A rare find — relax in the peaceful, private garden space.
5 bedrooms4+ bathroomsSleeps 9
Popular amenities
Private pool
Spa pool on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Rooms & beds
5 bedrooms (sleeps 9)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Queen Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Toilet
Bathroom 5
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
About this property
Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub
Summary:
Indulge in the ultimate vacation experience with Southwinds Vacation Home, a stunning luxury retreat boasting 4 bedrooms and 3.5 baths main house plus separate studio apartment, perched perfectly on the East End with proximity to a myriad of attractions, activities, and top-rated dining destinations. Ideal for families and groups of friends, this residence offers an abundance of space, including a serene outdoor oasis complete with a gazebo, sparkling pool, hot tub, and even a hammock to bask in the calming ocean sounds and warm Caribbean sun. Sleeps up to 12 Guests.
The Space:
This beautiful nautical-inspired home boasts stunning ocean views from nearly every angle and is adorned with charming coastal accents throughout. Offering more than 3,550 sq. ft. of living space in the main house, plus an additional 400 sq. ft. in the attached studio, this spacious two-story retreat is designed for comfort, relaxation, and making lasting memories with family and friends. Guests frequently comment that the home feels even larger and more impressive in person than the photos suggest, making it an ideal choice for family gatherings, multi-generational vacations, and group getaways.
Nestled in the peaceful East End of Grand Cayman, this private oasis offers a welcome escape from the crowds of Seven Mile Beach while still providing easy access to the island's top attractions. Surrounded by tropical landscaping and featuring breathtaking ocean views, the property is the perfect place to unwind and embrace the slower pace of island life.
The first floor features a large, fully equipped kitchen, dining area, bar, inviting living room, laundry area with a half bath, and a primary bedroom with an ensuite bathroom. Upstairs, you'll find three additional bedrooms: one with two twin beds, one with a queen bed, and one with a king bed and ensuite bathroom. A large shared bathroom with a shower and tub serves the remaining two upstairs bedrooms. The thoughtful layout makes the home especially well-suited for families traveling together, allowing everyone to spread out while still enjoying plenty of shared gathering spaces.
The outdoor living area is often the highlight of guests' stays. Spend your days cooling off in the private pool, relaxing in the spacious hot tub, or lounging poolside with a tropical drink in hand. Whether you're enjoying a morning coffee while watching the sunrise over the ocean or gathering with loved ones for an evening under the stars, the outdoor spaces were designed for making vacation memories.
The home is exceptionally well-equipped for extended stays and family vacations, with a fully stocked kitchen, beach essentials, and thoughtful touches throughout to help you feel at home from the moment you arrive. Families traveling with young children will also appreciate the property's spacious layout and family-friendly amenities.
For groups larger than 9 guests, the studio apartment may be added to your reservation, accommodating up to 2 additional adults or up to 3 additional guests when one is a child under 12 years old. The studio is ideal for couples, grandparents, teenagers, or anyone in your group who would appreciate a little extra privacy while remaining just steps away from the main house and all shared gathering spaces.
The studio itself is a welcoming retreat, thoughtfully designed for comfort and convenience. It features a cozy king-size bed, a comfortable sofa, and a Smart TV for entertainment. The kitchenette includes essentials such as a mini fridge and microwave, while the kitchen island with seating for two serves as the perfect spot for casual dining or catching up on emails, though we highly recommend unplugging and embracing island time.
The spacious bathroom features a walk-in shower, while the outdoor deck offers lounge chairs, outdoor seating, a BBQ grill, and a hammock, perfect for enjoying a morning coffee, an afternoon nap, or the gentle Caribbean breeze.
Located just steps from the famous East End Blow Holes and a short drive from restaurants, beaches, and North Side attractions, this property offers the perfect balance of seclusion, comfort, and convenience. Whether you're planning a family reunion, celebrating a special occasion, or simply seeking a peaceful Caribbean escape, this exceptional home provides everything you need for an unforgettable Grand Cayman vacation.
Guest Access:
Guests will have exclusive access to all indoor and outdoor living spaces, including the studio when booking for groups larger than 9 guess.
