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Old Man Bay vacation rentals

We found 252 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Old Man Bay that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, such as WiFi and cable TV. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Old Man Bay

Showing deals for:Jun 12 - Jun 19

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Find out more about Old Man Bay

Why visit Old Man Bay

  • Beautiful Beaches: Enjoy pristine beaches with soothing ocean waves, perfect for relaxation and sunbathing.
  • Scenic Blowhole: Explore the stunning natural blowhole, a unique geological feature offering breathtaking views.
  • Breathtaking Botanical Garden: Stroll through lush botanical gardens, showcasing the region's diverse flora.
  • Adventure Activities: Engage in exciting outdoor excursions, from snorkeling to kayaking in crystal-clear waters.
  • Charming Accommodations: Choose from a variety of vacation rentals, including cozy condos and luxurious villas.

Popular types of accommodation in Old Man Bay

Planning a getaway to Old Man Bay? Discover the perfect place to relax with our fantastic selection of vacation rentals. From cozy condos and houses to luxurious villas, you’ll find the ideal accommodation for your stay. Enjoy access to a private beach, unwind on the water sun deck, and consider a stay at the nearby Kimpton Seafire Resort for an unforgettable experience. Your dream vacation awaits in Old Man Bay.

  • Condos: The most sought-after vacation option in Old Man Bay, offering modern amenities and stunning views.
  • Houses: A popular choice for families or groups, providing spacious living and a home-like atmosphere.
  • Villas: Elegant and luxurious accommodations, perfect for those looking for a premium getaway experience.
  • Apartments: Convenient and comfortable, ideal for travelers seeking a central location with essential facilities.
  • Cottages: Charming and cozy, these rentals offer a quaint retreat with a touch of local charm.**

Top attractions near Old Man Bay

Old Man Bay, located on the North Side of the Cayman Islands, is perfect for beach and adventure vacations. Visitors can enjoy beautiful beaches, explore a stunning blowhole, and stroll through a botanical garden. This destination is ideal for those seeking outdoor experiences and romantic getaways, offering a variety of attractions that cater to families, couples, and solo travelers alike. Make the most of your trip by immersing yourself in the natural beauty and local charm of Old Man Bay.

  • Grand Cayman Blow Holes: Located 5 miles away from Old Man Bay, this unique natural wonder features powerful waves crashing against the rocky shore, creating spectacular water spouts. The secluded atmosphere makes it a relaxing spot to enjoy the beauty of nature.
  • Queen Elizabeth II Botanic Park: Just 2 miles from Old Man Bay, this lush botanical garden offers a romantic setting perfect for families. Stroll through diverse flora, including native plants and vibrant flowers, in a peaceful outdoor environment.
  • Mastic Trail South Trailhead: Situated 2 miles away, this forest trail invites adventure seekers to explore its scenic paths. Immerse yourself in the rich biodiversity and stunning landscapes that showcase the island's natural beauty.

Things to do recommended for couples

For a romantic getaway in Old Man Bay, dive into adventure at Babylon, just 0.8 miles away, or experience the thrill of Stingray City, located 11 miles from the shore. For a playful twist, enjoy a round at Cayman Crazy Golf, 13 miles away, perfect for couples.

Things to do recommended for families

Families will love exploring the stunning coral reefs while snorkeling at Old Man Bay, enjoying the calm waters perfect for kids. You can also take a leisurely stroll along the beach, building sandcastles and soaking up the sun in this beautiful Caribbean paradise.

Things to do recommended for groups

In Old Man Bay, groups can hike the scenic Mastic Trail North Trailhead, just a mile away. Visit the Boddentown Art Shop for local crafts, located 6 miles away, or challenge each other at the North Sound Golf Course, 12 miles from the bay.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Old Man Bay

When you're traveling with a group, family, pets, or planning extended stays, it's important to prioritize your search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Old Man Bay with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Old Man Bay with young kids: Traveling with young kids can be quite a task. It's important to focus on their comfort and safety, including having access to suitable amenities like a private pool. Additionally, you should think about how close you are to family-friendly activities and attractions.
  • Taking your pets with you to Old Man Bay: For many families, a trip just isn't the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties include feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Old Man Bay: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Old Man Bay

Old Man Bay, a charming village in the Cayman Islands, offers an idyllic backdrop for your beach and outdoor adventure vacation. With its stunning beaches and soothing ocean waves, you'll find the perfect spot to relax and unwind. Explore nearby neighborhoods for exciting excursions and recreational activities, making the most of your time in this tropical paradise. Experience the warm atmosphere and welcoming vibe that Old Man Bay and its surroundings have to offer.

  • Grand Cayman: Grand Cayman is the largest island in the Cayman Islands, located approximately 4 miles from Old Man Bay. This vibrant destination attracts travelers looking for a beach paradise and outdoor adventures. Visitors can enjoy luxurious resorts, bustling shopping areas, and a variety of thrilling activities such as snorkeling and diving. Notable attractions include world-famous Seven Mile Beach, the interactive Cayman Turtle Centre, and the picturesque marina at Camana Bay, making it an ideal spot for families and beach lovers alike.
  • North Side: North Side is a charming district where Old Man Bay is situated, offering a peaceful retreat for those seeking a more tranquil experience. Visitors flock to this area for its beautiful beaches and outdoor activities like kayaking and paddleboarding. The local shopping areas and adventure sports opportunities make it a great destination for families. Key attractions include the stunning Rum Point Beach, the famous Starfish Point, and a variety of marine experiences that highlight the area’s natural beauty.
  • Breakers: Breakers is a quaint village located 2 miles from Old Man Bay, known for its relaxing atmosphere and family-friendly vibe. This peaceful community offers easy access to beautiful beaches and outdoor pursuits. While small, Breakers features local stores and essential amenities, making it convenient for visitors. Nearby attractions include the picturesque beach, the local marina, and the convenient dock port, perfect for those looking to explore the waters surrounding Grand Cayman.

Best time to go to Old Man Bay

If you're planning a trip to Old Man Bay, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyModerately LowSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnyModerately LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being open to adjusting your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the planner definitely has its perks. When you join our travel rewards program, OneKey, you can immediately access member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your journeys. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked are now neatly categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Old Man Bay getaway

Learn about the unique charm of Old Man Bay with a stay in a private vacation home. There's no shortage of things to see and do in the area.With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Old Man Bay

Are you hoping to find things to do during your stay? Venture out of your vacation home and check out everything that makes Old Man Bay a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • North Sound Golf Course (12.3 mi / 19.8 km)
  • Britannia Golf Course (13.2 mi / 21.2 km)

Exploring the natural landscape of Old Man Bay

Whether you're looking for fun outdoor activities or just want to take in the scenery, Old Man Bay is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Grand Cayman Beaches (3.3 mi / 5.3 km)
  • Grand Cayman Blow Holes (4.7 mi / 7.6 km)
  • Star Fish Point (6.5 mi / 10.5 km)
  • Rum Point Beach (6.6 mi / 10.6 km)
  • Starfish Beach (7.1 mi / 11.4 km)
  • Spotts Beach (10.2 mi / 16.5 km)

How to get to and around Old Man Bay

Fly into Owen Roberts Intl. Airport (GCM), the closest airport, located 12.3 mi (19.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Old Man Bay, Cayman Islands when booking a vacation rental?
When looking for the best area to stay in Old Man Bay, the neighborhoods near the coastline are particularly appealing for vacation rentals. This area offers a serene atmosphere and stunning views of the Caribbean Sea, making it great for relaxation.

One of the top attractions nearby is the beautiful beach, where you can enjoy swimming, sunbathing, and snorkeling in the vibrant coral reefs. Additionally, you'll find several local eateries that serve delicious Caymanian cuisine, providing an opportunity to experience the local culture.

In terms of vacation rentals, Old Man Bay has a good selection of properties, ranging from charming cottages to more spacious villas, suiting different group sizes and preferences.
How much does it cost to rent a vacation home in Old Man Bay?
Prices for vacation rentals in Old Man Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Man Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Man Bay vacation house rentals?
You can find great discounts on house rentals in Old Man Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Old Man Bay?
A long-stay vacation rental in Old Man Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Old Man Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old Man Bay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Old Man Bay vacation rental?
Book your Old Man Bay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Man Bay, Cayman Islands?
In Old Man Bay, travelers can enjoy a tranquil beach experience with beautiful stretches of sand and clear turquoise waters. The area is known for its stunning snorkeling opportunities, particularly at the nearby coral reefs, which are filled with vibrant marine life. Visitors can also explore the scenic coastline, superb for leisurely strolls and relaxing by the sea.

For those seeking adventure, the nearby Bioluminescent Bay offers a great experience where the water glows at night, providing a magical atmosphere for nighttime kayaking or boat tours.

Additionally, the local dining scene features charming beachfront restaurants where guests can savor fresh seafood and traditional Caymanian dishes while enjoying picturesque views.
Can I change or cancel my Old Man Bay home rental booking on Vrbo?
To find Old Man Bay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old Man Bay vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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