Old Man Bay Vacation Rentals

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Our top choices for Old Man Bay vacation rentals

1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.4 out of 10, Exceptional, (3 reviews)
"Great location to get all over the island, convenient services nearby, dedicated parking spot, easy entry and the pool temperature was great. "
United States
Sonja B.
The price is CA $203
CA $426 total
includes taxes & fees
May 14 - May 15
1BD 1.5BA Convenient and Cosy Apartment with Pool

Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is CA $185
CA $351 total
includes taxes & fees
May 13 - May 14
Casa de Bells 3

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"This is very njce place to stay. Very calm and clean property. It is just 45 minutes away from main town but great place to stay. "
United States
Mayur
Ocean Paradise

Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
The price is CA $185
CA $351 total
includes taxes & fees
May 13 - May 14
Beautiful one bedroom apartment

Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
The price is CA $4,534
CA $6,945 total
includes taxes & fees
May 13 - May 14
Pease Bay House Cayman Islands

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

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
9.4 out of 10, Exceptional, (9 reviews)
"Had a great stay"
United States
Annette
The price is CA $154
CA $306 total
includes taxes & fees
May 13 - May 14
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (30 reviews)
"Clean room, comfortable bed, helpful and pleasant host."
United States
Maria
The price is CA $191
CA $233 total
includes taxes & fees
May 13 - May 14
Slice of Paradise- 2 mins from Spotts Beach!

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (15 reviews)
"Close to nearby shops, nice getaway and very peaceful. Would highly recommend!"
United States
Tony Rotich
The price is CA $150
CA $248 total
includes taxes & fees
May 13 - May 14
Country Road, Take me Home- your own Island Cottage!

S1 BP Steps to Beach NEW A C Brrr

S1 BP Steps to Beach NEW A C Brrr
3.0 star property
West Bay
The price is CA $346
CA $687 total
includes taxes & fees
May 19 - May 20
S1 BP Steps to Beach NEW A C Brrr

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (10 reviews)
"Great stay in Savannah"
United States
Onkar P.
The price is CA $156
CA $293 total
includes taxes & fees
May 13 - May 14
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

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

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, Exceptional, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
The price is CA $230
CA $386 total
includes taxes & fees
May 13 - May 14
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

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

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (68 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is CA $185
CA $351 total
includes taxes & fees
May 13 - May 14
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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
The price is CA $1,568
CA $2,305 total
includes taxes & fees
Jun 11 - Jun 12
Cayman Luxury Rentals at Sunset Cove

Luxurious Oceanfront Villa El Oceano with Ocean views

Luxurious Oceanfront Villa El Oceano with Ocean views
Grand Harbour
9.4 out of 10, Exceptional, (6 reviews)
"This was a very nice property, well maintained, appropriately furnished, comfortable, clean. I would recommend this place for a family."
United States
Jay S.
The price is CA $1,908
CA $3,320 total
includes taxes & fees
May 17 - May 18
Luxurious Oceanfront Villa El Oceano with Ocean views

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, (207 reviews)
"Incredible sunsets and lovely sandy beach right outside a modern, spotless condo. "
United States
Westley
The price is CA $868
CA $1,025 total
includes taxes & fees
May 20 - May 21
Galleon Villas by Hello Cayman Vacation

Tatenda 6Bdr: Villa w/Heated Pool, Balcony Suites, Beachfront, Snorkeling

Tatenda 6Bdr: Villa w/Heated Pool, Balcony Suites, Beachfront, Snorkeling
South Sound
10.0 out of 10, Exceptional, (25 reviews)
"Kathy was so awesome to work with. Very responsive and helpful. House was beautiful and equipped with everything. Great stay"
United States
Sharon M.
The price is CA $4,035
CA $7,228 total
includes taxes & fees
May 20 - May 21
Tatenda 6Bdr: Villa w/Heated Pool, Balcony Suites, Beachfront, Snorkeling

Resort style ground floor condo steps from the beach

Resort style ground floor condo steps from the beach
Georgetown
9.6 out of 10, Exceptional, (4 reviews)
"When you wake in the morning the view is breathtaking! Never have been so close to the beach and all amenities in one place! Check in easy, staff so helpful, security at all times in site, great food and drinks at center bar, just cannot say enough about this place! Extraordinary!"
United States
Kristle F.
The price is CA $741
CA $1,139 total
includes taxes & fees
May 14 - May 15
Resort style ground floor condo steps from the beach

Oceanfront Diver's paradise! First Floor Ocean Front Condo. Great Location!

Oceanfront Diver's paradise! First Floor Ocean Front Condo. Great Location!
Northwest Point
9.8 out of 10, Exceptional, (47 reviews)
"Great host, all the amenities were available, beds comfortable & location close to beach, local stores, loved our stay, hope to come back again next year"
United States
Brenda G.
The price is CA $400
CA $702 total
includes taxes & fees
May 19 - May 20
Oceanfront Diver's paradise! First Floor Ocean Front Condo. Great Location!

Cocoplum 9 in George Town

Cocoplum 9 in George Town
2.0 star property
Seven Mile Beach
The price is CA $425
CA $872 total
includes taxes & fees
May 13 - May 14
Cocoplum 9 in George Town

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

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.6 out of 10, Exceptional, (5 reviews)
"Was exactly how pictures show. Nice quiet relaxing location. If you dont need a pool this location for you. Plus owners are really nice and had beech chairs, umbrella and snorkel smasks in closet to use."
United States
theodor
The price is CA $154
CA $391 total
includes taxes & fees
May 20 - May 21
Relaxing, tastefully decorated one-bedroom unit with all modern facilities
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

Find out more about Old Man Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Man Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

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.