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Holiday Rentals in Old Man Bay

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Our top choices for Old Man Bay holiday rentals

On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (10 reviews)
"Looking forward to going back! "
United States
Elizabeth
On The Bay

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
North Side
9.4 out of 10, Exceptional, (13 reviews)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveller
The price is €547
includes taxes & fees
27 Jun - 28 Jun
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

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 €5,150
includes taxes & fees
20 Jun - 21 Jun
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, (10 reviews)
"Had a great stay"
United States
Annette
The price is €191
includes taxes & fees
1 Jul - 2 Jul
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Beautiful Beachfront Condo in Cayman Kai/Rum Point
Rum Point
10.0 out of 10, Exceptional, (109 reviews)
"Outstanding location, very relaxing. Blair was wonderful to deal with and we had a great time. "
United States
alan s.
Beautiful Beachfront Condo in Cayman Kai/Rum Point

Nature's View: Cayman Style Tranquility at Pools of the Kai #2

Nature's View: Cayman Style Tranquility at Pools of the Kai #2
Rum Point
10.0 out of 10, Exceptional, (56 reviews)
"The pictures make it look bigger than it really is. The private beach has close neighbors. But, we did really like the property and the island. It was very clean and well-stocked. Perfect for 2 couples. Great view. Nice to walk to Rum Point for dinner or to Starfish point for sunset. Highly recommend it."
United States
Kristi D.
Nature's View: Cayman Style Tranquility at Pools of the Kai #2

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)
"Excellent stay! "
United States
Emma
The price is €184
includes taxes & fees
21 Jun - 22 Jun
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

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)
"Great location’"
Canada
Renee M.
The price is €160
includes taxes & fees
2 Jul - 3 Jul
Country Road, Take me Home- your own Island Cottage!

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 €274
includes taxes & fees
20 Jun - 21 Jun
Relaxing, tastefully decorated one-bedroom unit with all modern facilities

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 €226
includes taxes & fees
20 Jun - 21 Jun
Beautiful one bedroom apartment

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 €152
includes taxes & fees
21 Jun - 22 Jun
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, (71 reviews)
"Great communication A beautiful unit! Very kind, responsive host - thank you!!"
United States
James
The price is €226
includes taxes & fees
22 Jun - 23 Jun
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is €225
includes taxes & fees
20 Jun - 21 Jun
Casa de Bells 3

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 €2,108
includes taxes & fees
21 Jun - 22 Jun
Luxurious Oceanfront Villa El Oceano with Ocean views

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 €362
includes taxes & fees
29 Jun - 30 Jun
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

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

Cosy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
The price is €242
includes taxes & fees
29 Jun - 30 Jun
Cosy 1-Bed, Pool + Sea and Dining close by

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 €216
includes taxes & fees
22 Jun - 23 Jun
1BD 1.5BA Convenient and Cosy Apartment with Pool

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (8 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is €640
includes taxes & fees
21 Jun - 22 Jun
Cayman Luxury Rentals at One Canal Point

Quiet Beach Escape - Caribbean Paradise

Quiet Beach Escape - Caribbean Paradise
South Sound
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for adults. Plenty of room for a family or 2 couples"
United States
Damian F.
The price is €391
includes taxes & fees
22 Jun - 23 Jun
Quiet Beach Escape - Caribbean Paradise

Beautiful Canal Front 2Bd/1Bth Apt w/ Pool and Gym

Beautiful Canal Front 2Bd/1Bth Apt w/ Pool and Gym
George Town
8.0 out of 10, Very good, (1 review)
"Overall, we liked the condo. Communication leading up to our stay was not good but check in process was easy and Angela was quick to answer questions on whats app. There were a number of items without batteries (clock, remotes) and some lights without light bulbs. The property and pool was quite nice and the condo had pretty much everything we needed. The location was great with close proximity to 7 mile beach and shopping"
United States
Amber B.
Beautiful Canal Front 2Bd/1Bth Apt w/ Pool and Gym
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

Everything you need to know about Old Man Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Man Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Man Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Man Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Man Bay holiday rentals we have selected for you start as low as €496 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 holiday rentals in Old Man Bay?

Yes, there are holiday rentals close to the most popular sights in Old Man Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Old Man Bay has to offer?

Cayman Luxury Rentals at Ocean Paradise: This holiday home rental outside of Old Man Bay is located by the ocean, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

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

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

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 wider area, you’ll find Grand Cayman Blow Holes and Cayman Kai Public Beach.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Man Bay. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.