On the beach.You'll be within half a mile (1 km) of Grand Cayman Beaches and 2 miles (3 km) of Pirate Caves with a stay here. Mission House and Boddentown Art Shop are also within 3 miles (5 km).
You'll have the entire home to yourself and will only share it with other guests in your party.
On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby
***Property Overview*** Perched along the rugged South Coast in the exclusive Beach Bay community, On The Rocks is a seven-bedroom gated estate blending low-country plantation charm with modern Caribbean living.
Located just 20 minutes from the airport, it offers the perfect balance of secluded privacy and easy access to Grand Cayman’s best attractions.
While the estate offers total tranquility, a sandy beach cove is just a five-minute walk away. This protected spot is a snorkeler's paradise, teeming with lobster and tropical fish. Eventually, the Mandarin Oriental will build a five-star hotel here, but until then, it's open to the public to enjoy.
The heart of the villa is the expansive oceanfront pool deck, designed for an effortless indoor-outdoor lifestyle. Step from the central great room directly to your private freshwater pool, surrounded by a wide sundeck and comfortable sun beds. For a break from the sun, the lush Zoysia grass lawn feels like velvet underfoot, while mature palms provide natural shade.
Outdoor living is anchored by a classic gazebo, an idyllic spot for al fresco dining by the sea. Whether you’re enjoying a quiet sunset at the gazebo or hosting a group of 12 under the shaded veranda lounge, the turquoise Caribbean sea remains your constant backdrop.
Inside, the island-casual vibes continue with a gourmet kitchen and a spacious laundry room for effortless stays. The main level is built for connection, featuring a plush lounge and seamless access to the wrap-around veranda—a favorite for sunrise yoga or a quiet read. Multizone HVAC, high-speed Wi-Fi, and an HD cable TV will keep you cool and connected during your stay.
The home's seven bedrooms are spread across two levels, with four upstairs, two downstairs, and a detached studio suite above the garage. The studio suite is ideal for those who prefer to be under separate roofs from the rest of the group.
***Sleeping Arrangements*** (Sleeps 14 guests max.) -- Bedroom 1: primary suite, upper-level, king bed, ocean views, HD TV, walk-out access to a private balcony, ensuite with soaking tub and separate shower. -- Bedroom 2: upper-level, queen bed, ocean views, desk + chair, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 3: upper-level, two twin beds, garden views, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 4: upper-level, queen bed, garden views, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 5: lower-level, queen bed, ocean views, HD TV, walk-out access to the pool deck, shares connected bathroom equipped with a shower bath. -- Bedroom 6: lower-level, queen bed, shares connected bathroom equipped with a shower bath. -- Bedroom 7: detached studio suite above the garage, queen bed, air conditioning, kitchenette, living area, HD TV, AppleTV, Xbox 360, full bathroom with shower.
For family fun, the expansive driveway doubles as a pickleball court, offering the perfect setup for a morning tournament before hitting the pool. Pack your competitive spirit, we'll provide the paddles and balls.
With heavy landscaping for enhanced privacy and a second upstairs den for the kids, On The Rocks is the premier choice for an upscale Caymanian family getaway.
*Note: Single & tandem kayaks are available for discounted rental. A signed waiver is required.
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***Nearby Points of Interest*** -- 20 minutes from the airport, Owen Roberts International (GCM) -- 15 minutes from our Welcome Center -- 7-minute walk, quick drive, to Beach Bay -- 8 minutes to the nearest supermarket, Foster's Countryside, and restaurants, Czech Inn Grill, Chicken! Chicken!, and Cimboco -- 10 minutes to Spotts Public Beach -- 17 minutes to Smith's Barcadere or Heritage Beach -- 25 minutes east to La Casita taco & tequila bar, Tukka East restaurant, and the Cayman Parrot Sanctuary -- 25 minutes west to shopping, dining, and cinemas at Camana Bay -- 30 minutes east to The Italian Kitchen and restaurants at Morritt's Resort -- 30 minutes west to Seven Mile Beach and North Sound Golf Course -- 35 minutes east to beachfront dining and watersports at the Rum Point Club -- 40 minutes east to the Kaibo Beach Bar & Grill and Starfish Point
***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 Budget Cayman, Avis, or Marshalls.
***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee added to all rates. -- A Departure Cleaning Fee is added to all rates.
***Booking Rules*** -- Christmas & New Year's dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Owner does not permit local rentals or staycations. -- Must be 25 or older to book and must occupy the property during the entire stay.
