Family of
Brands
HomeAway is the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We're committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together.
Elise & Paul
ANGUILLA'S #1 RENTAL VILLA!!! w/ 116~ALL 5 STAR ACTUAL GUEST REVIEWS.
| 116 Reviews | |
| Sleeps | 10 |
| Bedrooms | 4 |
| Bathrooms | 4 |
| Half Baths | 1 |
| Property type | castle |
| Minimum Stay | 5 - 6 nights |
When you book through the HomeAway checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.
Learn moreOverview
Anguilla Castle Rental Photos and Description
GOC has 116 ALL 5 STAR Guest Reviews Rent 1-4 MASTERS & enjoy OUR CASTLE Alone!
Dear True Paradise Researcher,
We are very pleased to have your most kind interest in our version of True Paradise! The amazing Grand Outlook Castle on the beautiful and safe island of Anguilla.
Grand Outlook Castle IS the #1 Rental Option, out of 27,000+ other alternatives, in the entire Caribbean with 115 ALL 5-STAR ACTUAL guest reviews. Our reviews are penned by THE ACTUAL folks who have paid for and enjoyed the full Anguilla/Grand Outlook Castle experience . ALL reviews agree "WE will return!"
Guests from Thanksgiving wrote that their retreat to Anguilla and Grand Outlook Castle was both "Exquisite & ""Priceless". Two of our most recent families wrote " BEST VACATION EVER! " That is our mission for you also. Please read a few of our 113 ALL 5 star guest reviews.
Our ACTUAL prior guests' words tell the story you need to know to make the best decision for your retreat to True Paradise and your worthy efforts you have made to have found The Grand Outlook Castle.
Grand Outlook Castle IS located on a truly amazing site and our infinity edge pool faces each amazing sunset as does each separate bed chambers. ALL 4 bedroom suites are Master Bedrooms with private verandas and private 2 person hammocks... No drawing straws for that tricky 4th "bedroom" that was really a closet and no one wants. EVERY ONE in your group will have a best of house master suite. It's just a matter of the specific stunning views ALL our guests receive right from their bed!
Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of entering the castle's gated & flowered compound of bold oleander & bougainvillea with hummingbirds and distracting turquoise sea views. You will be drawn into the stunning castle designed specifically to expose you gradually to ever expanding sea views.
With each step, you move closer to a massive view of 'Mother Nature's' finest works. Guests are thoroughly captivated by the experience... your expectations will have already been exceeded!
Grand Outlook Castle IS EASY! Our rates include ALL fees & tax
Grand Outlook Castle is a truly amazing structure, on an amazing site and one of the best if not the best islands in all the Caribbean.
As we say most sincerely, 'Come… & Just Exhale! ” tm
Please read a few of our 79 oops 97 oops 1-ALL 5 STAR guest reviews; you too will absolutely agree! AND... 100% of ALL prior Grand Outlook Castle's guests happily confirm 'they WANT to return'. You will also!
Grand Outlook Castle is an AWARD WINNING, modern and stunning oceanfront estate. Grand Outlook Castle is a truly compelling venue for 2 to10 guests. Whether a family-friend reunion, anniversary-birthday celebration OR an intimate honeymoon for just 2, Grand Outlook Castle accomodates you ALL in grand fashion.
Our rates include all taxes/fees, are adjusted to accommodate your vision of spectacular Anguilla and the total number of guests within a very reasonable budget for true Paradise. Our castle's 1-4 bed chambers are ALL spacious MASTERS w/ BIG ensuite baths, A/C, very private balconies and amazing views.
Two bed chambers have stunning double headed outdoor showers and ALL are most accommodating to even the most discriminating of guests. Everyone in your group receives a most wonderful private space with complete privacy and stunning views from every window with large sliding glass doors onto private terraces.
Rent one, two, three OR all four bedrooms and regardless of that number, the entire castle and staff is your's alone during your stay. No rooms are locked out to you. Grand Outlook Castle will truly be your private castle and your most memorable vacation home!
