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The Very Best Island Villa, Pool, breathtaking views, exceptional property

Bedrooms 3
Half Baths2
Space 2,700 sq ft
Property type villa
Minimum Stay 5 - 7 nights


About the property

Pool, 3 Bdrms & 2.5 Bath, (Sleeps 6), Only villa in the reef protected area

"BLACKBEARDS LANDING" Stunning beach front property, meticulously landscaped with open air raised pergola, pool & sunbathing deck, screened in patio (sea side), open air patio (sea side), landscape lighting, coral rock walls, rich with deep tropical vegetation throughout the property. The sea water is fifteen feet and eight steps away from the appropriately decorated screened-in attached over sized patio area. The interior decorating is absolutely breath taking and the beds, couches and chairs are comfortable. This is an extreme high end house. This has been my house for the last eight years and I'm going to be traveling so I've decided to rent.

This is the only rental house on the island in the section where the resorts, hotels and condos are located and where you have the complete property to yourself.

Your view will be from a raised beach area to the reef protected sea on the South Side / West End of Cayman Brac. There are several fishing and dive boats moored in front of the house adding to the beautiful water scene for you to enjoy everyday.

This house was built by a doctor in 1997 and the couple made it there residence for ten years. I purchased the house in 2007 and in 2009 moved in and made it my residence for the last six years. This house offers EVERYTHING you could want. Beautiful furniture, fixtures and decorations throughout. Complete with stainless steel appliances, large flat screen TV's High Speed Wireless internet. A computer printer with paper and extra cartridges, central a/c, dishwater, blender, coffee maker with timer, microwave, washer, dryer, Complete with linens, bath and beach towels. Everything is here!

The property offers three bedrooms in the main house. The property caretaker resides in a studio apartment in the detached garage. She can be hired to do cooking, cleaning, laundry and she makes an awesome pina-colada. See additional information below. Tile floors and high end fixtures throughout. Fully equipped with all of the amenities one would expect from a finer home.

The master bedroom (king size bed) has it own change and bath area and it opens on the opposite side to the sea through two Anderson full glass patio doors. The doors open to a covered open air patio. When the wind blows you can open the doors and be put to sleep by listening to the gentle waves hit the shore as the tropical breeze flows through the room.

There’s plenty of shade and tropical breeze as you relax in the seats or recline in the chase loungers under the large raised open air pergola which is fifteen feet from the water. The pergola is surrounded by mature coconut trees and other lush vegetation, the front is kept open so as not to distract from the view of the ocean. You could also take a little nap in one of the hammocks, perhaps the one ten feet from the water tied between two coconut trees.

The vrbo map is a little off. This property is located where the letter 'J' is displayed. I've tried to fix this but the people at vrbo tell me there is nothing that can be done.

Cayman Brac, British West Indies, is a sister island to the highly developed island of Grand Cayman. The ‘Brac’ has managed to remain unspoiled. This is the perfect antidote to the over-programmed resort vacation. Explore the island with its many hidden treasures while relaxing in your private retreat. Be it rock climbing, caving, shelling, diving, fishing, snorkeling, bird watching, hiking, walking the shore line, or just plain relaxing you will have a vacation to remember. Enjoy the peaceful quiet and easy island pace in a totally modern and comfortable house that will immediately become your home.

You can relax away from the hustle and bustle of the touristy areas and maddening crowds. Your tropical tranquil ocean front vacation home is just feet from the Caribbean waters. You can enjoy the ocean breeze while soaking in the sun and being mesmerized by the breath taking Caribbean turquoise waters and sapphire surf just feet from your door. Listen to the never-ending rhythm of the gentle rolling waves and feel the cooling breezes as you enjoy the warm sunshine and stunning sunsets any time of the year. There is plenty of privacy and you'll enjoy the small yellow songbirds and the island's native brown booby and frigate birds that seem to enjoy the lush, tropical surroundings. The visibility in the water is incredible and the coral reefs endless. The low temperature of the water in mid winter is 78F so you can swim all year long. The most difficult part of your vacation will be packing your sandals and leaving this absolute tropical paradise and the fine comfortable accommodations of the house.

