On the Bay #103 is a bright and spacious 3-bedroom, 3-bath ground-floor condo nestled in a lush, tropical beachfront resort in Old Man Bay.
With views of the gardens and ocean, a private patio, direct access to the resort’s pool, and just steps from a protected swimming cove, this property offers the perfect blend of island tranquility and comfort.
Ideal for families or groups seeking an alternative to Seven Mile Beach, while remaining within 10 minutes of Rum Point and nearby dining.
The Space:
SPECIAL OFFERS
This property offers automatic discounts based on your travel dates—no promo codes or special requests needed.
- Last-Minute Savings – Book within 14 days to save
- Early Bird – Reserve 90+ days ahead for discounted rates
- Vrbo Member tier and Mobile user discounts
Note: Discounts cannot be combined. Blackout: Dec 17 – Jan 3
Accommodation:
The primary bedroom includes a king-size bed and en-suite bathroom with a flat-screen TV. The second bedroom offers a queen bed, and the third bedroom includes two twin beds—comfortably sleeping up to 6 guests. All rooms are furnished with fresh linens and ample closet space.
Interior Features:
This newly furnished condo features a fully equipped kitchen with stainless steel appliances, a drip coffee maker, and all cookware needed for home-cooked meals. The living area includes a massive flat-panel HDTV, comfortable seating, and opens to a breezy garden patio. A washer and dryer are located inside the unit for added convenience.
Starter Essentials Provided:
Guests are welcomed with a comprehensive starter pack including dishwashing liquid, dishwasher detergent, laundry detergent, shampoo, conditioner, hand soap, toilet paper, paper towels, and coffee filters. Linens, bath towels, beach towels, a blow dryer, and an iron with board are also provided. Plus charcoal bags and utensils.
Outdoor Amenities:
The resort features a large oceanfront freshwater pool surrounded by loungers and a gazebo. The beach includes a natural cove perfect for calm water swimming and snorkeling, especially for children. Water shoes are recommended for the rocky shoreline. A communal charcoal BBQ grill is available nearby for outdoor cooking.
Nearby Dining & Attractions:
Just around the corner is Over the Edge for casual oceanfront dining, while Rum Point is a short drive away and offers additional restaurants, a grocery store, and water sports. Other dining favorites such as Tukka, The Italian House, and Vivine’s Kitchen are easily accessible.
Snorkeling, diving, and Stingray City tours are available via Red Sail Sports.
Transportation Options Include:
• Cayman Airport Transfers & Transport Services
• Car rentals available via local providers or online platforms
• Limited public bus service — a rental car is highly recommended
• Local driving information is available upon request
Supermarket and Sunday Closures:
Nearby grocery options include Foster’s Express and Chisholm’s Grocery.
Note: Grocery stores are closed on Sundays, though most restaurants and gas stations remain open. Grocery delivery can also be arranged prior to arrival. Some gas stations sell liquor on Sundays.
Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.
The Neighborhood:
North Side
Getting Around:
On the Bay
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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Important information
You need to know
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
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
North Side
Located in North Side, this condo is near theme parks and on the beach. Grand Cayman Beaches and Mastic Trail North Trailhead reflect the area's natural beauty and area attractions include Queen Elizabeth II Botanic Park and Governor Michael Gore Bird Sanctuary. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling and horse riding.
Old Man Bay, Grand Cayman Island
What's nearby
Grand Cayman Beaches - 1 min walk - 0.0 km
Cayman Crystal Caves - 6 min walk - 0.5 km
Port of Georgetown - 39 min drive - 35.6 km
Seven Mile Beach - 42 min drive - 38.3 km
Governor's Beach - 45 min drive - 40.6 km
Getting around
George Town (GCM-Owen Roberts Intl.) - 37 min drive
Restaurants
South Coast Bar & Grill - 8 min drive
The Caboose - 6 min walk
Czech Inn Grill - 12 min drive
Tukka - 12 min drive
Over The Edge - 15 min walk
Frequently asked questions
Does On the Bay #103 Ocean Front Condo on Northside have a pool?
Yes, this property has a pool.
How much does it cost to stay at On the Bay #103 Ocean Front Condo on Northside?
As of 23 April 2026, prices found for a 1-night stay for 2 adults at On the Bay #103 Ocean Front Condo on Northside on 13 July 2026 start from NZ$571, 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 On the Bay #103 Ocean Front Condo on Northside pet-friendly?
No, pets are not allowed at this property.
How much is parking at On the Bay #103 Ocean Front Condo on Northside?
On-site parking is available at the property.
What time is check-in at On the Bay #103 Ocean Front Condo on Northside?
Check-in begins at 4:00 PM.
What time is check-out at On the Bay #103 Ocean Front Condo on Northside?
Checkout is at 11:00 AM.
Where is On the Bay #103 Ocean Front Condo on Northside located?
Nestled on the beach, this North Side condo building is within a 10-minute walk of Grand Cayman Beaches and Cayman Crystal Caves. Babylon (Dive Site) and Mastic Trail North Trailhead are also within 2 miles (3 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Private, away from the tourist areas. Great place for relaxing.
Jeremy M.
Stayed 6 nights in May 2025
Response from VrboOwner on 24 June 2025
Thank you for your feedback, Jeremy! We’re glad you enjoyed the peaceful, private setting at On The Bay #103. It’s wonderful to hear it was the perfect spot for a relaxing getaway. We’d love to welcome you back anytime!
Top notch from booking to check out. Everything we needed for our stay was there. Great location and very quiet. Pool was tremendous. Impressed with the grounds crew and their hard work maintaining area and pool. Unit was spacious and updated. Communication was grear. Would definitely book again.
Carol B.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 1 July 2025
Thank you so much for your wonderful feedback! We’re delighted you enjoyed your stay at On The Bay #103 and found everything top notch from booking to check out. We truly appreciate your kind words about the pool and grounds crew, and we’re glad communication was smooth throughout. We’d love to welcome you back anytime for another tremendous stay!
Nice condo out of the crowds. Short drive from Kaibo/Rum Point.
Stuart W.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 8 July 2024
It was our pleasure having you as our guest at On the Bay 103, and we're delighted to hear they had an enjoyable stay. Happy to have you return anytime, and thanks again for choosing us for your CaymanVacation!
This was a phenomenal place to stay. The private beach and lagoon were awesome with great snorkeling. The host was so responsive and always went above and beyond, especially our last day there. We will absolutely recommend this place to anyone who wants to spend some time in paradise!
Tonya K.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 21 June 2024
Thank you for your review and recommendation, for On the Bay 103. We're thrilled that you found it to be absolutely perfect. It was our pleasure to provide everything you needed for your stay, and we would love to welcome you back for another CaymanVacation!
If you are looking to stay away from the crowds, you found it. The area feels safe and the condo, pool, and beach were very clean. Close to Rum Point and East End restaurants. We would definitely return.
Jessica M.
Stayed 4 nights in Feb 2024
Response from VrboOwner on 1 March 2024
Welcoming you to the On The bay 103 was a wonderful experience, and we're thrilled to hear that you enjoyed the relaxation out of the hustle and bustle. We would be delighted to welcome you back anytime. Your thoughtful comments are truly appreciated. Thank you for choosing us for your Cayman Vacation.
Verified
8/10 Good
gilad t.
10 March 2024
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
Property rating
beautiful property
gilad t.
Stayed 7 nights in Mar 2024
Response from VrboOwner on 15 March 2024
We're so pleased to hear you had such an enjoyable stay at On the Bay 103. Happy to have you return anytime, and thanks again for choosing us for your Cayman Vacation.
The property is just as pictured. It is spacious, the grounds are well maintained, and the patio has a great view.
Michael V.
Stayed 6 nights in May 2023
Response from VrboOwner on 11 November 2024
Thank you for your great review! We’re so glad the property met your expectations and that you enjoyed the spaciousness, well-maintained grounds, and the wonderful patio view. We’d love to welcome you back for another fantastic family CaymanVacation!
Verified
10/10 Excellent
Jeff H.
29 July 2018
Everything was perfect!!
Couldn't ask for more! Perfect!
Jeff H.
Stayed 5 nights in Jul 2018
Response from VrboOwner on 28 March 2020
Thanks for your review, your few words say it all! Please come and stay with us again.
Verified
10/10 Excellent
Wallace R.
30 March 2019
Great condo with very nice amenities
Large living area with nice screened in shady porch. 10 minutes from Rum Point. The pool is clean and very nice.
Wallace R.
Stayed 7 nights in Mar 2019
Response from VrboOwner on 28 March 2020
So happy you enjoyed the condo and location. Please come and stay with us again!
What a great property! Clean, comfortable, tons of space! Amazing view of palm trees and the ocean. Nice and super quiet, away from the touristy hustle and bustle. It takes about 30-45 mins to get to the touristy stuff but the quiet makes it worth it!!
Property was very nice and is located in a quiet part of the island. Excursions are easily accessible from the Rum Point area. If you are looking to get away from the busier area of seven mile beach this is the perfect location. The beach at the property was nice but the ocean was not usable during our stay due to high winds and waves on that area of the island. There is a small ocean pool that was usable and would be great for small children. Overall great time and excellent accommodation.
Ronald H.
Stayed 4 nights in Dec 2024
Response from VrboOwner on 22 December 2024
Thank you for sharing your experience at On The Bay! We're delighted you enjoyed the tranquillity of this quiet corner of the island and found it to be a perfect escape from the busier Seven Mile Beach area. While Mother Nature didn’t fully cooperate with the ocean conditions during your stay, we’re glad you made the most of the beach and ocean pool. It’s wonderful to hear the accommodations met your expectations—come back soon for more island serenity!
Loved our stay at On the Bay! Excellent location away from all the hustle and bustle of George Town. We loved the private beach and pool. Accommodations fit our family of 5 perfectly.Kitchen had mostly everything we needed to make simple meals. No baking sheets to use in the oven but we improvised with foil. Plenty of bath and pool towels available. Definitely would stay here again!
Kim O.
Stayed 7 nights in May 2024
Response from VrboOwner on 5 June 2024
We're thrilled that you and your family had a lovely stay at On the Bay 103! Thank you for your suggestion regarding the baking sheets; we've duly noted it. It's great to hear that you were able to improvise and create something beautiful. We're delighted that you're considering returning, and we would welcome you back with open arms for another fantastic CaymanVacation!
This is the second stay we have had at the On The Bay location with two different family groups. Our stay this time was as great as the last time. Everything is well provisioned. It is easy to get to. It is a fantastic location on the island away from the busier sections but with easily accessible groceries, liquor and restaurants, including a mini mart, liquor store and restaurant within easy walking distance. The condo has everything you need for beach outings or just some stay at home fun. It is close to Rum Point, which has great snorkeling out by the dock. Starfish point is not far away either, not to mention the public beaches too many to count. Highly recommend for an easy family getaway and some relaxation. Oh, and there is a pool just off the back deck that is excellent for kids and adults who may want a break from salt water and just chill for a while.
David W.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 29 April 2025
David, thank you for sharing your experience at On the Bay #103! We’re so glad to hear your second stay was just as great as the first. It’s wonderful that the location, well-provisioned condo, and nearby amenities made your family getaway so enjoyable. It sounds like you made the most of the nearby snorkeling, beaches, and relaxing by the pool. We truly appreciate your recommendation and would love to welcome you back for another relaxing visit!
Verified
10/10 Excellent
Cindy J.
12 April 2018
Great Stay !!
The condo is very nice with everything you will need for a great stay. The kitchen had everything we needed. We had several meals out, but it was nice to have the kitchen to fix some of our own meals. The bedrooms and bathrooms are all very nice and comfortable. The outside is well maintained. The north side of the island has a problem with trash being washed up on shore, but the ground keepers keep the property very clean on a daily basis including the little cove. I would recommend this place for a great vacation spot.
Cindy J.
Stayed 10 nights in Mar 2018
Response from VrboOwner on 28 March 2020
It is always nice to hear from our guests. We are so pleased you had a great stay. The complex is very well maintained and it a lovely, relaxing location. Glad you found the condo very comfortable. We try hard to assist our guests with a perfect Cayman vacation! Please come and stay with us again!
Our Condo at "On The Bay" was very spacious, clean and well appointed and suited our family requirements. For us the location both on the coast and near the Botanic Park was perfect.
The gardens were beautifully planted and maintained. Everyone loved the pool.
An early arrival by some of the family was kindly accommodated and we were helped promptly with a late query about the air conditioning.
We had a marvelous time and would certainly return.
Thank you Don and Elmelinda.
Bill G.
William G.
Stayed 11 nights in Apr 2023
Response from VrboOwner on 22 April 2023
It was a pleasure having you as our guest, and we're delighted to hear you had an enjoyable stay.
Thanks again for choosing us!
The condo is very spacious, clean, and well stocked with the basics. Beautiful property, secluded and well maintained. We learned from another condo owner that the pool is heated. A bit overkill and uncomfortable for July heat but am sure a very welcomed feature in the winter months.
We love staying away from the crowds of 7 Mile Beach and still having access to good restaurants, diving, and things to do. We will definitely be back! Thank you Meg and housekeeping team. Well done.
Andra M.
Stayed 8 nights in Jul 2023
Response from VrboOwner on 11 August 2023
It's wonderful to hear that you had a fantastic stay at the On the Bay #103 Condo and a great time on Grand Cayman.
You're always welcome to return, and we appreciate your choice to stay with us once again.
Verified
10/10 Excellent
Cheryl R.
22 July 2018
Great Condo!
