Beachfront holiday rentals in Old Man Bay

We had a wonderful stay at Firefly house with our two daughters (6 and 3). Beach was very private with lots of different shells to collect. Bring water shoes as lots of glass on beach. House was nice and clean with lots of amenities. Short drive to Tukka restaurant where we enjoyed feeding the large birds. Overall we enjoyed the private location of this property and didn’t mind making the 30-45 minute drive to some of the more popular attractions on the west side of the island.

We had a wonderful stay at this Airbnb! The owners were fantastic - super responsive and always quick to answer any questions we had, which made our experience even better. The location was perfect! It still had a beautiful stretch of beach on Seven Mile Beach, which was such a bonus. While this section isn’t connected to the rest of Seven Mile Beach, it still felt like our own little slice of paradise. The area was safe, quiet, and incredibly relaxing. Parking was easy, and everything about our stay was seamless. We would absolutely stay here again and highly recommend it to anyone looking for a peaceful and enjoyable getaway! Reno and Agata - many thanks again to the both of you!

I've stayed in Island Pines prior, so there were no surprises for us there. The complex is lovely in that it's a quiet haven when the beach is busy with the cruise ship visitors early in the day. The pool is clean and warm and generally very quiet. The beach is exceptional. The location can't be beat...right next to Royal Palms and Coral Beach Club and you can easily walk to most any restaurant and the grocery store. The added crosswalk in front of the complex was a huge bonus this year. The unit is clean, the kitchen well-appointed. There are some beach toys, towels and snorkel gear. You can use Royal Palm's chairs for free if you let them know you're staying at Island Pines. I prefer to move a bit down the beach when it's busy, so I do wish there were beach chairs and cooler provided in the unit (you can rent and have them delivered, so it worked out). Overall, it was a great experience and I would stay here again.

The house was beautiful and well appointed. If we had a concern I messaged Cline and he was always very responsive. We asked for more chaise lounge chairs and towels and on Christmas Day a guy showed up with six new chaise loungers for the pool area and a pile of new towels. Cline met our grocery delivery and the liquor store delivery so we were well stocked going into the holidays when stores were closed. He recommended grocery stores and restaurants and we felt well taken care of. We made reservations for several island excursions based on his recommendations. All were excellent. Overall it was a wonderful eight days in Grand Cayman and I can say that it was in large part due to Clines help. And I have a flexible awesome family.

Stayed in Unit #2. There are many great things about this place, such as its proximity to restaurants, the beach, and markets. The location is just a few minutes’ walk from the beach. I would recommend renting a car if you stay in this area, as there are many excellent markets and restaurants nearby (5–10 minutes by car). Tricia is an excellent and very responsive host. We checked in late, and Tricia was willing to meet us to assist with the check-in, which made the process go smoothly. The only downside was the AC system, which was too loud when running, making it difficult for us to sleep at night.

Hamed was a great host, very responsive. The condo is well appointed with comfortable bed and good AC. There were a lot of nice touches such as pods for the Keurig machine, snacks left for us, toiletries etc. For a close, local and reasonable fish dinner, Heritage Kitchen is great. Vivo is also very close, on the water, with a great GF selection and delicious food.

This was an idyllic place to spend almost a week! From grandparents to grandkids we all had a terrific time. The rum cake and the empanadas that were there on our arrival were amazing, along with assorted snacks and beverages were a huge hit! The location was perfect as we could walk to the beach! The ample supply of beach towels, comfortable beds and a kitchen that provided for all the cooking utensils we could possibly need. The pool was a big hit! The kids swam first thing in the morning before going to the beach and then at night. So much laughter and fun memories made! Look forward to the opportunity to stay here again!

Andy’s Inn went above and beyond our expectations. The house is absolutely beautiful and well stocked. Judith was very helpful and answers all questions quickly. We stayed in the 3 bedroom house with its own private wading pool. The pool deck has 2 comfortable loungers and comfy patio furniture. We took long walks on the beach and were able to walk to a few great local restaurants. Czechs was a favourite. Perfect location if you have a rental car and want to explore the whole Island. We were about 20-30 from Seven Mile Beach and 25 mins to Rum Point. We would definitely recommend Andy’s Inn

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.

This was a perfect spot for three couples, with each bedroom having its own bath. The kitchen was well stocked with pots & pan & dishes & appliances. We ate in several evenings and had everything we needed. We loved staying on the east end, it was so quiet & beautiful! There was plenty to do & great restaurants nearby and the big attractions were easy to get to by car. On the days we ventured towards Georgetown, we were happy to leave the crowds & get back to the quiet.

We loved Sunset Cove. The pool, the swim up bar and most of all the private lagoon, with beach chairs and umbrellas. The condo was immaculate and had everything we needed. Would definitely stay again!

Loved staying here! It was exactly as described and the photos matched. Super clean and had everything we needed. Loved waking up to the gorgeous sunrise and view. Short 3 minute walk to Kaibo restaurant and the water taxi was great! Rum Point Club was a 5 minute drive. Loved this condo and location. Relaxing and peaceful. We will be back!

Where to begin on how amazing this condo is!! First of all, the location is spectacular - right in the heart of Seven Mile Beach, walkable to many bars, restaurants and beaches but it is on a beautiful white sand beach so you don’t even have to leave! The beach was in perfect condition and the water was crystal clear. There is also a nice pool with lots of chairs around it. The beds are very comfortable, the kitchen is well stocked with everything you could possibly need, the laundry machines worked great, the place is huge, the property is beautiful, I could go on and on! 10/10. I would stay here again in a heart beat.

