North Side Rentals

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211 Houses

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

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“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

Price per night from

$281

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 12 minutes

Price per night from

$453

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“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.

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

$457

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

North Side house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My kids loved snorkeling off the pier. The house was completely stocked and the serenity and peace of the totally private beach house was amazing.

Responds fast! avg. 3 hours 12 minutes

Price per night from

$487

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“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.

Responds fast! avg. 3 hours 52 minutes

Price per night from

$201

Responds fast! avg. 3 hours 12 minutes

Price per night from

$602

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

$453

Responds fast! avg. 3 hours 12 minutes

Price per night from

$338

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$331

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$331

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$466

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

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$331

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

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$466

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

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$292

Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Great rentals within 20 miles that match your search

Cayman Reef Resort #1 - Renovated Seven Mile Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Excellent 1BR on SMB” My wife and I just spent six night in this great one bedroom condo on SMB. It was our first stay in the Caymans. The unit was exactly as advertised. Ample towels were provided, including beach towels. The unit has a full kitchen, with every appliance that you could ever want. The screened in patio, which was great for dinners, also has a nice electronic grill that I used to cook a beautiful red snapper that I purchased from a local fisherman in downtown George Town. The bed was comfortable, the bathroom large, the hot water VERY hot and plentiful, and the AC worked very well. The unit is reasonably stylish, with several nice finishes throughout. The condo building has a mix of vacationers and residents. The pool isn't huge, but more than adequate if you want to take a quick dip. There is a tennis court in very good condition in front of the building. The private beach has several recliners and umbrellas. We never had to fight anyone for use of these, but that may be different during peak travel times. The location of the unit was IDEAL. The resort is on the beach, which is obviously a big plus. Additionally, there are TONS of great food options within a quick 5 minute walking radius. To quickly name a few, Chicken Chicken, Al La Kebab, and several restaurants at Camana Bay were all excellent. We rented a car, which we found useful to get to the grocery store several times. In hindsight, could we have done this by taking cabs or buses? Yes. But we liked the flexibility. The owners provided us with ample suggestions and guides to help make our first stay on island more pleasant. Marc was very responsive to emails and was on top of everything. All in all, the unit worked out great. We didn't spend a whole lot of time there, as we were out every day diving. But the time that we did spend there was very pleasant. We would certainly consider renting this unit again.

Price per night from

$567

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

Rum Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve

Responds fast! avg. 3 hours 12 minutes

Price per night from

$567

Casa Caribe penths oceanvw Condo #18 Heart of 7-Mile Beach near Ritz

Seven Mile Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Perfectly perfect!!!” This penthouse was perfect for our 8 day vacation. The unit was beautifully decorated and set up for cooking with all the spices, pans, etc. needed. The beach was a few steps away from our unit, with views from the deck of a perfect sunset. Located in the heart of 7 - mile beach, we were able to walk to the store and restaurants, all very close. My favorite was sitting on the deck and listening to the waves roll in. The beach at Casa was the very BEST of all condos in my opinion on this island. The sand was plentiful and felt like we had our own paradise with umbrellas and chairs provided. We even Snorkeled right off our beach and saw lots of colorful fish. Definitely take an underwater camera! We will thrilled with this unit and plan to stay here again next year. Best vacation ever!!! Neal and Effie were wonderful in providing what we needed.

Responds fast! avg. 1 hour 50 minutes

Price per night from

$650

Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Wonderful Stay, Beautiful Condo and Grounds, Easy to Work With” Condo is beautiful and exactly as described in the listing and in all communications with Marc. Very close to beach and water. Even closer than looks in pictures. Literally few steps out the door. Also close walk to great restaurants, stores and Camana Bay. Unit well equipped with towels, umbrella. Beach is gorgeous with beautiful turquoise warm water. Pool and grounds immaculate. Well maintained. Pretty landscaping. Enjoyed the screened porch with ceiling fan for morning coffee. Most gorgeous sunsets on the island right outside of the door. Marc was easy to work with ..... from the time of booking and throughout our stay. He touched base by email and phone upon our arrival to ensure we were doing ok. We would not hesitate to book again .... amazing experience.

Price per night from

$567

Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 12 minutes

Price per night from

$453

Seven Mile Beach Ground Floor Unit Great Location

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$516

Cayman Reef Resort #50 - Best Value on the Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Excellent Long Term Stay” Unit 50 was very suitable for my wife and me for a four week visit. We thought the overall experience was excellent and it provided excellent value for our money. We would definitely recommend Unit 50 and we plan to return. Don't expect luxury, but do expect comfort, convenience and a relaxing place to stay. The owner, Marc, is very well organized, responsive, a good communicator and a pleasure to deal with. There were no surprises. Marc's information packages were clear with all the information we needed for our stay in the condo plus he provided helpful information about the island. The resort is clean and well maintained with a good pool, on a non-crowded section of the beach with plenty of beach chairs for all. The resort staff were very helpful. The resort is very well located on Seven Mile beach within easy walking distance to restaurants, grocery stores and Camana Bay shopping. If loaded down with groceries, we took a taxi back. We did not need a car, although we rented one for a couple of days to explore the island farther afield, which I would recommend. If you dive, the resort is an easy walk along the beach to the Red Sail Sports locations at the Grand Cayman Beach Suites (GCBS) or the Marriott. If you own and don't rent, you can store your gear in lockers at GCBS so there is no need to lug it back and forth. The apartment is spacious and is comfortably furnished. We cooked and ate four to five dinners/lunches per week in the condo and ate at restaurants the other times. The electric barbeque works well but takes longer to heat up and to cook than a gas one, so we had to learn to plan accordingly. We took advantage of the option to have the apartment cleaned half-way through our stay. Our unit was at the back of the property overlooking the pool with a view of the sea in the distance. It was generally quiet, although there is construction on the adjacent property to the south and we could hear the backhoe from the pool area. Sometimes the Royal Palms Beach Club, three units north, plays music loudly when the cruise ship passengers are in or there is a special event. This is a benefit or a curse depending on your point of view. In summary, we found Unit 50 to be a good place to stay and we recommend it to others.

Price per night from

$516

Cayman Reef Resort 56 - Luxury on Seven Mile Beach

Seven Mile Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Fantastic Condo on a fantastic beach” This condo was more than we could have hoped for. Modern, new, clean and extremely well stocked with kitchen ware, towels and bed linens. Two screened in patios with a view of the sunset. A very clean pool just off the main balcony. Washer, dryer and dishwasher made this unit a very family friendly unit. My kids said that they thought the condo was better than home ! We plan on returning to grand cayman and when we do our first choice for lodging will be Cayman Reef Resort unit 56. Lastly, I can't imagine a more attentive landlord than Marc. His attention to detail and the comprehensive packets of information regarding the condo and Cayman in general wee invaluable. I felt like he was our personal concierge. He gave us advice on private tours, excursions and dining. We recommend this condo and Marc with 5 Stars.

Price per night from

$1,140

Kaibo Phase 2 - A4, Grand Cayman

Rum Point apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect vacation” My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking around Kaibo. It is on a sandy beach with a restaurant right next door. We will definitely return to this spot. The beach is not good for swimming but there is a pool and hot tub. There is a beach within walking distance that is good for swimming.

Responds fast! avg. 2 hours 20 minutes

Price per night from

$229

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$441

SMB Area Private Villa From $1395/wk

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Cayman Relaxed” What a great place. Away from the congestion of seven mile beach. Two good restaurants, beach and a grocery store within walking distance. We made good use of the two outdoor hammocks. Nicely appointed kitchen although we just used it for breakfast every day. Six minutes from the governor's beach. 20 minutes from Georgetown. We plan on coming back.

Price per night from

$287

Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock

Rum Point house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Beautiful house/location...but erroneous charges from owner not” This is a truly wonderful vacation rental...beautifully decorated and well situated in the cove allowing both privacy and easy access to the ocean. We had a large group and I can easily say we all agreed it was a magical spot worth returning to...especially given the bioluminescene right in our cove which we enjoyed every night! Our other concern was access to the grocery store which turned out to be a shorter drive than expected (maybe 20 mins). All was well until we checked out and the owners slammed us with erroneous charges for missing items! We were never given an innitial inventory, yet we received a massive bill and automatic charge from the owner. They even charged us for items they admitted were missing before we arrived. It was a ridiculous ending to a wonderful trip and it left us all with a bitter taste in our mouths. If you're a strong negotiator, perhaps this rental is worth your trouble.I would certainly recommend getting an inventory pre-visit and writing into the contract that you would only be held accountable for those items listed.

Responds fast! avg. 3 hours 12 minutes

Price per night from

$911

Island Gem

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Villas Pappagallo - a real treasure!” My boyfriend and I stayed at Villas Pappagallo in April 2015 for 9 days. What a delight! After booking the apartment, we were supplied with more information by the owner that helped us prepare and plan for our vacation. Sandy greeted us upon arrival. She was happy to answer any questions we had and left us to settle in and explore. At first glance, we were pleasantly surprised by the accuracy of the photos. I have ended up in rental units that often times look spacious and clean from the photos and unfortunately were not. This was NOT the case with this unit. It was large, clean, and well-decorated. The beds were big, comfortable and fresh. The towels were clean and plentiful. The kitchen was better equipped than our own. We immediately felt at home in our “temporary home”! The unit was a treat, but the property at Villas Pappagallo was the real treasure. We were looking to relax and decompress – VP was just the place! We found ourselves fall into a routine early on. Waking up early to the sun peaking through the bedroom windows, breakfast on the balcony, trips down to the pool, and long walks down the beach. Some of the best snorkelling on the island is directly off the VP jetty – we saw plenty of fun sea creatures. In the evenings, we found ourselves back on the balcony with a drink in hand. It was a level of relaxation we had never experienced! When we did decide to travel outside of the property, we were pleased to see that this wasn’t a cliché Caribbean Island. The locals are genuine and you won’t be harrassed while walking down the beach. We took trips to the Turtle Farm and Cracked Conch, Seven Mile Beach, Cemetery Beach and the East End. We felt comfortable everywhere we went and the island was easy to navigate by car. A must do is Stingray City. What majestic creatures! While we ate many meals at home, we did venture out to a couple meals during our stay. We ate Chicken Chicken for take-out, and dined out at Ristorante Pappagallo, Calypso Grill and Cimboco. All fantastic meals! The restaurants on the island provide something for everyone. Overall our experience was unforgettable! Lee has put a lot of thought, effort and care into making this place a home. She was responsive and her advice was extremely valuable. We hope that we have a chance to return to Villas Pappagallo in the near future and we will definitely recommend to all friends and family! Thank you Lee!

