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Cayman Castle
East End
12 Guests
5 Bedrooms
5.5 Bathrooms
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Cayman Castle sits directly at the ocean's edge on a private 2-acre gated estate with a wide white-sandy beach for fabulous snorkeling, kayaking, and sunbathing. An infinity pool, multi-tiered oceanfront terraces, a panoramic veranda balcony, and a well-shaded pool deck provide guests plenty of room to spread out and enjoy island living.
This grand estate is not only one of the largest rental villas on the island it is also a well-known landmark given its distinct design and architecture. While we are neighbors to the Wreck of the Ten Sails Park and the police constable's residence, The Castle enjoys no residential neighbors to the north or the south for well over 500 feet in either direction.
The owner upgrades the home every fall to keep the experience not only refreshing and pleasant for repeat guests, but for newcomers to the property as well.
Cayman Castle's Sleeping Arrangements
(Sleeps 12 guests total, 10 adults max)
- Master Suite – spans entire third-floor, oceanfront views, walk-out sun terrace, furnished with a king bed, TV, small dining table, and ensuite bath with walk-in shower.
- South Suite – second-floor, ocean views, furnished with a king bed, bed bench, small workstation, and ensuite bath with walk-in shower.
- Family Suite – second-floor, furnished with a king bed and set of bunk beds for kids, ensuite bath with walk-in shower.
- Queen Suite – lower-level with private entry, ocean views, walk-out access to the pool deck, furnished with a queen bed, TV, and ensuite bathroom with walk-in shower.
- Bunk Suite – lower-level off the foyer, furnished with two full-over-full bunk beds for 4 small children, TV with Apple TV for streaming, private ensuite bath with walk-in shower.
- 2 folding cribs are stored in the Bunk Suite.
Cayman Castle’s Unique Features
OUTDOORS
- A gorgeous, oceanfront infinity pool heated to 84 degrees in winter months free of charge (Dec 15 - Apr 15).
- Spacious pool veranda furnished with an outdoor sectional sofa, chaise sun lounges, and a dining table with seating for 8.
- Upper and lower oceanfront terraces furnished with Adirondack chairs and chaise sun lounges.
- 3 thatched palapas and 4 kayaks (2 tandem and 2 singles) provided complimentary on the villa's private beach.
- Walking distance to Ocean Frontiers dive shop and 3 dining options (Taco Cantina, Eagle Rays, and Big Tree BBQ) makes this a convenient option for families; Tukka Restaurant provides complimentary shuttle service for Castle guests!
- A custom-made 17-foot mosaic dining table on the veranda balcony seats 18 guests with panoramic ocean views while you dine.
- Propane grilling station with granite countertops located between the main villa and guesthouse.
- Private gated driveway with plenty of off-street parking.
INDOORS
- The kitchen, dining, and living areas are all oceanfront on the second-floor providing panoramic views throughout.
- The modern kitchen features a GE oven, Bosch dishwasher, 48" SubZero refrigerator, ceramic glass stovetop, microwave, Keurig and drip coffeemakers, mixer, blender, and breakfast bar seating for 8.
- Cozy living area with a 60" flatscreen TV and full channel programming for unwinding after a day of sun and surf.
- High-speed wifi with extenders for the pool and balcony areas.
- L-shaped bar with a beverage fridge just off the pool deck on the lower level.
- Back-up, full-sized fridge with icemaker in the laundry room.
For larger groups, Cayman Castle can also be rented with the optional 2 bedroom guesthouse next door which sleeps an additional 6 guests, 4 adults max. The guesthouse is equipped with its own infinity pool, separate driveway, and full kitchen.
*Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.
