Old Man Bay Vacation Rentals from AED 1,851: Search Short-Term Rentals

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Our top choices for Old Man Bay vacation rentals

A beach view with palm trees, a hammock, and a clear blue ocean.

1. On The Bay

North Side

Elizabeth

AED 1,851 total

includes taxes & fees

1 Dec - 2 Dec

A poolside area with lounge chairs and a table, a clear view of the pool, and a building in the background.

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

North Side

Anonymous traveler

A compact kitchen with a gas stove, microwave, and a window with blinds.

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

Bt

Annette

AED 683 total

includes taxes & fees

6 Nov - 7 Nov

A sunlit room with a view of a beach and ocean.

4. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

North Side

Jami G.

AED 1,356 total

includes taxes & fees

6 Nov - 7 Nov

5. Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island

Matt D.

AED 599 total

includes taxes & fees

6 Nov - 7 Nov

A balcony with a glass table and two chairs, overlooking a beach with palm trees and a clear sky.

6. "Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II

Rum Point

Michelle G.

AED 1,657 total

includes taxes & fees

21 Nov - 22 Nov

A two-story house with a swimming pool in the foreground.

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

George Town

luis M.

AED 972 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a beige facade, large windows, and a brick driveway.

8. Casa de Bells 3

Patricks Island

AED 972 total

includes taxes & fees

10 Nov - 11 Nov

A compact kitchen with a built-in stove, white cabinetry, and a window with a view of foliage.

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

Savannah

Renee M.

AED 635 total

includes taxes & fees

6 Nov - 7 Nov

A kitchen with a stainless steel refrigerator, wooden cabinets, a microwave, and a window with blinds.

10. Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound

Francesca E.

A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

11. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Emma

AED 797 total

includes taxes & fees

16 Nov - 17 Nov

A beachfront property with multiple buildings, a sandy beach, and clear turquoise waters.

12. Cayman Luxury Rentals at Coral Bay

Savannah

AED 3,363 total

includes taxes & fees

30 Nov - 1 Dec

A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

13. Beautiful one bedroom apartment

Savannah

Stephanie H.

AED 929 total

includes taxes & fees

8 Nov - 9 Nov

A balcony with a view of a sunset over a lake, a table, chairs, and a railing.

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

Grand Harbour

Cynthia

AED 1,414 total

includes taxes & fees

6 Nov - 7 Nov

A balcony with a view of a beach, palm trees, and a clear sky.

15. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Matthew

AED 2,752 total

includes taxes & fees

23 Nov - 24 Nov

A round glass table with a bottle and two glasses, surrounded by a white fence and greenery.

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

Savannah

theodor

AED 1,170 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and modern buildings.

17. Cayman Luxury Rentals at One Canal Point

Seven Mile Beach

Kathleen

AED 2,322 total

includes taxes & fees

4 Dec - 5 Dec

A balcony with a view of the ocean, a stone wall, and a yellow building.

18. Oceanfront Peace 2BR with Wave Views

Patricks Island

AED 819 total

includes taxes & fees

17 Nov - 18 Nov

A building with a sign reading "BLUE PAVILION" and numbered rooms.

19. S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

Phillip W.

AED 998 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a coastal resort with multiple buildings, a beach, and clear blue waters.

20. Cayman Luxury Rentals at The Grove

Seven Mile Beach

tracey

AED 1,877 total

includes taxes & fees

17 Nov - 18 Nov

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Top Old Man Bay Hotel Reviews

Grand Cayman Marriott Beach Resort

8/10 Good

"Great hotel"

The Reef Beach Resort, East End, Grand Cayman

8/10 Good

"Beach was not conducive to water sports due to excessive sargassum/algae and trash. Would be nice to have a later checkout due to later flight times. Transportation was expensive and the limited amount of commerce near the resort made transport necessary."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

8/10 Good

"The beach had sargassam that smelled, you cant help mother nature. If you are planning relaxation with no night life it was perfect! Staff is very friendly. They should do away with their all inclusive as they do not offer your typical all inclusive which is disappointing because they charge the same. Taxi rides are insanely expensive and hotel offers no shuttle service, so it is hard to enjoy the island when you want to do all the things in one day."

Cobalt Coast Resort

10/10 Excellent

"We really enjoyed our stay! Our oceanfront room had a lovely shared porch overlooking the water. Friends of ours were staying next door, so it was especially nice to sit out together and enjoy the ocean view. Having a restaurant right on the property was so convenient, and we loved walking down to the beach to relax on the daybeds under umbrellas. The dock was another highlight—we could walk right out and go snorkeling. The on-site scuba dive shop made our diving trips easy, too. We simply walked over, and they took us out from there. We didn’t need to rent a car, although we used taxis a few times to explore. It was a wonderful place to relax and enjoy the water, with everything we needed close at hand."

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.

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Check prices for these dates

Our top choices for Old Man Bay vacation rentals

1. On The Bay

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

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

4. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

5. Slice of Paradise- 2 mins from Spotts Beach!

6. "Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II

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

8. Casa de Bells 3

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

10. Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

11. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

12. Cayman Luxury Rentals at Coral Bay

13. Beautiful one bedroom apartment

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

15. Galleon Villas by Hello Cayman Vacation

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

17. Cayman Luxury Rentals at One Canal Point

18. Oceanfront Peace 2BR with Wave Views

19. S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

20. Cayman Luxury Rentals at The Grove

Find vacation rentals that suit your style

Top Old Man Bay Hotel Reviews

Grand Cayman Marriott Beach Resort

Governors Village Seven Mile Beach Corridor

The Locale Hotel Grand Cayman

The Ritz-Carlton, Grand Cayman

Palm Heights

The Reef Beach Resort, East End, Grand Cayman

Hampton by Hilton Grand Cayman Seven Mile Beach

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

Cobalt Coast Resort

Frequently asked questions

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