North Side, North Side

On the Bay #103 | Oceanfront 3BR Condo | Old Man Bay, North Side

3 bedrooms4 beds3 baths6 guests5.0 (8)

About the property

On the Bay #103 is a bright, ground floor 3 bedroom, 3 bath condo set in a lush, tropical beachfront resort in Old Man Bay on Grand Cayman’s North Side.
With views of the gardens and sea, a private patio, direct access to the resort pool, and a protected swimming cove just steps away, it offers a peaceful alternative to Seven Mile Beach while still being within about 10 minutes of Rum Point and nearby dining.
It’s ideal for families or small groups looking for island tranquility, snorkeling, and easy access to North Side and Rum Point attractions.

3 Bedrooms | 3 Bathrooms | Sleeps 6

LIVING AREA & INTERIOR FEATURES
The condo has a relaxed, coastal feel with everything you need for a comfortable stay.
• Newly furnished interior with an open plan layout
• Fully equipped kitchen with stainless steel appliances
• Drip coffee maker and complete cookware/utensils for home cooked meals
• Spacious living area with a large flat panel HDTV and comfortable seating
• Sliding doors leading to a breezy garden level patio with views of the pool and ocean
• In unit washer and dryer for added convenience

BEDROOMS & BATHROOMS
On the Bay #103 comfortably sleeps up to 6 guests across three well appointed bedrooms and three full bathrooms.
• Primary bedroom: king size bed, ensuite bathroom, flat screen TV
• Second bedroom: queen size bed
• Third bedroom: two twin beds, ideal for kids or friends
• Fresh linens and ample closet space in each room

STARTER ESSENTIALS
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, along with charcoal bags and utensils for the BBQ.

BEACH & OUTDOOR AMENITIES
This small resort is designed for relaxed days by the water, with a natural, North Side feel.
• Large oceanfront freshwater pool with loungers and a shaded gazebo
• Beachfront area with a natural cove offering calm water for swimming and snorkeling, especially good for children
• Rocky shoreline in places—water shoes are recommended for comfort and footing
• Communal charcoal BBQ grill near the pool/beach for casual outdoor cooking
The protected cove and reef offshore make this a great spot for those who enjoy snorkeling, floating, and simply unwinding by the sea away from the busier areas of the island.

BEACH CONDITIONS
Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day.

Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don't anticipate it impacting your trip, just a heads-up in case you notice it during your visit.

DINING & NEARBY AREA – NORTH SIDE & RUM POINT
Old Man Bay and the North Side offer a laid back, local dining scene with some very popular spots within a short drive.

VERY CLOSE (OLD MAN BAY / NORTH SIDE)
• Over the Edge – Long time North Side favorite right on the water with Caribbean dishes, seafood, and a casual bar atmosphere.
• The Caboose – Well reviewed local spot in Old Man Bay known for Caribbean flavors and easy, relaxed vibes.
• Other local stands and cafes – Small, authentic stops for Caymanian bites along the North Side and into East End.

RUM POINT & CAYMAN KAI (ABOUT 10–15 MINUTES)
• Rum Point Club – Casual beachfront restaurant and bar with pizzas, beach fare, and the island famous Mudslide.
• Kaibo Beach Restaurant & Upstairs Restaurant – Beachfront dining downstairs and a more refined experience upstairs, popular for sunset dinners and cocktails.
You’re also within an easy drive of water based activities at Rum Point and Cayman Kai, including boat charters, snorkeling trips, and sandbar excursions.

GETTING THERE
Old Man Bay is roughly 30 km from Owen Roberts International Airport, typically about 30–40 minutes by car depending on traffic and stops along the way.

WHO THIS SUITS
On the Bay #103 is a great match for guests who want a quieter, more natural setting without being far from well known North Side attractions.
• Families with children who will appreciate the ground floor access, pool, and protected swimming cove.
• Snorkelers and ocean lovers who prefer a reefy, more natural shoreline over a fully manicured resort beach.
• Couples or small groups looking for a calm alternative to Seven Mile Beach, while staying within a short drive of Rum Point and Cayman Kai.
• Guests planning longer stays who value a full kitchen, in unit laundry, and a laid back residential resort feel.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Nearby grocery options such as Foster’s Express and Chisholm's Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.
Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Due to limited public transportation in Northside, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Accessibility: Ground floor condo
• Parking: Complex parking available.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.

On the Bay

On the Bay #103 is a bright, ground floor 3 bedroom, 3 bath condo set in a lush, tropical beachfront resort in Old Man Bay on Grand Cayman’s North Side.
With views of the gardens and sea, a private patio, direct access to the resort pool, and a protected swimming cove just steps away, it offers a peaceful alternative to Seven Mile Beach while still being within about 10 minutes of Rum Point and nearby dining.
It’s ideal for families or small groups looking for island tranquility, snorkeling, and easy access to North Side and Rum Point attractions.

3 Bedrooms | 3 Bathrooms | Sleeps 6

LIVING AREA & INTERIOR FEATURES
The condo has a relaxed, coastal feel with everything you need for a comfortable stay.
• Newly furnished interior with an open plan layout
• Fully equipped kitchen with stainless steel appliances
• Drip coffee maker and complete cookware/utensils for home cooked meals
• Spacious living area with a large flat panel HDTV and comfortable seating
• Sliding doors leading to a breezy garden level patio with views of the pool and ocean
• In unit washer and dryer for added convenience

BEDROOMS & BATHROOMS
On the Bay #103 comfortably sleeps up to 6 guests across three well appointed bedrooms and three full bathrooms.
• Primary bedroom: king size bed, ensuite bathroom, flat screen TV
• Second bedroom: queen size bed
• Third bedroom: two twin beds, ideal for kids or friends
• Fresh linens and ample closet space in each room

STARTER ESSENTIALS
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, along with charcoal bags and utensils for the BBQ.

BEACH & OUTDOOR AMENITIES
This small resort is designed for relaxed days by the water, with a natural, North Side feel.
• Large oceanfront freshwater pool with loungers and a shaded gazebo
• Beachfront area with a natural cove offering calm water for swimming and snorkeling, especially good for children
• Rocky shoreline in places—water shoes are recommended for comfort and footing
• Communal charcoal BBQ grill near the pool/beach for casual outdoor cooking
The protected cove and reef offshore make this a great spot for those who enjoy snorkeling, floating, and simply unwinding by the sea away from the busier areas of the island.

BEACH CONDITIONS
Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day.

Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don't anticipate it impacting your trip, just a heads-up in case you notice it during your visit.

DINING & NEARBY AREA – NORTH SIDE & RUM POINT
Old Man Bay and the North Side offer a laid back, local dining scene with some very popular spots within a short drive.

VERY CLOSE (OLD MAN BAY / NORTH SIDE)
• Over the Edge – Long time North Side favorite right on the water with Caribbean dishes, seafood, and a casual bar atmosphere.
• The Caboose – Well reviewed local spot in Old Man Bay known for Caribbean flavors and easy, relaxed vibes.
• Other local stands and cafes – Small, authentic stops for Caymanian bites along the North Side and into East End.

RUM POINT & CAYMAN KAI (ABOUT 10–15 MINUTES)
• Rum Point Club – Casual beachfront restaurant and bar with pizzas, beach fare, and the island famous Mudslide.
• Kaibo Beach Restaurant & Upstairs Restaurant – Beachfront dining downstairs and a more refined experience upstairs, popular for sunset dinners and cocktails.
You’re also within an easy drive of water based activities at Rum Point and Cayman Kai, including boat charters, snorkeling trips, and sandbar excursions.

GETTING THERE
Old Man Bay is roughly 30 km from Owen Roberts International Airport, typically about 30–40 minutes by car depending on traffic and stops along the way.

WHO THIS SUITS
On the Bay #103 is a great match for guests who want a quieter, more natural setting without being far from well known North Side attractions.
• Families with children who will appreciate the ground floor access, pool, and protected swimming cove.
• Snorkelers and ocean lovers who prefer a reefy, more natural shoreline over a fully manicured resort beach.
• Couples or small groups looking for a calm alternative to Seven Mile Beach, while staying within a short drive of Rum Point and Cayman Kai.
• Guests planning longer stays who value a full kitchen, in unit laundry, and a laid back residential resort feel.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Nearby grocery options such as Foster’s Express and Chisholm's Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.
Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Due to limited public transportation in Northside, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Accessibility: Ground floor condo
• Parking: Complex parking available.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.

