Beachfront vacation rentals in Old Man Bay

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Popular amenities for Old Man Bay beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite

Condo in Rum Point

4.95 out of 5 average rating, 20 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

ChadRating, 5 stars1 month ago
My wife and I were looking for a peaceful get away with the family for the holidays. This home was perfect. The Rum Point/North side of the island was perfect for that. Low key, beautiful and perfect for a couple or a family. You have two restaurants close by that are excellent. There are several others within easy driving distance. The private beach was very nice and Rum Point beach is very close(less than a 5 min drive). You could easily walk there if you wanted. If you want to really explore the island, I highly recommend renting a car. It is the most convenient way to get around and nothing on the island more than an hour away. We ventured over to the 7MB area for one day. It was also beautiful, but we found we liked the quieter, more relaxed pace of the this part of the island much more. 10/10 recommend.
Guest favorite

Cottage in East End

4.95 out of 5 average rating, 77 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

DianeRating, 5 stars5 days ago
We loved our stay. It was a little piece of paradise. We snorkelled and fished right from the property. On our arrival, We were a bit early and Sarah and her husband were there and they were so nice. They greeted us with fresh coconuts they cut down from The trees in their yard. It was so nice. We had a bit of plumbing issues and they has their Plummer there immediately. Beautiful home, beautiful island. One of our favorite restaurants was a fish place you can walk to from the beach. Thank you Sarah for everything ❤️
Superhost

Apartment in Bodden Town

5 out of 5 average rating, 3 reviews

Ocean/Beachfront-stunning views! Seabreeze Villas

JoeRating, 5 stars11 months ago
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.
Guest favorite

Condo in George Town

4.92 out of 5 average rating, 151 reviews

Seven Mile Beach with Soul

AshleyRating, 5 stars1 week ago
The stay at our beachside apartment was great. Walking distance to Camana Bay and other great restaurants. Apartment had what we needed including coffee maker and toys for our little. Thanks again.
Guest favorite

Home in West Bay

5 out of 5 average rating, 27 reviews

The Highlands Retreat A

ThadRating, 5 stars6 days ago
seamless and flawless experience. very clear directions; code worked on all doors; immediate responses to questions and one small maintenance issue ; close to beaches, top flight wine store and fosters grocery; extremely thoughtful providing of everything you could think of to cook, grill, swim, avoid bugs, sunscreen, beach gear, cooler with wheels, well equipped kitchen, great tech wifi and tvs, excellent linens and laundry, and condiments and beverages and snacks! the rum cake on arrival was great all week! just the perfect escape and tremendous value.

Guesthouse in Bodden Town

5 out of 5 average rating, 5 reviews

Andy's Inn #1 Oceanview Guesthouse

CarolynRating, 5 stars12 months ago
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

Apartment in Bodden Town

4.75 out of 5 average rating, 12 reviews

Apt w/kitchen & car, on beach, at Turtle Nest Inn

MicheleRating, 5 stars15 months ago
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!!
Superhost

Apartment in George Town

5 out of 5 average rating, 3 reviews

Two Bed Deluxe Studio on the Beach

GregoryRating, 5 stars10 months ago
The apartment is close to shopping and a variety of good restaurants. There is not a sandy beach at the property but the dock serves as a great place to swim and snorkel. Seven Mile beach is a five minute drive away.

Beachfront home rentals with a pool

Superhost

Condo in George Town

4.8 out of 5 average rating, 25 reviews

Enjoy Sunsets at Fully Equipped Condo at the Beach

MadisonRating, 5 stars1 week ago
We came here for a family vacation and loved it! The condo is beautiful and right on the beach. It is in a great location and had plenty of space in the condo for our whole family.
Guest favorite

Home in Grand Cayman

4.95 out of 5 average rating, 21 reviews

3 Bedroom Beach House with Pools

CarlRating, 5 stars1 month ago
This was a wonderful stay! Patricia had all the amenities we needed: beach towels, beach chairs, umbrella, cooler, snorkel gear and so much more! The place was perfect! We had plenty of room and had such a memorable time. Great views, wonderful pool. Quiet secluded area that made relaxing easy. We played board games, took advantage of the spacious kitchen. Beds were very comfortable. I highly recommend Patricia’s place!
Guest favorite

