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Vacation rentals in North Side

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Top-rated vacation rentals in North Side

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Villa in Old Man Bay
Old Man Bay Villa #2
Tucked away in a corner of Northside, Grand Cayman, is the quaint little community of Old Man Bay, where time has stood still. This is the authentic Cayman, no crowds and the only thing you'll hear are the ocean waves. The 2 side-by-side 1 bedroom villas are identical in layout. The main floor has a living room with queen size sofa bed, flat screen TV, fully equipped kitchen with Dishwasher & powder room. The spacious bedroom is on the 2nd floor and has a full ensuite with a large shower.
$145 per night
Guest favorite
Condo in Rum Point
"Mai Kai" Recently renovated Oceanfront Condo
“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!
$300 per night
Guest favorite
Condo in Rum Point
Seaside Serenity at Cayman Kai
Forget your worries in this spacious and serene space. Kaibo Yacht Club Phase II is a small, 30-unit complex on the quiet side of Grand Cayman. Guests love the peacefulness of Cayman Kai, located on the opposite side of the island from Seven Mile Beach. A rental car is strongly recommended to fully appreciate island-wide attractions and to enjoy the many restaurants. Kaibo Restaurant, next door, offers many options. If you are a legal resident advise us at booking for tourist tax waiver.
$244 per night

Popular amenities for North Side vacation rentals

Other great vacation rentals in North Side

Guest favorite
Guest suite in Grand Cayman
Studio 1 @ Fort Rocks, Forest King near beach!
$176 per night
Guest favorite
Condo in Rum Point
Sea Biscuit 1BR Oceanfront at The Sea Lodges
$321 per night
Guest favorite
Apartment in Rum Point
Beach Living at the Retreat
$357 per night
Superhost
Condo in Rum Point
Starfish Kai by Grand Cayman Villas
$395 per night
Guest favorite
Condo in Rum Point
Beautiful oceanfront condo in peaceful North Side
$334 per night
Guest favorite
Condo in North Side
*Beachfront* Coco Sands - 2 bed condo at Rum Point
$295 per night
Guest favorite
Condo in Rum Point
Starfish Paradise Beachfront Condo
$336 per night
Guest favorite
Condo in Rum Point
Beachfront Bliss 7th Night Free @ Rum & Kai
$325 per night
Guest favorite
Condo in GRAND CAYMAN
Moonlight Kai - Kaibo Yacht Club Phase 2
$323 per night
Superhost
Condo in Rum Point
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot
$415 per night
Guest favorite
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
$277 per night
Guest favorite
Vacation home in Bodden Town
Art Beach House, boutique style luxury.
$390 per night