East End Rentals Cayman Islands East End

Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury | Villa in East End - Half Moon Bay

10.0 (190 Reviews) |   3 Bedrooms  3 Bathrooms  8 Guests
East End Villa | Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury

3 Bedroom Villa in East End, East End - Half Moon Bay

Enjoy the ultimate Single Family and very private retreat at our spacious 3,000 sq. ft. waterfront villa, complete with its own pool and breathtaking ocean views. Licensed and inspected annually by the Cayman Islands Department of Tourism, this single-family home offers the perfect blend of comfort, privacy, and natural beauty.
VRBO has awarded us a perfect 10/10 score in Cleanliness, Communication, and Listing Accuracy, based on 175+ 5-star reviews. Located on the peaceful East End of Grand Cayman, the villa is just a short drive from fantastic restaurants and beautiful beaches, while offering the seclusion of your own coastal sanctuary.
Nature lovers will be amazed—our beach is a nesting ground for sea turtles. In 2022 alone, we witnessed six nests with 317 hatchlings making their way to the ocean. In 2019, our villa hosted the first verified turtle nest in the area, and more have appeared each year since—an unforgettable natural spectacle.
Relax on the expansive pool deck, unwind under the shaded gazebo, or take in panoramic ocean views from every room of the house from virtually every angle. Facing due south, the villa offers breathtaking sunrises and sunsets, and you might even spot a cruise ship passing by. Snorkel in the reef-protected waters of Half Moon Bay, just steps from your door. Our adjacent sandy lot enhances both privacy and space, creating a virtually private beach experience.
A true local landmark, the villa stands proudly against the backdrop of the Caribbean Sea. Stay connected with high-speed fiber optic internet and enjoy a full range of cable TV channels. Entertainment options include a 55” LED TV in the family room, a 50” TV in Master Bedroom #1, and a 32” TV in Master Bedroom #2. Whether you’re returning from a day of island adventures or a 30-minute drive from George Town, this is the perfect place to unwind.
For your peace of mind, the property is equipped with outdoor security cameras: one at the front door, one overlooking the parking area, and one on the east bedroom patio facing the sea. These can be turned off upon request to ensure complete privacy.
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Recent Upgrades & Additional Features
In 2024, we enhanced the villa with newly screened-in areas, including the master bedroom patio and gazebo, offering a more comfortable outdoor experience. We also added a large, beautifully screened-in lanai, featuring lounging chairs, a picnic table with padded seating, and easy access to the Weber grill—just steps away. No need to worry about propane, as a spare tank is always on hand.
The lanai can be accessed through brand-new hurricane-rated sliding glass doors or via the lower bedroom, leading directly to the spacious pool deck and kidney-shaped pool. There’s plenty of comfortable poolside seating, allowing you to relax and take in the stunning Caribbean views.
In 2025, we further elevated the villa’s elegance and comfort with custom draperies on the oversized 8’ x 12’ glass doors, each offering a unique view of the Caribbean Sea. For a restful night’s sleep, all bedrooms are now equipped with blackout draperies, ensuring you wake up refreshed and ready for another beautiful day in paradise.
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We are just 50 feet from the water—so close you could toss a shell into it from the pool. While our beach boasts beautiful white sand, it is naturally mixed with coral and rock formations. Entering the water requires some caution, as the shoreline consists of ironshore, making the first 20 feet into the bay somewhat slippery. Depending on the season, sea urchins may be present in the crevices of the rock. However, once past this point, you’ll enjoy crystal-clear waters and some of the best snorkeling on the island. For comfort and safety, we highly recommend wearing pool or water shoes.
Come experience the best of Grand Cayman—serenity, luxury, and nature, all in one extraordinary location.

This 3 Bedrooms Villa provides accommodation with Air Conditioner, Parking, Pool, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. This Villa is less than 2 km from East End, and gives visitors the opportunity to explore it. The rental Villa has 3 Bedrooms and 3 Bathrooms to make you feel right at home.

Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in East End. Enjoy your stay in East End at this Villa.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome. note from host: new graco pack n' play and highchair included
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome note from host: video's of the endless breeze onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
East End - Half Moon Bay, Cayman Islands

What Our Guests say 500 + Reviews

Apr 13, 2025 02:55:11 AM
Summary: We enjoyed our visit. Sitting out on the patio in the early mornings were so nice. The view couldn’t have been any better!
Norma Jean B. Norma Jean B.
Apr 6, 2025 07:38:32 AM
Summary: This house is amazing. Very high quality furnishings. Everything we needed was in the house. Being off the beaten path this location was perfect to just relax and unwind while away from all the tourist areas. We enjoyed the pool which had a great view of the ocean. All the landscaping was immaculate and beginning to bloom. Our host gave us some recommendations for some wonderful meals. My only complaint….. we had but just 5 days to enjoy this jewel.
Jeff V. Jeff V.
Apr 2, 2025 08:37:49 AM
Summary: We absolutely loved our week's stay at your beautiful Villa! We didnt want to leave. Inside the Villa is gorgeous! Outside is even more so! Beautiful landscaping, wonderful pool and oh my goodness the ocean view was beyond perfection. Spending time lounging on the patio we experienced peace and tranquility watching and listening to the waves. We had amazing weather to enjoy your place and some adventures....Stingray Island, 7 mile beach, Crystal Cave, Dolphin Cove, amazing restaurants! Thank you Jim!
Luanne W. Luanne W.
Mar 22, 2025 12:49:05 AM
Summary: Awesome House in a great location, away from the busy area but a short drive to anywhere on the island. Amazing views and great snorkeling for adults and kids alike right out the back door! Seeing several big lobsters were the kids favorite!The “Endless Breeze” name is fitting as all 8 days we were here, there was a refreshing breeze as we sat on the back patio.The pool was great to have as well!The kitchen is very well stocked if you prefer to get groceries and make anything you would like.Would definitely stay here again when we come back!
Andy R. Andy R.
Feb 27, 2025 01:28:34 AM
Summary: Jim (the owner) has a beautiful oasis on the sea where it feels like you are experiencing God's gift of bliss firsthand. I can't tell you how well the property is appointed with everything that you should need. The host Juanita is lovely and I couldn't believe how clean and pristine the property was. There is a reason this place has been awarded best vacation rental on the island because you have an owner and host who truly cares. Would stay here again if the opportunity ever presented itself. Do yourself a favor and book this amazing stay! Thank you Jim!
Denver R. Denver R.
Feb 20, 2025 05:14:00 AM
Summary: Fantastic
Richard D. Richard D.
Jan 23, 2025 07:26:32 AM
Summary: We celebrated a 50th anniversary with our adult children. The house was the perfect size, right on the water. We saw the sunrise and sunsets almost every day. The BBQ was clean and worked perfectly. The kitchen was large and wonderful! The bedroom suites were perfect, private and all looked out onto the water! It was a wonderful week!
Anita G. Anita G.
Jan 5, 2025 11:36:28 PM
Summary: Wonderful property on a great island. We stayed for Christmas and New Years. Property was as advertised. Very clean. Unbelievable view. Lots of room in the bedrooms, bathrooms, living room, and kitchen, so the six of us all had our own space if we wanted it. Location was perfect to be away from the crowds when we wanted to be, or over to the west side with a short drive. Owner was responsive and provided some extra information to make our stay more enjoyable. Highly recommend!
chris m. chris m.
Nov 20, 2024 04:57:34 AM
Summary: We spent a week at Endless Breeze with family. We were celebrating 2 anniversaries and a grandchild's birthday. This was a special place for us. This villa is truly amazing with a special layout that allows for privacy/space but still wonderful space to be together in living area and patio. It is so beautiful here, indoors and outside. The property has so many amenities in all rooms, and a well equipped kitchen. We enjoyed being at the quieter part of the island away from the crowds, but still close enough to go anywhere. We visited the entire island, the botanical gardens, Rum Point, the Turtle Centre, the Cayman parrot sanctuary, Smith's Cove, and horseback riding in the West Bay. Even though a tropical storm passed by, we were still able to enjoy the beautiful beach. The house was very clean, probably the cleanest I have ever stayed in. The owner was reachable and made sure everything was good for our stay, and check in was a breeze! Would definitely stay here again.
Kathryn M. Kathryn M.
Sep 13, 2024 02:58:49 AM
Summary: We stayed here with some other couples, and loved every minute of it. It is very peaceful to sit and watch the waves coming in. It is on a quieter side of the island and was perfect to relax.
Greg H. Greg H.

FAQ's

Is this East End villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the East End villa have a swimming pool?

Yes, this East End villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in East End villa?

Best-rates for the East End villa starts from $438 per night with includes Guest Services, Barbecue/Outdoor Cooking, Laundry, Air Conditioner, Parking, Pool, Balcony/Terrace, Bedding/Linens, TV, Entertainment, Child Friendly, Internet, Kitchen, View, Private Pool, Ocean View, Security/Safety, Sports/Activities, Hot Tub, Wellness Facilities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is East End villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the East End villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the East End villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the East End villa?

Based on the information reported by the owner or manager, the East End villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for East End villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the East End villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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