Stores are closed on Sunday so for those who will be arriving after 6:30 PM on Saturday or on Sunday we will do your shopping and there is no charge for our time.

Also for your benefit I have arranged for those who desire to rent a car - a special deal with a car rental agency. For those who will be renting for seven day you will get the seventh day free.

See reviews for my other property here on Cayman Brac on this web site. Listing# 273174

Our pleasant Property Caretaker is now available during your stay to prepare daily meals, clean, pick up groceries and necessities, provide day care, tend your bar and serve your guests, and many other service driven requests. Leave the cooking and cleaning to us!

So if mom wants a vacation and does't want to deal with cooking and cleaning or doing a load of laundry then we have a very affordable solution.

Keywords: villa, guest house, estate, beach front, scuba dive, snorkel, pool, beach, ocean front, private, cabana, kayak, fish, fishing, reef, coral, hammock, wi-fi, internet

More Details

Henry Barbera
Member since: 2009
Speaks english, spanish, spanish only by email
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 28, 2018

About Henry Barbera

I grew up in south New Jersey in the States and always loved being in the sun by water and palm trees. I've always traveled and I vacationed here several years ago. When I retired at age 48 I returned to purchase a property. Now I have two properties one on the south side and I am renting the one on the north side. The water is just incredible and now I'm a certified Scuba Diver and just can't get enough of it. The Coral Reefs are amazing and can be experienced by just snorkeling. I can't ever imagine returning to the States. This place is nothing like Florida with its millions of people and chain retail.

Henry Barbera purchased this villa in 2007

Why Henry Barbera chose Cayman Brac

Cayman Brac is a magical place where you can walk about in the middle of a star lit night and have not a single worry of crime or annoyances. Your family is safe here and you can feel it as the locals will wave to everyone including you. Very few people lock their houses and almost everyone will leave their car keys in the ignition 24/7 and that’s a fact. This Island is so special it has become a vacation destination for folks who live on other Caribbean Islands. The stars will make you stop in your tracks as there is very little background lights to dim the skis. You will see shooting stars and satellites orbiting the earth, you can clearly see the band of the Milky Way. This is a Scuba divers paradise with several dive boats operating daily. The visibility in the water is incredible and the coral reefs endless. This is an island of a thousand people but we do have a hospital and a few police officers. An officer's job here on the Island is the only job better than that of the old time Maytag repair man. They have to be bored out of their minds. If you want to vacation with thousands of other vacationers and to eat at the chain restaurants this is not for you. If you want tranquility and peacefulness with eighty degree weather and sunshine almost everyday this is your island. If you come once you'll be back. I am well traveled and I now live here full time on the Island. I could have moved anywhere but I wanted to live in true paradise and remove myself from the busy world out there. Many people come once and end up buying property before they leave. Come here and you'll see why.

What makes this villa unique






Accommodation and Amenities for this vacation villa rental in Cayman Brac

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 2700 sq ft
House Rules:
  • Max. occupancy: 6
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • Beach View ...
  • Beachfront ...
  • Near The Ocean ...
  • Ocean View ...
  • Oceanfront ...
  • Water View ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • cell phone
  • Parking
  • Parking Off Street
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining
  • Dining Room
  • seating for 6 people
  • 2 Bathrooms
  • 2 Half Baths
  • Bathroom 2 - toilet , combination tub/shower , tub
    none -
    Bathroom 1 - toilet , combination tub/shower
  • towels included along with hair dryers, curling irons
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king , second tv, dvd, home theatre & ensuite bath
    Bedroom 2 - 1 king
    Bedroom 3 - 1 queen
  • also a couch for one child.
  • Books
  • CD Player
  • DVD Player
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • VCR
  • Video Library
  • Bicycles
  • Deck / Patio
  • Gazebo ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • Water Sports Gear ...
  • 4 bicycles
Pool / Spa:
  • Heated Pool
  • Private Pool
Onsite Services:
  • Massage
  • Private Chef
  • churches
  • health/beauty spa
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • scenic drives
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • hiking
  • kayaking
  • rock climbing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • swimming
  • tennis
beach towels, chairs, loungers, umbrellas, water floats, kayak, snorkel gear available $15/week, fishing hand lines, bicycles, cards, some books, huge video library, and maker, blender, toaster, Ipod doc, Flat screens with RGB and HDMI inputs, High Speed Wireless Internet, Hammocks, chase loungers with cushions, lawn chairs, Lounging - Pergola - fifteen feet from the water. Hammocks and loungers provided. For the swimmers / snorkelers / scuba divers I have an outside shower. Binoculars. Charter fishing available Caving available Rock Climbing available. 2 - two person kayaks fishing poles cards, games. arts and crafts