Please be aware that there is a cat residing outside the property and is not allowed inside the home.
The Neighborhood:
Discover the tranquil charm of East End, where pristine beaches await your exploration. Located on the southeast coast of Grand Cayman, indulge in the solitude and stunning sea views while enjoying a meal at renowned coastal restaurants like Tukka, Eagle Ray's Bar & Grill, Blue Rock Restaurant Bar & Lounge, and La Casita.
Getting Around:
To make the most of your stay in East End, we highly recommend renting a car for convenient transportation and the freedom to explore at your own pace. With George Town approximately 50 minutes away, having a car allows you to discover the area's hidden treasures and embrace the picturesque beauty on your own schedule. Enjoy the convenience and flexibility that a car rental provides during your East End getaway.
Other Things to Note:
While this property is not directly situated on the waterfront, it offers breathtaking and unobstructed views of the nearby ocean from its elevated position on the hill. Nearby beaches can be reached with a short drive of 1-5 minutes.
To preserve the privacy and exclusivity of the property, the studio apartment is reserved exclusively for larger groups and is only made available when occupancy exceeds 9 guests. The studio is never rented separately to unrelated guests, ensuring that all reservations enjoy exclusive use of the property and grounds throughout their stay.
If the booking website does not collect it directly, a refundable security deposit of US$750 will be collected by the property prior to your stay.
We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
The peace and tranquility of this cottage Works Wonders on the soul....
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
This property accepts cash
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
East End
Located in East End, this holiday home is by the sea. Grand Cayman Beaches and Mastic Trail South Trailhead reflect the area's natural beauty and area attractions include Queen Elizabeth II Botanic Park and Governor Michael Gore Bird Sanctuary.
George Town (GCM-Owen Roberts Intl.) - 35 min drive
Restaurants
South Coast Bar & Grill - 8 min drive
The Caboose - 10 min drive
Tukka - 9 min drive
David's Restaurant (Morritts Tortuga Club) - 12 min drive
Over The Edge - 13 min drive
Frequently asked questions
Does Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub have a pool?
Yes, this property has a pool.
How much does it cost to stay at Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub?
As of 8 June 2026, prices found for a 1-night stay for 2 adults at Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub on 11 September 2026 start from NZ$961, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub pet-friendly?
No, pets are not allowed at this property.
How much is parking at Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub?
On-site parking is available at the property.
What time is check-in at Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub?
Check-in begins at 4:00 PM.
What time is check-out at Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub?
Checkout is at 11:00 AM.
Where is Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub located?
Situated by the sea, this holiday home is within 1 mi (2 km) of Grand Cayman Blow Holes and Grand Cayman Beaches. East End Lighthouse and Wreck of the Ten Sails are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
My family stayed here June 10-17. The house was very clean, beds are very comfortable and towels are aplenty. Plenty of couch space in the living room and the dining table fit everyone with ease. The kitchen could use a few more cooking things but everything was available, including a dishwasher and a Keurig/drip coffee pot.
When we weren't exploring the island or sleeping, we spent the majority of our time by the pool. The pool and the hot tub are great!! Plenty of lounge chairs and an area to have lunch in the shade. Lights available too for evening swims. We also enjoyed the Cornhole boards!
Although the location is 30-40 minutes away from 7 mile beach, the drive is pretty simple once you're used to British style driving. Just be very aware of morning and evening commutes, extremely busy!!! Starfish Point by Rum Point is very nice and an easier commute from the house. Highly recommend walking to the Blowholes which are 5 minutes away.
Communication with the owners is easy and they're very responsive with any issues.
Overall, this house is spectacular. We'd highly recommend staying here and if you don't mind driving a little, this house is perfect for an island stay.
One extra reminder, PLEASE DO NOT feed the chickens or feral cats!
Thanks for letting us enjoy your beautiful home and we hope to come back soon!
Lory G.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 22 June 2023
Dear Lory,
Thank you, Lory, for the amazing review! We hope to see you again. Have a nice day ahead!
About the host
Hosted by Sean Scott
Languages:
English
Premier Host
They consistently provide great experiences for their guests