On The Rocks

84 people have viewed this property this week.
7 Bedrooms
4 Bathrooms
14 Sleeps

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


  • 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 


  • 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. 

Show more details ...


Gated & Walled Estate
Oceanfront Villa
Private Freshwater Pool
Poolside Cabana
Wrap-Around Porch
4 Zone Central A/C
Keyless Entry
Flat Screen TVs
Cable TV
Apple TV
DVD Player
Gourmet Kitchen
Modern Appliances
Propane Grill
Home Security System
Guest Deposit Safe
Beach & Bath Towels Provided
Linens Provided
Off-Street Parking
No Smoking Permitted
No Pets Allowed
Kayaks for Rent

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 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 (a 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 Crown owns up to the high water mark.

The shoreline quality behind your property may vary slightly from the images on our website due to shifting tides and weather patterns. 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 over the years during the 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.

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 , ----

4.94 out of 5 stars based on 18 user reviews

Better Than Expected!

Review by Laura on 11/28/2022
5 out of 5
Our multi-generational family of 10 spent 7 glorious days at On the Rocks in Grand Cayman. The property is better than the pictures suggest. Upon opening the front door, we were struck with the beauty of the ocean view - straight through the large family room , overlooking the pool and patio area. There are multiple, spacious seating areas throughout the house. The second floor family room became a favorite with the teens. The kitchen has more than enough pots, pans, dishes, and glassware to make cooking and dining in a joy. We found the furniture was not only lovely to look at, but comfortable to sit on. We appreciate the great customer service we received and the spectacular week we spent in Grand Cayman.

Will Be Back!

Review by John on 07/12/2022
5 out of 5
Wonderful home, loved it! See you in December.

Once in a Lifetime Destination

Review by Josh on 07/12/2022
5 out of 5
On the Rocks will be our \"Once in a Lifetime\" vacation destination. We hope to return soon! Thank you for the island experience.

Couldn’t Have Been Happier

Review by Grandma, her children and grandchildren on 03/29/2022
5 out of 5
From the mesmerizing view and sound of the surf to the amenities in the villa, On the Rocks provided a stress-free and relaxing 8 days on Grand Cayman. The villa was spotless, and everything we needed was there. It was the most well-equipped and cleanest kitchen we ever had in the Caymans. We spent lots of time enjoying the pool and the nearby snorkel beach. We also loved the proximity to other snorkeling spots and to the grocery stores. Our family goes to Grand Cayman for carefree relaxation — and On the Rocks made that wish come true.

Again and again!

Review by Rocco on 02/04/2020
5 out of 5
I think that November 2019 was our 5th year in a row at On the Rocks says it all!

A great house

Review by Tina on 11/09/2019
5 out of 5
We rented this house with friends and had a magnificent time. When you walk in it is like being in paradise the house is immaculate and the pool overlooking the ocean absolutely breathtaking anytime of the day. The amenities were perfect and I like that we were not in the main stream noise and traffic. I hope we Visit again soon. This is a hard place to leave from to go home.


Review by Yvette on 09/25/2019
5 out of 5
Although our stay was only 6 nights, the time was special to celebrate family and just get together for a while. Recharge and reenergize. On the Rocks was a beautiful home, everything looked new inside! The pool deck was a great gathering pot. The views were sensational. We recommend this property and will return another time.

Family vacation and birthday celebration

Review by Phil & Lucienne on 05/18/2019
5 out of 5
Our stay at on the rocks was a combination of birthday celebration for my wife and a family vacation for our four adult children spouses and grandchildren. The stay at this villa was absolutely fantastic. We had outstanding weather the entire time, the pool was very well use throughout the week and it was wonderful to Visit the variety of wonderful beaches on the island. We mixed in some golf, a lot of sightseeing, and wonderful dining at a variety of small and large restaurants. We would highly recommend this place to any and all of my friends thank you very much for the gracious on-site assistance from Penni she was fantastic.

Great Accommodations and Amenities

Review by Phil on 05/10/2019
5 out of 5
We absolutely adored the house. We loved the accommodations and amenities of On the Rocks! A truly beautiful place. Everything you need is here in the house! The hosts were amazing!

Wonderful Time

Review by Tony on 05/10/2019
5 out of 5
We had a wonderful time! "On the Rocks" is a beautiful home and comes with a magnificent view. Thank you for the memories. Cheers!
Manager Response:

Thank you! Please come back soon!