Condo in Rum Point

5 out of 5 average rating, 25 reviews

Beachfront Kaibo Condo

DougRating, 5 stars1 week ago
Very beautiful location, area was quiet and very safe. A couple good restaurants within walking distance as was a nice cafe. Easy commute to all ends of the island. Condo was very clean and comfortable for our family of 4. Host was great and helped with things to do and grocery shopping in the area. Will recommend to friends and family.
Superhost

Condo in George Town

4.87 out of 5 average rating, 53 reviews

3 Bedroom 2 Bath Condo right on 7 Mile Beach

KellyRating, 5 stars1 month ago
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.
Guest favorite

Home in KY

5 out of 5 average rating, 8 reviews

Willow Beach by Grand Cayman Villas

NatashaRating, 5 stars6 months ago
We had the BEST stay at Willow Beach house. We loved the location - quiet but still close to Rum Point. We enjoyed this much more than we would have staying on 7 mile beach. There were 4 of us adults and 5 kids (6,7,10,13,13) and we all enjoyed the house so much. The pool was a little small but the kids still had a great time! The water at beach is rocky (so definitely pack water shoes) but there’s so much snorkeling to do! We saw 3 lion fish and so many reef fish right out the back door! The house was well stocked and beds were comfy! The layout is perfect for two families with kids. We are already working on planning a return visit, we loved it so much.
Guest favorite

Condo in George Town

4.98 out of 5 average rating, 63 reviews

Beautiful, Seafront 3 bed condo, Seven Mile Beach

TonyRating, 5 stars1 month ago
This is our second time staying at Lana’s condo. We actually booked this stay immediately after returning from our last trip. The condo was perfect for our family. Plenty of space, well stocked in terms of kitchen essentials/bathroom supplies/towels. The patio is an awesome place to eat breakfast or have dinner watching the sunset. Lana is an amazing host and SO accommodating. She coordinated our crib delivery for our 20 month old and had everything set up. Furthermore, she picked up an online grocery order I placed and had everything already in the condo. This made such a huge difference after a long travel day! She’s very easy to get in touch with, always polite and quick to respond. Wouldn’t hesitate to stay here again!
Guest favorite

Condo in George Town

4.92 out of 5 average rating, 79 reviews

Oceanfront 2bed 2bath Condo Seven Mile Beach

JasonRating, 5 stars3 weeks ago
Perfect spot for the Cayman adventurer! Our family of three really had a good time and the location was perfect for our needs.
Guest favorite

Condo in Rum Point

4.93 out of 5 average rating, 127 reviews

Nature's View: Pools of the Kai #2

JustinRating, 5 stars3 weeks ago
Hands down one of the best AirBNB stays my wife and I have ever had. We've traveled extensively in Europe and the USA and this was by far the best equipped and stocked place we've stayed. From the abundance of towels, snorkeling gear, kayaks, chairs, kitchen wares, and the biggest selection of left-behind sunscreen we have ever seen. No need to bring your own sunscreen if you are coming here! The beds are comfortable, the place was spotless and we could count 20+ starfish in the water within 100 paces of the back door. The place is peaceful, though the neighbors are close by. If you have some large families with out-of-control kids next door, I could see the peace factor evaporating quickly. Nevertheless, this is a gorgeous spot and one to which we plan to return!

Private beachfront home rentals

Guest favorite

Home in Bodden Town

5 out of 5 average rating, 37 reviews

Beachfront bliss & Oceanside Oasis - Grand Cayman

SarahRating, 5 stars2 weeks ago
This was one of the most beautiful homes we have ever stayed in (and we use Airbnb a lot). The house is stunning and even more beautiful than the photos. It is so peaceful and my family and I were able to truly relax and enjoy the house and beach every day. We didn’t want to leave, but when we did, we found the location central to everything we needed with our car. Avril’s art is stunning and the house was designed with such care and thoughtfulness. The views are gorgeous and the lower level was perfect to spend time in throughout the day and evening. If you want to be away from the busy spots and tucked into a quiet and beautiful part of the island, book this home. Thank you for an absolutely perfect stay, we highly recommend this special home and hope to be back!
Guest favorite

