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Beachfront holiday rentals in Old Man Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Old Man Bay

Pet-friendly beachfront home rentals

Guest favourite
Apartment in Rum Point
4.96 out of 5 average rating, 26 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

RyanRating, 5 stars4 weeks ago
We stayed at Sean's place for a nearby wedding down the street. The moment you walk into the condo you can see that they really care about their guests. It was EXTREMELY clean and relaxing with music playing in the background. The water pressure was excellent which is random but important! The condo is situated right over the pool with a great view of the ocean. We loved cooking breakfast in the morning then sitting by the pool, dock or beach. It is very relaxing and super quiet. If you are looking for more action I recommend staying near 7 mile beach but if you want to unplug def stay here. Rum point beach is about a mile a way and next door is Kaibo restaraunt and bar that has very good food n drinks along with Starfish point that has a pontoon food truck! We def are thinking of coming back already!
Guest favourite
Home in Rum Point
4.88 out of 5 average rating, 56 reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

DustinRating, 5 stars2 months ago
The home and location were really nice. The North Side of the island is pretty far from everything which is nice if you want quiet, you'll have the whole beach to yourself. There are a few decent restaurants within 10 minutes. Most activities are 30-45 minutes away. We really enjoyed our stay, but 1.5 hours of driving every day to and from activities got kinda old after a few days. If you plan to spend most of your time at the house/beach/pool this is a great place to stay.
Apartment in North Side
4.84 out of 5 average rating, 31 reviews

Oceanfront prestige 2B2B rooftop residency

LindseyRating, 5 stars2 days ago
Amazing place to stay for peace and quiet. Snorkeling gear, pool noodles, float to use. Bring your own cooler as the Styrofoam cooler leaked and was broken. Also, had to buy a beach umbrella due to the one provided being broken and was a miserable first day on the beach without shade. Had to leave there because it did not fit in suitcase. Would have been nice to know to bring some type of shade for beach. Host was hard to understand due to using translation. Some sentences did not make sense. Easy check in/check out. A good 45 min-1hr drive from seven mile beach and most popular restaurants, but nice to be in a quiet area and felt very safe at condo and entire island. Locals were so friendly. Highly recommend renting a car!
Guest favourite
Cottage in East End
4.92 out of 5 average rating, 89 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

KatieRating, 5 stars1 month ago
Our family of 5 (2 parents, 3 kids) had a great stay at Sarah’s! The home is very private, it is nice and quiet (with the exception of the friendly roosters that hang out around the neighborhood, haha). When we arrived, everything was very clean, which I was very impressed with because after our stay of only two days, we had tracked some sand inside despite our best efforts to keep it outdoors. All three bedrooms were comfortable, and it was really nice that the kitchen was stocked with little extras like salt and pepper, cooking oil, sugar for my coffee, etc. our kids enjoyed the pool as well as the beach. Another reviewer had noted that there is some glass on the beach and to wear shoes, a note that I found helpful to know in advance. While on the east end we ate at Tukka and my son did the frigate feeding which he loved, we saw the blow holes, went to Queen Elizabeth botanic Park, went snorkeling with Ocean Frontiers, and got takeout from Eastern Star Fish fry.
Top guest favourite
Flat in Seven Mile Beach
5 out of 5 average rating, 53 reviews

Luxury 1 bed apt near Seven Mile Beach, The Grove

AnaLuciaRating, 5 stars2 weeks ago
Selina and Kristine went above and beyond! Extremely responsive whenever we needed advice or had questions during our stay. Thank you so much for having such a wonderful place to stay at the island! We will be back:)
Guest favourite
Apartment in George Town
4.93 out of 5 average rating, 161 reviews

Seven Mile Beach with Soul

AbrahamRating, 5 stars2 weeks ago
Reno and Agata were super supportive of our requests. Great location and very comfortable. The AC was refreshing after a day in the heat. They had all amenities to make a stay comfortable. The beach is steps from the place along with shopping stores and restaurants. The apartment was clean and had everything we needed for a comfortable stay. Thank you.
Guest favourite
Villa in West Bay
4.92 out of 5 average rating, 118 reviews

Luxury villa right across 7mile Beach + Bed Swing

IleyaRating, 5 stars1 month ago
Great location especially for the price! It's across the street from a quite beach and in a less touristy area.
Guest favourite
Flat in West Bay
4.92 out of 5 average rating, 63 reviews

S1 BP | Steps to Beach | Car, Value, Service

JaimieRating, 5 stars2 months ago
Very cute and clean apartment in a great location. Quick drive to cemetery beach for snorkeling. Host was very helpful and kind. My kids loved the roosters and chickens on the property.