After being open just six seasons, our same guests have returned for 3, 4 & even 5 consecutive visits AND some have already booked again for 2017... so if you are interested in our very unique Anguilla experience, feel totally at ease in contacting us right away. We are licensed to offer Travel Guard trip insurance so you can be totally comfortable booking the castle well in advance.
Once you arrive at Grand Outlook Castle, you will find it hard to leave! Children and adults have been know to shed a tear when having to leave for home.
One of the many reasons Grand Outlook Castle won these special awards is that it simply has truly amazing sea views both day & nite. A very PRIVATE & very SECLUDED infinity pool w/ the BEST sunset views on Anguilla! 2 OUTDOOR showers. Pool deck cooking on GE Monogram gas grille, 2 unit stove & dolphin sink. LARGE Plazma TV in entertainment area,TV's in 3 bedrooms, iPod hook-up, pool deck tunes, video library and FAST! Wi-Fi throughout.
*****
Performance granite kitchen w/ GE Monogram appliances & 5 seat bar for perfect entertaining. Hiking access to Crocus, Limestone and Famous Little Bay Beaches. Grand Outlook Castle has 99 ALL 5 STAR Guest Reviews MOST of any villa on Anguilla. Take 5 minutes & read a few. They will educate & entertain you & then ask us ANY ?'s.
*****
The castle's views South include St Barts & St. Kitts which are 27 & 64 miles away. Grand Outlook Castle's views are amazing in virtually any direction. ALSO, you will receive the personal concierge services of Elise & Paul Grand Outlook Castle's 'Envisioners', builders and owners. They will insure your transition to Paradise is flawless. Most importantly, even if your first visit to Anguilla, you can easily and FINALLY... Come & Just EXHALE! sm This will be a simple and very relaxing VACATION!
Your BEST airfare prices? Fly into St. Martin (SXM). JetBlue flies direct from JFK, BOS & San Juan (SJU). USAirways from Charlotte (CLT) & Philadephia (PHL). American direct from Miami (MIA) and Delta direct from Atlanta (ALT)
****
Good local food shopping and the ability to bring frozen meat onto Anguilla from home for your personal use save hundreds of dollars... We will show you how.
1.) * Rental rates include all island fees & taxes, NO ADD-ONS and NO departure surprises!
2.) * Rental rates adjusted to the size of your group. From 2-10 guests. Regardless of you size group, you will have the castle soley for your group or family.
Safe, private & comfortably secluded. True relaxation in Paradise! OH, those views? They are 'AMAZING!'.
* Rental rates very reasonable AND are seasonally adjusted.
* Staff is at your direction. Want to sleep in a couple mornings? Just let Ms. Rolyn know and she'll come by whenever you desire. This is a VERY NICE COMPLIMENT and reference for you!
Our staff loves YOU!
You will love our staff too.
* All Grand Outlook Castle's extraordinary concierge services provided for you are at our 'COST'. Do we book vehicles for you? YES! Our best cost is your cost. Desire wonderful massages? Do it! Our best cost is your cost. We book excursions for you also.
We not only have some of the very best villa rental rates but many other ways to save you money on food, services & shopping. (Some are personal 'secrets' so you must speak with us to learn them ALL) We do like to share them with any potential guest.
We make our Paradise very budget friendly for you.
* Washer & Dryer at the castle for your use... you do NOT need to over pack especially with children.
* Your chosen vehicles are delivered to the castle for your arrival and immediate use.
* Full pre-departure Anguilla information package sent to your home including a hand notated island map, recommendations and EASY castle instructions.
Almost ALL your questions answered before you leave for Anguilla and Grand Outlook Castle. We really do want to answer every one of your questions so you can enjoy and explore Paradise on your own immediately UPON your arrival.
* Never rented a castle over the Internet before? *A little uneasy with the whole idea? Understandable! CALL US! *Your total peace of mind is what our goal is during you entire Grand Outlook Castle experience.
