Cayman Castle & Guesthouse
- Overview
- Amenities
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- Guest Services
- Beach Notes
- Map
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Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing.
Two private pools, multi-tiered ocean terraces, a panoramic veranda balcony, and a well-shaded pool deck provide guests plenty of room to spread out and enjoy island living. The views are breathtaking.
This grand estate is not only one of the largest rental villas on the entire island, but it also is a notable landmark. Virtually anyone on the island will be familiar with the Castle in the East End.
While we are neighbors to the Wreck of the 10 Sails Park and the police constable's residence to the north, this property enjoys no residential neighbors to the north or south for 500 feet in either direction. This is a gated and walled estate with a private beachfront.
The owner takes immaculate care of the home, making upgrades each fall to keep the experience not only refreshing and pleasant for repeat guests, but for newcomers to Cayman as well.
20 guests maximum, of whom 16 may be adults 18 years or older. Up to 2 infants, sleeping in cribs do not count against guest occupancy.
Sleeping Arrangements
(Sleeps 20 guests total, 16 adults max)
- Primary Suite – spans entire third-floor, ocean views, king bed, private balcony, television, small dining nook, ensuite with shower.
- South Suite – second-floor, ocean views, king bed, small workstation, ensuite with shower.
- Family Suite – second-floor, king bed + bunk beds, ensuite with shower.
- Pool Suite – lower level, queen bed, ocean views, private entry, walk-out access to the pool deck, television, ensuite with shower.
- Bunk Suite – lower-level, full-over-full bunk beds, television with Apple TV, ensuite with shower.
- Guesthouse Suite #1 – king bed, ocean views, desk, large chairs, ensuite with walk-in shower.
- Guesthouse Suite #2 – queen bed + bunk beds, ocean views, ensuite with dual vanities and shower.
Cayman Castle & Guesthouse Unique Features
OUTDOORS
- Two oceanfront pools! The main house features a gorgeous oceanfront infinity pool (heated to 84 degrees in the winter gratis), while the guesthouse enjoys a smaller, but very private pool.
- 500 feet of shoreline, 200 feet is sandy beach. Step off our driveway onto white sand!
- Large Beach Cabana, 4 kayaks (2 tandem and 2 single), and walking distance to Ocean Frontiers dive shop, 3 restaurants make this home a convenient choice for larger families. Call Tukka Restaurant to send their complimentary van!
- Custom 17-foot mosaic dining table on the main porch seats 18-20 and offers panoramic views while you dine.
- A flight of stone steps from the pool deck takes 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 enter the water!
- Propane BBQ cooking center with granite top between Castle & Castle Guesthouse
- Private driveways, with plenty of off-street parking for guests.
- Lounge chaises and outdoor sectionals on the pool decks, porches, and balconies. Our guests can relax in the sun or shade. Outdoor table for 8 under the pool-side verandah.
- Separate L-shaped bar with a beverage fridge just off the pool area.
- Multiple roofed verandas at both Castle & Guesthouse provide guests protection from the sun.
INDOORS
- Kitchen, dining, and living area are all oceanfront on the second floor, offering lovely panoramic views through the multiple sliding glass doors that lead to the main level roofed balcony and outdoor seating area. Dining table seating 20 max
- Modern kitchen features GE oven, Bosch dishwasher, 48" SubZero refrigerator, ceramic glass stovetop, microwave, Keurig & drip coffeemakers, Kitchenaid mixer, drip coffeemakers, blenders and tons of counter space. Barstool seating in Castle for 8
- Indoor breakfast table for 6 at Castle, 4 at Guesthouse
- Comfortable living area with 60" flatscreen TV and full channel programming for unwinding after a day of sun and surf. WiFi internet with extenders for the pool and balcony areas.
- Bar area with wine/beverage fridge adjacent to the lower level pool deck
- Back-up, full-sized fridge, and icemaker in laundry
- Plenty of dishes, utensils, glassware, barware and cookware provided
Castle Guesthouse Unique Features
- Full modern kitchen with refrigerator/freezer, Bosch dishwasher, stove, oven, microwave, blender, and coffeemaker.
- Comfortable sectional sofa with large flatscreen TV.
- Outdoor sectional sofa as well as Adirondack chairs.
- Dining table seating for 4.
Both homes come equipped with central A/C, complimentary WiFi, and Apple TV. The kitchens are stocked with dishes, glasses, cookware, and utensils. Linens, towels, and beach towels are also provided for guests.
*Note: A Cleaning Fee is added due to enhanced cleaning and sanitation.
**Additional tandem kayaks are available for discounted rental. A signed waiver is required.
Guest Reviews of cayman castle & guesthouse
442 Austin Connally Drive Grand Cayman ,cayman Castle
5 out of 5 stars
Picture Perfect ❤️
5 out of 5 stars
My family loved our week staying at this property
5 out of 5 stars
Wish we could have stayed longer!
5 out of 5 stars
Outstanding!
5 out of 5 stars
Awesome Property!
5 out of 5 stars
Wonderful Time Staying at The Castle!
5 out of 5 stars
Better Than Advertised!
