North Side Rentals Cayman Islands North Side

Steps to Sand & Sea - Oceanfront Condo with Pool in Quiet Cayman Kai/Rum Point | Condo in North Side

10.0 (54 Reviews) |   2 Bedrooms  2 Bathrooms  6 Guests  Stay&Play
North Side Condo | Steps to Sand & Sea - Oceanfront Condo with Pool in Quiet Cayman Kai/Rum Point

2 Bedroom Condo in North Side

A Mid-Winter Night’s Dream is a true oceanfront condo in the Cayman Kai/Rum Point area, just 45 minutes from Owen Roberts International Airport (GCM) and 2 miles from the famous Rum Point Club. This first-floor, end unit offers unbeatable convenience — step right from your screened-in lanai to the pool, beach, and endless Caribbean views.
WHY GUESTS LOVE IT
• Oceanfront location with direct beach and pool access
• First-floor ease, no stairs or elevators
• Screened lanai with sea breezes and views
• Small 10-unit complex, peaceful and private
• Close to Rum Point Club but away from the crowds
The condo accommodates up to 5 guests with two bedrooms, two bathrooms, and a sofa sleeper in the living room. The master suite features a king bed, private bath, and ocean views so you can drift off and wake up to the sound of waves. The second bedroom offers two twin beds and convenient access to the second bath.
Inside, you’ll find central A/C, a fully equipped kitchen (microwave, oven, dishwasher, coffee maker, blender, and more), and a spacious screened-in lanai where you can relax with sea views, cooling breezes, and the soothing rhythm of the surf. Step outside and you’re just a few feet from the freshwater pool (with a shallow section for little ones) and the white-sand beach shared by only 10 units. Even during busier times, it still feels more relaxed and low-key than the island’s west side.
For your comfort, the condo is stocked with beach towels, water floats, washer/dryer, iron/board, cable TV, and telephone. Starter supplies are provided, and Chisholm’s Grocery is just five minutes away for anything you need.
Whether you’re seeking peaceful relaxation, family time, or a quiet base for exploring Grand Cayman, A Mid-Winter Night’s Dream offers the perfect oceanfront escape.

This 2 Bedrooms Condo provides accommodation with Wellness Facilities, Parking, TV, for your convenience. This Condo features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. This Condo is less than 1 km from North Side, and gives visitors the opportunity to explore it. The rental Condo has 2 Bedrooms and 2 Bathrooms to make you feel right at home.

Check to see if this Condo has the amenities you need and a location that makes this a great choice to stay in North Side. Enjoy your stay in North Side at this Condo.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Entertainment
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
North Side, Grand Cayman Island, Cayman Islands

