
Beachfront holiday rentals in Old Man Bay
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Top-rated beachfront rentals in Old Man Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for beachfront rentals in Old Man Bay
Pet-friendly beachfront home rentals

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot
Very nice unit, beautiful updates throughout and larger space than expected. Nice beach and pool, quiet at night and very clean.

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION
We enjoyed our stay at Sarah’s cottage. The house was clean upon arrival and check in was seamless. We throughly enjoyed the beach. Alan the caretaker was pleasant and helpful. Thanks for a great week.

Ocean/Beachfront-stunning views! Seabreeze Villas
Great property right on the beach! The place was super clean, very spacious (even with 5 of us), and had a full kitchen and laundry. The neighborhood is very peaceful, and the beach is super quiet. Only thing to note is to watch out for some fresh glass throughout the sand, so just be careful and bring flip flops. Parking is extremely convenient (free and assigned only steps away from the door). Host is also extremely responsive. I would definitely recommend this for a family or a couple who's looking for a quiet and peaceful place to enjoy the island.

Seven Mile Beach with Soul
Great value for the location, super close to the beach and close to the heart of SMB. perfect for a family of 4

The Turtle Nest Oceanfront Studio Cottage in East
It’s exactly as pictured! Quaint, small and private facility located right on the ocean with a beautiful pool overlooking the ocean. It’s serene and somewhere I’d stay again.

S2 BP | Steps to Beach | Car, Value, Service
Host was very responsive which is very helpful in another country. Can’t say enough good things about her. The location had plenty of room to stretch out and a yard area to relax in. The beaches were close by as was a grocery where you could get good hot meals on demand.

Luxury villa right across 7mile Beach + Bed Swing
Calyopso Cove was a nice little apartment for my husband and I to spend 5 nights exploring the island for the first time. It had everything we needed and we liked that the grocery store, ATM, and Heritage Kitchen as well as beach were close by and walkable.

Apt w/kitchen & car, on beach, at Turtle Nest Inn
We stayed for two weeks. It was very peaceful. Donna was always very responsive. We really enjoyed our stay. We were sad to leave. The hotel has no control over the traffic noise but they have put things in place to combat this. We stayed in apartment 9 which faced the road. This was not an issue just something that we noticed. Wonderful place with wonderful people!!
Beachfront home rentals with a pool

Enjoy Sunsets at Cayman Reef Resort - 7 Mile Beach
This is a great location right on a beach with great snorkeling. The host was excellent and communicative. Wouldn’t hesitate to recommend it!

3 Bedroom Beach House with Pools
Everything as advertised! Beautiful, peaceful and far from the crowds. If you like driving around the island and having a great place to come back to, this is where you want to be!

Beachfront Kaibo Condo
Heavenly location. Walk out directly onto the sands, with starfish, heron, and other animal visitors. Restaurant and espresso shop a minute’s stroll away on the beach. Comfortable place to stay with everything you need and more. We loved using the bocce game set and the hammock!! Don’t hesitate to book.

3 Bedroom 2 Bath Condo right on 7 Mile Beach
The condo was in a great location for us! We loved the private beach but could walk to the more crowded ones as well. Awesome sunsets! The pool looked nice but we did not go in it. We were too busy in the ocean! The condo was spacious and the beds weee very, very comfortable! There was plenty of room for 6 of us in the condo. The condo also had everything we needed. And the hosts were very responsive to all my questions. I hope to return to this location again!!

Paradise at Ocean Club
Gabriella was a pleasant, accommodating, and such a responsive host! She met us during check-in. The welcome gift was such a thoughtful touch. Her place was a hidden gem, everything beach (chairs/umbrella/towels) and basic essentials were provided! Access to washer and dryer was wonderful (especially with kids). It was easy to get around the island, location was very accessible. There were multiple pools around the development that we didn’t end up using but was a nice perk to have. Spotts beach was a few minutes away and was one of our favorite local beaches. Any questions or issues we had, Gabriella proactively resolved right away. Would definitely recommend Gabriella’s place for your island stay if you’re debating about it!

Willow Beach by Grand Cayman Villas
There was a total of 6 guests and we had a ton of space to spread out. The home was clean, beautiful and was stocked with any necessary cooking appliances you would need. The out door area was extremely peaceful and the small beach front you had was more than enough. A easy walk to the water for snorkeling - would definitely recommend doing. The area is on the north end so if you’re looking for nightlife and hotels this is not for you. If you’re looking for a peaceful retreat with an amazing view and gorgeous home I would highly consider. Rum point and Kaibo are extremely close for a day outing and is also accessible for a boat day. We hope to return next year to make more memories in this house.