**Additional Silver Thatch tandem kayaks available for discounted rental. Signed waiver required.
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Amenities
Oceanfront
Private Infinity Pool
Pool Heat (Free in Winter)
Snorkeling Reef
White Sand Beach
2 Tandem Kayaks Provided
2 Single Kayaks Provided
Gated Driveway
Central A/C
WiFi/Internet
Keyless Entry
Flat Screen TVs
Satellite TV
Apple TV (3)
Bluetooth Speakers
Stereo
Ceiling Fans
Gourmet Kitchen
Modern Appliances
Keurig Coffee Maker
Propane Grill
Ice Coolers
Hair Dryers
Washer/Dryer
Linens Provided
Beach & Bath Towels Provided
No Pets Permitted
No Smoking Allowed
Off-Street Parking
Additional Kayaks for Rent
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Beach Notes
Cayman Castle sits on a 2 acre gated estate in "Gun Bay" in East End. Adjacent to 6 acres of government land that includes the "Wreck of the 10 Sails" park and the East End Constable's office, Cayman Castle has virtually no neighbors within well over 500 feet. 2-3 lunch places are within walking distance and Tukka Restaurant is only a mile north.
Further north are 2 large resorts (Morritts and The Reef) where they maintain manicured beaches, pools, restaurants, bars and watersports. These resorts are great places to entertain older kids and are open to the public for the day.
The beach at the Castle is white sand and quite private. We have three thatched cabanas, 4 kayaks, and 6 lounge chaises on the beach. Most guests will spend the day sunning around the pool, but we provide the beach option too. The water is more snorkeling than swimming here...it is a marine environment and we recommend pool shoes or fins for foot protection. We have a great snorkeling site straight out 200 yds from the Castle marked with a white PVC pole. You may tie up the kayaks to this pole as well.
General Grand Cayman Beach Notes
All beaches in Grand Cayman are technically “public” since the Queen owns up to the high water mark and the shoreline quality behind your property may vary seasonally. Be advised that the beach or water entry behind your property may vary slightly from the images on our website because of the weather. The next-door beach is also always available for your use.
Ocean Debris & Sargassum Seaweed
Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival.
Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around mother nature.
Beaches that either face west or are protected by coves/barriers tend to be much less affected by any flotsam or seaweed.
The 10% Guest Service Fee includes your Silver Thatch Membership.
The Guest Service Fee is capped at 10 days for extended stays.
Member Benefits
- Centralized on-island Guest Services & Welcome Center
- Unlimited use of Silver Thatch Fitness Center (18+ yrs.)
- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies
- Proprietary Silver Thatch Discount Card for 10% Discounts at Local Businesses & Restaurants
- Discounted Private Coach Transport To/From Restaurants
- 10% advance booking discount for private charter
- Complimentary use of snorkel equipment
- Guest parcel receipt & hold for check-in
- Jacques Scott Wine & Spirits pre-order & hold for check-in
- Referral to preferred vendors, guest services desk assistance
- Airport arrival Fast-Track VIP Process (fee charged by CAA)
- Special event/dinner reservations
At-Villa Benefits
- Welcome amenity basket
- Complimentary early check-in, if no check out on same day
- Day-after-arrival guest services follow-up
- Gilchrist & Soames bath products
- Pre-stocking of groceries & beverages (delivery fee applies)
- Arrange chefs, cooks, babysitting & family photography
- $2,500 of Accidental Villa Damage Protection
- Complimentary pack-n-plays, booster seats, & baby gates
- Additional tandem kayaks available for discounted rental*
*Signed waiver required.
