Old Man Bay Vacation Rentals from $237: Search Short-Term Rentals

Q: What's the top vacation rental that Old Man Bay has to offer?

Cayman Luxury Rentals at Ocean Paradise : This vacation home rental outside of Old Man Bay is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Old Man Bay vacation rentals

Country Road, Take me Home- your own Island Cottage!

Savannah

Renee M.

$180 nightly

Jun 24 - Jun 25

Total with taxes and fees

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island

Maria

$172 nightly

Jun 17 - Jun 18

Total with taxes and fees

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Bt

Annette

$193 nightly

Jun 14 - Jun 15

Total with taxes and fees

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

George Town

James

$240 nightly

Jun 11 - Jun 12

Total with taxes and fees

Cayman Luxury Rentals at Ocean Paradise

North Side

Jeff

$664 nightly

Jun 15 - Jun 16

Total with taxes and fees

Beautiful one bedroom apartment

Savannah

Stephanie H.

$237 nightly

Jun 11 - Jun 12

Total with taxes and fees

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Emma

$203 nightly

Jun 17 - Jun 18

Total with taxes and fees

1BD 1.5BA Convenient and Cosy Apartment with Pool

George Town

Sonja B.

$245 nightly

Jun 15 - Jun 16

Total with taxes and fees

Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Savannah

theodor

$297 nightly

Jun 12 - Jun 13

Total with taxes and fees

Casa de Bells 3

Patricks Island

$237 nightly

Jun 11 - Jun 12

Total with taxes and fees

Beach nearby, sun loungers, beach towels

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound

Nicole

$218 nightly

Jun 23 - Jun 24

Total with taxes and fees

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Grand Harbour

Cynthia

$374 nightly

Jun 11 - Jun 12

Total with taxes and fees

Cozy Studio Steps from the Beach

West Bay

Wesley W.

$237 nightly

Jun 11 - Jun 12

Total with taxes and fees

Private beach, sun loungers, beach towels

Villa Steps From The Sand

West Bay

Carol

$419 nightly

Jun 11 - Jun 12

Total with taxes and fees

S4 BP | Steps to Beach

West Bay

Rod

$151 nightly

Jun 16 - Jun 17

Total with taxes and fees

Cayman Luxury Rentals at One Canal Point

Seven Mile Beach

Kathleen

$668 nightly

Jun 21 - Jun 22

Total with taxes and fees

Private beach, white sand, free beach cabanas, sun loungers

Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Westley

$600 nightly

Jun 11 - Jun 12

Total with taxes and fees

Cosy 1-Bed, Pool + Sea and Dining close by

South Sound

brett r.

$290 nightly

Jun 22 - Jun 23

Total with taxes and fees

Cayman Luxury Rentals at The Grove

Seven Mile Beach

tracey

$392 nightly

Jun 15 - Jun 16

Total with taxes and fees

Quiet Beach Escape - Caribbean Paradise

South Sound

Damian F.

$422 nightly

Jun 11 - Jun 12

Total with taxes and fees

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Top Old Man Bay Hotel Reviews

ONE GT Grand Cayman

10/10 Excellent

"New hotel but amazing!! The staff made the stay even better, room was perfect and atmosphere was quiet and peaceful."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

10/10 Excellent

"We loved the murphy beds-how awesome to have this extra sleeping space. We weren't expecting this from the Expedia website. We did almost every activity on the resort. We won at trivia! We played pickleball, experienced snorkeling, paddle boarded and kayaked twice. Tried snorking poolside. We enjoyed the magic show. By far we loved the poker!! Of all the staff, we remember and enjoyed this young man the most!! He also hosted many resort events. Although we don't sing, we loved karaoke night. I wear the bracelet weekly from the jewelry making event. My husband is a smoker; he absolutely appreciated the smoking area with the best views of the beach and close proximity to the bar. We are grandparents and traveled with our two grandsons, we range from 12 to 75 years. There were several families that were multi-generational. We did swim with the stingrays that included snorking, toured the caves, and swam with the iridescent fish. By far the favorite was the stingray/snorking trip. We got around by taxis, a bit expensive but I didn't want to rent a car and drive on the other side of the road. Taxi drivers are very accommodating to visitors. Last but not least the food was amazing, we had the all-inclusive plan. No upgrade to this plan is needed. Every single meal was very delicious!"

The Reef Beach Resort, East End, Grand Cayman

2/10 Terrible

"Property was rebranded before we arrived and yes we knew of change but this would have been 2nd stay was good enough that we decided to come back with our daughter for her graduation present unfortunately it was nowhere near what we expected and our daughter was also disappointed. So we where left with the only choice of leaving next morning as this was a 6 day vacation and we then scrambled to find other accommodation. Hotel handled our circumstances ok mr Lawrence the manger was understanding and bad experience better those we should have been refunded 5 day for 2 room because we made our concerns know the first day we got there but all we got was 2 daysx2rooms .we didn't leave because of anything other then poor experience with hotel . I guess we will see what happens in future. Hopefully they get the new hotel in better shape the beach and area all those quite was nice"

Find out more about Old Man Bay

Everything you need to know about Old Man Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Old Man Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Man Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Man Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Man Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Old Man Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $237 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Old Man Bay rentals

At Expedia, we put the best Old Man Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Old Man Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Man Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Man Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Old Man Bay?

Yes, we offer vacation rentals near top sights in Old Man Bay, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Old Man Bay has to offer?

Cayman Luxury Rentals at Ocean Paradise: This vacation home rental outside of Old Man Bay is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Man Bay?

Choose from 9 Expedia vacation rentals in Old Man Bay for a memorable vacation.

What’s there to see and do in Old Man Bay?

Grand Cayman Beaches and Cayman Crystal Caves are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Grand Cayman Blow Holes and Star Fish Point.

What’s a vacation rental in Old Man Bay like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Man Bay. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

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Check prices for these dates

Our top choices for Old Man Bay vacation rentals

Country Road, Take me Home- your own Island Cottage!

Slice of Paradise- 2 mins from Spotts Beach!

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Cayman Luxury Rentals at Ocean Paradise

Beautiful one bedroom apartment

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

1BD 1.5BA Convenient and Cosy Apartment with Pool

Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Casa de Bells 3

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Cozy Studio Steps from the Beach

Villa Steps From The Sand

S4 BP | Steps to Beach

Cayman Luxury Rentals at One Canal Point

Galleon Villas by Hello Cayman Vacation

Cosy 1-Bed, Pool + Sea and Dining close by

Cayman Luxury Rentals at The Grove

Quiet Beach Escape - Caribbean Paradise

Find vacation rentals that suit your style

Top Old Man Bay Hotel Reviews

ONE GT Grand Cayman

Find out more about Old Man Bay

Frequently asked questions

Expedia's Latest Trends

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