Price per night from

$487

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$269

Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing

Rum Point house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 12 minutes

Price per night from

$3,950

Majestic Luxury Private Home On Seven Mile Beach

George Town villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 17

Price per night from

$4,580

Castaway by the Sea - Lodge

Bodden Town beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$205

Coconut Cottage

Bodden Town cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$573

Seven Mile Beach - 4 bd Private Home w/pool Sleeps 9

Seven Mile Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$1,718

RUM POINT -Ocean Front Villa

Rum Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$401

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$344

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

East End house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 12 minutes

Price per night from

$682

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rentals in North Side

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Top Destination reviews

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point
What a wonderful place!

If I could give this 6 stars I would. The condo was absolutely perfect. Beautiful & clean. Everything you need. Dan was so helpful. Before we arrived, he sent us a package telling us of all the best places to go & where to shop and some hand detailed maps. Such a beautiful ocean view from the condo. If you go, be sure to go tyo Sting Ray City & the sea turtle park.We have vacationed many time & I will say that this is right up there at the top of the list of our most favorite vacations. We will be back! Thanks so much for your hospitality Dan.see more
Gorgeous Beachfront Villa, Azure Breeze #5
Thumbs up for Azure Breeze #5

We had a terrific stay at Azure Breeze #5. The home is very well maintained, was comfortable for a family of five and has all of the modern amenities (air conditioning, washer/dryer, etc). Frank, the owner, was proactive reaching out and responsive to the few questions we had during our stay. Pros: gorgeous location on the beach with great snorkeling right out the back door, well equipped comfortable unit, short drive to Rum Point, great board game collection was a hit with our kids. Considerations: 30-40 minute drive from the core tourist activities (7 mile beach, shopping, etc), beach is shared with the other 5 units (although we didn’t see much of the other tenants), Wi-Fi was slow and recommend brining a good pair of water shoes as beach and much of the nearby water are a little rocky. Overall great experience! Thanks Frank!!see more
Sea Magic
Rum Point ... Sea Magic

Wonderful newly remodeled home with lots of amenities not the least of which is the huge hot tub. The house is located in a very quiet area of Rum Point yet very close to the Rum Point beach club. Would highly recommend and was very comfortable for our family of 6. … see more
Rum Sands
Woderful location

We had the perfect vacation in this condo. Great amenities available and so close to the beach. Wonderful! … see more
Kaibo Yacht Club # 29C
Nice Spot

Rum Point and the Kaibo Yacht Cub are lovely with beach, blue water, and quiet warm. The condo was perfect. Very clean and comfortable. The next door condo was being renovated so there was a lot of noise during the daytime. We found the hour long drive to town and grocery store a trek. Otherwise we enjoyed our stay on this very lovely Island.see more
The Pools #10
Just wonderful

On our first visit to Grand Cayman we could not have been more satisfied. This condo offered a very relaxing place to spend a week. The view and quiet location allowed us to forget other obligations that clutter our daily lives. The unit was clean. The kitchen fully stocked with utensils, dinnerware, dish soaps (liquid and dish washer tablets), cookware and dish towels. We did run out of coffee filters and I can not say if they are provided or if they were left over from previous guests. All other linens were provided including beach towels. No laundry soap was provided. A highlight was the indoor pool which we used daily. Our group of two couples could frequently be heard commenting on how much we enjoyed the outdoor living space created by the 2 story screened pool enclosure. It is here that we had our morning coffee and breakfasts. The beauty of tropical sand and water just outside the door was intoxicating. The unit is a short walk from Star Fish Point so we were privileged to observe star fish also living around the dock just outside the back door. Two outdoor chairs and two lounging chairs were provided if one chose to relax by the condo. We found WIFI worked best later in the evening. Check-in and check-out were convenient as the office is located very close to the airport. We were easily able to access the office with a simple phone call for any questions that arose. Rum Point Beach is a few minutes away by car. Here you will find a public beach with chairs, food, drinks, dive shop, hammocks, gift shop and a good restaurant for dinner. Also within a short walking distance of the condo is Kaibo restaurant. We found only 1 of our 3 meals there up to our expectations. Lunch food was satisfactory. Both the Tuesday evening BBQ and Luna Del Mar dinner (only happens on full moon), quality did not match the expensive cost. We would have enjoyed some sort of book in the unit with dining recommendations and things to do. We were however able to talk with other visitors for their recommendations. Our favorite dining highlights were Rum Point for dinner, the Lighthouse, Over the Edge, Morgan's Seafood. Other than going to the beach our favorite activities were boat to snorkel and Sting Ray City, Crystal Cave and Bio-luminescent tour at night.see more

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