On the Bay

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 21, 2026$277Not Available4
Jul 22, 2026$309Not Available4
Jul 23, 2026$318Not Available4
Jul 24, 2026$327Not Available4
Jul 25, 2026$314Not Available4
Jul 26, 2026$276Not Available4
Jul 27, 2026$298Not Available4
Jul 28, 2026$291Not Available4
Jul 29, 2026$276Available4
Jul 30, 2026$276Available4
Jul 31, 2026$307Available4
Aug 1, 2026$296Available4
Aug 2, 2026$292Available4
Aug 3, 2026$287Available4
Aug 4, 2026$279Available4
Aug 5, 2026$276Available4
Aug 6, 2026$280Available4
Aug 7, 2026$293Available4
Aug 8, 2026$282Available4
Aug 9, 2026$296Available4
Aug 10, 2026$297Available4
Aug 11, 2026$283Available4
Aug 12, 2026$276Available4
Aug 13, 2026$282Available4
Aug 14, 2026$294Available4
Aug 15, 2026$279Available4
Aug 16, 2026$276Available4
Aug 17, 2026$276Available4
Aug 18, 2026$276Available4
Aug 19, 2026$276Available4
Aug 20, 2026$276Available4
Aug 21, 2026$276Available4
Aug 22, 2026$276Available4
Aug 23, 2026$276Available4
Aug 24, 2026$276Available4
Aug 25, 2026$276Available4
Aug 26, 2026$276Available4
Aug 27, 2026$276Available4
Aug 28, 2026$276Available4
Aug 29, 2026$276Available4
Aug 30, 2026$276Available4
Aug 31, 2026$276Available4
Sep 1, 2026$276Available4
Sep 2, 2026$276Available4
Sep 3, 2026$276Available4
Sep 4, 2026$276Available4
Sep 5, 2026$276Available4
Sep 6, 2026$276Available4
Sep 7, 2026$276Available4
Sep 8, 2026$276Available4
Sep 9, 2026$276Available4
Sep 10, 2026$276Available4
Sep 11, 2026$276Available4
Sep 12, 2026$276Available4
Sep 13, 2026$276Available4
Sep 14, 2026$276Available4
Sep 15, 2026$276Available4
Sep 16, 2026$276Available4
Sep 17, 2026$276Available4
Sep 18, 2026$276Available4
Sep 19, 2026$276Available4
Sep 20, 2026$276Available4
Sep 21, 2026$276Available4
Sep 22, 2026$276Available4
Sep 23, 2026$276Available4
Sep 24, 2026$276Available4
Sep 25, 2026$276Available4
Sep 26, 2026$276Available4
Sep 27, 2026$276Available4
Sep 28, 2026$276Available4
Sep 29, 2026$276Available4
Sep 30, 2026$276Available4
Oct 1, 2026$337Available4
Oct 2, 2026$337Available4
Oct 3, 2026$337Available4
Oct 4, 2026$337Available4
Oct 5, 2026$337Available4
Oct 6, 2026$337Available4
Oct 7, 2026$337Available4
Oct 8, 2026$337Available4
Oct 9, 2026$337Available4
Oct 10, 2026$337Available4
Oct 11, 2026$337Available4
Oct 12, 2026$337Available4
Oct 13, 2026$337Available4
Oct 14, 2026$337Available4
Oct 15, 2026$337Available4
Oct 16, 2026$337Available4
Oct 17, 2026$337Available4
Oct 18, 2026$337Available4
Oct 19, 2026$337Available4

Amenities

Waterfront
Ocean view
Beach access
Pool outdoor
Patio
Garden view
Air conditioning
Washer

5.0 · 8 reviews

H
Happy Guest
April 2026

We had a lovely stay at On The Bay! Property was just as described and matched listing photos well. We loved the location - away from the hustle and bustle of Georgetown but centrally located to just about everything, including East end attractions! We had the heated pool and beach mostly to ourselves but did enjoy interacting with the other complex residents on occasion. On The Bay was very clean, quiet, and spacious and truly had everything that we needed. Only ‘complaint’ would be that the living room tv does not connect to WiFi so we could not use smart features; property management however was very responsive and provided a work-around solution for the duration of our stay, which was much appreciated! We would definitely stay here again!

H
Happy Guest
March 2026

We loved On the Bay! It was peaceful and perfect for our family of 5. Amenities were great… great kitchen, toiletries and paper products were provided, which was very nice! The pool, grill, restaurants, activities were awesome. Great to know you can book activities out of Rum Point. No need to go to 7 mile. Did the stingray/snorkel/starfish tour, bioluminescent tour, rum tasting and enjoyed many restaurants! Loved Kaibo, Tukka, Over the Edge and Rum Point. Perfect location. Everyone was great at communication from our check in, to questions about where to go/how to schedule, and our checkout. They became like friends! Can’t wait to come back!! 🌴☀️🌴

H
Happy Guest
January 2026

There is honestly nothing I would change about our stay! The management company was available, responsive and professional. The accommodations were fantastic and clean. Will definitely be coming back!!

Where you'll be

North Side, North Side, KY1-1701, Cayman Islands

Discover the serene natural wonders of North Side, where the pristine beauty of the Cayman Islands unfolds just beyond your door. Steps away, the subterranean formations of the Cayman Crystal Caves offer an enchanting journey underground, while the historic Queen's Monument is situated nearby for a glimpse into the island's heritage. A short drive away, you can wander through the lush Queen Elizabeth II Botanic Park and the Blue Iguana Conservation

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 6 guests.