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Old Man Bay Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Old Man Bay vacation rentals

A beach with two white lounge chairs and a blue umbrella.

1. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
$600 nightly
The price is $674
Nov 23 - Nov 24
Total with taxes and fees
Galleon Villas by Hello Cayman Vacation
A beach with white lounge chairs, palm trees, and a clear blue ocean.

2. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
$754 nightly
The price is $852
Nov 4 - Nov 5
Total with taxes and fees
Cayman Luxury Rentals at Coral Bay
A resort with a swimming pool, palm trees, and a view of the ocean.

3. Villas Pappagallo 17

Villas Pappagallo 17
2.0 star property
West Bay
10.0 out of 10, Exceptional, (1 review)
"I love being able to walk out of my room straight on to the beach, this place is at the most northern point on the island, you can watch the sun rise and sunset, it’s not a commercial headache, far away from the regular tourists"
United States
Andrew
$318 nightly
The price is $360
Nov 1 - Nov 2
Total with taxes and fees
Villas Pappagallo 17
An indoor garden with seating areas, plants, and hanging lights.

4. Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (60 reviews)
"excellent location and great property to stay for getting to know Grand Caymen. Property is across the street from a beautiful beach and within walking distance to restaurants/ coffee shops. "
Canada
tracey
$475 nightly
The price is $512
Nov 2 - Nov 3
Total with taxes and fees
Cayman Luxury Rentals at The Grove
A pool area with clear blue water, a rocky shoreline, and a view of the ocean.

5. Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences
3.5 star property
Northwest Point
9.4 out of 10, Exceptional, (3 reviews)
"A very perfect place!"
United States
Kirk Thomas
$703 nightly
The price is $775
Oct 28 - Oct 29
Total with taxes and fees
Cayman Luxury Rentals at Lighthouse Point Residences
A terrace with a table, chairs, and a sofa overlooking a beach with palm trees and the ocean.

6. Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (1 review)
"Couldn’t have enjoyed our stay more. This place is a hidden secret."
United States
Matthew
$1,165 nightly
The price is $1,270
Nov 9 - Nov 10
Total with taxes and fees
Cayman Luxury Rentals at Sunset Cove
A modern living room with a large glass door leading to a balcony with a view of the ocean.

7. Sunset Point 29 in West Bay

Sunset Point 29 in West Bay
2.0 star property
Northwest Point
$380 nightly
The price is $429
Oct 27 - Oct 28
Total with taxes and fees
Sunset Point 29 in West Bay
Room

8. S1 BP Steps to Beach Free Upgrade now - 30 Nov

S1 BP Steps to Beach Free Upgrade now - 30 Nov
3.0 star property
West Bay
$427 nightly
The price is $484
Oct 31 - Nov 1
Total with taxes and fees
S1 BP Steps to Beach Free Upgrade now - 30 Nov
A beach with trees and clear blue water.

9. S4 BP Steps to Beach Entire Apartment

S4 BP Steps to Beach Entire Apartment
2.0 star property
West Bay
$390 nightly
The price is $441
Nov 1 - Nov 2
Total with taxes and fees
S4 BP Steps to Beach Entire Apartment
An aerial view of a coastal area with a clear blue sea, a sandy beach, and buildings along the coastline.

10. The Grove 33 in Grand Cayman

The Grove 33 in Grand Cayman
2.0 star property
Seven Mile Beach
$387 nightly
The price is $437
Oct 27 - Oct 28
Total with taxes and fees
The Grove 33 in Grand Cayman
An aerial view of a coastal resort with beachfront villas, a sandy beach, and a marina.

11. Villas of the Galleon 6

Villas of the Galleon 6
2.0 star property
Seven Mile Beach
$618 nightly
The price is $698
Nov 5 - Nov 6
Total with taxes and fees
Villas of the Galleon 6
A resort with a swimming pool, lounge chairs, and umbrellas.

12. George Town Villas 116

George Town Villas 116
2.0 star property
Seven Mile Beach
$478 nightly
The price is $540
Nov 2 - Nov 3
Total with taxes and fees
George Town Villas 116
An aerial view of a resort with multiple buildings, a swimming pool, and a beach.

13. Cocoplum 9 in George Town

Cocoplum 9 in George Town
2.0 star property
Seven Mile Beach
$491 nightly
The price is $555
Oct 27 - Oct 28
Total with taxes and fees
Cocoplum 9 in George Town
A resort with a pool, beach, and ocean view.

14. George Town Villas 118

George Town Villas 118
2.0 star property
Seven Mile Beach
$541 nightly
The price is $612
Oct 29 - Oct 30
Total with taxes and fees
George Town Villas 118
An aerial view of a coastal resort with clear turquoise waters, a sandy beach, and modern buildings with balconies overlooking the ocean.

15. George Town Villas 117

George Town Villas 117
2.0 star property
Seven Mile Beach
$605 nightly
The price is $684
Oct 27 - Oct 28
Total with taxes and fees
George Town Villas 117
A covered outdoor area with a table and chairs, a ceiling fan, and a view of the ocean and palm trees.

16. Cocoplum 10 in George Town

Cocoplum 10 in George Town
2.0 star property
Seven Mile Beach
$650 nightly
The price is $735
Nov 2 - Nov 3
Total with taxes and fees
Cocoplum 10 in George Town
A beach with clear turquoise water and white sand.

17. 3-suite Group Stay Steps to Beach Sleeps 13

3-suite Group Stay Steps to Beach Sleeps 13
2.0 star property
West Bay
$1,203 nightly
The price is $1,360
Nov 9 - Nov 10
Total with taxes and fees
3-suite Group Stay Steps to Beach Sleeps 13
A beach with trees and clear blue water.

18. S2 BP Steps to Beach Entire Apartment

S2 BP Steps to Beach Entire Apartment
3.0 star property
West Bay
$464 nightly
The price is $525
Oct 27 - Oct 28
Total with taxes and fees
S2 BP Steps to Beach Entire Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Man Bay Hotel Reviews

The Grove and The Grove Too

The Grove and The Grove Too

10/10 Excellent
"The place is beautiful and it was a great location to restaurants and a grocery store, walking distance to the beach and other restaurants around the area."
Greg Allen 4-night trip
Posted less than an hour ago
The Grove and The Grove Too

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 $512 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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This vacation home rental outside of Old Man Bay is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Cayman Kai Public Beach.

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.