Guest Reviews of Cayman Castle
442 Austin Connally Drive Grand Cayman , KYstars based on 15 user reviews
Property Exceeded our Highest Expectations
Property exceeded our high expectations. It was the perfect property for large extended family, as grandparents stayed in smaller unit. We liked being away from the busy side of the island and enjoyed being walking distance to many restaurants and the snorkel/dive shop. Manager was very responsive is our small requests. We hosted a chef one night and the house was perfect for that, especially that large outdoor deck for dinner. We would definitely stay there again
Cayman castle is simply amazing
This was the best vacation trip our family has taken and the cayman castle was perfect for our needs. Everyone was perfect for our extended family of 12 and easily accommodated all of our guests. We rented the Amin house and guest cottage. Our group ranged in age between 19 and 80. Accommodations were perfect and everything was just as you see in the photos. Actually photos don’t do it full justice. We spent most of our time on patio, in pool and snorkeling just off beach. It’s located on east side, so it’s quiet, but still close enough to north side, rum point and even 7mile beach to provide day excursion to these other attractions. There are some great restaurants within walking distance to the castle that we took advantage of. We didn’t have any issues During our stay. The pre-information contained all the relevant information to allow us to access the home. We spent quality time as family together, watched sunrises and sunsets, sipped coffee, laughed and swam in the infinity pool morning, day and my favorite time - at night under the stars. Castle has many places to gather as a family while also affording sufficient space for the introverts to disconnect as needed. Absolutely loved it and would highly recommend it anyone looking for an accommodation to encourage family time. We were there for 10 days and I can honestly say that noone wanted to leave.
Relaxing in Paradise
Our stay at Cayman Castle was to celebrate my wife’s birthday with 3 other couples. The Castle was absolutely fantastic. Complete privacy. Amazing views from virtually every angle and room. Comfortable beds and furniture. Awesome and unique spaces to gather throughout the property. Surrounding area offered everything we needed from groceries to restaurant options. If you are looking for something different from the resort scene at 7 mile beach, then look no further than Cayman Castle and the East End. Property managers were awesome in assisting with overall planning
Exceptional Vacation Villa
The Cayman Castle is the ideal spot for a family vacation - great house, great water, and great location. The house is spacious and full of amenities; each bedroom is basically a master suite. The pool area is delightful, with plenty of room in the sun and in the shade. Though it\'s on the East End, the snorkeling is surprisingly good, and the cove is great for kayaking. The location is wonderful - isolated enough to be private and relaxing, but within walking distance of good food and drinks. Great night sky viewing as well.
Great Family Vacation
Our family stayed at Cayman Castle (and guest house) for 2 weeks in June and were very pleased with the accommodations. The house is large enough to accommodate multiple families, view is beautiful, pool area works well with both sun and shade, diving convenient, (practically next door), kayaks for snorkeling a nice extra, loved the 2 large washers and dryers! Only negative was the lengthy drive to 7 mile beach and Georgetown but it\'s hard to have everything!
Fit for a King & Queen
Every other year we take a \"family\" vacation..large group of 19. Ages ranging from 65-1. After much research The Castle was just what I was looking for..plenty of room & privacy. And let\'s not forget BEAUTIFUL. We were over the guest limit so I rented a 2 BR condo at the nearby (about 2 miles) Reef Resort for overflow. Worked out great for nephews with young children. The house is stunning & the view is breathtaking. All the modern amenities one would expect. Having private LARGE baths per BD was a major plus. The balconies overlooking the water are wonderful & the pool sitting area is huge with the convenience of \"walk into the sea\" stairs on lower walking path. A VERY LARGE mahogany/ceramic inlaid table on the second level balcony was used constantly, plenty of room for everyone!! The guest house was in itself a dream retreat!!!! And the grounds are meticulously kept and GORGEOUS. Flowers & lush tropical plants everywhere!! Comp Kayaks were used everyday & the kids loved it. Dive shop is a \"shells throw\" away. Only semi-negatives: AC controls are locked in at 73*..this may sound comfortable temp but it got somewhat warm in upper master and ground floor (oddly during the night for sleeping?) I know the cost of electricity is absurd & they have to control usage , but would have preferred a little cooler. The guest house stayed very cold. The beach is not the greatest at this site..being on the east end of the island this is the first land where debris drifts onshore.. And seaweed..the water is not slick calm & has patchy grass bottom. We never swam here & opted to go down the road a ways to RUM POINT!!! PICTURE PERFECT WATERS!! A NOT TO MISS AREA! IDEAL SNORKELING!!! Being on the East end the location is removed from the hub of Georgetown (45 minute drive) RUM POINT is about 20 minutes away & very very nice.