The Travel Channel ranked Anguilla NUMBER ONE in the WORLD! w/ best all around beaches
Conde Nast Traveler wrote in 2012, 'Many Caribbean islands would be grateful for just one of Anguilla’s estimated 33 powder white beaches'
Visit our Facebook page! Search 'Grand Outlook Castle Anguilla' @ Facebook and learn more about why Grand Outlook Castle is so unique, fun and desirable
Book With Confidence!! We have been licensed to offer Travel Guard Travel Insurance since 2007. A villa MUST be trustworthy to have such an approval!
HERE'S what was written by an 'expert' on Anguilla and early guest to Grand Outlook Castle!
... 'Anguilla is a sleepy little island named after an eel due to its shape. Twenty years ago, it began to open its eyes and realized it had no industry to promote and less to do. Locals could barely grow any crops. They had beaches and blue water, but they always had that and took it for granted. Not until outside interests were searching for virgin beaches, did Anguillans discover what was right under their noses: unrivaled beaches and ocean that surpassed any in the world. Resorts soon began to invade the shoreline: Cap Juluca, Cuisinart, Malliouhana, all five star resorts. Meanwhile, the rest of the Caribbean was building on every square inch of land with no limitations and became very commercialized.
Fortunately, Anguilla has remained a sleepy island, but now the locals have jobs, employed by the resorts and their friendly demeanor reflects their gratitude for tourism. It is the ideal place for a quiet retreat, tranquil, serene, and private.Although the general dictum for an island hotelier is 'don't leave the beach', Elise & Paul Alegria followed their hearts and built the newest villa on the top of a mountain in the form of a castle. Although the island is only 16 miles long and 3 miles wide, GRAND OUTLOOK CASTLE is a secret.
As always, if any questions arise, please feel at ease in contacting us.
Kindly,
Elise & Paul Aleg
- Suitability:
-
- Events Allowed
- Groups
- Long-term Renters Welcome
- Low Allergen Environment
- alternative lifestyle
- children welcome
- non smoking only
- pets not allowed
- suitable for elderly or infirm
- wheelchair accessible
About Elise & Paul
In February 2003, Elise and Paul found 'Anguilla' on their very FIRST visit and knew immediately Anguilla was a very special island.
...
Elise & Paul had been 'touring' the Caribbean for the 20 years' prior looking for their special Paradise. Anguilla was that True Paradise.
Anugilla has the very best beaches, warmest people and numerous wonderful restaurants in all price ranges.
...
Elise & Paul found the castle's site on that very first visit and actually put a deposit on the land while drinking a 'Jim & tonic' at Roy's restaurant when it was down in Crocus Bay.
Elise and Paul would not have built Grand Outlook Castle anywhere else on Anguilla... Elise has sincerely noted... 'It is the grandest site we could find on Anguilla.'
We bought the site in 2003 and started building Grand Outlook Castle in 2004. The Castle was completed late in 2007. OVER three years of very excellent planning and very hard labor but well worth the outcome.
We have now have had over 2,500 guests in just 7 seasons and have received 87! all 5 star reviews; THANK YOU! We love it when guests say they find it very hard to leave what we were blessed in having created for your enjoyment... & ours too! Grand Outlook Castle Anguilla!
As we say & sincerely mean @ Grand Outlook Castle 'COME... & Just EXHALE!' tm
Elise & Paul purchased this castle in 2003
Why Elise & Paul chose Caribbean
Best views on Anguilla period! Serene & secluded. Plenty of room and privacy for 2-8 adults or possibly 10 with younger children. Private and safe with an actual castle tower with nearly 300* views. If unlimited views soothe you, Grand Outlook Castle is one of your best choices. Large ensuite bedrooms are spacious and comfortable. TWO with double headed OUTDOOR shower. Save time and have double the fun by showering in tandem. Large pool deck with simply massive views. A sense of being somewhere special, unique and relaxing. ALSO, as of 3/17/2015, Grand Outlook Castle Anguilla has 4,555 'likes' on Facebook. When you visit, you will really 'Like' GOC ALSO!
