Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
North Side, North Side KY1-1701, Cayman Islands
North Side, North Side, Cayman IslandsThe Caboose is a welcoming American restaurant known for hearty comfort food, including prime rib, steakhouse favorites, pizza, and seafood. With its friendly atmosphere and classic neighborhood charm, it’s a relaxed spot for a satisfying meal.
Island Bites Ltd. serves vibrant, island-inspired cuisine in a warm, welcoming atmosphere. Enjoy bold flavors, fresh ingredients, and a relaxed dining experience that brings a taste of the tropics to your table.
Blue Rock Restaurant and Lounge serves creative New American cuisine in a warm, intimate setting with thoughtful drink pairings. Guests can enjoy a relaxed meal with indoor or outdoor seating in this cozy Shelburne Falls gem.
South Coast Bar & Grill serves Caribbean, seafood, and bar favorites in a relaxed seaside setting in Breakers, Grand Cayman. With ocean views, beach dining, and a laid-back local vibe, it’s a great spot for a casual island meal.
The Lighthouse is a rooftop restaurant serving classic American favorites with a coastal twist, paired with fresh ingredients and creative cocktails. With its relaxed atmosphere and sweeping downtown views, it’s a great spot for everything from casual drinks to a memorable dinner.
Over the Edge is a laid-back Caribbean and seafood spot in Old Man Bay, known for its fresh, flavorful dishes and friendly island vibe. With ocean views and a relaxed atmosphere, it’s a great place to enjoy breakfast, lunch, dinner, or a sunset drink.
Meet the Blue Iguana Conservation project, where you can help protect one of the world’s rarest lizards while learning about native wildlife and habitat restoration. It’s a great fit for animal lovers, conservation-minded travelers, and anyone who wants a hands-on eco-adventure.
The Blowholes is a dramatic coastal stop where waves shoot seawater high through rocky openings, creating a thrilling natural spectacle. It’s a great quick visit for nature lovers, photographers, and anyone who enjoys scenic, off-the-beaten-path sights.
Lovers Wall is a charming roadside photo stop on Grand Cayman’s scenic East End, known for its heart-shaped signs, ocean views, and peaceful rocky shoreline. It’s a sweet quick stop for couples, families, and anyone exploring the island’s quieter side.
Stroll through the Queen Elizabeth II Botanic Park to enjoy lush gardens, a vibrant blue iguana habitat, and serene Caribbean scenery. It’s a peaceful, family-friendly escape for nature lovers, photographers, and anyone who enjoys beautiful outdoor spaces.
Cayman Parrot Sanctuary is a charming, hands-on wildlife experience where you can meet Cayman’s native parrots and other rescued animals in a relaxed, family-friendly setting. It’s especially great for kids, nature lovers, and anyone who enjoys close-up animal encounters with a conservation twist.
Start your Mastic Trail adventure at the southern trailhead and step into Grand Cayman’s rare old-growth dry forest, where peaceful paths, native wildlife, and lush scenery make every mile memorable. It’s ideal for hikers, nature lovers, and anyone looking for a quieter, more authentic island experience.
Explore Cayman Crystal Caves, a guided journey through lush rainforest into stunning limestone caverns filled with crystal stalactites, stalagmites, and underground pools. It’s a memorable outing for nature lovers, families, and anyone looking for a unique adventure beyond the beach.
Visit the Wreck of the Ten Sails to take in sweeping East End sea views and learn the dramatic shipwreck story that helped shape Cayman Islands history. It’s a great stop for history buffs, scenic sightseers, and anyone who enjoys off-the-beaten-path landmarks.
Colliers Public Beach is a peaceful East End hideaway with calm, shallow water, soft sand, and a relaxed local feel. It’s perfect for families, casual beachgoers, and anyone looking for a quiet spot to swim, picnic, or enjoy sunrise views.
