Oceanfront Rentals in Mastic Trail South Trailhead, North Side: Compare 10+ Sites & Save

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125 Best Oceanfront Rentals in Mastic Trail South Trailhead (Starting from $302)

HIdden Treasure by Grand Cayman Villas & Condos
HIdden Treasure by Grand Cayman Villas & Condos
House
Half Moon Bay, Cayman Islands
2.1k from Mastic Trail South Trailhead center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

5 Bedrooms14 Guests
New to Booking
$2070
Average price / night
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The peace and tranquility of this cottage Works Wonders on the soul....
The peace and tranquility of this cottage Works Wonders on the soul....
House
Grand Cayman, KY1, Cayman Islands
1.8k from Mastic Trail South Trailhead center

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

4 Bedrooms10 Guests
10.0

Exceptional

79 reviews

$757
Average price / night
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Hidden Treasure & Guesthouse by Grand Cayman Villas & Condos
Hidden Treasure & Guesthouse by Grand Cayman Villas & Condos
House
Half Moon Bay, Cayman Islands
2.1k from Mastic Trail South Trailhead center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

6 Bedrooms18 Guests
New to Booking
$1258
Average price / night
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Beach Cottage w/ Kayaks, Snorkeling Gear, White Sandy Beach, