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Holiday rentals in North Side

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Top-rated holiday rentals in North Side

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

Guest favourite
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.
13–20 NovIndividual Host,
£132 per night
4.97 out of 5 average rating, 31 reviews
Guest favourite
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.
29 Sept – 6 OctIndividual Host,
£155 per night
4.98 out of 5 average rating, 42 reviews
Guest favourite
Apartment 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!
14–21 DecIndividual Host,
£626 per night
4.92 out of 5 average rating, 110 reviews

Popular amenities for North Side holiday rentals

Other great holiday rentals in North Side

Guest favourite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
28 Aug – 4 SeptIndividual Host,
£506 per night
5.0 out of 5 average rating, 51 reviews
Guest favourite
Holiday home in Bodden Town
Art Beach House, boutique style luxury.
15–22 OctIndividual Host,
£368 per night
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
3–10 SeptProfessional Host,
£707 per night
4.96 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Rum Point
Beautiful oceanfront condo in peaceful North Side
2–9 OctProfessional Host,
£412 per night
5.0 out of 5 average rating, 37 reviews
Superhost
Home in North Side
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
21–28 SeptProfessional Host,
£295 per night
4.9 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Rum Point
Beachfront Bliss 7th Night Free @ Rum & Kai
29 Nov – 6 DecProfessional Host,
£214 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
14–21 NovIndividual Host,
£853 per night
4.96 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Grand Cayman
The Mastic Chapel Cottage
18–25 FebProfessional Host,
£518 per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Villa in North Side
Villa at the Sea Front
19–26 SeptIndividual Host,
£334 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in North Side
Private oceanfront one-level home w/screened porch
24 Apr – 1 MayIndividual Host,
£500 per night
5.0 out of 5 average rating, 28 reviews
Guest favourite
Apartment in Rum Point
"Mai Kai" Recently renovated Oceanfront Condo
5–12 DecIndividual Host,
£321 per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in GRAND CAYMAN
Moonlight Kai - Kaibo Yacht Club Phase 2
4–11 OctIndividual Host,
£290 per night
4.97 out of 5 average rating, 39 reviews