Lovely! A private backyard paradise to swim,snorkel and have the waves lull you to sleep. The house was gorgeous and looked exactly how pictured. The owners were responsive and easy to contact. Definitely 5 ⭐️⭐️⭐️⭐️⭐️

Toby’s accommodation was simply amazing even with younger children! The location is walkable to multiple restaurants, grocery, and snorkeling locations. Direct beach access with a sandy inlet to swim. The pool is 50 steps away and super clean. It was clean, comfortable, and looks exactly like the pictures. Toby and team were extremely responsive and even helped us when we were in a massive pickle!! We hope to return to Grand Cayman and when we do, we will be booking Toby’s accommodation again. Thank you, Toby!!!

we had a fantastic time staying at this Airbnb! Was almost too big for just me and my husband! But we are so glad we scooped it out and can't wait to bring our kids with us next time! They seem to have everything there for kids! Plus your own pool and private beach, we perfection! we like our privacy and definitely had it! When we had some WH issues on our last day Tristan was quick to address the issue and got someone out there to look at ASAP! And I think my favourite part, being a mom and wife I usually don't enjoy the laundry list of clean up Airbnb hosts ask guest to do! But not here! With only taking trash to bins right out front your door and starting dishwasher it was simple, easy and we could enjoy our last day without worry of "surprise" chargers! HIGHLY RECOMMEND STAYING HERE! Plus it's my favourite part of the island!

We (two couples)spent 11 nights at Casa Avi; it was magical! There are two master bedroom suites, which is ideal when traveling with two couples. We spent a lot of time on the lower level with all the doors open; the ocean breeze made it very comfortable. The kitchen had everything we needed, except a drip coffee pot, which we really missed. We made the 25 minute trip to Seven Mile Beach many times during our stay, learning quickly to pay attention to busy traffic times. The Stingray/Snorkel Tour and the Cayman Crystal Caves Tour were highlights of our trip. There is no shortage of restaurants on the island ~ Tillies, Ms. Piper’s Kitchen & Garden, Tukka (Taco Tuesday), Lucca (for Sunday brunch), Macabuca Oceanside Tiki Bar & Grill and Casanova were a few of our favorites. Also, HIGHLY recommend Anytime Wellness for a massage or other spa services; you can’t beat the prices and it was the best massage we’ve ever had! Daniel was very responsive to any questions or needs we had:)

We spent six days at Whispering Kai for our first visit to Rum Point, and it was the perfect place to reset. The area is incredibly quiet and peaceful, offering an ideal escape. Now, about the house—it was by far the best Airbnb we’ve ever stayed at. With two bedrooms and two full bathrooms, it’s perfect for two couples or a family of 5-6. The space is generous, and the views are absolutely breathtaking. The screened-in porch was a wonderful spot to take in the scenery without being directly in the sun, keeping it comfortable throughout the day. The home was thoughtfully stocked, from the kitchen and bathrooms to all the beach gear you could need. And the cherry on top? The homemade rum cake that Mitzie brought—such a sweet touch! 😋 Mitzie (and Tawnie) were fantastic hosts, always responsive and helpful. We can’t recommend Whispering Kai enough and are already looking forward to returning!

Wow, what a place to stay! Thank you for opening up your piece of paradise. It was extremely clean - with all the sand around, that's impressive! Quiet, beautiful beach, comfortable bed, beautiful view. The couch was comfy too, but we were on the patio looking at the view most of the time. The beach is close and private. It's a very quiet area, which is what we wanted. This place will not disappoint. A fully stocked kitchen was nice too. By the way, I love that floor! It's perfect for the place. I know that we will stay there again whenever we go back. Now for the con - it made us sad to leave!

This was our second stay at Kab's place and we had another wonderful time. We love this side of the island as it is much quieter, yet still easy to get around. This is a great place to stay with families. We highly recommend it!

This is a beautiful, very spacious home in very quiet/private area. It was the perfect place for our family vacation. We had such an incredible time bbq’ing, enjoying meals together on the patio, sunbathing on the beach loungers, and taking in the amazing snorkeling right in front of the house near the shipwreck! We saw stingrays, a huge puffer fish, and the largest rainbow parrotfish I’ve ever seen. We were surprised how many beach amenities were included- kayak, multiple paddleboards, portable lounge chairs, beach towels, and hard side cooler. The house was clean, well organized and the beds were so very comfortable. The hosts are very kind, accommodating and gave us great local recommendations for dining. Highly recommend the sunset house for dinner one evening- great service, food and amazing sunset views. Thank you Nick and Kate for an incredible stay, we hope to return again someday!

Wonderful stay! This condo offers gorgeous views of the ocean and comfortable furnishings. Lana’s place is clean, well appointed, and stocked with anything you might need. She is very responsive to questions. We were happy staying here. Thanks, Lana!

David & Lee’s apartment was perfectly appointed, everything had it place and was labeled. The apartment had everything we needed but yet it was not cluttered. The beds, couch, balcony were cozy. They were extremely clear with check in/out instructions, information about restaurants and activities. There happened to be a tsunami watch while we were there and David called us to ensure we had the flashlights - just in case! We didn’t need the flashing! The Island felt safe and people were welcoming.

Wonderful home and host, will stay again! Thank you.