook Castle
Gas grille area with 2 burner stove and shade sail... be a 'chef' and NEVER miss the great views
Snorkling & dive trips just a short ride from Grand Outlook Castle
Two in the infinity edge pool at Grand Outlook Castle
Private massages on the north west deck... very private!
Private massages on the south west deck... very private with spectacular views.
Sailboat race from Grand Outlook Castle's living room ... Who needs television when this is reality?
The British are coming... British warship just off Grand Outlook Castle
Did we mention the relaxing views?
Outside dinning at sunset by candle light... where else would you want to be?
Did we mention the unrivalled, spectaular and unique sunsets? With these views U can't be redundant
Pink sunsets? At Grand Outlook Castle
British warship in Sandy Ground for R&R
On of the most romantic locations anywhere AND we offer the entire castle to a single couple often
A ray of sunshine cast onto Crocus Bay appears nearly Bibilical
There IS an art collection at Grand Outlook Castle... SHHHHHH!
Rainbow from GOC pool deck morning of 2-7-12 last week
NOW choose a favorite sunset
This one?
Or This one? The pool lights are on... neat!
This one Maybe? Do you see the 3 masted schooner?
Could the Blues be most appealing?
Maybe the pinks? What color speaks to you?
the sunset from 2-2-12
Sunset from GOC pool deck 2-9-12 this month
The view on the morning of March 12th
The view of a ship powering away from Grand Outlook Castle... AMAZING VIEWS!!!
Grand Outlook Castle is this relaxing. So easy  to just take a nap!
This property is not available for these dates.
Don't give up! Inquire about other rentals just like this one that are available -
Show all rentals available
Castle -
4 Bedrooms , 5 Bathrooms , Sleeps 10
Sandy Ground, Anguilla
Dear Paradise Researcher, 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 Nature's' very best work and when you reach your destination, the far end of the infinity pool deck, you'll hear the waves breaking on the shore...
Read more
About the Owner, PAUL A
Languages spoken: German, Portuguese, Japanese, English, Italian, French, Spanish
Response Rate: 95 %
Response Time: Within a day
Calendar Updated: 5 days ago
Listed since : Jul 2009
Overall rating: 5.0 / 5.0
Based on 88 reviews and 1 property
Contact Owner | See more properties
Listing #FKN4309035
Reviews from our community
Excellent - based on 88 reviews
Write a Review

Reviews from our community

Date | Rating
  • English first
  • Any
English first
Sebastian, Florida
1 review
Reviewed 3 weeks ago for a stay in October 2017

We just returned from a two week stay at the Grand Outlook Castle for my wife's 50th Birthday and we absolutely loved the island and the accommodations!!! Elise & Paul went above and beyond our expectations in getting the GOC ready for us so soon after Irma. They had a whole house generator installed and must have worked their tails...

Management response:

Dear Heidi, Andy, Becky, Brad & Martha, You folks are heroes to us on Anguilla. When relief flights were still the main method of air transportation, you came to Anguilla. When there was no electricity on much of the island, you came to Anguilla. When most Americans were afraid of coming to most anywhere in the Caribbean, you came to...


Report response as inappropriate
Josh S
1 review
Reviewed June 27, 2017 for a stay in June 2017

This was our second stay in beautiful Anguilla with Paul and his fantastic team. This time we had the pleasure of staying at the G.O.C. and it certainly did not disappoint. From setting up island transfers, boat rentals or recommendations the team left nothing to be desired. Anguilla and the G.O.C. has defiantly become our home away from home and...

Management response:

WOW Josh! We love your sentiments and are thrilled to have you, your family and friends return to Anguilla and Grand Outlook Castle AGAIN in 2018... Have a great summer and let's chat in September. Gratefully, Elise & Paul AND "the fantastic GOC team" TGYC!


Report response as inappropriate
Jayne L
Aberdeen, United Kingdom
2 reviews
Reviewed April 17, 2017 for a stay in March 2017

Beautiful well equipped villa ,spacious and had everything you need to have a perfect holiday.we ate in most of the time as the kitchen was excellent and the barbecue area very pleasant to relax in.the staff were most helpful and ensured everything was good.i especially enjoyed the outdoor showers and swimming pool Jayne

Management response:

THANK YOU JANE... It was just a wonder to have you and the "crew" with us at Grand Outlook Castle. AND after you 8 folks had been bareboating for a week prior. You kids know how to live!!!! Elise and I are THRILLED!... You enjoyed both the infinity edge pool and outdoor showers. We are certain that you and your...


Report response as inappropriate
  • 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 (Heated)
  • 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
    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.

Showing rates for up to guests.
Dates Min stay Per night Per week
Default 5 nights
Nov 27, 2017 -
Dec 15, 2017
5 nights
Dec 16, 2017 -
Dec 26, 2017
7 nights
Dec 27, 2017 -
Jan 6, 2018
7 nights
View all periods
  • 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 .


Additional fees may apply:
- INCLUDED IN RATE | 10% of rent...
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 61 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 w...
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
How do I know if the property is available?
First, check the Availability tab on this page to see if your dates are available. If they are, contact the owner via the TripAdvisor Rental Inbox to confirm availability.
How can I contact the owner?
If the owner has provided contact information, you may contact him or her directly. If not, you can contact the owner via the TripAdvisor Rental Inbox. This inbox is created after you send your first message or booking request to the owner
How will the owner contact me?
This owner may contact you via the TripAdvisor Rental Inbox, your personal email, or phone.
What if I don't hear back from the owner?
You can send another message via the TripAdvisor Rental Inbox to check if the property is still available. If the owner has listed a phone number, you can also call to follow up. If you still don't hear from the owner, TripAdvisor recommends that you send inquiries to other properties.
How do I pay?
For this property, you may use a credit card to pay via the TripAdvisor Rental Inbox; the owner may also offer other payment options. \n You must pay via the TripAdvisor Rental Inbox if you want to be covered by our Payment Protection. Once the owner approves your stay, he or she will send you a quote, which will include payment instructions.
Is my payment insured in any way?
If you pay online via the TripAdvisor Rental Inbox, your payment will be covered by our Payment Protection.
Do you own a vacation rental? List it here.
Extra income
Earn money by renting out your home. With no up-front fees and no contract, you keep more for yourself.
Easy to manage
Confirm bookings in one click and track everything from inquiry to check-out – even while you're on the go.
Trusted by travelers
With millions of reviews and protected online payments, TripAdvisor helps travelers book your home with confidence.
Set up your free listing
Enter dates for more accurate prices
2 guests
Book Now
76 travelers
viewed this property in the past week
This property has Payment Protection
Never pay for your vacation rental by wire transfer.
Learn more about paying safely.