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Cayman Castle

442 Austin Connolly Drive Gun Bay, East End KY1-1800 Grand Cayman
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7BR Luxury Cayman Castle and Guesthouse is directly oceanfront on a private 2-acre gated and walled estate on an elevated point of land and owns an attached private wide white-sand beach with excellent snorkeling and sunbathing. Infinity pool, multi-tiered oceanfront terraces, panoramic roofed balconies and a covered first floor veranda provide guests plenty of room for spreading out, dining or enjoying the views; shaded or in the sun. Infinity Pool is heated in winter. This grand estate is not only one of the largest rental villas on the entire island; it also is a notable landmark. Virtually anyone on the island will know of the Castle in the East End. While we are neighbors to the Wreck of The 10 Sails Park and police constable's residence; this property enjoys no residential neighbors to the north for 500 feet or to the south for another 500 feet. With the gate shut in the evenings; guests enjoy their privacy. The owner maintains the property quite well; making upgrades every fall to keep the experience not only refreshing and pleasant for the repeat guests, but for newcomers to Cayman Castle as well. 18 guest maximum, of whom 14 may be Adults 18 yrs or older. Infants in cribs do not count against occupancy. Cayman Castle’s Unique Features: OUTDOORS: TWO oceanfront pools! The main house features a gorgeous, oceanfront infinity pool (pool heated to 84 winter) while the guesthouse has a smaller, but very private, pool for lounging and soaking in the views. 300 feet of Private White Sand Beach. Step off our driveway onto white sand! (3) thatched beach palapas, (4) kayaks, and walking distance to Ocean Frontiers dive shop (as well as 3 lunch/dinner spots) make this home a convenient villa choice for a larger family. Custom 17-foot mosaic dining table on the main porch seats 18 easily and offers panoramic views while you dine. A flight of stone steps from the pool deck take you past the adirondacks and loungers on the sunny patio and down to the water, where guests can enjoy excellent snorkeling or kayaking. A healthy marine ecosystem awaits your discovery—so we ask that you wear pool shoes or fins when you to exploring! Stainless steel propane BBQ cooking center with granite top The main house and the guesthouse each have their own driveway, so there’s plenty of off-street parking for guests. Lounge chaises and outdoor sectionals on the pool decks, porches and balconies so guests can relax in style INDOORS: Cayman Castle features Gorgeous, third-floor oceanfront master King suite with private balcony, panoramic views, and enormous walk-in shower King and Queen suite on second floor. Sleeper sofa in the second floor Queen Suite for small children only. Queen suite and separate bunk room (four bunks) on first floor. The first floor Queen suite offers a private exterior entrance with seating and TV. Kitchen, dining and living area are all oceanfront on the second floor, offering lovely views through the multiple sliding glass doors that lead to the main level porch and outdoor dining The fully modern kitchen features double ovens, dishwasher, refrigerator, stovetop, microwave, Keurig coffeemaker, kitchenmaid mixer, Bunn drip coffeemaker tons of counter space, and bar seating for six Indoor dining for six Comfortable living area with very large flatscreen TV for unwinding after a day of sun and surf Bar area adjacent to the lower level pool deck Castle Guesthouse features Master King suite with beautiful views, flat-screen television, and large walk-in shower Queen suite with two bunk beds and walk-in shower Full modern kitchen refrigerator, dishwasher, stove, oven, microwave and coffeemaker Comfortable sectional sofa with large flatscreen TV Dining table for four Both homes feature Central A/C Free WiFi Apple TVs Bluetooth Indoor/Outdoor speaker DIshware, cookware, and cutlery Linens, towels and beach towels provided Cayman Castle also makes an intimate wedding venue (no invited guests permitted; limit 18 total).
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Non-smoking hotel
Room features
Air conditioning
Room types
Non-smoking rooms
Family rooms
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Popular mentions
Joyce W wrote a review Feb 2020
Charlotte, North Carolina5 contributions2 helpful votes
This home is the epitome of luxury and privacy within a lovely and spacious place above the shining clear water. We were fortunate enough to attend a baby shower there recently and it was absolutely incredible! We had a 20 person sit down dinner on the patio after watching our private chef in the large kitchen area create an abundance of dishes for the guests. This house could easily entertain a wedding party on the premises or the private beach and has 7 huge bedrooms.
