Villa holiday rentals in Old Man Bay

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Old Man Bay villa rentals

Private villa rentals

Superhost
Villa in North Side
4.87 out of 5 average rating, 54 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

ByronRating, 5 stars8 months ago
Perfect northside location with ample room , great views and host . Very clean & accessible to east end / rum point . Would definitely recommend !
Guest favourite
Villa in South Sound
4.89 out of 5 average rating, 27 reviews

Incredible Beach Front Villa!

RachelRating, 5 stars4 months ago
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.
Villa in Rum Point
4.83 out of 5 average rating, 6 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

ChristineRating, 5 stars76 months ago
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.
Guest favourite
Villa in North Side
4.93 out of 5 average rating, 43 reviews

Villa at the Sea Front

JenRating, 5 stars2 weeks ago
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
Guest favourite
Villa in East End
4.94 out of 5 average rating, 47 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

DanielleRating, 5 stars1 month ago
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.
Guest favourite
Villa in West Bay
4.93 out of 5 average rating, 114 reviews

Luxury villa right across 7mile Beach + Bed Swing

CathyRating, 5 stars1 day ago
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.
Superhost
Villa in Bodden Town
4.83 out of 5 average rating, 24 reviews

A Beach Villa in Paradise

SamanthaRating, 5 stars1 month ago
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.
Guest favourite
Villa in Old Man Bay
4.9 out of 5 average rating, 63 reviews

Old Man Bay Villa #1

KatieRating, 5 stars1 week ago
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

Guest favourite
Villa in South Sound
4.89 out of 5 average rating, 27 reviews

Incredible Beach Front Villa!

RachelRating, 5 stars4 months ago
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.
Villa in West Bay
4.86 out of 5 average rating, 7 reviews

Cayman Breezes at Villas Pappagalo

EmiliRating, 5 stars26 months ago
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!
Villa in George Town
4.88 out of 5 average rating, 17 reviews

Amazing Serviced 4500 sqf villa in the ♥ of 7MB

HarbinderRating, 5 stars3 months ago
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 .
Superhost
Villa in Grand Cayman
4.77 out of 5 average rating, 30 reviews

Luxury Villa – Steps to Beach & Poolside Bliss!

KristinRating, 5 stars1 month ago
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.
Superhost
Villa in West Bay
4.95 out of 5 average rating, 65 reviews

Ocean Front Relaxation Villa

JulieRating, 5 stars1 month ago
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

Superhost
Villa in North Side
4.87 out of 5 average rating, 54 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

ByronRating, 5 stars8 months ago
Perfect northside location with ample room , great views and host . Very clean & accessible to east end / rum point . Would definitely recommend !
Guest favourite
Villa in South Sound
4.89 out of 5 average rating, 27 reviews

Incredible Beach Front Villa!

RachelRating, 5 stars4 months ago
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.
Villa in North Side
4.95 out of 5 average rating, 86 reviews

Coco Kai Beach Front Villa heated pool and dock

AnnaRating, 5 stars1 month ago
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
Villa in George Town
4.88 out of 5 average rating, 17 reviews

Amazing Serviced 4500 sqf villa in the ♥ of 7MB

HarbinderRating, 5 stars3 months ago
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 .
Guest favourite
Villa in East End
4.94 out of 5 average rating, 47 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

DanielleRating, 5 stars1 month ago
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.
Top Guest favourite
Villa in East End
5 out of 5 average rating, 9 reviews

Cayman Wavelength - East End Paradise Villas

HeatherRating, 5 stars3 months ago
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!!
Superhost
Villa in Bodden Town
4.83 out of 5 average rating, 24 reviews

A Beach Villa in Paradise

SamanthaRating, 5 stars1 month ago
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.
Villa in West Bay
4.86 out of 5 average rating, 7 reviews

Cayman Breezes at Villas Pappagalo

EmiliRating, 5 stars26 months ago
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!

Destinations to explore