Wonderful! 4.9/5 -
(15 traveler reviews)

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The Very Best Island Villa, Pool, breathtaking views, exceptional property
average rating of 4.866667 based on 15 reviews


  • 5 of 5

The experience that we had from the very first contact to the very last with owner Henry Barbera was exceptional. The information that was provided during the booking process was amazing, we have been to Cayman Brac on three other occasions and we learned new and very valuable things about the island from Henry. He did not leave any information out regarding the Villa or the island. He was so very helpful and wanted us to truly enjoy our vacation.

This property is in an extremely good location - is there good and bad locations on this small island - well not really but this home is very close to all that you need especially if you are a scuba diver. Very close to the airport, restaurants and Brac Scuba Shack (who I would also highly recommend). One of the best restaurants is the Captain’s Table which is right next door and within walking distance, we found that to come in handy.

The home is understated in the listing; this is a large beautiful three bedroom home that was extremely comfortable. We traveled with another couple and found that you could easily have a third couple there and not feel crowded in any way. We found it to be designed with so many sitting areas so if you wanted to relax with a book or have family game night it was not problem. The kitchen was large with absolutely everything you could ever need if you wanted to cook your own meals. Sasha who is Henry’s assistant will cook meals for you if you wish – I WOULD highly recommend her cook you lobster. It was better than any meal provided by a restaurant (I am not kidding). She is AMAZING. I believe she will provide other services such as cleaning but we did not request or need that. The entire home as well as the property is very clean and welcoming.

The grounds actually steal the show and are the reason we booked this home. There is a well-kept swimming pool and veranda with very comfortable sitting area. We spent the majority of our time there watching the ocean, reading, and watching those who fished, snorkeled and paddle boarded in the bay. The sunsets can’t be beat in the Cayman Islands and this is the perfect location to watch them every evening. We also treated ourselves to private massages on a couple of occasions, listening to the ocean while getting one of the best massages was perfection.

I can’t recommend this home or any of Henrys properties enough – this was a spectacular experience from beginning to end. The best vacation we have ever had.

  • Submitted: 28-Dec-2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for taking the time to write the review. I'm glad you appreciated the property as much as I do. We have tried to make this a relaxing and inviting property. The views and winter sunsets are awesome from this location. Yes Sasha's a great assistant and I can tell you I have enjoyed her meals often. She enjoyed having you here so come back very soon and bring others to share a perfect vacation! Thanks, Henry
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1 0

WOW!! Best place hands down

  • 5 of 5

I have never been happier at a vacation stay than I was with this place. Right from the moment we arrived at the airport to the day we left Sasha took care of us. There were 6 people in our group and we never felt crammed into the house, it was perfect in every way. I have to say we were a little skeptical just because everywhere else we've ever gone to the pictures are always way nicer than what you actually get. Not the case here!! The pictures don't do this place just justice, it's actually way more beautiful than any picture could show. Henry was so helpful with such detailed information, right down to how to navigate the airport on Grande Cayman. We have never been so accommodated on a vacation before. The property is hands down the best we saw on the island, we couldn't have asked for anything more. Sasha!!!!! She was amazing as well, she cooked fresh lobster for us one night and jerk chicken on another night and wow can she cook, she also helped us rent gear and booked us a boat for a day. We would for sure recommend this property to suit anyone.

