Old Man Bay Vacation Rentals

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Our top choices for Old Man Bay vacation rentals

Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is ¥21,103
¥40,104 total
includes taxes & fees
May 10 - May 11
Casa de Bells 3

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 ¥8,375
¥24,196 total
includes taxes & fees
May 9 - May 10
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

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 ¥37,353
¥65,022 total
includes taxes & fees
May 23 - May 24
1BD 1.5BA Convenient and Cosy Apartment with Pool

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 ¥17,195
¥28,137 total
includes taxes & fees
May 8 - May 9
Country Road, Take me Home- your own Island Cottage!

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 ¥21,103
¥39,635 total
includes taxes & fees
May 8 - May 9
Beautiful one bedroom apartment

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 ¥17,820
¥32,670 total
includes taxes & fees
May 21 - May 22
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

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 ¥35,156
¥74,248 total
includes taxes & fees
Jun 2 - Jun 3
S1 BP Steps to Beach NEW A C Brrr

Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, Exceptional, (2 reviews)
"Host was great - very responsive and helpful with recommendations. We had everything we needed - towels, beach chairs, umbrella, etc. In a great location… literally a 3 minute walk to the beach. Highly recommend this for a couple who is looking for a nice clean place to sleep and rewind after a day on the beach. "
United States
Wesley W.
The price is ¥18,928
¥35,015 total
includes taxes & fees
May 13 - May 14
Cozy Studio Steps from the Beach

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 ¥99,263
¥117,130 total
includes taxes & fees
May 11 - May 12
Galleon Villas by Hello Cayman Vacation

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 ¥21,885
¥26,575 total
includes taxes & fees
May 11 - May 12
Slice of Paradise- 2 mins from Spotts Beach!

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 ¥21,103
¥40,104 total
includes taxes & fees
May 13 - May 14
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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
The price is ¥49,428
¥89,703 total
includes taxes & fees
May 26 - May 27
Cayman Luxury Rentals at The Grove

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 ¥518,201
¥795,818 total
includes taxes & fees
May 11 - May 12
Pease Bay House 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 ¥36,579
¥56,654 total
includes taxes & fees
May 15 - May 16
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

S4 BP | Steps to Beach

S4 BP | Steps to Beach
West Bay
9.8 out of 10, Exceptional, (28 reviews)
"Cleanliness, location. Host, Tricia was awesome to communicate with. Quiet area, besides Roosters and chickens lol Very accommodating "
Canada
Rod
The price is ¥22,615
¥43,901 total
includes taxes & fees
May 27 - May 28
S4 BP | Steps to Beach

Fab location!! New kitchen! New bath King Bed NEW furniture Cayman Reef #5

Fab location!! New kitchen! New bath King Bed NEW furniture Cayman Reef #5
George Town
9.8 out of 10, Exceptional, (46 reviews)
"Trinda was an excellent host who helped us out tremendously and went above and beyond. The place was excellent and location was perfect for a week in paradise. "
United States
Jacqui C.
The price is ¥39,197
¥63,051 total
includes taxes & fees
May 8 - May 9
Fab location!! New kitchen! New bath King Bed NEW furniture Cayman Reef #5

Cocoplum 10 in George Town

Cocoplum 10 in George Town
2.0 star property
Seven Mile Beach
The price is ¥72,400
¥126,626 total
includes taxes & fees
May 9 - May 10
Cocoplum 10 in George Town

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa
Northwest Point
The price is ¥29,967
¥67,615 total
includes taxes & fees
May 13 - May 14
Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

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 ¥181,091
¥266,115 total
includes taxes & fees
May 22 - May 23
Cayman Luxury Rentals at Sunset Cove

Lighthouse Point Residences

Lighthouse Point Residences
3.5 star property
Northwest Point
9.0 out of 10, Wonderful, (2 reviews)
"Loved everything but Ian (hurricane) "
United States
Danette
The price is ¥70,193
¥109,359 total
includes taxes & fees
May 30 - May 31
Lighthouse Point Residences
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

Search for holiday rentals in Old Man Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Old Man Bay using one of the methods below:

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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 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.