Photo by Paul Shaffer -Dee

Old Man Bay Vacation Rentals

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Check prices for these dates

Tonight
Jan 18 - Jan 19
Tomorrow
Jan 19 - Jan 20
Next weekend
Jan 24 - Jan 26
In two weeks
Jan 31 - Feb 2

Vacation Rentals in Old Man Bay

Regal Beach Club
Terrace/patio

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (233)
"For our family of five the location was great. We love the ribs at Peppers which is directly across the street. It’s a great boutique condominium. This is our second trip. The first was in March 2024, and now again in January 2025."
Regal Beach Club
Villas of the Galleon
On the beach, white sand, sun loungers, beach umbrellas

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (92)
"The villa was clean and had everything we needed for our stay. I would recommend. "
Villas of the Galleon
Galleon Villas by Hello Cayman Vacation
Private beach, white sand, free beach cabanas, sun loungers

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (177)
"Perfect location and our unit was recently updated, well done. The Sea was 20 steps from our door!"
The price is P36,914
P43,558 total
includes taxes & fees
Feb 1 - Feb 2
Galleon Villas by Hello Cayman Vacation
Caribbean Club Luxury Condo Hotel
Outdoor pool, free cabanas, pool umbrellas

Caribbean Club Luxury Condo Hotel

5.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."
Caribbean Club Luxury Condo Hotel
ONE Canal Point
Exercise/lap pool

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (94)
"Clean and quiet"
ONE Canal Point
Aqua Bay Club Condos
View from property

Aqua Bay Club Condos

3.0 star property
9.8 out of 10, Exceptional, (78)
"We so enjoyed our stay at Aqua Bay Club. Beach is absolutely stunning and on the less crowded west end (which we loved). And Claudette is great! "
Aqua Bay Club Condos
Cayman Luxury Rentals at The Grove
Premium bedding, individually decorated, individually furnished

Cayman Luxury Rentals at The Grove

3.5 star property
9.2 out of 10, Wonderful, (27)
"Excellent stay.. once again at the grove.. We love GrandCayman and the location of the Grove"
The price is P17,009
P31,179 total
includes taxes & fees
Jan 22 - Jan 23
Cayman Luxury Rentals at The Grove
Botanica
Outdoor pool

Botanica

4.0 star property
10.0 out of 10, Exceptional, (7)
"We had a lovely stay at Botanica! The attention to detail and the beauty of the cottages and fresh foliage everywhere made for a perfect stay. "
Botanica
Sunset Cove
Exterior

Sunset Cove

3.5 star property
9.0 out of 10, Wonderful, (174)
"Large units, clean, and quiet. "
Sunset Cove
Laguna Del Mar
Terrace/patio

Laguna Del Mar

4.5 star property
10.0 out of 10, Exceptional, (10)
"Property was very nice."
Laguna Del Mar
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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Other types of properties in Old Man Bay you may be interested in

Grand Cayman Marriott Resort
Outdoor pool

Grand Cayman Marriott Resort

4.5 star property
8.8 out of 10, Excellent, (1001)
"Staff and faculty was excellent. "
The price is P26,346
P36,449 total
includes taxes & fees
Feb 9 - Feb 10
Grand Cayman Marriott Resort
Hotel Indigo Grand Cayman, an IHG Hotel
Outdoor pool, pool umbrellas, sun loungers

Hotel Indigo Grand Cayman, an IHG Hotel

4.5 star property
9.8 out of 10, Exceptional, (116)
"Great Hotel and staff very friendly "
The price is P29,584
P40,788 total
includes taxes & fees
Jan 31 - Feb 1
Hotel Indigo Grand Cayman, an IHG Hotel
Kimpton Seafire Resort + Spa, an IHG Hotel
Exterior

Kimpton Seafire Resort + Spa, an IHG Hotel

5.0 star property
9.8 out of 10, Exceptional, (778)
"Everyone was so friendly and sweet! The propert is clean and gorgeous and we loved every person who works there! Amazing time! "
The price is P58,534
P78,148 total
includes taxes & fees
Jan 21 - Jan 22
Kimpton Seafire Resort + Spa, an IHG Hotel
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.

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.

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

Choose from 10 Expedia vacation rentals in Old Man Bay for a memorable vacation.

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

Explore the area and family-friendly sights such as Cayman Crazy Golfing Mini Golf, or get out into nature at a spot like Grand Cayman Beaches. In the larger area, you’ll find Grand Cayman Blow Holes and Rum Point 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.