Best Friends Trip to Paradise
We booked this trip 6 months in advance and every day till we left for our trip we kept looking at pictures of the castle. It did not disappoint us the castle is absolutely beautiful. We had 13 of us for our trip 8 adults and 5 teenagers. So the 5 bedroom house plus the guest house with 2 bedrooms was the perfect accommodations. I planned things out very well ahead of time had the house stocked with food before we arrived which made things so much easier. Just show up and the vacation started. A ll of us jumped right into the water of the back of the house and swam out to the coral reef which is only about 500 yards out. It is one of the best dive spots on the island. Each morning we either swam out to that spot or took one of the kayakes which there are four out to the coral reef. The house is everything it looks like in the pictures.The pool off the deck is amazing and we spent so much of our time just in that pool no one ever wanted to leave the house. The chairs that are placed on the two lower decks is where we spent every night. The location for the house is wonderful a very quite part of the island with some great resturants very close by. The dive shop which is Ocean Frontiers is very close we walked to it each day. They had a great staff and we all went on many dives together as a group. This was a wonderful trip for all of us and we do hope to go back next year. All everyone kept saying the entire week is it does not get better than this. The house is not just on the beach it is out in the ocean. The Cayman Castle is a wonderful place to take family or friends on an amazing vacation. 4 of 5 stars Value 5 of 5 stars Comfort 5 of 5 stars Location 5 of 5 stars Cleanliness 5 of 5 stars Check-in 5 of 5 stars Service Would I recommend this vacation rental to my best friend? Absolutely! Recommended for: a romantic getaway, and luxury-minded travelers
Highly Recommend
Our trip to the Cayman Castle was incredible. If you value your privacy and space, I don\'t think you will find a better place on the island. My wife and I, plus our 5 kids aged 9-16, plus my parents in their early 70\'s stayed at the Castle for one week. There was plenty of space for all of us, and none of us wanted to leave at the end! There are so many areas to enjoy on the property it was almost hard to find time to enjoy them all within a week. The kitchen is large and very nice to cook in. We found it much more convenient to prepare our own meals than to eat out. We didn\'t want to leave the house! The house sits on a point and has more than 180 degree views that never get old. The rooms were very comfortable and the house was well decorated. The property\'s kayaks were also a huge hit - we used them every day to explore the ocean in front of the house. If you are ambitious, there are some amazing snorkel spots that are a ways out. We also enjoyed the incredible close proximity of the Ocean Frontiers Dive Shop. We booked snorkeling and diving trips with them, as well as a trip to Sting Ray City. The dive shop is top notch! We started our trip at the Ritz Carlton on 7 mile beach for one night, then spent a week at the Castle, then spent one more night on 7 mile beach at the Marriott. We found it interesting to compare the hotel style vacation on 7 mile beach with the private home style vacation on the east end. And while the hotels were very nice, they did not compare in any way to our stay at the castle. We want to go back and do it all over again! It was a perfect vacation.
Perfect Getaway for Large Family or Group of Friends
From start to finish this vacation couldn't have been more seamless. Everyone at Grand Cayman Villas was super helpful months prior to our arrival in ensuring we were set up with everything we needed from car rentals to groceries arriving at the house before we got there. They have a very user friendly app that gives you access to literally every little thing you will need while vacationing and lets you do what you are actually there for...RELAXATION! Beautiful house, amazing service and a definite MUST if you are vacationing in Grand Cayman!
Wonderful family vacation
This is our second trip to Cayman Castle. We take the family to the Caribbean every other year. The grandkids age one to fifteen requested we return to Cayman Castle. This is our sixth trip and the first time there was a request to go back to the same place.!
