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 favourite
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.
Aug. 6 – 13
$238 CAD per night
4.97 out of 5 average rating, 190 reviews
Guest favourite
Condo in Rum Point
Nature's View: Pools of the Kai #2
Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!
Oct. 11 – 18
$558 CAD per night
4.92 out of 5 average rating, 110 reviews
Guest favourite
Apartment in KY
Rum Haven villa on Bioluminescent Bay & Ocean view
Rum Haven is located in the beautiful, tranquil district of North Side, across the street from the world famous Rum Point Club. 10 minutes by boat to Stringray City with the Bioluminescent at the end of the cove by this unit. Kaibo Yacht club is located 1 mile away with the beautiful Crystal Caves and Botanic Park only 7 miles away. Kayak and hammocks available for guests to use. The Red/Orange kayak belong to Rum Haven and the paddles are on the screen porch.
Aug. 22 – 29
$351 CAD per night
4.98 out of 5 average rating, 100 reviews

Popular amenities for North Side vacation rentals

Other great vacation rentals in North Side

Guest favourite
Guest suite in Grand Cayman
Studio 1 @ Fort Rocks, Forest King near beach!
Sep. 29 – Oct. 6
$265 CAD per night
4.98 out of 5 average rating, 42 reviews
Guest favourite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Aug. 18 – 25
$1,189 CAD per night
4.96 out of 5 average rating, 46 reviews
Superhost
Home in North Side
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
May 28 – Jun. 4
$640 CAD per night
4.9 out of 5 average rating, 30 reviews
Superhost
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
Nov. 1 – 8
$1,460 CAD per night
4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
Dec. 16 – 23
$1,721 CAD per night
5.0 out of 5 average rating, 51 reviews
Guest favourite
Villa in Old Man Bay
Old Man Bay Villa #2
Nov. 2 – 9
$226 CAD per night
4.97 out of 5 average rating, 31 reviews
Guest favourite
Cottage in East End
Piece of Mine, Beachfront Villa #3
May 9 – 16
$539 CAD per night
5.0 out of 5 average rating, 90 reviews
Guest favourite
Villa in North Side
Villa at the Sea Front
Jan. 14 – 21
$572 CAD per night
4.96 out of 5 average rating, 26 reviews
Superhost
Home in North Side
Oceanfront “Dreamsicle” Villa with Kayaks
Nov. 28 – Dec. 5
$1,252 CAD per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Condo in Grand Cayman
The Mastic Chapel Cottage
Feb. 19 – 26
$887 CAD per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Vacation home in Bodden Town
Art Beach House, boutique style luxury.
Oct. 15 – 22
$629 CAD per night
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in North Side
Private oceanfront one-level home w/screened porch
Jun. 29 – Jul. 6
$812 CAD per night
5.0 out of 5 average rating, 28 reviews

Destinations to explore