GOC always exceeds our guests expectations. Why? Because with all the pictures and all the 5 STAR reviews one MUST be at Grand Outlook Castle to understand and 'feel' the actual experience. as we say and sincerely mean... 'COME... & Just EXHALE!' tm
What makes this castle unique
Grand Outlook Castle is so very comfortable with both large communal spaces, quiet alone places and amazing views that make it simply hard to leave. Grand Outlook Castle is located in the middle of Anguilla so getting to any beach, all major shopping and any restaurant quite easy. We are on the second highest point on Anguilla so you can see both the Atlantic Ocean and Caribbean Sea at the same time. You can see St. Barths which is 24 miles to the southeast AND on a really clear day, you can see St. Kitts which is almost 60 miles away. Being 180 feet above the sea gives viewing a truly panoramic quality. Grand Outlook Castle is a photographer's dream come true. Come and bring your camera.
Anguilla is a sleepy little island named after an eel due to its shape. Twenty years ago, it began to open its eyes and realized it had no industry to promote and less to do. Locals could barely grow any crops. They had beaches and blue water, but they always had that and took it for granted. Not until outside interests were searching for virgin beaches, did Anguillans discover what was right under their noses: unrivaled beaches and ocean that surpassed any in the world. Resorts soon began to invade the shoreline: Cap Juluca, Cuisinart, Malliouhana, all five star resorts. Meanwhile, the rest of the Caribbean was building on every square inch of land with no limitations and became very commercialized. Fortunately, Anguilla has remained a sleepy island, but now the locals have jobs, employed by the resorts and their friendly demeanor reflects their gratitude for tourism. It is the ideal place for a quiet retreat, tranquil, serene, and private.Although the general dictum for an island hotelier is 'don't leave the beach', Paul Alegria followed his heart and built the newest villa on the top of a mountain in the form of a castle. Although the island is only 16 miles long and 3 miles wide, GRAND OUTLOOK CASTLE is a secret. Ask anyone on the island where it is and nearly all will
Guestbook comments from the owner
We, at Grand Outlook Castle, just received this e-mail from Judy who stayed at the castle during November 2013. Her words speak for themselves. THANKS Judy!
Hi Paul,
Just wanted to drop you a quick note. Just returned from Mexico, even though
it is so easy to get there and there is no cooking, we all agreed our time at GOC was absolutely our favorite vacation ever!
Judy
Reviews
5 based on 116 traveler reviews
It's all about the spice rack
We've been fortunate to stay in many wonderful villas throughout the Caribbean, where we've been travelling for over 30 years. This was our first stay on Anguilla. It will not be our last.
The island is charming, accessible, relatively bug free, and has the most amazing beaches we've ever seen. Best part? The people are just plain wonderful. They seem to be thrilled that their little slice of heaven is enjoyed by so many folks from away, and they are all great hosts and hostesses.
Our thoughts on GOC.
1. Read the other reviews. Suspend your skeptical grumpy self, and just believe every single word. The house is as good as described, and in many ways much better. It seems to have been built as someone's home, and not just a rental place. Lots of nice detail work, interesting lighting, very upscale furnishings and great finish levels throughout. Our experience in other villas, almost uniformly, is that they are presented as nice places to stay, but rarely do we feel welcomed as we would be in our best friend's home. Paul and Elise seem to be natural hosts, and this house reflects that. EVERYTHING works and EVERYTING you need to enjoy your time away is in place. The spice rack has 25 spices, not the begrudging salt and pepper shaker we usually find. The liquor cabinet has plenty of devil rum to tide you over until a trip to the store, and the refrigerator has milk, bread, butter and eggs for your first breakfast. AND there are actually coffee filters that work with the pot!! These things don't happen by accident, and I'm trying to make the point that they are reflective of the overall experience, well thought through, generous and accommodating.
2. The pool deck is where you'll spend most of your non beach time, and it's outstanding. Again, we've learned to be picky about sun exposure, and this pool deck has sun from, literally, an hour after sunrise until sunset.
3. The view. It's the real deal. Limitless horizon to suck the stress right out of your brain for hour after hour, with lots of cool boats moored in the harbor to snoop on when you're so moved. The sunsets are right out of central casting, and demand to be toasted with an umbrella drink of some kind.
