Photo by Paul Shaffer -Dee

Old Man Bay vacation rentals

We found 326 vacation rentals — enter your dates for availability

Select from 10 houses, 10 condos, and other vacation rentals to find the perfect place for your stay in Old Man Bay. 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:Sep 19 - Sep 26
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Find out more about Old Man Bay

Find out more about Old Man Bay

Why visit Old Man Bay

  1. Stunning Beaches: Old Man Bay boasts pristine beaches perfect for relaxation and family fun.
  2. Adventure Activities: Enjoy abundant snorkeling opportunities and explore the serene Barefoot Beach.
  3. Cultural Experiences: Visit the local history museum and immerse yourself in the vibrant tourist precinct.
  4. Family-Friendly Excursions: Engage in various activities suitable for all ages, making it ideal for family vacations.
  5. Luxury Accommodations: Choose from oceanfront villas and cozy condos that offer both comfort and privacy.

Popular types of accommodation in Old Man Bay

If you're exploring vacation rentals in Old Man Bay, you're in for a treat! Our most popular accommodations include stunning condos, luxurious villas, and cozy apartments. Whether you're seeking the best oceanfront villa, top-rated Galleon villas, or a private villa for a serene getaway, we have something for everyone. Enjoy your stay with transparency and savings as you discover the perfect spot to unwind and create lasting memories.

  • Condos: The top choice for visitors to Old Man Bay, offering modern amenities and convenient access to the beach.
  • Villas: A luxurious option with spacious living areas, perfect for families or groups seeking privacy and comfort.
  • Apartments: A versatile accommodation type, providing a home-like atmosphere for couples or solo travelers.
  • Houses: Ideal for those wanting a unique experience, these homes offer a personal touch during your stay.
  • Cottages: A charming and quaint option, perfect for a cozy getaway near the water.**

Top attractions in Old Man Bay

Old Man Bay, North Side, offers an ideal setting for outdoor and family vacations, featuring stunning beaches and rich cultural experiences. Visitors can explore the local history museum and enjoy the vibrant tourist precinct. For those seeking adventure, abundant snorkeling and the serene Barefoot Beach await, along with options for golf vacation villas and games room accommodations. This captivating destination promises memorable experiences for all types of travelers.

  1. Grand Cayman Blow Holes: Experience the natural wonder of the blowholes, where ocean waves crash against the rocky coastline, creating impressive eruptions of water. This secluded spot offers a relaxing atmosphere, perfect for enjoying the beauty of nature.
  2. Queen Elizabeth II Botanic Park: Discover a lush oasis featuring diverse plant species and vibrant gardens. Ideal for families and couples, the park invites outdoor strolls and romantic picnics amidst its serene landscapes.
  3. Barefoot Beach: Enjoy a laid-back beach vibe at this pristine stretch of sand. Perfect for sunbathing, swimming, and soaking up the sun, Barefoot Beach is an idyllic spot for relaxation.

Things to do recommended for couples

Looking for a romantic getaway in Old Man Bay? Dive into adventure at Babylon, explore the fun at Cayman Crazy Golfing Mini Golf, or swim with stingrays at Stingray City. Each experience offers a unique blend of excitement and intimacy, perfect for couples seeking memorable moments together.

Things to do recommended for groups

In Old Man Bay, groups can hike the scenic Mastic Trail North, discover local art at Boddentown Art Shop, or enjoy a round of golf at the North Sound Golf Course. These activities offer a perfect blend of adventure, culture, and outdoor fun.

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

When planning your trip—whether you're traveling with friends, family, pets, or seeking extended stays—be sure to apply the appropriate filters to meet your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Old Man Bay with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group activities. 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 tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Old Man Bay: For many families, a vacation wouldn't feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Old Man Bay: If you’re in search of vacation rentals that offer great deals 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 rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Old Man Bay

Old Man Bay, located on the tranquil North Side of the Cayman Islands, offers a perfect blend of relaxation and adventure. Explore beautiful beach homes and resorts that provide direct access to pristine beaches. Enjoy family-friendly excursions, romantic sunset strolls, and the vibrant atmosphere of nearby Grand Cayman. Whether you're seeking outdoor recreation or a peaceful getaway, Old Man Bay is an ideal destination for creating unforgettable vacation memories.