Beachfront home rentals with a pool

Top guest favourite
Flat in Savannah
5 out of 5 average rating, 28 reviews

Beachfront on Spotts Beach!

TaraRating, 5 stars3 weeks ago
Liz's place was the absolute best! The unit was immaculate and was stocked with all of the amenities we could have ever needed. When we arrived she even had a gift basket of local treats for us, they were great! Liz was extremely responsive to all of our questions and helped advise us on activities and restaurants during our stay. Since this was our first time to Grand Cayman we found it to be extremely helpful. The location was perfect for our family of 4. The unit is located right on Spotts Beach where we could be in the ocean within minutes to snorkel with the turtles, sting rays, and fish and is still only a short drive from any activity or beach we wanted to visit on the island. We had a wonderful time and we can't wait to come back again and stay with Liz!
Guest favourite
Home in Grand Cayman
4.92 out of 5 average rating, 26 reviews

3 Bedroom Beach House with Pools

LeeRating, 5 stars2 months ago
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!
Guest favourite
Flat in Rum Point
4.93 out of 5 average rating, 28 reviews

Beach Living at the Retreat

SteffanieRating, 5 stars1 month ago
We loved our stay here! It had the most beautiful beach views and was so comfortable! Definitely a great place to be. Highly recommend!!
Guest favourite
Apartment in Savannah
4.92 out of 5 average rating, 62 reviews

Seaing Spotts: Beachfront Seaside retreat! Cayman

Dawn Rating, 5 stars1 month ago
This condo is spacious and beautiful. A quick walk to the beach with a beautiful view. We didn’t see as much snorkeling but that’s ok. The home decor is so cute! The only thing I’ve had in every other Airbnb is hand soap to wash your hands after going to the bathroom. This place has none. Just an FYI. Everything else was perfect.
Guest favourite
Apartment in Bodden Town
5 out of 5 average rating, 9 reviews

Magnificent Ocean Front Sea Palm Villa #11

JosephRating, 5 stars1 month ago
Always enjoy visiting the Island and staying on the quiet side. The apartment was beautiful and renovated nicely. not huge but felt giant because of the indoor/outdoor space with a wall of doors/windows. Loved the pool and the beach of course. The only thing we didn't love about the entire thing was the grass on the beach which is an almost impossible task to maintain. Host was responsive, friendly and nice to work with!
Top guest favourite
Apartment in Savannah
4.96 out of 5 average rating, 85 reviews

Beachfront walkout with amazing patio & view

KathleenRating, 5 stars1 week ago
Heavenly! Best Airbnb experience ever. Private beach, amazing snorkeling, comfortable furniture, beds, & pillows. Everything you need is in unit or a very short drive away. Only drawback is hearing upstairs neighbors footsteps BUT not a big deal if you spend most of your time outside. Loved how well this unit was stocked (cooking supplies, laundry detergent, etc.). Lin was extremely helpful & lovely. The design & ambience within the unit are well thought through; charming. Our daughter is in medical school here & we will definitely come back!
Superhost
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars1 month ago
The property is perfectly positioned on the island, everything is within a 20 minute drive. The beach at the property was very quiet and convenient when you want to relax and pause the island exploration. The house is equipped with everything you may need. If you like to cook they provide everything. If you want to eat out there are plenty of options in a 5-10 minute radius. I’d highly recommend this property if you want to both explore and take advantage of a beach/pool combo. Lastly, Ann was very responsive before, during and after our stay. She was very helpful when we had questions.
Top guest favourite
Flat in Rum Point
5 out of 5 average rating, 7 reviews

The Retreat at Rum Point Beach

TonyRating, 5 stars2 weeks ago
It was such a nice stay I had with my family. Joyceann was great and very responsive. The place was great with a nice view of the beach as being on the 3rd floor despite not right ocean front. In fact, it was better for privacy. It was spacious and everything was great. There is a dryer (and washer) although not well described. Joyceann took actions immediately for our needs upon request. Communication was great and always prompt. BTW, we loved snorkeling everyday, and there is a nice coral area out about 30-50 yards. Many boats come everyday for snorkelers. If you enjoy being relaxed without too much crowds, this place is a great option.

