
On The Rocks
Welcome to On The Rocks! This grand oceanfront gated estate with private pool is conveniently located 20 minutes from the airport in a planned residential community called Beach Bay.
The dozen or so larger homes along this rugged coastline share the key amenity of the neighborhood: a wonderful sandy beach cove with protected swimming and excellent snorkeling (a 5-minute walk).
While each villa offers panoramic elevated views and privacy, each has access to the sandy white beach. Our guests report seeing lobster, octopus and teeming juvenile fish on the coral heads.
The main 6 bedroom villa features a wrap-around porch that offers a full-day respite from the Caribbean sun plus shaded areas for enjoying a good read, morning yoga sessions, breakfast, or sunset viewings. With heavy landscaping on both sides of the property, On The Rocks provides guests privacy and quiet during their stay.
The large freshwater pool has a wide sundeck with lounge chaises as well as a cabana for outdoor dining. A zoysia grass lawn feels cool on bare feet and the estate has many mature palm trees to offer additional shade.
Outdoor dining tables include a 6-top near the house and a 4-top in the pool cabana. There are 6 lounge chaises around the pool deck and 2 chaises on the master suite balcony. An outdoor sectional sofa is shaded by the covered veranda.
Architecturally, the design and flow of the house is low-country plantation-style with transom windows, the wrap-around porch, window shutters, and a central living room opening to the pool area. There is an enormous parking area and access to the garage.
Bedroom & Bathroom Layout
(Villa is Licensed to Sleep 12 Guests. Villa + Optional Guest Suite Sleeps 14 Guests.)
- Oceanfront Master Suite: Upstairs suite with a king bed, TV, balcony, and an ensuite bath.
- Queen Suite #1: Upstairs suite with a queen bed and an ensuite bath.
- Queen Suite #2: Optional Over the garage suite with a queen bedroom, kitchenette, living room with a TV, and an ensuite bath.
- Guest Bedroom #1: Upstairs bedroom with a queen bed and a shared bath with the twin bedroom.
- Guest Bedroom #2: Main level bedroom with a queen bed and a shared bath with the other queen bedroom.
- Guest Bedroom #3: Main level bedroom with a queen bed and a shared bath with the other queen bedroom.
- Guest Bedroom #4: Upstairs bedroom with two twin beds and a shared bath with the upstairs queen bedroom.
On The Rocks Notable Features
MAIN FLOOR
- Large central living area has multiple couches and seating. Many windows and glass doors open to the pool and shaded porches
- 3 large TVs each with cable programming and DVD player
- 2 ground floor queen bedrooms share a large bathroom with a combination tub and shower
- Large kitchen and dining area open directly to the backyard pool deck
- Large full laundry directly off the kitchen
- Wraparound porch offers shade all day long
- Covered veranda with outdoor seating
SECOND FLOOR
- Enormous oceanfront king master suite with flat screen TV, cable programming, walk-in closet, oceanfront balcony, and tiled bathroom with tub and stand alone shower
- Second-floor living room and TV area with cable programming, Apple TV, and DVD player
- 2 queen bedrooms
- 1 twin Bedroom
- Large shared guest bathroom
The owner also offers an optional guest apartment suite above the garage offering a private suite for those who prefer to be under a different roof (nannies, teenagers, snoring uncles, etc.).
The guest suite comes furnished with a queen bed, kitchenette with fridge, tiled bathroom with shower, dining area, and a new large flat screen TV with Apple TV and Xbox 360 (also plays DVDs). Separate A/C and water heater for the garage suite.
^Reduced rates offered to small groups not requiring all bedrooms. See Rates tab for pricing.
*Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.
**Silver Thatch tandem kayaks available for discounted rental. Signed waiver required.
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Amenities
Beach Notes
On The Rocks estate is on an elevated rocky bluff overlooking the Caribbean Sea. In the evening it is not unusual to see the cruise ships passing by on their way back to Jamaica or the USA. We have great panoramic views, however you would not enter the beach from the rear of the house.
This executive residential development of "Beach Bay" has about 12 homes like On The Rocks that all share a communal sandy beach cove with protected snorkeling just 400 yards east of the villa (3 minute walk). Parking is offered if you prefer to drive. The owner has 6 beach chairs for you to use and if you need more, please ask the manager.
The beach offers a sandy entry into the water and multiple palm trees provide shade--no need to take an umbrella! As this is still a marine environment, we recommend either swim fins or stretchy water shoes to protect the feet from sharp shell shards, broken urchin spines, etc. The water is clear and the bottom is sandy, but we still err on the side of caution.
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.

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 Guest Discount Card
- 10% advance booking discount for private charter
- Complimentary use of snorkel equipment
- Jacques Scott Wine & Spirits pre-order & hold for check-in
- Referral to preferred vendors, guest services desk assistance
At-Villa Benefits
- Day-after-arrival guest services follow-up
- Complimentary early check-in, if no check out on same day
- Gilchrist & Soames bath products
- Pre-stocking of groceries & beverages (delivery fee applies)
- Arrange chefs, cooks, babysitting & family photography
- $1,500 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 On The Rocks
129 Sea Spray Drive Grand Cayman , ----14 user reviews
stars based onAgain and again!
