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.
“Unbelievable House on an unbelievable Island!”
other travelers have booked this property
Bookings for this home are first-come, first served. Lock in your dates before they are gone
Check Availability
Request to Book
Make Inquiry
Excellent
93 reviews
Grand Outlook Castle located on a private and secure point with views of true forever...
Your private & secluded castle infinity edge pool. OH! It is bathing costume optional. U CAN EXHALE!
This rare sunset is a 'Blue Sunset'... Taken right from the comfort of your lounger. Cameras please!
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
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
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!
OUR WISH TO YOU FOR A 'HAPPY NEW YEAR'!
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
Overview
Castle -
4 Bedrooms, 5 Bathrooms, Sleeps 10
Sandy Ground, Anguilla

Reviews from our community

Excellent - based on 93 reviews
Write a Review

Reviews from our community

Date | Rating
  • English first
  • Any
English first
English first
Any
English first
paul s
Littleton, Colorado
1 review
common_n_hotel_reviews_1bd8 4 helpful votes
“Unbelievable House on an unbelievable Island!”
Reviewed December 29, 2011 for a stay in November 2011
4
people found this review helpful

We arrived at Grand Outlook Castle just as the sun was setting and knew immediately that this would be an epic vacation. The house is incredible and the outdoor patio (with infinity pool) are simply awesome. It is one of the most beautiful places we've ever vacationed. We were enjoying the pool within the first five minutes…absolutely spectacular! We were met by Eileen (caretaker), who quickly introduced us to the house and all that it offered. We felt extremely welcome and like we were the most important guests ever. Everything we needed was provided and we knew we would be very comfortable and safe in this house. The first night, we went down to Sandy Ground and visited the “Sand Bar”. Incredible evening. They moved a table down onto the beach for us and then brought out incredible tapas and “ginger iced teas” (similar to long Island iced tea, only much better!). This became our favorite restaurant and we visited it two more times during our one-week vacation. Every day we enjoyed the pool, the views and come evening, we really enjoyed what we dubbed, “the infinity bar” (have a cocktail while in the pool…you’ll call it the infinity bar too!). Other highlights of the trip included snorkeling at Little Bay (using the rope to get down to the beach), visiting Prickly Pear Island (phenomenal), visiting many beautiful beaches, listening to Bankie Banks and thoroughly enjoying the incredible Grand Outlook Castle! Thank you Paul and Elise, for having such a spectacular place to stay! We will be back as soon as possible!

How easy was it to book the property? How helpful were the directions to the property?
How easy was key pickup/access to the property? Overall condition of the property
Bedding & mattresses Kitchen & utensils
Bathroom cleanliness Other facilities & amenities
Service
Liked best: The outside Patio and pool
Liked least: Having to leave!
Traveling group: With Friends
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway Older travelers
Families with young children
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Was it a good value for the price paid?
  • Did the property offer wi-fi/internet access?
  • Was your security deposit returned on time?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Management Response
Dec 28, 2011
Dear Paul,

Thanks for taking your precious time to share your recent Grand Outlook Castle experience. We could not better describe the experience at GOC's "infinity bar"... it's truly pool enjoyment to infinity. We also appreciate your updates on restaurants and "adventures" on Anguilla. We enjoy "Sand Bar" also. Tapas on the beach? The best! Just a 7 minute drive from the castle... very easy!

Thanks again for giving us the greatest compliment possible, a promise to return to Grand Outlook Castle, You can be assurred you will be most welcome back again.

Thanks Again,
Eileen, Elise, Derrick, Nadia, Paul, Ron, Vivian & Wilson
Grand Outlook Castle
Anguilla, BWI

COME .... & Just Exhale! sm
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
New York
Reviewed December 4, 2011 for a stay in November 2011
3
people found this review helpful

Value Rooms
Location Cleanliness
Check in / front desk Service
Would I recommend this vacation rental to my best friend?  
Recommended for:
A romantic getaway Older travelers
Luxury-minded travelers
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
Management Response
Dec 4, 2011
Dear fitz2d,

It is a sincere pleasure to receive your wonderful description of both your Anguillian and Grand Outlook Castle experiences. Where else and when else would one have the time to schedule an afternoon goat parade viewing and probably a nap? Not many. What is so wonderful about Anguilla is that beautiful white sand beaches sooth and embrace you daily, absolutely fantastic restaurants satisfy and entertain whenever the desire calls and the residents want every visitor to have a most memorable stay. Grand Outlook Castle is simply an amazing and comforting back drop to the beauty that is Anguilla. Our thorough preplanning, the castle's unique location and amenities and its staff simply put you in a very secure state of mind where your amazing views, spectacular sunsets AND scheduled goat parades make it all a very seamless period of enjoyment and celebration. There are truly no hard decisions on Anguilla at Grand Outlook Castle. You are literally sitting on the top of paradise with a view so immense that all you really need to consider doing is "Just Exhaling"... All else is very easy after that first full "Exhale!" . Exhaling actually happens automatically when one first walks out onto the pool deck and sees the full extent of the beauty laid out before you. It truly is Paradise from a bird's point of view.

Thank you for awarding Grand Outlook Castle your "Platinum Location" designation and we are very pleased it enhanced your Silver Anniversary.

Thank You Again fitz2d for sharing what we all work hard to make so easy for our guests; an experience that prompts our guests to make a sincere promise to return... and bring friends to share our unique castle and Anguilla experience with.

Kindly,
Eileen, Elise, Derrick, Nadia, Paul, Vivian & Wilson
Grand Outlook Castle
Anguilla, BWI

COME!... & Just EXHALE! sm
This response is the subjective opinion of the management representative and not of TripAdvisor LLC nor of its partners.
NH and Vero Beach, FL
Reviewed November 1, 2011 for a stay in October 2011
3
people found this review helpful

Value Rooms
Location Cleanliness
Check in / front desk Service
Traveling group: Spouse / significant other
Your age range 55-64
Would I recommend this vacation rental to my best friend?  
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
Saltspring Is. B.C.
Reviewed September 21, 2011 for a stay in September 2011
4
people found this review helpful

Rooms Location
Cleanliness Check in / front desk
Service
Traveling group: Spouse / significant other
Your age range 55-64
Would I recommend this vacation rental to my best friend?  
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
Philadelphia
Reviewed August 2, 2011 for a stay in July 2011
4
people found this review helpful

Value Rooms
Location Cleanliness
Check in / front desk Service
Traveling group: Family (extended)
Your age range 45-54
Would I recommend this vacation rental to my best friend?  
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
TX
Reviewed June 12, 2011 for a stay in May 2011
3
people found this review helpful

Value Rooms
Location Cleanliness
Check in / front desk Service
Traveling group: Spouse / significant other
Your age range 25-34
Would I recommend this vacation rental to my best friend?  
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
PA
Reviewed May 23, 2011 for a stay in April 2011
4
people found this review helpful

Value Rooms
Location Cleanliness
Check in / front desk Service
Traveling group: Friends
Your age range 55-64
Would I recommend this vacation rental to my best friend?  
Was this review helpful? Yes
This review is the subjective opinion of an individual traveler and not of TripAdvisor LLC nor of its partners.
Enter dates for more accurate prices
2 guests
Adults2
Children0
Apply
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