Private beachfront home rentals

Top guest favourite
Apartment in West Bay
4.99 out of 5 average rating, 94 reviews

Next to Ritz | Oceanview 1BR on Seven Mile Beach

ReneeRating, 5 stars3 weeks ago
Loved having two Adirondack chairs on porch! Communication was fantastic as we needed a couple items that were part of the Airbnb and they were right on it and got it to us very quickly. The place was very clean, which is important to us. We met the housekeeper and she was an added bonus! She let us in and made us feel very comfortable to change as we got there early and we were able to get on the beach to enjoy the rest of our afternoon!!That was an extra top bonus! Loved having some great restaurants walkable. Though we had a car, we did taxi to a few places just because it was so hot and we were dressed up. Tillys was fabulous for sunset, Yoshi‘s across the street for amazing sushi and a great locals place down at Heritage Kitchen near cemetery Beach. It’s a little tiny hole in the wall, but incredible and amazing food and people! They were awesome! Definitely affordable but fresh and delicious.
Top guest favourite
Apartment in Cayman Islands
4.97 out of 5 average rating, 70 reviews

7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!

DonovanRating, 5 stars3 weeks ago
This condo is a slice of heaven. From the moment you open the door you are greeted with a stunning view of the ocean and Seven Mile beach. The condo is very clean and has a breezy, beach feel throughout. The balcony overlooks the beach and a lovely grass area, with a romantic corner off to the side which is perfect for enjoying your favourite champagne and strawberries. The beach itself is pristine with lovely loungers (no plastic here). The water is crystal clear and while there are some rocky areas (which offer great snorkelling), you can walk smoothly into the ocean and immerse yourself for hours in the water. The condo grounds are beautiful kept, with tropical flowers and shrubbery. Jayne was a wonderful host and always quick to reply. Fosters grocery store and Jacques Scott liquor shop offered everything we needed during our stay. We look forward to returning to this Grand Cayman paradise.
Apartment in Rum Point
4.86 out of 5 average rating, 7 reviews

The Retreat # 30 Beachfront Oasis at Rum Point

TacyRating, 5 stars1 month ago
We just finished celebrating our anniversary with our children and their spouses. This was the perfect location! The condo was space, clean, well appointed with all that we needed to cook meals in when desired. The w/d was a big help. The views were amazing. We spent so much time on the screened veranda in the mornings. The area was delightful for swimming, snorkeling, and close by to the resort with a restaurant and bar. We couldn’t have asked for a better condo and more helpful host! He even accommodated checking in early that fit well with our flight arrival time. Thank you!
Apartment in Bodden Town
4.79 out of 5 average rating, 39 reviews

2 Bedroom Condo with Ocean View at Moon Bay Condos

PaulRating, 5 stars2 months ago
It was a very pleasant and peaceful stay. The ocean views and sounds from the veranda were like magic. The unit was as described and the host could not have been more helpful while at the same time leaving us to ourselves.
Apartment in Rum Point
4.91 out of 5 average rating, 116 reviews

Starfish Paradise Beachfront Condo

Katie & TimRating, 5 stars2 months ago
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.
Guest favourite
Flat in Bodden Town
4.85 out of 5 average rating, 127 reviews

Suncoast Apartments Grand Cayman - Unit # 1

JerryRating, 5 stars5 months ago
2nd time we've stayed at Suncoast. Great accomodations. Friendly host and easy to locate. Another great experience. Looking forward to our next stay!
Guest favourite
Home in KY
5 out of 5 average rating, 22 reviews

Sea Cove

PeteRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Rum Point
5 out of 5 average rating, 8 reviews

My House, Your House, Beachfront

GeorgeRating, 5 stars1 month ago
Had a wonderful time and the place was great. Host was very responsive and provided lots of useful information to make our trip really memorable. Definitely coming back.

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