Old Man Bay Rentals Cayman Islands Old Man Bay

FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch. | House in North Side

10.0 (28 Reviews) |   3 Bedrooms  3 Bathrooms  8 Guests
Old Man Bay House | FREE Night in 2025! Private, quiet oceanfront home, wrap-around screened porch.

3 Bedroom House in Old Man Bay, North Side

Book 6 nights get 7th FREE (on stays through Dec 13 2025). Breezy Bay is an oceanfront, private, single-level home in North Side (Old Man Bay) perfect for your relaxing Grand Cayman vacation. Enjoy panoramic oceanfront views from this beach house with a bright, open air concept and large vaulted ceilings.
The home sits on 1+ acres full of coconut and sea grape trees with lots of places to explore. The oceanfront property has a sea wall with private water access. In front of the home in the crystal clear Caribbean Sea youโ€™ll enjoy snorkeling, kayaking, or shore diving to the nearest site.
The living room, dining and kitchen have an open concept with beautiful ocean views from every room. Relax on the 360 degree wraparound screened porch which has two seating areas both boasting oceanfront views of the Caribbean Sea.
The main house includes 2 bedrooms. The Queen bedroom has private porch access and en suite bathroom. The second bedroom has two (2) twin beds with private porch access and en suite bathroom. Each bedroom has bathroom with toilet and vanity with a shared shower between the two bedrooms (double Jack & Jill). A sleeper sofa is available in the living room to sleep two additional persons.
The Primary/guest suite, 3rd bedroom, is separate from the main house with access from the wrap-around screened porch. The private suite has a king bed, newly renovated bathroom with double vanity and large shower, 3-panel slider door and walk-out patio featuring oceanfront views. This room has a mini-fridge/freezer, toaster, coffee maker, microwave, etc.
The main house is a unique hexagon shape providing fantastic oceanfront views from the open living spaces. The centre of the house features a beautiful Caymanian stone wall up leading to the beach cottage themed vaulted ceilings. The home has an open air concept with views of the crowโ€™s nest from every room in the house.
If you love nature, you will love this private houseโ€ฆplenty of sand, coconut and sea grape trees and even some sightings of Cayman Parrots. A hammock is nestled in between two coconut trees. Kids will enjoy the tree swings and tree house.
Smart TVs and fibre internet throughout. Cable TV in living room and primary suite.
When accessing the sea, please wear water shoes or fins to protect your feet.
Washer and dryer are available in the garage. Cornhole boards for use as well.
Kayaks available for guest use (additional waiver required)
You will truly enjoy the serenity of this home in the quiet area of North Side.

This 3 Bedrooms House provides accommodation with Bedding/Linens, Child Friendly, Internet, for your convenience. This House 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. The rental House has 3 Bedrooms and 3 Bathrooms to make you feel right at home.

Check to see if this House has the amenities you need and a location that makes this a great choice to stay in Old Man Bay. Enjoy your stay in Old Man Bay at this House.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Designated Smoking Area
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy Events allowed: family gatherings and weddings;maximum event attendees: 20;please contact with event information for approval
Check-in Check-in time starts at 4:00 pm
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking allowed: in designated areas;please properly dispose of your cigarettes filters
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 note from host: please contact with event information for approval parties and events (including family gatherings and weddings) are allowed on site; maximum attendees: 20 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
 
