North Side Rentals

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"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Winter Getaway” This was not our first trip to Grand Cayman and we are very familiar with the island and what is available by way of accommodation. We have always been partial to the North Side. It offers the peace and tranquillity that you cannot find on 7 Mile Beach and “A Mid-Winter Night’s Dream” has definitely offered us the best experience so far. The condo was as described, very clean and so well equipped, we wanted for nothing. Definitely the best unit in the complex. We had a direct unobstructed view of the ocean and although we had planned to eat dinner at nearby restaurants, we spent most evenings dining on the lanai listing to the sounds of the ocean. Great snorkeling, very private beach and surrounding area. My husband and I highly recommend this property. Many thanks to the Lang family for sharing and a special thanks to Dan, it was a pleasure dealing with you.

Price per night from

$281

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

Price per night from

$453

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$461

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Grand Cayman Pearl for quiet enjoyment” We contacted the owner on line and received instant reponse to our inquiries and when we arrived at our designated time for a month we found everything that we had anticipated and more. The interior is bright and tropical and the kitchen was well equipment to accommodate whatever we decided to cook in house.The beds are comfortable and located so you can see, hear and smell the tropics.The snorkling off the beach is awesome when the water is calm and there are numerous sites within a short drive.Wifi TV and stereo were all there if you wished to use them. A vehicle is a must to get to enjoy the sites and venues of the island and to taste the Cayman cuisine. The management staff were at your instant call when needed. We would recommend this location and look forward to our return with family in the near future. Wayne & Mary Jane Dennis, Canada

Price per night from

$201

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$454

Luxury 3bd Beach View, # 2 Peach, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$329

Luxury 3bd Beach View, # 3 Blue, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$378

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$397

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$306

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$397

Best vacation in Grand cayman, the North Side Rum Point area

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$311

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$220

Great rentals within 20 miles that match your search

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$520

Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$692

Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$530

Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$530

Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$530

Mediterranean Villa

West Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$288

CaymanOnTheBeach

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 8 minutes

Price per night from

$375

North Palm Villas

Savannah apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$272

Sunset Cove 2 Bed/2Bath Condo on Seven Mile Beach with Discounted Boat Charters

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$399

Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

Price per night from

$2,307

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$441

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$380

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$441

Spacious 1BR/1BTH Apt /w Rooftop Pool Near Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$441

Spacious Luxury 4 Bd 4 Bth Villa w/ pool, Sleeps 8

Seven Mile Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$2,381

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$576

The Grove Apt # 15 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

The Grove Apt # 42 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

The Grove Apt # 47 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

The Grove Apt # 23 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$576

The Grove Apt # 44 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

The Grove Apt # 40 2BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$692

The Grove Apt # 46 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

The Grove Apt # 45 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$461

Chic Studio Apt Near To Seven Mile Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$260

Viewing 38 of 150
rentals in North Side

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Top Destination reviews

Cayman Conch Quest Beachfront Condo in Rum Point
Great Condo to Rent

We would agree with all of the positive reviews for this condo. We stayed a week in early January. The condo is very comfortable; it is actually even nicer than the pictures. This condo is extremely clean and well maintained. The beds are very comfortable; there are plenty of beach towels, bath towels and linens. There is a TV ( gets all kinds of channels) stereo, Ipod docking; DVD player- more than you need. The artwork in the condo is very nice. The screened in lanai is great for meals and to just watch the ocean. The pool is clean. The complex is small and is kept immaculate by the management company. It was windy the week we were there so we were not able to swim/snorkel out front. Loved having the beach chairs,mats,bags and cooler to use. Bob replyed to all of my emails thoroughly and quickly. There is detailed information Bob emails to you and there are 2 notebooks of information at the condo. It is very quiet and peaceful. The drive is approx 40 minutes from the airport. Bob recommended Marshall's car rental and we found them to be great. This was our first trip to Grand Cayman. We would without a doubt recommend this condo. … see more
"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point
Loved it

We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location … see more
Gorgeous Beachfront Villa, Azure Breeze #5
What We Were Hoping It Would Be

No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us. … see more

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