  • Submitted: 23-Jan-2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the review Nattasha. Yes, Sasha is awesome and I always recommend guests have her prepare a meal for them early during their stay that way they understand the talents they have available to them while there's still time to have her cook more meals. Frozen pina-colada drinks during a hot day while their in the pool. She's very good at everything even sourcing fish caught that day which she or the guests can prepare. I'm also sure she was a great host on the wine and cheese sunset cruise which I understand you enjoyed very much. Hope to have your family and friends back soon!
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2 0
Sparta, TN

Better than the photos

  • 5 of 5

First of all, kudos to Henry for a wealth of information about the property and Cayman Brac. Upon booking we received detailed information to help us prepare for our trip. Even though Brac is part of a British Colony, things do operate differently than the US. We traveled with three adult couples and this is a perfect spot for this many adults. The house was great with three nice bedrooms, a great sized living room, wonderful screened in porch, adjacent pool and pergola. Plenty of room to congregate but plenty of room for "private space."

The kitchen is large and well equipped and has lots of spices for the home cook. We cooked brunch for the group and each night had a pitcher of tropical drinks and appetizers on the screened in porch and watched the sunset. The island is very quiet and slow paced and the house is extremely private. Although there is a condo unit next door, we saw very few people.

The lagoon in front of the house is a great place to kayak (provided by Henry) and a good place to snorkel. It is a extremely scenic property with good views everywhere. An extra touch - the palm trees are wrapped with LED lights (solar) and a sundown they automatically light up - gorgeous.

Sasha was a delight. She met us at the airport and drove us to the house (we rented a car - RECOMMENDED), cooked for us (don't leave without eating her conch fritters), advised us on restaurants and was available via house phone at anytime.

Be advised that food is expensive but we never had a bad meal. Beer and pizza at the Buccaneer is a must and the BBQ at the Brac Reef Dive Resort on Friday night was a great way to close out our week.

The Brac residents were always friendly and kind. The snorkeling at the end K. W. Tibbets Road on the north side is not to be missed. We also took an island tour. We drove up the North road through the communities, visited the Cayman Brac Museum, learned some local history, visited the lighthouse and the Parrot Preserve. We cut across and came back the South Road and drove to the end of the island. Very interesting.

I would highly recommend this property for anyone looking for a quiet, restful, private house to rent.

  • Submitted: 28-Feb-2016
  • Stayed: February 2016
  • Source: HomeAway
Owner's Response: thank you so much for the kind words. i know sasha appreciates hearing how much guests enjoy her cooking. your spot-on - her conch fritters are no less than awesome. thanks for the pictures you emailed. perhaps on your next visit i'll be on island and we can spend a little time together. until then....
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5 0
Salem, South Carolina, USA

Blackbeard's Landing on Cayman Brac

  • 5 of 5

six of us - two couples and two single males - stayed here for a week. The house and grounds are absolutely fabulous! Right on the beach with a beautiful view, pool, hammocks, and screened porch. All appliances and A/C in perfect condition. Housekeeper right next door, and cooked several excellent meals for us.

Would stay here again in a heartbeat.

  • Submitted: 4-Aug-2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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2 0
Where do you live?

Beautiful and Relaxing

  • 5 of 5

The house and grounds are lovely. Everything was clean and well taken care of. We were so happy to partake of Sasha's cooking and cleaning, and everything she cooked for us was delicious! Grilled lobster, conch fritters, jerk chicken, etc. The location is very close to groceries, liquor store, and there is a little restaurant and bar a block away which was nice. We enjoyed riding bikes in the afternoons. This house has everything you need, and was very convenient. Henry arranged the car rental, and we were met at the airport and shown to the house. Couldn't have asked for a nicer place or people. Will definitely plan to book again!

  • Submitted: 25-Jul-2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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1 1
Westlake, OH

Served its purpose !