Amazing and Enchanting
Cayman Castle is an excellent home! We were extremely happy with the property. The amenities were amazing with high end furnishings , great linens, plenty of beach towels, everything we could want!The kitchen is nicely equipped - there wasn\'t anything we felt we needed during our stay. The booking process with Grand Cayman Villas was no fuss. Any questions we had were answered right away. We never wanted to leave the Castle because it was so enchanting. We did go to Rum Point beach a few times to enjoy the wonderful water and cocktails.
Simply Phenominal
Our stay in the caymans castle and guesthouse was simply phenomenal. everything is even better than the pictures. the house has everything that you need or could want. from a FULLY stocked kitchen to additional supplies...you\'ll want for nothing. our chef found everything in great order and great supply. the infinity edge pool is great for lounging and taking in the scenery as well as the multiple patios. with 12 adults we never felt like we were on top of each other because the property is incredibly spacious. we did not want to leave and are already planning our return. the entire process from reservation to check in was incredibly smooth. guests are strongly encouraged to rent a vehicle.there\'s a mini grocery store about 10 minutes away as well as a liquor store. in addition we discovered the italian kitchen which opens at 5 daily and will deliver to the castle. we are fortunate and blessed to have stayed in the castle. special thanks to the entire grand cayman villas team.
What a wonderful week
After a week of debating between hotels or homes and which side of the island we chose to stay at the Cayman castle. We were concerned about not staying on the tourist side of the island, and difference in beaches but after spending time on both sides we were very pleased with our decision. 3 decks/balconies, pool, gorgeous sitting area in shade by pool we had quite the relaxing time on property, never wanted for anything. I was beyond impressed with the professionalism and thoroughness of the management company. Between the app and staff I had all the information to be prepared for my trip. While there were only two of us, there was plenty of room for 5 couples or children. Home is gorgeous with the right balance of island décor and modern amenities. Restaurants and areas of interest were more enjoyable on this side of the island, we prefer to understand the charm of an island over visiting a Margaritaville. Will be going back again and probably bring a few other friends. Highly recommend for a vacation or special event
Highly Recommend!
Our trip to the Cayman Castle was incredible. If you value your privacy and space, I don\'t think you will find a better place on the island. My wife and I, plus our 5 kids aged 9-16, plus my parents in their early 70\'s stayed at the Castle for one week. There was plenty of space for all of us, and none of us wanted to leave at the end!There are so many areas to enjoy on the property it was almost hard to find time to enjoy them all within a week. The kitchen is large and very nice to cook in. We found it much more convenient to prepare our own meals than to eat out. We didn\'t want to leave the house! The house sits on a point and has more than 180 degree views that never get old. The rooms were very comfortable and the house was well decorated.The property\'s kayaks were also a huge hit - we used them every day to explore the ocean in front of the house. If you are ambitious, there are some amazing snorkel spots that are a ways out.We also enjoyed the incredible close proximity of the Ocean Frontiers Dive Shop. We booked snorkeling and diving trips with them, as well as a trip to Sting Ray City. The dive shop is top notch!We started our trip at the Ritz Carlton on 7 mile beach for one night, then spent a week at the Castle, then spent one more night on 7 mile beach at the Marriott. We found it interesting to compare the hotel style vacation on 7 mile beach with the private home style vacation on the east end. And while the hotels were very nice, they did not compare in any way to our stay at the castle. We want to go back and do it all over again! It was a perfect vacation.
House, property and location were phenomenal!
We had a great time. The house was unique and suited our needs. It was in excellent condition and everything worked well. We had no issues. The booking was easy and understandable. The directions and operations of the house were clear and precise. We didn’t need the on island manager, so no feedback there. I have no recommendations on improvement, just keep up the good work. If I had a property in the area, I would hire your to manage and promote it.Bobby Harrell5 of 5 starsEase of booking 5 of 5 starsDirections to the property 5 of 5 starsKey pickup/access to the property 5 of 5 starsOverall condition 5 of 5 starsQuality of bedding/mattresses 5 of 5 starsKitchen/utensils quality 5 of 5 starsCleanliness of bathroom 5 of 5 starsQuality of facilities/amenities 5 of 5 starsService Liked best: House location and layout were special Liked least: nothing Traveling group: Extended Family Would I recommend this vacation rental to my best friend? Yes. Recommended for: Large groups The property was \"as advertised\". I recommend the location. The property was a good value for the price paid. The property provided wifi/internet access. My security deposit was returned on time.