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Date of stay: February 2020
1 Helpful vote
abbystubbe wrote a review Sep 2017
Roseville, California, United States13 contributions1 helpful vote
How many people can say they got married at a Castle... let alone a castle in the Cayman Islands? Beautiful home and beautiful landscape! We rented both the castle and the guesthouse for our small wedding of friends and family! There was plenty of space for us all. The house was clean and well stocked with linens, kitchen items, etc. Located on the east end which is quieter. The only draw back was the trash that washed up which I’m assuming is from all the weather/hurricanes. Thanks again for the amazing trip- would recommend this for anyone wanting a fun filled family vacation! Tip: grocery stores and other stores are closed on sundays :) we preferred shopping for groceries in neighboring town of Savannah. Must do: eat at Bombay chopsticks, Tukka Take a drive to North End-Kaibo!
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Date of stay: September 2017Trip type: Travelled with family
Xcapes wrote a review Jan 2017
Miami, Florida2 contributions
We chose the Cayman Castle Guesthouse looking for a peaceful, un-crowded place to relax and recharge and we were not disappointed! Immediately stepping inside and seeing the amazing views of the ocean and the reef in the distance, you start to unwind. The house opens out unto a large covered porch leading to the pool situated on the edge of the cliff overlooking the ocean. From sunrise (amazing!) to sunset, the light changes by the hour and every moment was just beautiful! The evenings were equally magical with perfect darkness for stargazing. The house is very comfortably furnished with everything you need including satellite TV and great WiFI and with wonderful views from every room. We enjoyed the private beach and also made use of the available kayaks. With a nearby grocery, liquor store and a few restaurants, the tranquil East End area has everything you need without any hustle or haste. The entire experience was so relaxing, time slowed down and days felt like weeks. Our stay was perfect in every way!
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Date of stay: January 2017
Trip type: Travelled with friends
ELVignoli wrote a review Dec 2016
Melrose, Massachusetts1 contribution
12/3-12/10 2016 - A group of friends gathered at Cayman Castle for the week for a birthday celebration and relaxation. The property was incredible - immaculate, private, stunning views. It was not too far a drive to Seven Mile Beach and Rum Point, and many stores including a liquor store with a very nice, extensive wine selection. A couple of restaurants were within short walking distance and all of the locals were incredibly gracious. We had a chef come in one night to cook for us and it was fabulous. The owner stopped by the day we arrived and he was very nice. Would love to go back again soon! Loved the property and loved the island!
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Date of stay: December 2016
Trip type: Travelled with friends
lisagee wrote a review Oct 2016
new york452 contributions80 helpful votes
We were a group of 10 adults, no kids who rented the castle to celebrate our mile stone birthdays. If you are looking to go off the grid this is the place for you. We were far from the hustle and bustle of seven mile beach. We spent nearly every day floating in the pool and enjoying the amazing water view. Other then scuba diving there is not much to do on the east end of the island - which was perfectly fine with us. The castle did not disappoint. It is equipped with everything you would need for a comfortable stay. It was very clean and is just as gorgeous in person as it appears in the pictures on vrbo.
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Date of stay: September 2016Trip type: Travelled as a couple
CaribbeanCayman IslandsGrand CaymanEast End
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Frequently Asked Questions about Cayman Castle
Which popular attractions are close to Cayman Castle?
Nearby attractions include Queen Elizabeth II Botanic Park (8.0 km), Blow Holes (7.1 km), and The Wreck View Art Gallery (1.4 km).
What are some of the property amenities at Cayman Castle?
Some of the more popular amenities offered include free wifi, a pool, and free parking.
Which room amenities are available at Cayman Castle?
Top room amenities include a kitchenette, air conditioning, and a refrigerator.
Is parking available at Cayman Castle?
Yes, free parking is available to guests.
What are some restaurants close to Cayman Castle?
Conveniently located restaurants include Big Tree Bbq, Tukka, and Eagle Ray's Bar & Grill.
Are there opportunities to exercise at Cayman Castle?
Yes, guests have access to a pool during their stay.
Is Cayman Castle accessible?
Yes, it offers reduced mobility rooms. For specific enquiries, we recommend calling ahead to confirm.