We really loved the house and location (walking distance to a couple of nice places to eat, but the walk uphill coming home is a killer), and we'll definitely return.
Wonderful vacation with Friends and Family
The Grand Outlook Castle is well maintained, with photo opportunities by the Infiniti pool overlooking the bay. Had multiple oppurtunities to capture photos of rainbows, sunsets as well as the multi-colors of blue in the bay.
It's easy to miss the photo opportunities by the gardens at the front entrance but they offer great balance to your home photo album contrasting all the beautiful views of the beaches, water and sky.
Easy Island to explore because everyone is so friendly.
Excellent
We recently enjoyed at wonderful week at Grand Outlook Castle! The accommodations were perfect for our group of 7 adults. GOC is spacious, well appointed, very clean, and offers one of the most beautiful views on the island! The owners' assistance with transportation to and from the island, rental cars, etc was invaluable. I would certainly recommend GOC and Anguilla (best beaches anywhere!) to anyone looking for a relaxing and stress-free caribbean beach vacation!
Simple Perfection
One of the most enjoyable vacations we have
ever experienced. Between the incredible attention to detail, to the most
beautiful beaches in the world, the Grand Outlook Castle exceeded our every
expectation. Many thanks to Paul, Elise and the wonderful people who lovingly care for their guests on the island, we were able to truly relax and enjoy the amazing castle, outstanding beaches, food and friendly people of Anguilla. We spent Thursday and Friday on the water with charter Gotcha Too (Rumple and Butchy) and went all over the island and out to Prickly Pear,
Sandy Island, Dog Island and Little Bay. Fished, dove for conch and just
had the best time. We will definitely be returning to Grand Outlook Castle for more fun, relaxation and the BEST VIEW we have ever seen!
Phenomenal
If there were 6 stars I would have chose that rating . Easy transfers, stop you in your tracks views, superb accommodations and refreshing trade winds all around. Everything was as advertised and beyond. Paul and Elise made all the planning like a rock star concierge and I felt like a rock star in a castle for sure. Views of Crocus bay are beautiful, and who doesn't want all the mega yacht millionaires having to look up at you 200 feet above them in the infinity pool? The sun was made to set on the horizon of this home!
Paradise Found
This is our second stay at GOC. The views are as others note...way better than the pictures. The owners are easy to deal with too. The place is nice. Huge and spacious. Rooms all have en suite baths so this works out well when staying with friends as we were. We will likely come back again, hard to beat this location. There are some great hills to run if you need to work off the xtra cocktails and fabulous AXA food.
Map
Grand Outlook Castle has been AWARDED both 'EXCELLENT RENTAL' & 'TOP ANGUILLA VACATION RENTAL' ratings for BOTH 2011, 2012 & 2013.
And has received Trip Advisor's "Certificate of Excellence" for 2014... We are blessed and so will you!
NOW RANKED the #1 Villa Rental on Anguilla!!! At VRBO and HomeAway... Come and learn why...
We will exceed your expectations!
*****
Thank You! prior guests for having made Grand Outlook Castle such a recognized unique accomodation.
*****
Grand Outlook Castle has spectacular views is very safe and very secluded with easy access to THE World's Best Beaches, great restaurants & best local stores.
Nestled on the side of the 2ND highest point on Anguilla, you will be entertained by turquoise sea, beaches, sea turtles & nature. Best SUNSETS & embracing VIEWS are YOURS!
****
4 huge ensuite bedrooms provide privacy w/ large baths & each with big balconies. Grand Outlook Castle uniquely provides you with constant awe. Guests seldom need or want to leave. Cook in our SPACIOUS kitchen, grill by the pool or schedule our chef for a luxurious evening.
*****
At GOC, your hardest decision IS when to break from its embrace. We arrange adventures, spa and dining so you won't have to make those decisions. Our staff is available to answer all questions whether it's your 1st or 10th stay. Guests exclaim... ''Best Vacation Ever!'' & A 'MUST return'. Our Castle is amazing! You will BE a HERO for booking Grand Outlook Castle. We NOW have 48 5-STAR REVIEWS! Most on AXA!