The North side is very peaceful and this condo is in a great location. It is very comfortable and spacious, has all the amenities and a scenic view as well! We enjoyed sitting on the enclosed porch with a view of the beach/ocean and the pool was just a few steps away. The complex was quiet and many times we had the pool to ourselves. We appreciated the floats, snorkel equipment, beach towels and cooler which all came in handy for visiting different beaches on the island. When we had a small problem, Craig, the property manager, was quick and helpful in resolving the issue. We thoroughly enjoyed our stay at On the Bay and would highly recommend this condo!
Cheryl R.
Stayed 7 nights in Jun 2018
Response from VrboOwner on 28 March 2020
This is truly a lovely property away from it all, quiet and peaceful. Glad you enjoyed your stay and the location. Please come and stay with us again.
My family of 5 really enjoyed our stay. My 12, 8, and 5 year old children had a fantastic time in the pool, and walking around on the barrier by the sea. It's away from the busy city side of GC, and is very peaceful in this area. I ran several miles at sunrise from the condo, and loved how quiet the area is. Make sure you make reservations if you are going to a sit down restaurant for dinner. Even for the restaurants that seem like you wouldn't need it on a weekday, it's standard to reserve a time. This was something we learned on our first night, and didn't have an issue after that. Everywhere we ate was amazing. Would highly recommend this area and this condo if you are going to Grand Cayman.
Matthew L.
Stayed 5 nights in Feb 2020
Response from VrboOwner on 2 February 2025
Your family's joyful experience at On the Bay 103 brightens our day! 🌅 We love hearing how your children embraced the pool and seaside adventures, while you discovered those peaceful sunrise runs. Thank you for sharing that helpful tip about dinner reservations - future guests will appreciate this local insight. Your peaceful family haven keeps your spot warm for next time! 🌊
This property was amazing, definitely recommend. We loved the privacy of the condo association but also loved being close to attractions and places to eat. We basically had the pool to ourselves and the private cove of the ocean was a big hit with our 12 year old and his 74 year old grandpa. Despite being in the middle of tropical storm Sara this November the boys spent hours, days in the water (sometimes in the rain). We hit all the local spots after much research, the trip was perfect celebrating a milestone birthday. The place itself was 'as advertised' and had so many extras. Lots of spices for cooking, bug spray, hot pot (which we used every day), nice cooking accommodations, grill, charcoal, pool toys, beach chairs, fuzzy blanket, kitties to feed. Local management on site was attentive to our needs and communication was spectacular. It really was perfect, wish we could have stayed longer! I would definitely return.
Jessica P.
Stayed 7 nights in Nov 2024
Response from VrboOwner on 22 November 2024
Thank you for such a thoughtful and glowing review of On the Bay 103! We’re so glad your family enjoyed the privacy, convenient location, and all the little extras that made your stay special. It’s wonderful to hear how the pool and private cove created cherished memories—rain or shine! Swimming in the warm water, even during a tropical shower, truly adds a unique and exciting touch to the Cayman experience. We’re honoured to have been part of your milestone birthday celebration and can’t wait to welcome you back for another unforgettable CaymanVacation!
Verified
6/10 Okay
Terry K.
27 January 2020
Liked: Cleanliness, communication
Disliked: Listing accuracy
Really windy on North side and a 30 minute trip to good shopping and better restaurants.
Got complaints about light music not loud by pool area around 1:00 pm till 3:00 pm. Told us to tone it down and right after that maintenance came threw with a real loud leaf blower. Way louder than any music we we’re playing. Really surprised by this because if you go to any resorts they play music by pool area in the afternoon.
Terry K.
Stayed 7 nights in Jan 2020
Response from VrboOwner on 28 March 2020
Thank you for letting us know. Cayman tends to be a quiet, relaxed place. Most guests don't mind music if kept to a low level. This side of the island is especially quiet. Perhaps 7 Mile Beach may be better for a future stay. Please come and join us on island again
Well maintained property. Lovely plantings. Neatly kept. The heated pool was VERY appreciated. A generous supply of loungers around the pool. The condo was modern and up to date. New applicances, thick towels, large supply of beach towels. The washer/dryer very handy and worked well. AC also never a problem. Location was right for us- quiet and not far from Rum Point. Best beach was Governor's Beach on Seven Mile Beach-crystal clear water of a dreamy blue color. Low surf but still refreshing. Best Restaurant was Ristorante Pappagallo. Enjoyed Tuttka's East End-extensive menu and fun feeding the Frigate Birds. Just an overall wonderful winter getaway.
Dyane B.
Stayed 10 nights in Feb 2023
Response from VrboOwner on 4 March 2023
We are delighted to hear you had such a great stay at the condo and on Grand Cayman!