The Retreat at Rum Point Beach
Our stay at the 'Retreat' was amazing! Joyceann was always available and ready to serve if we needed anything. She is a wonderful host!! The condos are well cared for, inside and outside. If you are looking for a quiet and peaceful place, this is it. The beach, pool and awesome balcony were always an inviting place to relax (and beyond beautiful). Inside, bedroom #1 actually has a nice King size bed (not queen). The bathroom towels are new and soft. I especially liked the well equipped kitchen, plenty of silverware, etc. I have to mention that everything was cleaned thoroughly before we arrived. No unpleasant surprises here! We had a vehicle, so we enjoyed dinner at Over the Edge, Tukka East, South Coast and Caboose (local food and prices at Caboose). For snacks or lunch we liked the Rum Point Club next door and of course Seven Mile Burger. These are not 'fine dining' places.....not really our thing. Fun, friendly, and casual. Checkout Ocean Frontiers for excursions!

Oceanfront 2bed 2bath Condo Seven Mile Beach
Great location, this unit really is just steps from a private beach and a nice pool. Also close to several restaurants, bars, Kirk supermarket. Highly recommend this place.
Private beachfront home rentals

Starfish Paradise Beachfront Condo
We loved our stay at Victoria's condo! The condo was close to the Kaibo YC restaurant and dock- made for easy excursions. While the bay was not swimmable, it was perfect for kayaking and viewing the many starfish in the shallow water-bonus was the pool for the kids. The condo was in amazing condition and had all the amenities one could need for a great stay. Victoria was responsive before, during and after our stay. We loved staying on the "chill side" of the island and would definitely stay at Victoria's again if we make it back to GC.

Casa Avi - Beachfront Bliss
What can I say other than this place is a slice of heaven for those looking to unwind and enjoy the island. It was clean, amazing location and views, very cozy and spacious … would highly recommend, and we will be coming again for sure. Everything about the house was absolutely perfect, and the hosts were amazing to deal with. We’re sad to leave !!

Whispering Kai: beach home on Bio Bay, Cayman Kai
Whispering Kai is extremely well appointed, from tea and coffee selection, to cooking basics, toiletries, laundry supplies, everything you need is available. For your adventures, snorkeling gear and there were 6 watercraft for us (5 kayaks and a SUP) so all 6 of us were able to go on the water together. Plenty of seating outside for lounging and reading. Lovely porch. Comfortable king bedding. The view was amazing. It was such fun to kayak in bio bay at night and for sunrise. This place has it all. Beauty, accessibility to fun, so much to explore or just to cozy up in the hammock with a book.

Sea Cove
Nice spacious place for two people. We only had one minor issue with an unintentionally locked door and Shellie was immediately responsive and had it fixed within an hour. the place was well equipped with everything needed. Weather was windy while we were there but that's not their fault. Great communication!

Paradise Beach House in South Sound, George Town
The property was everything we hoped for and more. Beautiful beachfront, well stocked kitchen, living areas with comfortable seating, comfortable beds. Hosts were highly responsive and provided great recommendations for nearby restaurants. We took advantage of the kayak and snorkeling equipment that are included. The entire home is exceptionally clean and spacious. Hope to return someday!

7Mile Beachfront 3Bed/2Bath @SunsetCove #202
Excellent place to stay with four adults and two children. The convenience of the pool with swim up bar, baby pool and on site protected beach with swimming makes this place fantastic. The view from the condo is great. Fun watching cruise ships come in while drinking morning coffee. Many walkable places to eat. We rented a car and there was plenty of parking close by. Highly recommended!

Ruby's Hibiscus - Grand Cayman beach cottage
We spent the wonderful, relaxing 25th anniversary vacation at Ruby’s Hibiscus. Rhonda and Isaac were so responsive. A couple little things went awry and they immediately responded and fixed the issues. We locked ourselves out one evening (oops) and they had us back inside within minutes of contacting them. Staying in East End was definitely the right decision for the type of relaxing vacation we hoped for. We’d definitely stay here again!

Compass Point Dive Resort - 2 Bed Beachfront Condo
Exactly as described and even more beautiful from the lanai. Housekeeping was the best I have ever experienced and the front desk provided for every request. Kitchen was nicely stocked but we did need to wash dishes between meals (5 of us). Would stay here again and again. Thank you Steve!
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