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Get Away from it All with a Relaxing Cayman Islands Vacation!

Bedrooms 2
Property type villa


About the property

Villa, 2 Bedrooms + Convertible bed(s), 3 Baths (Sleeps 6)

Head O' Bay is the perfect Caribbean vacation destination for families or couples who want a relaxing and fun-filled island adventure. Located on private property, you are free to relax on the deck or in one of the hammocks and enjoy the breathtaking view of the beautiful, crystal clear Caribbean sea. Owen Island, otherwise known as "The Key", is just a short swim or kayak ride across the bay--it also makes for a great chance to snorkel and see a variety of tropical fish. Tourists from all of the world come to Little Cayman to scuba dive and experience the breathtaking view of The Wall on the north side of the island. Sea turtles, Grouper, and Angelfish are just a few of the tropical life you will see here at Little Cayman. Let us know if you are interested in scuba diving and we will be glad to help you get set up for a diving trip with one of the resorts on the island. Bird-watching is also a favorite pastime of visitors who visit Little Cayman.

The villa is equipped with a full kitchen, washer and dryer, and 2 bedrooms and 3 full baths (2 upstairs and 1 downstairs.) Extra sleeping on the fold out couch is available as well. With a grocery store on Little Cayman meals are easy to prepare.

Come visit our piece of paradise and experience one of the most beautiful places in the world.

More Details

Member since: 2011
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
June 19, 2018

About Owner

Our family has enjoyed vacationing to this spectacular property since 1962, and we're happy to share our little piece of paradise with anyone who wishes to visit.

Owner purchased this villa in 2006

Why Owner chose Blossom Village

We built our vacation villa to share the Little Cayman experience with others.

Guestbook comments from the owner

3 words to describe this peace of Heaven on Earth

1 Peaceful

2 Magnificent

3 Inspiring

(Day 2)

Never once have Tom and I been disappointed! It just keeps getting better and better. So serene, so isolated. The sailboat has really added more enjoyment to our stay! This is truly amazing to find such Happiness and Calmness. Little Cayman is our Home away from Home. From the moment we land it’s our little treasure with pristine beaches and the irresistible call of the Ocean. Thank you for sharing your home with us.

(Day 3) OMG - Really can it be possible - Yes, sailing the best ever. What a fabulous vacation. Sleeping conditions outstanding… Peaceful lapping waters, soft breezes blowing in. Oh my, we are spoiled. I just keep taking picture after picture to plant in my heart. No place on earth - luxury at its finest. Lorraine and Sonny, you two were ahead of your time when you found this spot. Thank you from our hearts, Deb and Tom.
Oct 2013
  • 1 of 5


Blossom Village Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • pets considered
  • children welcome ...
Location Type:
  • Beach View
  • Beachfront ...
  • Ocean View
  • Oceanfront
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Covered Parking
  • Garage
  • Internet
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 2 Bedrooms, Sleeps 6
  • Books ...
  • CD Player
  • Games ...
  • Balcony ...
  • Bicycles ...
  • Deck / Patio
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • Patio
  • 6 bicycles
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool ...
Onsite Services:
  • Concierge
  • Staff
  • health/beauty spa
  • museums
  • restaurants
Leisure Activities:
  • boating
  • shelling
  • shopping
  • sight seeing
  • wildlife viewing
Sports & Adventure Activities:
  • fishing
  • hiking
  • kayaking
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • water skiing


Wonderful! 4.8/5 -
(9 traveler reviews)

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Get Away from it All with a Relaxing Cayman Islands Vacation!
average rating of 4.7777777 based on 14 reviews

Great place to stay.

  • 5 of 5

Right on the water - wake up to THAT view - amazing. Included bikes, catamaran, paddle boards, kayak, outdoor shower. Trevor picked us up at airport; nice. Walked to town. Walked to Hungry Iguana restaurant and Little Cayman Beach Resort bar/grill. Road our bicycles to Pirates Point; but they picked us up everyday for scuba and brought us back. So easy.

  • Submitted: Dec 23, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am so glad y'all had a good time! thank you very much for the good review, I hope y'all will be coming back to stay at Head O' Bay again.
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Love it

  • 5 of 5

Why did I come home. Please take me back to Head O Bay absolutely love it there!

  • Submitted: Apr 11, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
Owner's Response: So glad y'all had a good time! Let us know when you're ready to come back
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a wonderful property!

  • 5 of 5

We had a lovely time at this well appointed property right on the beach on this small, very quiet island. The property caretaker was very helpful and accommodating and we cannot say enough about how much we enjoyed our stay.

  • Submitted: Mar 20, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
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Great comfortable place to stay.

  • 5 of 5

Great to use the paddle board, bikes and ksyaks. Can watch sunrise from the bed. Close To everything. Beautiful serring

  • Submitted: Mar 5, 2018
  • Stayed: February 2018
  • Source: HomeAway
Owner's Response: thank you so much for the good review, we are so happy y'all had a great stay! please let us know whenever y'all are ready to come back.
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Beautiful Location however a lack of attention to some details

  • 4 of 5

The location on the beach is wonderful, the beds are great, the furniture is comfortable inside and on the porch, and the snorkeling on the island is superb. To offer constructive criticism, the electronics are lacking(no TV the entire stay and the WiFi which is transmitted from another building, requires you to go on the porch to get reliable access and moderate speed). The hot water heater is wired inadequately, requiring resetting the Breaker downstairs often. Trevor responded promptly however the technical nature of the issues were above his capability. He met us at the airport, and was always welcoming.

  • Submitted: Dec 12, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Beautifully located house with an amazing elevated deck

  • 4 of 5

Head-o-Bay is in the most perfect location in the Cayman Islands. Breezes stroke you from the many vantage points: a hammock between palms, the second floor deck, the gazebo at the end of the jetty. If you’re too hot, walk across the sand and dunk yourself straight into the sea. And the choices to eat are great on Little Cayman (especially the super convenient and best food just next door at SCC). It is paradise, there’s no mistaking that.

Inside the beds are really comfy and there’s everything you need.

  • Submitted: Nov 15, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the great review, John! It would be our pleasure to have you back at Head O' Bay.
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Nearest Airport
1 Miles
The airport is only 1 mile from the villa


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning fee $150

If staying less than one week, add $150.00 cleaning fee.

Owner's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.