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Available Unavailable Check-In Only Check-Out Only
| Begins | Ends | Daily | Weekly |
|---|---|---|---|
| Apr 17, 2021 | May 28, 2021 | $1,650 | $9,900 |
| May 29, 2021 | Aug 20, 2021 | $1,850 | $11,100 |
| Aug 21, 2021 | Nov 05, 2021 | $1,150 | $6,900 |
| Nov 06, 2021 | Nov 19, 2021 | $1,350 | $8,100 |
| Nov 20, 2021 | Nov 27, 2021 | $1,950 | |
| Nov 28, 2021 | Dec 17, 2021 | $1,650 | $9,900 |
| Dec 18, 2021 | Dec 25, 2021 | $3,250 | |
| Dec 26, 2021 | Jan 04, 2022 | $3,750 | |
| Jan 05, 2022 | Mar 05, 2022 | $1,850 | $11,100 |
| Mar 06, 2022 | Apr 15, 2022 | $2,000 | $12,000 |
| Apr 16, 2022 | May 27, 2022 | $1,650 | $9,900 |
| May 28, 2022 | Aug 19, 2022 | $1,850 | $11,100 |
| Aug 20, 2022 | Nov 04, 2022 | $1,150 | $6,900 |
| Nov 05, 2022 | Nov 18, 2022 | $1,350 | $8,100 |
| Nov 19, 2022 | Nov 26, 2022 | $1,950 | |
| Nov 27, 2022 | Dec 16, 2022 | $1,650 | $9,900 |
| Dec 17, 2022 | Dec 25, 2022 | $3,250 | |
| Dec 26, 2022 | Jan 02, 2023 | $3,750 | |
| Jan 03, 2023 | Mar 03, 2023 | $1,850 | $11,100 |
| Mar 04, 2023 | Apr 14, 2023 | $2,000 | $12,000 |
| Apr 15, 2023 | May 26, 2023 | $1,650 | $9,900 |
| May 27, 2023 | Aug 25, 2023 | $1,850 | $11,100 |
- 13% Occupancy Tax added to all rates
- 10% Guest Service Fee includes your Silver Thatch Membership
- Guest Service Fee is capped at 10 days for extended stays
- Owner requires a $1,000 refundable excess cleaning and damage deposit
Booking Rules
- 5 nights minimum stay required.
- 6 nights minimum and full occupancy required over Thanksgiving week.
- 7 nights minimum and full occupancy required over Christmas and New Year's week.
- Christmas & New Year's are split into two rental periods. Please inquire directly with your travel dates prior to booking.
- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
- Extended stays unlock additional discounts. Inquire for promo code.
- Must be 25 years or older to book and must occupy the property during the entire stay.
Flexible Cancellation Options
Travel planning can be unpredictable right now with reopening protocols subject to change by the government. That’s why we have expanded our cancellation policy to provide you peace of mind should the pandemic upend your travel plans.
Within 60 days of your arrival, should there be no reasonable transport options to Grand Cayman or an unforeseen quarantine is required, you will have two options:
- Defer your trip up to 12 months from the planned arrival date with full payment credited towards a subsequent similar stay, or
- Request to cancel for a full refund of monies paid less a 3.50% cancellation fee.
Book with confidence and review our Cancellation Policy for complete details.
Villa Cleaning & Sanitation
We're committed to the health and safety of all our guests and have adopted enhanced cleaning safeguards to suppress the spread of COVID-19. All villas are cleaned and sanitized prior to each guest's arrival using health agency-approved cleaners and disinfectants. We also ask our owners to provide a starter supply of extra cleaning products.
Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.
