
Villa holiday rentals in Old Man Bay
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Top-rated villa rentals in Old Man Bay
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Holiday rentals for every style
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Popular amenities for villa rentals in Old Man Bay
Private villa rentals

Luxury 3bd Beach Front, # 4 Green, Stunning Views
Perfect northside location with ample room , great views and host . Very clean & accessible to east end / rum point . Would definitely recommend !

Incredible Beach Front Villa!
Jason's place was perfect for our trip. The location is great - not too far from restaurants, grocery stores, coffee shops, etc. but the proximity to the beach is unbeatable. Just a few steps off the porch and you're in the water.

Gorgeous Sandy Beachfront at Azure Breeze Villas
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.

Villa at the Sea Front
Great place. The location is a bit remote and quiet, we enjoyed it. There is a small grocery store very close. The house is right on the beach, with beautiful sunrises, nice sand and conch shells. There is some seaweed on the beach. The place was very clean and had everything we needed. Sunscreens, life jackets, cooking oils, laundry soap, plenty of parking. We would definitely stay again Thanks

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
The place was perfect for our family vacation. It looks exactly as described and shown in the pictures. We had our four grandchildren with us and the place was very well stocked with pool toys, pack and play, car seat, stroller, etc. In fact, the home was very well stocked in the kitchen as well as all of the bedrooms. The kids loved playing in the pools in the complex. We needed to add on a day at the front of our stay and Kab was very accommodating. We were very happy that we stayed in the East End Area away from the hustle and bustle of the busier areas. We enjoyed being very close to Rum Point and visiting the beach there. The beach by the home isn't very children friendly and it was a bit disappointing to see all of the litter that accumulates there. One day we visited a small public beach just a few miles north of the house and had a lovely morning there with our very own private sandy beach! I would highly recommend a stay at this home for a family vacation.

Luxury villa right across 7mile Beach + Bed Swing
The space was clean and well organized. The beach was a few steps away and there was a grocery store within walking distance. Hamad was clear in his instructions and responsive to questions.

A Beach Villa in Paradise
Had a lovely stay with family. Beach is right behind the property so it’s easy to get to. Property was easy to find and access. Ann was very responsive and kind. Her home is beautiful and just as described. Home is located in a nice area with restaurants around.

Old Man Bay Villa #1
We loved staying here! It was a great place for a quick getaway if you’re okay with being a little more secluded. We really enjoyed being further away from the crowded touristy areas, but do keep in mind that it is a little bit of a drive to the nicer beaches. Even though it was secluded, it was the safest I’ve ever felt traveling, and I would highly recommend this stay to anyone who wants a peaceful place to enjoy the gorgeous weather in Grand Cayman!
Luxury villa rentals

Incredible Beach Front Villa!
Jason's place was perfect for our trip. The location is great - not too far from restaurants, grocery stores, coffee shops, etc. but the proximity to the beach is unbeatable. Just a few steps off the porch and you're in the water.

Cayman Breezes at Villas Pappagalo
We loved our stay! There was lots of space for gathering as a family. The kitchen was sufficient for our cooking needs. Loved the updated bathrooms. Everyone in our group said their beds were comfortable. Each bedroom had a balcony with an ocean view which was a huge plus! The beach was just lovely. One thing we were just a bit disappointed with was the wind, which no one can control! It made the ocean almost too rough to get into and churned up things so the snorkeling was not great. We made a friend at the condo and she said the west side of the island tends to be windier, but some days they have no wind and when that happens the snorkeling is awesome!

Amazing Serviced 4500 sqf villa in the ♥ of 7MB
Beautiful home, v tastefully decorated with everything you need. Gorgeous garden and lovely pool. Katia was fantastic with recommendations and we used them all ! Great to have cleaning service also as part of rental . Much appreciated .

Luxury Villa – Steps to Beach & Poolside Bliss!
Great location and tons of space! Close to many things to do but not loud. Access to pool and grill were also a big plus. Hosts were very responsive.