What Our Guests say 500 + Reviews

Apr 27, 2025 01:05:24 AM
Summary: .
Eugene M. Eugene M.
Feb 4, 2025 11:38:21 PM
Summary: Well supplied condo... from beach toys to coolers, ample towels, w/d, to icepacks in the freezer. Very comfortable. fast internet. Owner was very, very good on communications. we had one small plumbing issue and on-site staff addressed in 15 minutes. Nearby Rum Point was a favorite beach spot to hang out, snorkel, use lounge chairs and access the bar/ restaurant. Note that popular 7MB beach locations about 50-60 minutes away. we prob spent majority of our beach days at 7MB to take advantage of snorkling variety. Waters off Macabuca Grill was favorite. This condo was situated in very quiet community. minimal traffic or noisy neighbors, no jet skis. very safe as well. Pool, beach and snorkel access steps away. Very much enjoyed ground floor patio and lanai. We picked up prepared foods at Hurleys & Fosters and ate in most evenings. Restaurant options at NorthSide are limited. Enjoyed both Rum Point food as well as Over the Edge. Tukka Tukka on East End (20 min drive) features aussie-style food AND 5 pm daily Frigate bird feeding which was cool.
Francie M. Francie M.
Jan 22, 2025 11:07:49 PM
Summary: This is a great location for a quiet stay, about as close to the ocean as one can be. Most people stay in the seven-mile beach area which is busier and pricier. Daniel's condo is fully equipped and fit the bill for us. I especially liked to go out onto the screened lanai around 6 am to sip coffee, read the paper and watch the sun come up.
Bill R. Bill R.
Jan 3, 2025 11:35:09 PM
Summary: The condo was nice, kitchen was well stocked with dishes etc... Beach was not nice, alot of garbage on the beach. It also was not swimmable. You need a car to go to anywhere. Rum Point is 3 miles down the road nothing is in walking distance. We did enjoy Rum Point for the snokeling. This section of the island is very quiet so no night life or close restaurants. The nearest grocery store is very expensive, you have to drive 30 minutes to go to a bigger grocery store. Also have GPS so you can find where everything is.
Brenda L. Brenda L.
Dec 12, 2024 06:49:14 AM
Summary: The condo was great. Well stocked with all basics you would need. Host responded ed quickly for the few inquiries. Super quiet and away from all the crowds. Thanks for the great vacations
Susan L. Susan L.
Jun 18, 2024 04:04:24 AM
Summary: First off, Dan was a wonderful host. The communication was top notch, and very insightful. Since this was our first time in Grand Cayman, we asked some questions about restaurants, things to do, grocery stores, etc. And he was more than helpful with all of the information he provided. We weren’t sure how far out of the way the North Side was, but it gave us exactly what we wanted; a quiet place to unwind and enjoy some down time away from college, high school, and work. If you have a single family, this unit is the perfect size. The pool is very nice, the private beach is beautiful, and Rum Point is a few miles down the road. We’d definitely stay in the condo again. Dan, thanks for your hospitality and for all of the help you provided us in making this a wonderful family vacation! Cheers!
Aaron S. Aaron S.
Apr 16, 2024 12:57:17 AM
Summary: My wife and kids, age 15 and 14, thoroughly enjoyed our stay. The condo had all of the amenities for an excellent vacation. The kitchen was stocked with great equipment and a full rack of spices, so cooking at home was a breeze. The owner was super communicative, along with the property managers, who were a great help. The pool area had plenty of lounging chairs for those who like to tan or burn. There was also an shaded area on the deck with 3 lounge chairs, so you could enjoy the outsides and pool area without direct sun. We would definitely stay at this property again. Thank you for allowing us to book!
Patrick S. Patrick S.
Mar 5, 2024 02:33:54 AM
Summary: We had a fabulous time. Our condo was away from the hustle and bustle of the island ....the way we like it....yet, easy to get anywhere from. It was spacious and comfortable like a home-away-from-home. Highlights were the Star Fish, Rum Point, Sting Rays, and lots of great snorkeling bays! Over the Edge restaurant has fantastic food! Great vacation...just too short!!
Kari L. Kari L.
Jan 1, 2024 12:00:38 PM
Summary: Dan’s place was perfect for our vacation! I traveled with my wife and two daughters and we couldn’t have been more pleased with our choice. We knew his place was on the north side away from all the tourists and we loved it. We did travel over to the Georgetown area 2 days out of our 6 days on the island for dive trips and shopping and Seven Mile beach and were very happy with where we stayed. It took about 40-45 mins each time. The photos of the place were accurate. There was plenty of room for the 4 of us. The Lanai was great- if we weren’t a few steps away at the beach we were eating or hanging out there. We didn’t spend much time in the pool because we were in the ocean or on the beach but it was really nice to have. It was well maintained. We ate out a few nights- Over the Edge and Tukka on the East side and both had great food. Tukka was our favorite and worth the drive. We also cooked in a few nights too and had everything we needed to do that. The beach was incredible. Yes the swimming is really only meant for snorkeling but there are a few spots where if you wear water shoes you can wade out on the grass and cool off. The snorkeling by the reef on calm days was just as good as other parts of the island! All in all it was the best vacation we had in a very long time and we won’t hesitate to stay at Dan’s place again.
Richard B. Richard B.
Aug 10, 2023 10:02:23 AM
Summary: Family of 4’s first trip to Grand Cayman Island and our condo was perfect. We were looking for something away from people and the typical tourist tract. The condo is on the ocean, although this area is not really suitable for swimming. The sounds of the waves and the views are incredible. The pool at the condo was fabulous too. We used it several times and had it to ourselves all but once. We brought snorkeling gear but the condo had a nice supply of water/beach toys and gear. The provided coolers were a great benefit too. We had a car, as needed at this location, and pretty much drove around the entire island. Condo is a 5 minute drive to Rum Point which has a few things to do. Otherwise it’s a 30 minute or more drive for groceries, restaurants, etc. Again, we were looking for something more remote and this place was perfect!
Terri H. Terri H.

FAQ's

Is this North Side condo pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the North Side condo have a swimming pool?

Yes, this North Side condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in North Side condo?

Best-rates for the North Side condo starts from $295 per night with includes Bedding/Linens, Child Friendly, Air Conditioner, Entertainment, Kitchen, Pool, Balcony/Terrace, Internet, Laundry, Ocean View, Security/Safety, Wellness Facilities, Parking, TV, View, Private Pool StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is North Side condo a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the North Side condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the North Side condo has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the North Side condo?

Based on the information reported by the owner or manager, the North Side condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for North Side condo?

Based on the information reported by the owner or manager, details for the cancellation policy for the North Side condo are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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