  • 3 of 5

One star for location. One star for peace and quiet, and one star for the owner who is very helpful and responsive.

This is in a beautiful location. It was our first time on Brac and I just love it there.

I wish the place was left a little cleaner for our stay. Corona bottle caps scattered around the property was probably left from the previous visitor along with the ashtray and cigs by the pool. The pool had a greasy film around the water line and I asked the caretaker to clean it a few times to no avail.

I had to take out the drawer from the freezer and hose it down outside because it had frozen yuk on it. The caretaker said she didn't have time to clean it. I also had to wipe down the fridge as it had an old food odor.

I wish the lighting was better because I couldn't read in the evening. The bed linens could use replacing and although the owner responded quickly to my complaint of ants, due to two days of rain, the exterminator had to wait for good weather. The giant ants were in the kitchen, bathroom and even the bedroom. I saw a small little lizard in the bathroom but didn't bother with him because I figured there was plenty for him to eat.

I think for the money we spent, there was too much to deal with. We are a clean, easy going couple. Getting away for a vacation takes a lot of planning and organizing on our end due to ill family members, pets, etc... I came home rejuvinated but disappointed with some of the things we had to deal with. I've stayed in tropical accommodations many times and routine extermination by professionals usually keeps bugs at bay.

  • Submitted: 24-May-2015
  • Stayed: April 2015
  • Source: VRBO, from HomeAway
Owner's Response: OMG - this is the worst guest ever!!!!!!! she tried to blackmail me into giving her money back after their vacation was over. While she was there she had one issue and we bent over backwards and resolved the problem very quickly. Then when she left she had a list of issues and wanted to 'work it out'. If your a potential guest like this please find a different place to stay. I really wish guest house owners could leave reviews for tenants so that we could could have a forum to screen guests like these.
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5 3


Nearest Point of Interest
Airport (CYB)
Nearest Point of Interest
Reef Divers Brac Reef Beach Resort
Nearest Point of Interest
Market Place
Nearest Point of Interest
Bucaneers Cut Ship Wreck
Nearest Point of Interest
Brac Shack
Nearest Point of Interest
PoPo Jebs
Nearest Point of Interest
Scotts Dock
Nearest Point of Interest
Alexander Hotel
Nearest Point of Interest
Bid Daddys
Nearest Point of Interest
Captains Table
Nearest Point of Interest
Nearest Point of Interest
Nearest Point of Interest
Four D's Car Rental
Nearest Point of Interest
Aunt Shea's Restraurant
Nearest Point of Interest
Billy's Super Market
Nearest Point of Interest
Kirkconnells Super Market
Nearest Point of Interest
Chinese Restraurant
Nearest Point of Interest
Public Beach
Car: recommended

Snorkeling - one of best sites in the world!!!

Scuba Diving - one of the best sites in the world

Private (your own) pool.

Great Wi-fi

Family Friendly

Laid back - not a tourist trap.

Bikes (free use)

Kayaks (free use)

Charter fishing available

Caving available

Rock Climbing available.

Swimming pool (heated and with shade)

Furnished outside pergola (pool side)



Extremely low crime island!!!


Rates & Availability

Rental Rates for this vacation villa rental in Cayman Brac

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
MAY 22 TO AUG 10
May 22 2018 - Aug 10 2018
5 night minimum stay
Aug 11 2018 - Aug 24 2018
7 night minimum stay
AUG 25 TO DEC 14
Aug 25 2018 - Dec 14 2018
5 night minimum stay
Dec 15 2018 - Jan 18 2019
7 night minimum stay
JAN 19 TO APR 19
Jan 19 2019 - Apr 19 2019
6 night minimum stay
APR 20 TO MAY 31
Apr 20 2019 - May 31 2019
5 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable Damage Deposit C$324.32

Rates are subject to change until reservation is confirmed.
High Season is mid November to the end of April. 7 OR 14 Night stays only. Rental must begin on a Weekend day. EXCEPT if I have an opening and it's in the next three weeks.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Contact Owner