Cayman Castle
Cayman Castle 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.
Sleeping Arrangements
(Sleeps 14 guests total, 11 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.
- 2 folding cribs are stored in the Bunk Suite closet.
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.
- Large Beach Cabana and 4 kayaks (2 tandem and 2 singles) provided complimentary on the villa's private beach.
- Walking distance to Ocean Frontiers dive shop and dining options (Eagle Rays and Big Tree BBQ) makes this a convenient option for families; Tukka Restaurant nearby provides complimentary shuttle service for Castle guests and the Italian Kitchen will deliver.
- 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 mesh network 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 ice maker 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, 5 adults max. The guesthouse is equipped with its own pool, separate driveway, and full kitchen.
*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.
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Amenities
Your Concierge & Service Fee includes your Guest Services Membership.
Member Benefits
- Centralized on-island Guest Services & Welcome Center
- Unlimited use of Private Fitness Center (18+ yrs.)
- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies
- Proprietary Guest benefit & 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
- Hotel grade bath products
- Pre-stocking of groceries & beverages (delivery fee applies)
- Arrange chefs, cooks, babysitting & family photography
- $3,000 of Accidental Villa Damage Protection
- Complimentary pack-n-plays, booster seats, & baby gates
- Tandem kayaks available for discounted rental*
*Signed waiver required.
Guest Reviews of Cayman Castle
East End , East Endstars based on 25 user reviews
Good Place with Splendid Views
Cayman Castle
Picture Perfect ??
My family loved our week staying at this property
Outstanding!
Awesome Property!
Beautiful home and location
Better Than Advertised!
Very Lovely Spot
Beautiful Island
40th Birthday!
Absolutely Spectacular!
Enjoyed Our Stay Immensely
Cayman Castle
Excellent
Best Friends Trip to Paradise
Fit for a King & Queen
Great Family Vacation
Perfect Getaway for Large Family or Group of Friends
Wonderful family vacation
Amazing and Enchanting
Simply Phenominal
What a wonderful week
Highly Recommend!
House, property and location were phenomenal!
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| Begins | Ends | Daily (before fees & tax) |
|---|---|---|
| Nov 11, 2025 | Nov 21, 2025 | $1,650 |
| Nov 22, 2025 | Nov 30, 2025 | $1,950 |
| Dec 01, 2025 | Dec 18, 2025 | $1,750 |
| Dec 19, 2025 | Dec 26, 2025 | $3,450 |
| Dec 27, 2025 | Jan 03, 2026 | $3,750 |
| Jan 04, 2026 | Feb 28, 2026 | $1,950 |
| Mar 01, 2026 | Apr 11, 2026 | $2,150 |
| Apr 12, 2026 | May 23, 2026 | $1,500 |
| May 24, 2026 | Aug 13, 2026 | $1,650 |
| Aug 14, 2026 | Oct 30, 2026 | $1,250 |
| Oct 31, 2026 | Nov 20, 2026 | $1,650 |
| Nov 21, 2026 | Nov 29, 2026 | $1,950 |
| Nov 30, 2026 | Dec 17, 2026 | $1,750 |
| Dec 18, 2026 | Dec 25, 2026 | $3,450 |
| Dec 26, 2026 | Jan 03, 2027 | $3,750 |
| Jan 04, 2027 | Feb 27, 2027 | $1,950 |
| Feb 28, 2027 | Apr 10, 2027 | $2,150 |
| Apr 11, 2027 | May 04, 2027 | $1,500 |
- 13% Occupancy Tax added to all rates.
- 12.90% Villa Concierge & Service Fee added to all rates.
- A Departure Cleaning Fee is required for all stays.
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.
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.