***Guest Services & Perks*** The 10% Guest Service Fee provides you with the following guest benefits:
Member Benefits -- Complimentary snorkel gear for all members of your group -- Free convenience items for checkout: Bluetooth speakers, AppleTVs, coolers, and more -- Guest Benefit card for 10% discounts at restaurants and local businesses. -- 10% advance booking discount towards a private snorkel charter -- Centralized on-island Welcome Center with private gym and business center -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance
At-Villa Benefits -- Complimentary pack-n-plays, booster seats, & baby gates -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products provided -- Arrange chefs, cooks, babysitting & family photography -- Day-after-arrival guest services follow-up -- Pre-stocking of groceries & beverages (delivery fee applies) -- $1,500 of Accidental Villa Damage Protection *Signed waiver required.
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***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before 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.
***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.
***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 summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival.
Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions. We try our best to work around Mother Nature.
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
General
Garden
Gated community
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Our hospitality team will follow up after booking for your contact info & email address.
All guests must check-in at our Silver Thatch Welcome Center at 846 Frank Sound Road. Directions will be emailed to you 2 weeks prior to arrival.
A signed Rental Agreement is required after booking. Click on the Rental Agreement link below for details and our full cancellation policy.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector in each accommodation.
Property is also known as
6924
Frequently asked questions
How close is On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby to the airport?
This vacation home is 9.8 mi (21-min drive) away from the Owen Roberts Intl. Airport (GCM) airport, the closest popular airport to the property.
Does On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby to the beach?
This vacation home is on the beach. Don't forget your sunscreen!
Does On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby?
No, there is no casino at this vacation home.
What time is check-in at On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby?
Check-in begins at 3:00 PM.
Is there free parking at On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby?
Free parking is not available at this vacation home.
Does On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby have a pool?
Yes, there's a private pool.
Does On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby have a spa?
This vacation home doesn't have a spa, but it does offer massages.
How close is On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby to downtown Bodden Town?
This vacation home is 1.9 mi away from Bodden Town.
On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 5 out of 6 reviews
10 - Excellent
5
Rating 8 - Good. 1 out of 6 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 6 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 6 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 6 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Valda M., Halton Hills, ON Canada
Mar 22, 2026
Liked: Cleanliness
Excellent from start to finish!
Valda M.
Stayed 9 nights in Mar 2026
10/10 Excellent
Deanna Y.
Jul 20, 2024
Liked: Cleanliness
Perfect vacation
This was a perfect vacation. On The Rocks is in a perfect location. It is not too far from anything on the Island yet far enough away from tons of people. The property was magnificent in every way. The outside landscaping is incredible. The pool is lovely and you are a 5 minute walk to the beach which was incredible. We had 14 people and the house was absolutely perfect for our group. When we went to our rooms you heard nothing. The view is stunning. I can not say enough about the house and the Decor. I am thankful this property was available.
Deanna Y.
Stayed 7 nights in Jul 2024
8/10 Good
JERRY D.
Jul 17, 2023
Liked: Cleanliness
Cayman Trip 2023
The home was a very nice home.
We had issues with the A/C upon arrival and they sent an ac guy out to repair.
A couple days late, we went through the night and part of the next day with the upstairs ac unit not working again. It was taken care of eventually. This is tough since we were on vacation and it wa extremely hot and we had a 1 1/2 year old with us
JERRY D.
Stayed 6 nights in Jul 2023
10/10 Excellent
Teri J.
Feb 12, 2023
Liked: Cleanliness
Gorgeous view and big house!
We loved On The Rocks! The view is amazing and we really enjoyed the pool and outdoor space. The house was great for a large group!
Teri J.
Stayed 5 nights in Jan 2023
10/10 Excellent
Philip B.
May 23, 2019
Birthday and Family Vacation
I chose this location to celebrate my wife's birthday but also to have our children join us. Our group of ten thoroughly enjoyed our stay at the Villa, on the rocks. The beautiful home and stunning location made our vacation heavenly. Penni and the Silver thatch team we most helpful and always ready with the appropriate information when asked. The weather and the Island were fantastic. There is nothing that i remotely think of as a down side to our stay. We had a marevelous time at an outstanding location. We thank you very much.
Philip B.
Stayed 7 nights in Apr 2019
10/10 Excellent
Soo J.
Apr 1, 2019
Incredible vacation
The house was amazing!
Lots of space and privacy for a large group. Well equipped, beautifully furnished and accommodating.