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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

On The Bay #104-Tropical Treasure on the North Shore

Bedrooms 2
Property type condo
Minimum Stay 3 - 7 nights


About the property

2 Bedrooms, 2 Baths, Sleeps 4

Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternative to the bustle of Grand Cayman’s more active areas— just 10 minutes from Rum Point.

The living is easy here. Head to the private beach and swim in a cove carved into the shoreline of Old Man Bay (water shoes recommended). Snorkel the colourful reef just offshore. Or walk right out your door to the resort’s freshwater pool. Since On The Bay is a small-scale resort on Grand Cayman’s quiet North Coast, the beach and pool are often pleasantly empty.

If you like some activity, however, Rum Point—with its grocery store, beach bar, restaurant, and watersports shop—is just a 10-minute drive away. George Town is 40 minutes away and offers even more shopping and dining options, along with the airport.

This garden-view, ground-floor unit provides convenient access to the pool. And a patio surrounded by leafy palms calls you to enjoy a cocktail while listening to the hush of ocean waves. The beach itself is just a short walk away on the other side of this small resort.

Inside On The Bay #104, a sparkling-clean space awaits. One bedroom at #104 provides a king-sized bed; the second bedroom has 2 twin-sized beds. A sofa sleeper accommodates 2 more guests for a total of 6. The immaculate kitchen is fully stocked with all the utensils and appliances you need to cook your own meals and save money. Pick up some fresh seafood at Rum Point (or catch some yourself!) and enjoy it on the patio in the Caribbean breeze. If you’d rather cook outdoors, a communal grill at On The Bay can sear a mean tuna steak!

More Details

Property Manager
Cayman Villas Reservations
Member since: 2007
Speaks: english, spanish
Manager indicates their response time is:
Within an hour
Calendar last updated:
November 21, 2017

About Cayman Villas Reservations

Welcome to Cayman Villas in the beautiful Cayman Islands! Cayman Villas is the premier on-island exclusive booking agency for this property. We represent this privately owned beachfront condo located in the quiet Old Man Bay area just 30 minutes from the airport. This fully equipped condo is regularly visited to ensure it is in tip top condition for your stay. Call or email us today with any questions you have, we will be happy to help.

Why Cayman Villas Reservations chose North Side

The peace and tranquility in this area is wonderful. No crowds and very private. This will be the Caribbean vacation that you have dreamed about.

When booking this property you can feel secure in the knowledge that you are booking through an

on-island company called Cayman Villas that has been in business in Grand Cayman for 40 years. All of our properties are licensed and inspected by The Cayman Islands Department of Tourism which is a legal requirement.

Upon booking we will provide you with a confirmation of your booking with all the details of your booking and the property. Your confirmation will also have details as to where you are to collect your key package which will be dependent on your flight arrival time. In your key package you will have a map, turn by turn instructions and two sets of keys for your convenience.

What makes this condo unique

This private condo offers you your own personal property manager that is on-call to you 24/7 and an emergency contact at Cayman Villas. Cayman Villas can also assist with any concierge information or questions about the island. Our office is conveniently located just 200 yards from the airport so feel free to pop in for a friendly chat or browse our concierge stand for more information on what to do during your vacation.


North Side Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
  • Catering available
  • Housekeeper Optional
House Rules:
  • Max. occupancy: 4
  • Minimum Age Limit for Renters
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View
  • Beachfront
  • Ocean View
  • Oceanfront
  • Water View
  • Waterfront
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Elevator
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • 2 Bathrooms
  • - outdoor shower
  • Both bedrooms have en-suite bathrooms. The bathroom for the twin bedroom also has a second door to the hallway so the bathroom can be used with out accessing through the bedroom.
  • 2 Bedrooms, Sleeps 4
  • Bedroom # 1 (King), Bedroom # 2 (2 Twin)
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
Pool / Spa:
  • Communal Pool
  • botanical garden
  • churches
  • cinemas
  • duty free shops
  • health/beauty spa
  • library
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • water skiing
  • water tubing
  • wind-surfing
This condo is licensed by the Dept of Tourism. It has passed inspections from the Tourism, Fire, Health & Environment Departments so you can feel assured that this property meets the high standards of all three departments and is a legally licensed property.


Wonderful! 4.8/5 -
(6 traveler reviews)

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On The Bay #104-Tropical Treasure on the North Shore
average rating of 4.8333335 based on 6 reviews

Living in Paradise

  • 5 of 5

I just returned home after spending two weeks at this property and enjoyed every minute. The condo was clean, comfortable and quiet. We enjoyed a lot of time at the pool and in the laguna. Spoke to several neighbors who offered amazing suggestions for dining and snorkeling on the island.