Ocean Front Relaxation Villa
Outstanding villa, private beach, great pool, near lots of restaurants. Even better than advertised! Both upstairs bedrooms face the ocean and have new en-suite bathrooms. The pool deck has both sun and shade. There’s a full outside table near the bbq. If a calm day great for snorkeling (with water shoes) and so many conch shells! Pool is beautiful. Would 100% recommend!
Villa rentals with a pool

Luxury 3bd Beach Front, # 4 Green, Stunning Views
Perfect northside location with ample room , great views and host . Very clean & accessible to east end / rum point . Would definitely recommend !

Incredible Beach Front Villa!
Jason's place was perfect for our trip. The location is great - not too far from restaurants, grocery stores, coffee shops, etc. but the proximity to the beach is unbeatable. Just a few steps off the porch and you're in the water.

Coco Kai Beach Front Villa heated pool and dock
Great house. Great location. Other reviewers are correct - you cannot just walk into the water from this beach and swim due to the rocks. We could snorkel by entering the water at the end of the dock. However, Rum Point beach down the road is an awesome swim-able beach and we went there almost every day. Chairs and umbrellas are free there. Kaibo had a really pretty restaurant that we went to twice. We drove all the way to 7 mile beach one day and actually preferred Rum Point. We also stopped at Spotts Beach and Smith Cove and still preferred Rum Point. The house was clean, plenty of beds and space for 11 of us (4 adults, 5 teens, and two kids age 5 and 2). The arcade games are a nice touch. The house feels very private due to the tall shrubbery. Neighboring houses are pretty close but it didn't bother us since we couldn't even see their yard. Had a great time and would definitely come back

Amazing Serviced 4500 sqf villa in the ♥ of 7MB
Beautiful home, v tastefully decorated with everything you need. Gorgeous garden and lovely pool. Katia was fantastic with recommendations and we used them all ! Great to have cleaning service also as part of rental . Much appreciated .

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
The place was perfect for our family vacation. It looks exactly as described and shown in the pictures. We had our four grandchildren with us and the place was very well stocked with pool toys, pack and play, car seat, stroller, etc. In fact, the home was very well stocked in the kitchen as well as all of the bedrooms. The kids loved playing in the pools in the complex. We needed to add on a day at the front of our stay and Kab was very accommodating. We were very happy that we stayed in the East End Area away from the hustle and bustle of the busier areas. We enjoyed being very close to Rum Point and visiting the beach there. The beach by the home isn't very children friendly and it was a bit disappointing to see all of the litter that accumulates there. One day we visited a small public beach just a few miles north of the house and had a lovely morning there with our very own private sandy beach! I would highly recommend a stay at this home for a family vacation.

Cayman Wavelength - East End Paradise Villas
This place was awesome! Right on the water with the beach literally at your door! Plenty of space for our entire family, beautiful home, great pool just steps away. The water was calm because of the protective barrier reef, and the sunrises are the best we’ve ever seen! It was a 5 min drive to Tukka and the Parrot Sanctuary, 30 to Rum Point, 45 to the airport or SMB, and an hour out to the Turtle Centre. We lived the peace and tranquility of Larry’s home, and he was so friendly and responsive to all our questions before we arrived. Thank you!!

A Beach Villa in Paradise
Had a lovely stay with family. Beach is right behind the property so it’s easy to get to. Property was easy to find and access. Ann was very responsive and kind. Her home is beautiful and just as described. Home is located in a nice area with restaurants around.

Cayman Breezes at Villas Pappagalo
We loved our stay! There was lots of space for gathering as a family. The kitchen was sufficient for our cooking needs. Loved the updated bathrooms. Everyone in our group said their beds were comfortable. Each bedroom had a balcony with an ocean view which was a huge plus! The beach was just lovely. One thing we were just a bit disappointed with was the wind, which no one can control! It made the ocean almost too rough to get into and churned up things so the snorkeling was not great. We made a friend at the condo and she said the west side of the island tends to be windier, but some days they have no wind and when that happens the snorkeling is awesome!
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