Amazing property

Review by Soo on 04/04/2019
5 out of 5
The house was fabulous. Great views, lots of space and privacy for a large group and an amazing master bedroom and bathroom. The pictures online don’t it justice.

Beautiful and Protected!

Review by SJ on 04/02/2019
5 out of 5
The house was amazing! Lots of space and privacy for a large group. Well equipped, beautifully furnished and accommodating.

On The Rocks is Special

Review by Anonymous on 02/25/2019
5 out of 5
We had a wonderful time during my stay with Grand Cayman Villas at ON THE ROCKS for 11 nights. The house was spacious, comfortable, and beautiful situated. It was stocked with everything we needed inside and out, to enjoy our time there. Penni Bell, who was our on island manager, was great to work with. She was very helpful to my family. W This house is really private. The small swimming beach down the road was really useful, and safe for kids because of the breakwater. It still seems to be under some ongoing construction, though. Hopefully that will conclude at some future date, because I would use the house and the managers again. Please thank everyone on my behalf

Nice Stay

Review by J on 02/04/2019
4 out of 5
First off, booking through this property management group was wonderful. They were very accommodating, worked with us when we had a few members of our group drop out, and went out of their way to make us feel comfortable traveling with small children. They delivered all of the pack n plays and high chairs without charge and everything was there upon our arrival. The house itself was beautiful with a very relaxing backyard and lovely pool. Bedroom setup was perfect for our group (4 couples each traveling with one small child). The location of the house was centrally located and equidistant from both Seven Mile Beach and Rum Point. Penni was very quick to respond when we had an issue with the hot water and got it fixed ASAP. The only drawback was the beach within walking distance from the house wasn’t exactly wonderful as described. If you’re looking for a beach to walk to daily (as we were hoping to with all of the kids) then this house might not be for you, but if you’re okay with a bit of a drive, then this house is great! All said and done I would definitely book with this group again, they were amazing!

2 Weeks in Paradise

Review by MJ on 01/20/2019
5 out of 5
On The Rocks is a beautiful home with a stunning oceanfront view. The beach is a short walk away at the end of the street. We loved the neighborhood and the elevation. We had many family members visit for days during our stay. Family time! We ventured out to several other beaches as well - Rum Point, 7 Mile Beach, Heritage Beach, but Spotts Beach was our favorite. Thank you to Grand Cayman Villas for recommending beaches, snorkel sites, restaurants and activities. George with Silver Thatch Charters was our highlight of the trip. Two weeks flew by. We will be back and recommend the home to others. MJ

Fantastic Property

Review by Ellen on 01/20/2019
5 out of 5
We searched for a while for the perfect home for our family and could not be happier with our choice! Not too far from George Town, 7 Mile Beach, grocery and many restaurants. But also private and away from the crowds. We recommend On The Rocks to anyone considering a stay here! Thank you for sharing your wonderful property.

Christmas in Cayman

Review by S.P. on 01/20/2019
5 out of 5
We spent a wonderful Holiday at On the Rocks with our extended family of 8 adults and 5 children. The home is very large and there was plenty of room for everyone. Great quiet time and great family time. The beach is a walk down the street which was not an issue for us. We are used to staying on hillside homes on St John and St Thomas. This was a special treat being oceanfront. The locals are wonderful and helpful. The rental company was great. We did use the fitness center twice and were very happy with the assortment of workout options. Penni met us upon arrival and could not have been nicer. We will be back!

Amazing Vacation!!

Review by BR on 06/22/2018
5 out of 5
The home was stunning, meticulously clean and well appointed. Everything we could have needed or wanted was available. The pool was beautiful.....our family enjoyed it every day ☀. Thank you to the staff as well for making this an unforgettable family vacation!

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

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.

Taxes & Fees

  • 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.
  • Owner requires a $2,500 refundable excess cleaning and damage deposit.
  • We accept Visa, MC, Discover, and Bank Wire for payments. 

Lower Occupancy Discounts

Owner offers lower rates for fewer guests:

  • Groups of 12 or fewer guests, not needing the garage apartment over non-holiday nights, receive a $150 discount off the daily rate. 
  • Unoccupied bedrooms will be locked off for the duration of your stay.

Occupancy Discounts are automatically applied against the full base rent when entering your dates and number of guests.  

Map Notes

Nearby Points of Interest

Getting Around

A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island 

For rental cars, we recommend AvisMarshalls, or Hertz

Inquire About This Villa:

Comments & Questions*
* Required fields
Book Your Stay

Have questions about this property? Email us using the white button below.