5 out of 5 stars
40th Birthday!
5 out of 5 stars
Beautiful Island
5 out of 5 stars
Absolutely Spectacular!
5 out of 5 stars
Enjoyed Our Stay Immensely
5 out of 5 stars
Very Lovely Spot
5 out of 5 stars
Cayman Castle
5 out of 5 stars
Cayman Castle and Guesthouse
5 out of 5 stars
Excellent!
5 out of 5 stars
Perfect Location
5 out of 5 stars
Great Spot - Cayman Castle + Guesthouse
5 out of 5 stars
Property Exceeded our Highest Expectations
5 out of 5 stars
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The Concierge & Service Fee includes Guest Services Membership for you and your guests.
Guest Member Benefits
- Complimentary use of snorkel equipment
- 10% Advance Booking Discount for private scuba and snorkel charters
- Guest benefit & discount card for savings at Preferred Vendors
- Jacques Scott Wine & Spirits pre-order & delivery to your villa
- Guest parcel receipt & delivery to your villa
- Centralized on-island Guest Services & Welcome Center
- Personalized itinerary for scheduled events & reservations
- Coordinate special events, private dinners & private transportation
- Referral to preferred vendors, restaurants and watersports
- Fast-Track VIP Airport Arrival through Immigration & Customs (fees apply)
- Arrange private airport pickup and transfer (fees apply)
- Unlimited use of Silver Thatch Fitness Center (18+ yrs.)
- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
At-Villa Benefits
- Welcome amenity gift basket: Locally-sourced products
- Luxury linens, towels, & robes provided
- Complimentary early check-in or late check-out if no same-day conflict
- Pre-stocking of groceries & beverages prior to your arrival ($75 delivery fee credit)
- Convenience & activity items: baby equipment, snorkel equipment, Apple TVs, rollaway bed
- Gilchrist & Soames soap, body wash, lotion, shampoo & conditioner per bathroom
- Arrange chefs, cooks, babysitting, massage or family photography services
- $2,500 of Accidental Damage Protection for villa (indoor items/decor)
- Tandem kayaks, single kayaks, Seaview boards & paddleboards available for discounted rental & free delivery*
*Signed waiver required
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 residence & office.
2-3 lunch places are within walking distance and Tukka Restaurant is only a mile north. Two miles north are the 2 large resorts (Morritt's and The Reef) where they maintain manicured beaches, pools, restaurants, bars and watersports. Those resorts are great places to entertain older kids and for anyone to spend the day.
The beach at the Castle is white sand and is quite private. We have three thatched palapas, 4 kayaks and 6 lounge chaises on the beach. Most folks will spend the day sunning around the pool but we offer the beach option too. The water is more snorkeling than swimming here...it is a marine environment and we recommend pool shoes or fins.
You can walk down our stairs on the point to sit down and put on your fins as well. We have a great snorkeling site straight out 200 yds from the castle marked with a white PVC pole. You may also tie up the kayaks to that 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.
Begins | Ends | Daily |
---|---|---|
Dec 19, 2024 | Dec 26, 2024 | $3,895 |
Dec 27, 2024 | Jan 03, 2025 | $4,295 |
Jan 04, 2025 | Mar 01, 2025 | $2,350 |
Mar 02, 2025 | Apr 12, 2025 | $2,450 |
Apr 13, 2025 | May 24, 2025 | $1,750 |
May 25, 2025 | Aug 14, 2025 | $1,950 |
Aug 15, 2025 | Nov 01, 2025 | $1,495 |
Nov 02, 2025 | Nov 22, 2025 | $1,950 |
Nov 23, 2025 | Nov 30, 2025 | $2,350 |
Dec 01, 2025 | Dec 18, 2025 | $2,050 |
Dec 19, 2025 | Dec 26, 2025 | $3,895 |
Dec 27, 2025 | Jan 03, 2026 | $4,295 |
Jan 04, 2026 | Feb 28, 2026 | $2,350 |
Mar 01, 2026 | Apr 11, 2026 | $2,450 |
Apr 12, 2026 | May 23, 2026 | $1,750 |
May 24, 2026 | Aug 13, 2026 | $1,950 |
Aug 14, 2026 | Oct 31, 2026 | $1,495 |
Nov 01, 2026 | Nov 21, 2026 | $1,950 |
Nov 22, 2026 | Nov 29, 2026 | $2,350 |
Nov 30, 2026 | Dec 17, 2026 | $2,050 |
Dec 18, 2026 | Dec 25, 2026 | $3,895 |
Rate Details
- 13% Occupancy Tax added to all rates.
- 12.90% Concierge & Service Fee added to all rates.
- 3.50% Admin Fee applied to all reservations
- Villa requires a $1,000 refundable excess cleaning and damages deposit
Booking Rules
- 5 nights minimum 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.
- Discounts offered for multi-week stays. Ask for Promo Code
- Must be 25 years or older to book, and must occupy the home during the entire stay.
Villa Cleaning & Sanitation
All villas are cleaned and sanitized prior to each guest's arrival. 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.
Have questions about this property? Email us using the white button below.