It appears that the furniture has been updated since photos were taken, all quite comfortable. I did not spend much time cooking but the few times I did the kitchen was nice and offered everything we needed. There were several restaurants that we enjoyed that were a quick drive; The Lighthouse, Over the Edge and Upstairs at Kaibo to name a few. We also snorkeled near Rum Point and enjoyed a couple of lunches there.

We will definitely be going back and hope to rent the same condo. It really could not have been more perfect.

  • Submitted: Apr 30, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dear Theresa, Many thanks for your lovely review of On the Bay 104. We are delighted that you and your group enjoyed your vacation at this resort. The owner did indeed purchase new living room furniture, just last month, and we have not had a free moment to get the photographer in to take new photos! New photos will be uploaded to our website as soon as possible. We look forward to welcoming you back to Grand Cayman for another stay in the near future. Kind regards, Juliet Cumber-Forget Business Manager Cayman Villas
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3 0
Odessa, FL

We will return!!!

  • 5 of 5

My wife and I had a wonderful stay at On The Bay. This spotless unit was more than we expected and a tremendous value. I closely reviewed all of the VRBO units and selected this one and I know I made the right choice! It was extremely well equipped, comfortable, spacious and best of all, a great location. The quiet beautiful beach and pool were exactly like the pictures and a great place for lounging and cocktails. We prepared most of our meals in the kitchen because it had every utensil imaginable and the food prices were reasonable at the IGA markets. This is a great location for visiting many of the different Public beaches for snorkeling, swimming and sunbathing. We highly recommend Starfish Beach and North Side public beaches. The highlight was swimming with turtles at Spotts Public Beach.

  • Submitted: Oct 23, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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0 0
Garmisch Parkenkirschen

27 September 2017 Stay

  • 4 of 5

Apartment is very nice and tastefully decorated. Amply stocked with all you would need for a stay.

Have to believe there was some poetic license taken with pictures of proximity to and of the beach - but if you like a nice quiet environment, this is the place for you.

Very small private beach and a nice pool. Grounds immaculately kept.

Wife and I both agree that the mattress in the master bedroom needs replaced and air flow in the the master lacks - making a warm sleeping environment.

If you have kids or like a lot to do - you probably want to look at the 7 mile beach area.

Overall happy with our stay at # 104

  • Submitted: Oct 5, 2017
  • Stayed: September 2017
  • Source: HomeAway
Owner's Response: Hi William Thank you for your review. We are so happy you enjoyed your stay at On the Bay #104. Thank you for sharing such a wonderful picture! We hope to see you again! Tropical regards Cayman Villas
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0 0
George Town

July 2017 Stay

  • 5 of 5

Best staycation ever. Wonderful and spacious unit and very quiet location. If you're looking for a true get away from it all this is the best. Total tranquility. 😊😊😊

  • Submitted: Jul 17, 2017
  • Stayed: July 2017
  • Source: Cayman Villas
Owner's Response: Hi Shari, We are so happy that you had a great time! You looked so refreshed when you returned! Thanks for sharing your photo., Looks heavenly :) Cayman Villas Staff
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0 0
United States

Very spacious and quiet condo.

  • 5 of 5

We booked a last minute trip to the Grand Cayman and really enjoyed our stay in this condo. If you stay here, having a car is a must. We liked that it was affordable, clean, quiet, and not too far from Rum Point. The beach near the condo was too windy for us to swim at during our stay so we spent a lot of time near Rum Point and took several trips over to 7 mile beach. The condo is very spacious and has all the amenities one needs when away on vacation.

  • Submitted: Mar 25, 2013
  • Stayed: March 2013
  • Source: VRBO, from HomeAway
During this stay the property was under previous owner or management.
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1 0
Angel Fire, New Mexico

On The Bay, Grand Cayman

  • 5 of 5

Very spacious condo with large master suite, kitchen, and living area. Just steps to the beach. Would rent this unit again and recommend to others. Great snorkeling less than a mile away going west at Old Man Bay.

  • Submitted: Mar 19, 2012
  • Stayed: March 2012
  • Source: VRBO, from HomeAway
Owner's Response: Really glad to hear that you enjoyed your stay. Happy to hear that you would consider coming back and recommend On the Bay to your friends. Thank you
During this stay the property was under previous owner or management.
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2 1


Car: necessary

This condo is only a 30 minute coastal drive from George Town itself, giving you the best of both worlds. If you wish to shop, play golf or be surrounded by people then just a short drive will give you all that and more. If the hustle and bustle of the cruise shippers gets too much for you in George Town and on Seven Mile Beach retreat to your idyllic condo and peaceful private beach at On The Bay.

If you wish to enjoy some water-sport activities or take a trip to Stingray City, Rum Point in Cayman Kai is just a 10 minute drive away.

Enjoy a perfect Caribbean vacation at On The Bay located in the quiet village of Old Man Bay.


Rates & Availability

Taxes and fees are additional


  • Rates shown above do not include taxes and fees


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