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.
May 27 – Jun 3
$125 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Guest suite in Grand Cayman
Studio 1 @ Fort Rocks, Forest King near beach!
STUDIO 1 has amazing natural rock & forest views, WiFi, electricity, water, AC, King bed, seating area, dining area, SMART flat screen TV, portable induction hot plate, coffee maker, toaster oven w/air fryer, microwave, bread toaster, dishwasher, fridge/freezer, compact washer/dryer, private back patio & large two level deck (with deck net) perfect for yoga, morning coffee or just relaxing. Fire pit & BBQ grill. 1 parking space. Close to beaches, restaurants, local attractions, shops & schools.
Jul 19 – 26
$179 per night
4.98 out of 5 average rating, 42 reviews
Guest favorite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
Oceanfront property with beauty all around. Walk out your door into crystal clear water. Snorkeling, paddle boarding, kayaking, and more can be experienced steps away from your beachfront home. Nearby are grocery stores, restaurants, bars, as well as the famous attraction the Cayman Crystal Caves. The house is bright and full of space. 4 bedrooms all have attached bathrooms. YOU WILL NOT FORGET THE ROOFTOP. Plenty of outdoor furniture to sit back, relax, and enjoy the views from Ocean's Edge
Oct 20 – 27
$536 per night
5.0 out of 5 average rating, 54 reviews

Popular amenities for North Side vacation rentals

Other great vacation rentals in North Side

Guest favorite
Cottage in East End
Piece of Mine, Beachfront Villa #3
Aug 11 – 18
$339 per night
5.0 out of 5 average rating, 91 reviews
Guest favorite
Guesthouse in West Bay
West Bay, Cayman Islands
Oct 17 – 24
$95 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Vacation home in Bodden Town
Art Beach House, boutique style luxury.
Sep 14 – 21
$390 per night
5.0 out of 5 average rating, 83 reviews
Guest favorite
Home in Bodden Town
Tranquil Hideaway
Nov 1 – 8
$81 per night
4.88 out of 5 average rating, 83 reviews
Guest favorite
Condo in Grand Cayman
The Mastic Chapel Cottage
May 19 – 26
$577 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in George Town
The Zen Den studio apartment
Aug 5 – 12
$96 per night
4.88 out of 5 average rating, 40 reviews
Guest favorite
Apartment in Bodden Town
Close to the beach, restaurants and supermarket
Jul 27 – Aug 3
$127 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in KY
Sea Cove
Oct 9 – 16
$325 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in East End
Spacious Oceanfront Studio
Aug 3 – 10
$153 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Condo in Bodden Town
Ocean View, Pool & Tennis Court near Rum Point
Jul 16 – 23
$280 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Savannah
Cozy, peaceful 1-bedroom rental with free parking
Aug 26 – Sep 2
$113 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Condo in Rum Point
Beautiful oceanfront condo in peaceful North Side
Jul 10 – 17
$314 per night
5.0 out of 5 average rating, 39 reviews

Destinations to explore