Oceanfront Rentals in North Side, Cayman Islands: Compare 10+ Sites & Save

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196 Best Oceanfront Rentals in North Side (Starting from $324)

Parrot-ise 4 Bedroom Villa
Parrot-ise 4 Bedroom Villa
House
Brinkleys, Cayman Islands
1.2k from North Side center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

4 Bedrooms8 Guests
New to Booking
$613
Average price / night
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SPACIOUS  OCEAN FRONT PROPERTY-RUM POINT DRIVE w/Private Beach. Pet Friendly....
SPACIOUS OCEAN FRONT PROPERTY-RUM POINT DRIVE w/Private Beach. Pet Friendly....
Cottage
North Side, Cayman Islands
0.8k from North Side center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet, Kitchen

3 Bedrooms9 Guests
9.6

Exceptional

74 reviews

$530
Average price / night
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Castaway Cove by Grand Cayman Villas & Condos
Castaway Cove by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
1.8k from North Side center

Ocean View, Kitchen, Air Conditioner, Parking, Internet, View, Oceanfront

4 Bedrooms10 Guests
New to Booking
$917
Average price / night
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CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
House
North Side, KY1-1701, Cayman Islands
1.0k from North Side center

AC, Arcade, Balcony, Bar, Barbecue, Breakfast Available, Dryer, Free Parking, Internet

10 Bedrooms26 Guests
10.0

Exceptional

57 reviews

$3296
Average price / night
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Azure Breeze # 6
Azure Breeze # 6
Villa
North Side, Cayman Islands
1.8k from North Side center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms7 Guests
7.0

Good

2 reviews

$811
Average price / night
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Coco Kai Beach Front Villa with Heated Pool and Private Dock
Coco Kai Beach Front Villa with Heated Pool and Private Dock
House
North Side, Cayman Islands
1.1k from North Side center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet

6 Bedrooms15 Guests
10.0

Exceptional

95 reviews

$959
Average price / night
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Silver Reef 3 Oceanfront Condo
Silver Reef 3 Oceanfront Condo
House
North Side, Cayman Islands
2.1k from North Side center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
New to Booking
$394
Average price / night
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Mahogany Point 3 – A Beachfront Townhouse with amazing views-by Cayman Villas
Mahogany Point 3 – A Beachfront Townhouse with amazing views-by Cayman Villas
House
North Side, KY1-1006, Cayman Islands
1.1k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

43 reviews

$529
Average price / night
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Silver Reef 4 Oceanfront Condo
Silver Reef 4 Oceanfront Condo
House
North Side, Cayman Islands
2.1k from North Side center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
New to Booking
$376
Average price / night
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Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
House
Grand Cayman, KY1-1701, Cayman Islands
1.8k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$424
Average price / night
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Twin Palms by Grand Cayman Villas & Condos
Twin Palms by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
2.6k from North Side center

Hot Tub, View, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

7 Bedrooms14 Guests
New to Booking
$4049
Average price / night
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Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH  AWAY from crowds! Beachfront!
Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH AWAY from crowds! Beachfront!
Villa
North Side, Cayman Islands
1.8k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

105 reviews

$430
Average price / night
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Ocean Paradise
Ocean Paradise
Resort
Brinkleys, Cayman Islands
3.1k from North Side center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Beach, Places to stay, Family

15 Bedrooms40 Guests
9.5

Superb

2 reviews

$916
Average price / night
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Beautiful 3 Bd Beachfront Home North Side Sleeps 7
Beautiful 3 Bd Beachfront Home North Side Sleeps 7
House
North Side, KY11206, Cayman Islands
1.8k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
9.8

Exceptional

8 reviews

$372
Average price / night
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Iggy Blue home
Iggy Blue home
House
Driftwood Village, Cayman Islands
3.4k from North Side center

Fireplace/Heating, Ocean View, Internet, Security/Safety, Hot Tub, Wellness Facilities, Air Conditioner

4 Bedrooms8 Guests
New to Booking
$1986
Average price / night
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Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
House
North Side, Cayman Islands
2.0k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

6 Bedrooms14 Guests
9.8

Exceptional

7 reviews

$994
Average price / night
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Rip Kai Villa by Grand Cayman Villas & Condos
Rip Kai Villa by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
3.6k from North Side center

Hot Tub, View, Fireplace, Pool, Oceanfront, Parking, Wellness Facilities

9 Bedrooms24 Guests
New to Booking
$5097
Average price / night
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Timeless Paradise: Ultra-Luxe Ocean Estate w/ Elevated Pool, Arcade Room, and Home Cinema
Timeless Paradise: Ultra-Luxe Ocean Estate w/ Elevated Pool, Arcade Room, and Home Cinema
House
Rum Point, KY1-1202, Cayman Islands
2.2k from North Side center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

11 Bedrooms28 Guests
10.0

Exceptional

2 reviews

$4723
Average price / night
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Northside Grand Cayman Getaway with Private Beach!
Northside Grand Cayman Getaway with Private Beach!
House
North Side, Cayman Islands
3.6k from North Side center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Beach

4 Bedrooms10 Guests
8.0

Good

1 reviews

$931
Average price / night
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The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
House
Rum Point, KY1, Cayman Islands
2.3k from North Side center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

184 reviews

$657
Average price / night
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Ocean's Edge: Beachfront Home with Rooftop Views
Ocean's Edge: Beachfront Home with Rooftop Views
House
North Side, 00000, Cayman Islands
2.3k from North Side center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

12 reviews

$722
Average price / night
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The Mastic Cottage Collection on North Side
The Mastic Cottage Collection on North Side
Condo
North Side, KY1, Cayman Islands
2.5k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

7 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$1507
Average price / night
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The Mastic Sunnyhill Cottage 3BR on North Side
The Mastic Sunnyhill Cottage 3BR on North Side
Condo
North Side, KY1, Cayman Islands
2.5k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$480
Average price / night
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The Mastic Cana Cottage 2BR w/ Pool on North Side
The Mastic Cana Cottage 2BR w/ Pool on North Side
Condo
North Side, KY1, Cayman Islands
2.5k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$477
Average price / night
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Twin Palms: Beach House w/ 60-ft Pool + Heated Spa in Rum Point
Twin Palms: Beach House w/ 60-ft Pool + Heated Spa in Rum Point
House
Rum Point, KY1-1202, Cayman Islands
2.6k from North Side center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

7 Bedrooms14 Guests
10.0

Exceptional

20 reviews

$2973
Average price / night
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Tranquil beach retreat - The Nest @ North Pointe Condos, Rum Point, Grand Cayman
Tranquil beach retreat - The Nest @ North Pointe Condos, Rum Point, Grand Cayman
Condo
North Side, 11702, Cayman Islands
2.7k from North Side center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

29 reviews

$324
Average price / night
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Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
House
Rum Point, KY1, Cayman Islands
2.8k from North Side center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

56 reviews

$742
Average price / night
Check Availability

Pro Tip:
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North Side Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 196 verified oceanfront rentals in North Side. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in North Side vary depending on the property size, exact beachfront location, and season. Rates typically start from around $324 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in North Side offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in North Side welcome pets. Currently, 5 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in North Side often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.