Home in Rum Point

4.91 out of 5 average rating, 11 reviews

Whispering Kai: beach home on Bio Bay, Cayman Kai

MegRating, 5 stars2 months ago
Whispering Kai was by far one of our best Airbnb experiences ever! This home had everything - everything you'd need to make meals in, have cocktails on the beach, entertain kids of all ages, entertain adults, a surplus of clean linens and comfy beds... absolutely everything! The location was amazing; quiet, near to Kaibo restaurants and coffee and yacht club, on a lovely private beach with a private dock, and had the most amazing views. Our three kids did not want to leave and immediately asked when they would be able to come back to the "amazing island house" again in the future. I whole-heartedly recommend Whispering Kai to anyone looking to visit Grand Cayman. Communication with Mitzie and her daughter was also super easy and friendly which is always a lovely bonus! Thank you for such an amazing time! We hope to be back in the near future!
Guest favorite

Home in KY

5 out of 5 average rating, 17 reviews

Sea Cove

KarinaRating, 5 stars1 month ago
Shellie was a genuinely lovely host. She provided everything we could possibly need for the duration of our stay. She made sure we were aware the apartment was in a quiet part of the island..and it was..making it perfect for us. The apartment had everything we would need and was situated right by the beach with a short walk to a restaurant and bar. The beach was beautiful and even in an electrical storm the whole area was just perfect. We would definitely stay here again. Thank you Shellie.
Guest favorite

Villa in East End

4.93 out of 5 average rating, 43 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

KyleRating, 5 stars2 weeks ago
Kab was a great host and her local contacts were also great to interact with. The condo is great, plenty of bedroom and bathroom space. Kitchen had everything needed for cooking meals. The pools were fun to hang out at and swim in (though not heated, so the little ones could only enjoy for a short time), but they were refreshing for adults in the hot Cayman sun. The beach across the street has some nice places to relax and play in the sand with the kids, can also walk up/down (shoes/sandals recommended) for different sights and finding and place to snorkel. Overall we enjoyed our stay at Kab's place on the quiet and relaxing, East End of Grand Cayman.
Guest favorite

Home in George Town

4.96 out of 5 average rating, 51 reviews

Paradise Beach House in South Sound, George Town

SaraRating, 5 stars1 week ago
We had a wonderful time at Kate and Nick's. We spent most of our time relaxing on the beach and deck. The snorkeling off the house was fun. We were close to the dive company that our son went out with. Restaurants in the area were enjoyable. The house was beautiful, clean and spacious. I definitely recommend!
Guest favorite

Condo in George Town

4.92 out of 5 average rating, 25 reviews

7Mile Beachfront 3Bed/2Bath @SunsetCove #202

StephenieRating, 5 stars3 weeks ago
We had a wonderful stay and can’t wait to come back! The condo was clean, spacious, well outfitted and the oceanfront patio was a dream!
Superhost

Condo in Savannah

4.95 out of 5 average rating, 21 reviews

Relaxing Front Beach Condo in Coral Bay

NickRating, 5 stars5 months ago
We loved our stay at this beautiful condo on Spotts Beach! We made some wonderful memories on this vacation. The location was perfect - steps from the beach where we snorkeled with sea turtles daily and it was centrally located on the island. We felt like home with washer/dryer and thoroughly enjoyed our coffees in the morning and dinners with a view on the screened in deck. Eve is a great host and answered any questions we had throughout our stay. We plan to come back.
Guest favorite

Cottage in East End

4.98 out of 5 average rating, 182 reviews

Ruby's Hibiscus - Grand Cayman beach cottage

SandiRating, 5 stars6 days ago
First Class all the way and down to every detail. Enjoy endless breathtaking surroundings and scenery or go to the many Island adventure spots. Decorated deep in tradition with sprinkles of joyful, playful colors for comfortable, relaxing memory making!! Wouldn’t stay anywhere but one of their homes. Second visit and about to book next one

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