A great house
Tranquility
Family vacation and birthday celebration
Wonderful Time
Manager Response:
Thank you! Please come back soon!
Great Accommodations and Amenities
Amazing property
Beautiful and Protected!
On The Rocks is Special
Nice Stay
Christmas in Cayman
Fantastic Property
2 Weeks in Paradise
Amazing Vacation!!
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Begins | Ends | Daily |
---|---|---|
Jan 06, 2021 | Mar 05, 2021 | $1,425 |
Mar 06, 2021 | Apr 16, 2021 | $1,495 |
Apr 17, 2021 | May 28, 2021 | $1,000 |
May 29, 2021 | Aug 20, 2021 | $1,150 |
Aug 21, 2021 | Nov 05, 2021 | $950 |
Nov 06, 2021 | Nov 19, 2021 | $1,050 |
Nov 20, 2021 | Nov 27, 2021 | $1,350 |
Nov 28, 2021 | Dec 17, 2021 | $1,100 |
Dec 18, 2021 | Dec 25, 2021 | $1,950 |
Dec 26, 2021 | Jan 04, 2022 | $2,150 |
Jan 05, 2022 | Mar 05, 2022 | $1,425 |
Mar 06, 2022 | Apr 15, 2022 | $1,495 |
Apr 16, 2022 | May 27, 2022 | $1,000 |
May 28, 2022 | Aug 19, 2022 | $1,150 |
- Rates above assume full occupancy (14 guests in the main house and guest suite).
- 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 $1,500 refundable excess cleaning and damage deposit.
Fewer Guest Rate Discounts
Owner offers lower rates for fewer guests:
- For parties of 12 or fewer not requiring the use of the garage apartment, non-holiday nightly rates are $150 per night lower.
Fewer Guest Discounts are automatically deducted from the full base rent at website check out.
Booking Rules
- 5 night 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 dates are split into two rental periods. Please inquire with your travel dates prior to booking.
- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
- Must be 25 years or older to rent and must occupy the home during the entire stay.
- Owner does not permit local rentals or staycations.
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 on-island.
Flexible Cancellation Policy
I. CANCELLATION TERMS
1). Once the guest's signed rental contract is confirmed with a deposit, should the guest cancel in writing prior to 60 days of arrival, half of the initial deposit (usually 25% of rent) will be refunded to the card on file, less a 3.50% processing/admin fee of the deposit. Should the villa owner be able to replace the reservation in whole or in part, the (prorated) un-refunded balance of the initial deposit will be returned less any re-booking costs incurred. Should the owner not be able to replace the reservation, the balance of the initial deposit is forfeited.
***PANDEMIC/EPIDEMIC EXCEPTION: Should a declared Pandemic or Epidemic prevent reasonable air transport options to the Cayman Islands, the guest may cancel and the entire initial deposit will be refunded, less a processing/admin fee of 3.50%.
2). Once full payment has been made (or the 60-day mark has passed and the guest has not paid the balance), should the guest cancel in writing, GCVC will refund any occupancy taxes, cleaning fees, cancelable services, and refundable damage deposits to the card on file. The dates will be opened on the calendar for rebooking. Should the reservation be replaced in whole or part, the guest will receive up to 100% of monies paid less a 3.50% admin/processing fee or rebooking charges incurred. Should GCVC not be able to replace the reservation, the rent and service fee will be forfeited; however, the guest will receive a credit for 50% of rent to be used for a similar stay at the same property, taken within 13 months of the original date of arrival.
***PANDEMIC/EPIDEMIC EXCEPTION: Should a declared Pandemic or Epidemic prevent reasonable air transport options after full payment, the guest may cancel up until the day of arrival and all payments will be refunded, less a 3.50% processing/admin fee on all monies processed.
***HURRICANE WARNING EXCEPTION: Should a hurricane warning (not a hurricane watch) affect Grand Cayman's ability to welcome guests; the guest will have the option of rescheduling the trip with generous owner flexibility or a full 100% refund of all monies paid with no deduction.
We strongly advise the purchase of CSA trip interruption insurance to indemnify the risk of cancellation, weather delay, airline interruption, medical reason for non-travel, etc.
II. ENTRY & IMMIGRATION REQUIREMENTS
The Cayman Islands is a foreign country and has both entry and immigration requirements in order to enter. Entry into the Cayman Islands requires each person to present a valid passport. Citizens from some countries may require a visa. The Cayman Islands also may require tourists to submit to viral testing (either pre or post-arrival) or require proof of vaccination.
Please check all official government sources for current entry (https://www.gov.ky/) and visa requirements (http://www.immigration.gov.ky).