50% refund up to 30 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 11:00 am
6 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 3, 2026 | $313 | Not Available |
| Jul 4, 2026 | $275 | Available |
| Jul 5, 2026 | $275 | Available |
| Jul 6, 2026 | $275 | Available |
| Jul 7, 2026 | $275 | Available |
| Jul 8, 2026 | $275 | Available |
| Jul 9, 2026 | $275 | Available |
| Jul 10, 2026 | $279 | Available |
| Jul 11, 2026 | $276 | Available |
| Jul 12, 2026 | $275 | Available |
| Jul 13, 2026 | $327 | Available |
| Jul 14, 2026 | $327 | Available |
| Jul 15, 2026 | $304 | Available |
| Jul 16, 2026 | $283 | Available |
| Jul 17, 2026 | $307 | Available |
| Jul 18, 2026 | $353 | Not Available |
| Jul 19, 2026 | $350 | Not Available |
| Jul 20, 2026 | $344 | Not Available |
| Jul 21, 2026 | $311 | Not Available |
| Jul 22, 2026 | $342 | Not Available |
| Jul 23, 2026 | $351 | Not Available |
| Jul 24, 2026 | $324 | Not Available |
| Jul 25, 2026 | $314 | Not Available |
| Jul 26, 2026 | $304 | Not Available |
| Jul 27, 2026 | $295 | Not Available |
| Jul 28, 2026 | $275 | Available |
| Jul 29, 2026 | $275 | Available |
| Jul 30, 2026 | $293 | Available |
| Jul 31, 2026 | $304 | Available |
| Aug 1, 2026 | $295 | Available |
| Aug 2, 2026 | $291 | Available |
| Aug 3, 2026 | $284 | Available |
| Aug 4, 2026 | $278 | Available |
| Aug 5, 2026 | $275 | Available |
| Aug 6, 2026 | $279 | Available |
| Aug 7, 2026 | $292 | Available |
| Aug 8, 2026 | $275 | Available |
| Aug 9, 2026 | $275 | Available |
| Aug 10, 2026 | $275 | Available |
| Aug 11, 2026 | $275 | Available |
| Aug 12, 2026 | $275 | Available |
| Aug 13, 2026 | $280 | Available |
| Aug 14, 2026 | $292 | Available |
| Aug 15, 2026 | $279 | Available |
| Aug 16, 2026 | $275 | Available |
| Aug 17, 2026 | $275 | Available |
| Aug 18, 2026 | $275 | Available |
| Aug 19, 2026 | $275 | Available |
| Aug 20, 2026 | $275 | Available |
| Aug 21, 2026 | $275 | Available |
| Aug 22, 2026 | $275 | Available |
| Aug 23, 2026 | $275 | Available |
| Aug 24, 2026 | $275 | Available |
| Aug 25, 2026 | $275 | Available |
| Aug 26, 2026 | $275 | Available |
| Aug 27, 2026 | $275 | Available |
| Aug 28, 2026 | $275 | Available |
| Aug 29, 2026 | $275 | Available |
| Aug 30, 2026 | $275 | Available |
| Aug 31, 2026 | $275 | Available |
| Sep 1, 2026 | $275 | Available |
| Sep 2, 2026 | $275 | Available |
| Sep 3, 2026 | $275 | Available |
| Sep 4, 2026 | $275 | Available |
| Sep 5, 2026 | $275 | Available |
| Sep 6, 2026 | $275 | Available |
| Sep 7, 2026 | $275 | Available |
| Sep 8, 2026 | $275 | Available |
| Sep 9, 2026 | $275 | Available |
| Sep 10, 2026 | $275 | Available |
| Sep 11, 2026 | $275 | Available |
| Sep 12, 2026 | $275 | Available |
| Sep 13, 2026 | $275 | Available |
| Sep 14, 2026 | $275 | Available |
| Sep 15, 2026 | $275 | Available |
| Sep 16, 2026 | $275 | Available |
| Sep 17, 2026 | $275 | Available |
| Sep 18, 2026 | $275 | Available |
| Sep 19, 2026 | $275 | Available |
| Sep 20, 2026 | $275 | Available |
| Sep 21, 2026 | $275 | Available |
| Sep 22, 2026 | $275 | Available |
| Sep 23, 2026 | $275 | Available |
| Sep 24, 2026 | $275 | Available |
| Sep 25, 2026 | $275 | Available |
| Sep 26, 2026 | $275 | Available |
| Sep 27, 2026 | $275 | Available |
| Sep 28, 2026 | $275 | Available |
| Sep 29, 2026 | $275 | Available |
| Sep 30, 2026 | $275 | Available |
| Oct 1, 2026 | $335 | Available |