North Side, Cayman Islands

What Our Guests say 500 + Reviews

Jan 8, 2025 10:00:01 AM
Summary: This was a fantastic property. We traveled as a family of four (kids 10-12) and two young adult family friends who we invited as childcare to watch the kids while we went scuba diving on the East End of the island (though shore diving would totally be possible). The detached master suite allowed us all to have our own space which was great. As advertised the main house has open ceilings throughout which is architecturally very cool, though expectedly not any sound-proofingโ€ฆ but again, this is clear from the description and it wasnโ€™t a big issue we just had to tip toe around a bit once the kids went to bed. The wraparound porch is heavenly, we had such nice meals out there! Water access is superb, we had one calm day and took out the kayaks and snorkeled which was fabulous, I can imagine that in the spring-fall this would be possible every day, but winter NW winds make it a little more mercurial this time of year. Location on the quiet side of the island is great, itโ€™s also got easy access to Rum Point for Bioluminescent Bay kayaking, Stingray city, Starfish Point, etc. Also just down the road from the Crystal Caves and a short drive to the Botanical Gardens, Parrot Sanctuary, quiet East End beaches, and Blow Holes. Getting over to the Southside is more of a haul (45-60 min) but worth a couple day trips.Host was super communicative and helped us navigate the finicky lockbox on check-in right away. Would 100% return!
Anne M. Anne M.
Jul 13, 2024 12:14:27 AM
Summary: We all loved the house! It had everything we needed for a great stay. Itโ€™s away from the hustle and bustle of Georgetown, but not a far drive to get there for the day. Having the ocean view as the backyard was amazing. We would definitely rent from Brooke again!
Andrea M. Andrea M.
Mar 15, 2024 09:14:31 PM
Summary: The house was spacious and amazing. Having a private beach with the amenities of a home made this a great place. We had a few questions during the stay and Brooke was super responsive and helpful. Highly recommend and would definitely stay here again if/when we make it back to Cayman.
Brian L. Brian L.
Mar 5, 2024 12:08:54 AM
Summary: We loved our stay here. Within 5 minutes of arrival, the kids found many hermit crabs and loved playing in the little area off the house with trees. The landscaping was so cool! It was interesting to look at all of the species of trees/cacti. The views are incredible. And the house itself has such a great layout. It was immaculately clean. Thanks Brooke for all the info and for providing such a wonderful space.
Bonnie B. Bonnie B.
Jan 6, 2024 11:00:52 AM
Summary: Property was absolutely amazing - the host was extremely communicative and responsive! It was just me and the woman Iโ€™m dating, however would be a perfect property for a family of 6! Lots of amenities and a great location for those looking for a slightly out of the way spot to spend time as a family or a romantic getaway! Defenatly rent a car for the location as it made life much easier! Thereโ€™s also a bunch of extras such as board games and puzzles! Will stay again!
kyle kyle
Jan 3, 2024 10:03:49 AM
Summary: Lovely home with gorgeous views of the north bay. Great jumping off point for exploring the north and east sides of the island. Brooke was a great hostess and very responsive to our questions.
Jennifer A. Jennifer A.
Aug 10, 2023 01:42:19 AM
Summary: Nice place Away from the crowds.
Edward S. Edward S.
Jul 21, 2023 07:14:35 PM
Summary: Brooke was great at communicating and gave suggestions for tours and such before we got there. We had a question about a fishing guide, so she asked around for us to help with that, too. The property was clean and everything as described. Loved having the kayaks. Just know that itโ€™s rocky near the shore. No true beach, but plenty of lounging chairs and even a hammock in the shade. We enjoyed our time here.
Marli C. Marli C.
Jul 10, 2023 01:32:15 PM
Summary: Home has all the ammenities you could want. Very quite area for a relaxing stay.
Jul 8, 2023 02:31:56 AM
Summary: We loved our stay! The location was private and beautiful. If we visit again we will rebook this property!
Patrick H. Patrick H.

FAQ's

Is this Old Man Bay house 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 Old Man Bay house have a swimming pool?

No, this Old Man Bay house does not have 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 Old Man Bay house?

Best-rates for the Old Man Bay house starts from $502 per night with includes Ocean View, Balcony/Terrace, Sports/Activities, Barbecue/Outdoor Cooking, Kitchen, View, TV, Designated Smoking Area, Parking, Wellness Facilities, Guest Services, Entertainment, Laundry, Air Conditioner, Child Friendly, Internet, Bedding/Linens 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 โ€” ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Old Man Bay house 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 house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Old Man Bay house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Old Man Bay house 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 Old Man Bay house?

Based on the information reported by the owner or manager, the Old Man Bay house indicates 1 day stay policy at this house. 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 Old Man Bay house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Old Man Bay house 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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