  • Seven Mile Beach: Located 13 miles from Old Man Bay, Seven Mile Beach is renowned for its stunning stretches of golden sand and crystal-clear waters. This vibrant area offers a perfect blend of relaxation and adventure, making it ideal for families and outdoor enthusiasts alike. Visitors can enjoy a variety of activities, from beach volleyball to water sports, while an array of shopping areas and resorts provide ample options for dining and entertainment. Notable landmarks include the picturesque marina and the bustling tourist precinct, ensuring you have everything you need for a memorable beach vacation.
  • Breakers: Just 2 miles from Old Man Bay, Breakers is a charming coastal community perfect for a laid-back getaway. Known for its beautiful beach and family-friendly atmosphere, Breakers invites visitors to unwind and soak up the sun. The local shopping area offers unique finds, while the beach and marina present opportunities for fishing and boating. The nearby dock port adds to the charm, making it a great spot to enjoy fresh seafood and local culture.
  • East End: Situated 5 miles from Old Man Bay, East End is a hidden gem that showcases the natural beauty of the Cayman Islands. This area is ideal for outdoor activities, including snorkeling and diving, with stunning coral reefs just waiting to be explored. East End features a variety of shopping options, as well as beautiful parks and beaches for relaxation. The marina offers access to adventure sports, making it a perfect destination for thrill-seekers and families looking to enjoy the great outdoors together.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
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 LowAverage
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 SunnyAverageSlightly Low
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area where you can plan new trips, manage your ongoing plans, or review and organize your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • 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)
  • Governor's Beach (13.4 mi / 21.5 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 most popular type of vacation rental accommodation in Old Man Bay?
The most desirable types of vacation rentals in Old Man Bay are condos. Looking for something different? Vrbo has numerous options to match our guests’ needs, so you’ll see properties in all sizes, and for all budgets. The perfect fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a vacation rental in Old Man Bay?
Several factors affect how much you’ll pay for a vacation rental in Old Man Bay, like the type of property, length of stay and season. Still, all our vacation homes have something in common — amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Old Man Bay?
Prices for beach houses in Old Man Bay will vary depending on the size and style of the property and time of year you’re traveling. Just enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use the filters to refine your search by ratings, amenities, nearby activities and more.
Are there pet-friendly vacation rentals in Old Man Bay?
Yes, there are. You can pick from 15 vacation rentals that cater to pets in Old Man Bay. Plenty of our pet-friendly vacation rentals have an area outdoors for your furry friend to have fun in, doggie beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find a pad that’ll get tails wagging on Vrbo.
Can I rent a house with a pool in Old Man Bay?
Tick the “pool” box in our filter tool and choose from 11 houses with private pools in Old Man Bay on Vrbo. Morning soak, afternoon splash or midnight swim? Leisure activities are up to you when your vacation property comes with a swimming pool.
What are popular rental amenities in Old Man Bay?
A garden, a chef and a barbecue grill rank as the most popular rental amenities in Old Man Bay. Whether you’re traveling as a party of one, with your other half or a group of family members, Vrbo will help you find a vacation rental that suits your style with all the options you need.
Are there large group vacation rentals in Old Man Bay?
Old Man Bay has two vacation properties that can fit 10 or more guests. These properties come with plenty of space to share good times with your nearest and dearest.
Are there vacation rentals in Old Man Bay that welcome kids?
With 15 family-friendly vacation homes available in Old Man Bay, now is the perfect time to introduce the little ones to the magic of travel. Just click on our “Properties good for families” filter to locate stays that come with amenities perfect for families on the move, like dining rooms, yards, hot tubs and bunk beds.
Are there one-bedroom vacation rentals in Old Man Bay?
You’ll find two one-bedroom properties in Old Man Bay to select from. A one-bedroom vacation rental is an excellent choice if it’s only you and your partner or if you’re vacationing alone. Add in more privacy, space and convenience compared to a regular hotel, and you’re bound to have an unforgettable getaway.
Can I find two-bedroom vacation rentals in Old Man Bay?
Select from four two-bedroom vacation rentals in Old Man Bay. Settle the kids into the second room or fill it with a couple of your best buddies. There’s space for whoever’s fortunate enough to be coming along for the ride.
Are there vacation rentals with WiFi in Old Man Bay?
Pick from seven vacation rentals with WiFi in Old Man Bay. If you’d like to disconnect from daily life on your break, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Old Man Bay?
Work out your travel dates and then make use of the filters to look for vacation rentals with ac in Old Man Bay on Vrbo. With 15 air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a vacation rental in Old Man Bay?
The minimum required age is generally 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your preferred Old Man Bay vacation rental before booking your escape.
How long can I rent a vacation rental in Old Man Bay for?
The amount of time you can book an Old Man Bay vacation home for differs depending on the property. Simply tap in your dates of travel to browse options that offer long-term stays. They include all the things you need to make your extended break more enjoyable and convenient, such as kitchens and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Old Man Bay?
In Old Man Bay, you’ll find great discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re planning a weekend escape or an extended stay, we have a host of options to suit every kind of traveler.

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