Oceanfront Rentals in Grand Cayman Beaches, Cayman Islands: Compare 10+ Sites & Save

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204 Best Oceanfront Rentals in Grand Cayman Beaches (Starting from $246)

Parrot-ise 4 Bedroom Villa
Parrot-ise 4 Bedroom Villa
House
Brinkleys, Cayman Islands
2.5k from Grand Cayman Beaches 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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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
2.2k from Grand Cayman Beaches 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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Castaway Cove by Grand Cayman Villas & Condos
Castaway Cove by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
2.6k from Grand Cayman Beaches center

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

4 Bedrooms10 Guests
New to Booking
$917
Average price / night
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The Pools #1- the Luxury Beachfront Hideaway with Private Pool
The Pools #1- the Luxury Beachfront Hideaway with Private Pool
Condo
North Side, Cayman Kai,, no zip code, Cayman Islands
2.4k from Grand Cayman Beaches center

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

1 Bedroom4 Guests
9.6

Exceptional

93 reviews

$299
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
3.0k from Grand Cayman Beaches 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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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
2.7k from Grand Cayman Beaches 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 Paradise
Ocean Paradise
Resort
Brinkleys, Cayman Islands
3.3k from Grand Cayman Beaches 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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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
2.7k from Grand Cayman Beaches 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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Iggy Blue home
Iggy Blue home
House
Driftwood Village, Cayman Islands
3.6k from Grand Cayman Beaches 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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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
3.0k from Grand Cayman Beaches 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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Rip Kai Villa by Grand Cayman Villas & Condos
Rip Kai Villa by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
3.8k from Grand Cayman Beaches center

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

9 Bedrooms24 Guests
New to Booking
$5097
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
3.0k from Grand Cayman Beaches 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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Northside Grand Cayman Getaway with Private Beach!
Northside Grand Cayman Getaway with Private Beach!
House
North Side, Cayman Islands
3.8k from Grand Cayman Beaches 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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Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
House
Rum Point, KY1, Cayman Islands
3.1k from Grand Cayman Beaches center

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

4 Bedrooms8 Guests
9.8

Exceptional

56 reviews

$742
Average price / night
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Fischers Reef by Grand Cayman Villas & Condos
Fischers Reef by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
4.0k from Grand Cayman Beaches center

View, Fireplace, Pool, Oceanfront, Parking, Security/Safety, Guest Services

8 Bedrooms20 Guests
New to Booking
$5090
Average price / night
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\"Cayman Breeze\" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point
\"Cayman Breeze\" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point
Condo
Rum Point, KY1-1701, Cayman Islands
3.1k from Grand Cayman Beaches center

AC, Balcony, Barbecue, Business Services, Crib, Dryer, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

143 reviews

$254
Average price / night
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Olympus Villa by Grand Cayman Villas & Condos
Olympus Villa by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
4.0k from Grand Cayman Beaches center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Security/Safety, Guest Services

4 Bedrooms12 Guests
New to Booking
$2733
Average price / night
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Caymanian Style Home\nw/ Pool, Pickle Ball Court, Optional Private Bar\n
Caymanian Style Home\nw/ Pool, Pickle Ball Court, Optional Private Bar\n
House
Rumpoint, 00000, Cayman Islands
3.1k from Grand Cayman Beaches center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

5 Bedrooms10 Guests
9.8

Exceptional

59 reviews

$711
Average price / night
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Pease Bay House
Pease Bay House
House
Breakers, Cayman Islands
4.0k from Grand Cayman Beaches center

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

5 Bedrooms12 Guests
New to Booking
$4200
Average price / night
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Luxury 3bd Beach View, # 3 Blue, Stunning Views
Luxury 3bd Beach View, # 3 Blue, Stunning Views
House
North Side, KY1-1006, Cayman Islands
3.1k from Grand Cayman Beaches center

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

3 Bedrooms9 Guests
9.6

Exceptional

22 reviews

$498
Average price / night
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BEACH and POOL at Rum Point - North Side in most secluded and tranquil area
BEACH and POOL at Rum Point - North Side in most secluded and tranquil area
Condo
North Side, KY1–1700, Cayman Islands
3.2k from Grand Cayman Beaches center

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

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$327
Average price / night
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Luxury 3bd Ocean View, # 1 Cream, Stunning Views
Luxury 3bd Ocean View, # 1 Cream, Stunning Views
House
North Side, KY11206, Cayman Islands
3.2k from Grand Cayman Beaches center

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

3 Bedrooms9 Guests
9.8

Exceptional

14 reviews

$471
Average price / night
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Kozy Kai - Sealodge 17 - Romantic Beachfront cottage by Cayman Villas!
Kozy Kai - Sealodge 17 - Romantic Beachfront cottage by Cayman Villas!
Condo
Cayman Kai, KY1-1202, Cayman Islands
3.3k from Grand Cayman Beaches center

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

1 Bedroom2 Guests
9.8

Exceptional

74 reviews

$246
Average price / night
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Luxury 3bd Beach Front, # 4 Green, Stunning Views
Luxury 3bd Beach Front, # 4 Green, Stunning Views
Villa
North Side, KY1-1206, Cayman Islands
3.3k from Grand Cayman Beaches center

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

3 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$532
Average price / night
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Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
House
Rum Point, Cayman Islands
3.3k from Grand Cayman Beaches center

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

3 Bedrooms9 Guests
10.0

Exceptional

60 reviews

$619
Average price / night
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Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
House
Cayman Islands, Cayman Islands
3.6k from Grand Cayman Beaches center

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

5 Bedrooms10 Guests
9.6

Exceptional

54 reviews

$1156
Average price / night
Check Availability
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
3.8k from Grand Cayman Beaches center

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

3 Bedrooms9 Guests
9.6

Exceptional

74 reviews

$530
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Grand Cayman Beaches.

Where to stay in Grand Cayman Beaches? Best neighborhoods & areas

Grand Cayman Beaches Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 204 verified oceanfront rentals in Grand Cayman Beaches. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Grand Cayman Beaches vary depending on the property size, exact beachfront location, and season. Rates typically start from around $246 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 Grand Cayman Beaches 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 Grand Cayman Beaches welcome pets. Currently, 7 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 Grand Cayman Beaches 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.