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Old Man Bay Rentals

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Price range

Per night

$10 - $500

Old Man Bay Rentals

400 Houses

Christmas Palms by Grand Cayman Villas & Condos

Old Man Bay house

4 bedrooms / 4 bathrooms / sleeps 10

“Wedding Week Stay” In a rare occurrence these days, Christmas Palms actually exists as it is portrayed in both photos and video. Everything aspect of our rental was as we hoped for and expected and would have no reservation in staying there again. T

Price per night from

$700

1 / 24

Your Oceanside Retreat Awaits!

Old Man Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Peace and tranquility” This is a lovely complex of just 12 apartments. We were there over Christmas, probably the islands busiest time, but it was still very quiet at this spot (until our 3 boys arrived??!). The apartment has lovely views of the poo

Price per night from

$225

1 / 17

New Listing - 3 Bedroom Ocean Front - Tranquil, Peaceful Location! Snorkeling!

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 34 minutes

Price per night from

$275

1 / 34

Ocean Front Villa -New on the Market Available Christmas- New Years -High Season

Old Man Bay house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 34 minutes

Price per night from

$499

1 / 20

Villa Caymanas by Grand Cayman Villas & Condos

Old Man Bay house

4 bedrooms / 5 bathrooms / sleeps 8

“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back y

Price per night from

$710

1 / 31

Truly Oceanfront luxury in Grand Cayman

Old Man Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Beautiful location” Beautiful view of the ocean and great location right on the beach in a quiet area of cayman. Condo has lots of amenities and a nice-sized swimming pool. We had a great time!

Responds fast! avg. 1 hour 29 minutes

Price per night from

$225

1 / 12

Cayman Sands by Grand Cayman Villas & Condos

Old Man Bay house

5 bedrooms / 5 bathrooms / sleeps 14

“A wonderful, relaxing paradise” I recently stayed at Cayman Sands with my husband, my in-laws, and our 2 young girls, ages 4 and 6. This home is everything we could have asked for - as gorgeous as the pictures, but even fresher (the larger bedrooms h

Price per night from

$850

1 / 27

Villa Spirit

Old Man Bay house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$400

1 / 23

YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$284

1 / 23

Grand Cayman Northern Lights Beachfront Villa

Old Man Bay condo

2 bedrooms / 3 bathrooms / sleeps 6

“A piece of heaven in the Carribean” We arrived at Northern Lights after a long, cold, snowy winter to find a place that exceeded our expectations. Many times during the week, we spoke about how happy we were that we chose Northern Lights. The settin

Price per night from

$250

1 / 26

Coral Cottages by Grand Cayman Villas & Condos

Old Man Bay house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$800

1 / 28

Northern Lights No. 5 by Grand Cayman Villas & Condos

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$225

1 / 28

Coral Cottage Pink by Grand Cayman Villas & Condos

Old Man Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$450

1 / 23

Coral Cottage Yellow by Grand Cayman Villas & Condos

Old Man Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$450

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