Thank you again for choosing us and we hope to have you return again.
This condo was perfect for our family of five. The bedrooms were good size and having 3 bathrooms was perfect. The condo was super clean and fully furnished. We even had a cooler we could take on day trips. There are fans, extra bedding and blankets, lots of towels, pool floaties and beach toys for kids. The kitchen was also fully loaded with pots and pans etc. We stopped at the grocery and were able to make many meals at the condo. The screened porch was nice and the location was very convenient, about 25 feet from the pool. Nice ocean view. The north end of the island is mostly rocky, beautiful but tough to swim. There was a manmade large area the had a nice beach and good swimming/floating and playing. The location of th actual condo was fine. We knew we would be driving all over the island. We rented a car and covered everything from the turtles and dolphins (west end) to Tukka (East end) to Rum point (North end. Very easy to drive and navigate. Remember it is on the Left side of the road!!
Kari G.
Stayed 8 nights in Dec 2019
Response from VrboOwner on 28 March 2020
Sounds like a perfect holiday vacation. Please come and stay with us again soon!
When we arrived at Old Man Bay we were shocked to see scaffolding all along the exterior of the building. We were not told about this ahead of time nor was it mentioned in the overview. Apparently, and we found out from one of the residents, that the roof is being redone with June and won't be finished until end of September/early October (supposedly). We also lost power twice during our stay.
Overall though the condo was clean and neat and had MORE THAN ENOUGH of everything you'd need. It was situated in the north middle side of the island. It was very private, which was what we need for our relaxing vacation. There wasn't so much color to the ocean where the condo is located but that was okay. The cove is rocky like the description says so make sure to wear shoes.
Craig and Ms. Dale, the property managers, were great! They answered all our inquiries in a timely fashion.
We enjoyed our stay very much!
Tziporah N.
Stayed 8 nights in Aug 2019
Response from VrboOwner on 28 March 2020
Glad you enjoyed your stay. We were not notified by management of the repairs otherwise we certainly would have advised you in advance. Our apology!
Our group of 6 adults really enjoyed this hidden gemLoved that it was a 1st floor unit; Literally a minute from the patio to pool or lagoon. Loved that it was quieter property - only 12 units - could get a pool or beach chair at any time of day. Condo:Beds were comfie. Hand soap, shampoo, conditioner, TP, laundry soap provided. Kitchen was great. Only thing it was missing was a baking sheet. Fridge had ice maker which was much appreciated. We *loved* the big kitchen table - great for family meals and playing games. Condo had lots of beach items (towels, mask & flippers, pool noodles, floaties, etc.).Property:Loved the *heated* pool. Swam/floated in lagoon 2-3 times every day. Snorkeling in lagoon was surprisingly good - saw a variety of smaller fish as well as a porcupine fish, juvenile barracuda, etc. The ocean brings in trash to the far left side of lagoon but the rest of lagoon was fine. The groundskeepers clean up the trash and sargassum on beach every 1-2 days. Only issue we had was the communal charcoal BBQ didn't work well as the damper was rusted out. We used the electric grill in the condo to cook burgers and sausages instead.Area:-Loved that convenience & liquor store, gift shop & Caboose restaurant were only 7 minute walk away. -Also went to Crystal caves, Botanical garden, Starfish/Rum point, Over the Edge restaurant, etc. - all close byThank you for sharing your piece of paradise with us :-)
janet v.
Stayed 8 nights in Jan 2025
Response from VrboOwner on 23 February 2025
What a joy to read about your hidden gem experience! 🌴 From lagoon snorkeling adventures with porcupine fish to family game nights at that big kitchen table - sounds like perfect paradise memories! We love that you enjoyed our quieter setting and all those beach extras. Thank you for the feedback about the BBQ - we'll look into that right away. Your piece of paradise (now with working grills!) awaits your return! ✨
About the host
Hosted by Don Martin
CaymanVacation has over 24 years of experience arranging perfect Cayman Islands Vacations serving over 30,000 guests. With us you will receive friendly, personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Islands vacation accommodation to meet your specific requirements.
Why they chose this property
Beautiful, newly furnished 3 bedroom with great views and world class snorkeling right off the beach. You are in a quiet, tropical location, away from it all. Over the Edge restaurant t is about a quarter mile from the condo towards Rum Point direction and there is a great Italian restaurant called the Italian House across from the Morritts complex about 5 miles towards east end as well as a grocery store, Foster Food Fair and a liquor store are in the same complex.
What makes this property unique
Cut out cove for access to the reef. Very quiet location but still lots to do with the variety of water sports actives on the island.
Languages:
English
Premier Host
They consistently provide great experiences for their guests