Other Activities: RELAX! on the World's Best Beaches from one of the World's Best Views!!! Beaches are either a walking hike away or a short ride. Driving on Anguilla is easy as the island is quite flat...
Grand Outlook Castle is within walking distance to the NEW! Pelican Trail & Water Sports at Little Bay. Serving food & drink, breakfast, lunch & dinner. Glass bottom kayak rentals, sea trampoline and guided tours of the coastline.
Also, very easy access to famous Little Bay Beach by Calvin's boat down at Crocus Bay Beach.
You can also walk to both Koal Keel and beachfront DaVida restaurants and enjoy wonderful views the entire way.
Golf: JUST 10 minutes from Grand Outlook castle, the Cusinart Golf Course has been rated the #3 course in all of the Caribbean. Greg Norman designed course with beautiful views during your entire round with many exciting and challenging holes. Five t-boxes per hole allows you to play the course at a variety of different skill levels.
EVERYONE can play on this beautiful BUT very low key golf course. There is no rushed t-times and no marshalls unless they are bringing you refreshments. It's a wonderful course to bring friends or family to play and truly enjoy a round of golf together even if their games is a challenge.
18 holes Driving Range Putting Green Carts Caddies
Par 72 slope 75.6/134
Black Tees play 7,063 yards
Gold Tees play 6,673 yards
Silver Tees play 6,243 yards
Copper Tees play 5,772 yards
Jade Tees play 5,317 yards
*** This golf course was designed so ALL levels of players can enjoy a relaxed and stress free round of golf TOGETHER in PARADISE!
Come play great golf on a great course from a great castle... Grand Outlook Castle
Photos
Rates & Availability
Anguilla Castle Rental Rates
- Rental Basis:
- per property
- Owner accepts payment in:
- USD
| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Event | ||||
|---|---|---|---|---|---|---|---|---|---|
|
AUTUMN IN TRUE PARADISE!
Sep 3 2016 -
Oct 29 2016
5 night minimum stay
|
$899
|
$5,899
|
|
|
|||||
| Notes: Rates are based on 5 guests; add $50 per night, per additional guest | |||||||||
|
PRE-HOLIDAYS IN TRUE PARADISE
Oct 30 2016 -
Dec 16 2016
5 night minimum stay
|
$999
|
$6,399
|
|
|
|||||
| Notes: Rates are based on 5 guests; add $50 per night, per additional guest | |||||||||
|
CHRISTMAS IN TRUE PARADISE
Dec 17 2016 -
Dec 26 2016
6 night minimum stay
|
|
$17,500
|
|
|
|||||
|
CELEBRATE THE NEW YEAR 12/26
Dec 27 2016 -
Jan 3 2017
6 night minimum stay
|
|
$24,500
|
|
|
|||||
|
WINTER IN TRUE PARADISE!
Jan 4 2017 -
Apr 22 2017
5 night minimum stay
|
$1,199
|
$7,999
|
|
|
|||||
| Notes: Rates are based on 4 guests; add $75 per night, per additional guest | |||||||||
|
My Standard Rate
5 night minimum stay
|
$950
|
$6,299
|
|
|
|||||
| Notes: Rates are based on 4 guests; add $75 per night, per additional guest | |||||||||
Additional information about rental rates
| Property Damage Protection | $59 |
Grand Outlook Castle's rates include all fees and taxes.
There are no additional charges from the rates you are quoted by the owners.
Quotes here are only estimates and require owner verification.
Services from chefs to massages or fresh fish to fresh herb are available on an ala carte basis.
Most Grand Outlook Castle base rates are for 2 bedroom use and four guests with a minor charge of
Owner's Cancellation Policy
- 100% refund if canceled at least 60 days before arrival date.
- Available arrival
- Available stay (no arrival)
- Unavailable
Amenities
You might like these similar properties
- 4 Bedrooms
- Sleeps 16
- 4 Bedrooms
- Sleeps 8
Partner Offers
You might like these similar properties
- 4 Bedrooms
- Sleeps 16
- 4 Bedrooms
- Sleeps 8
Tell us about your trip, then book it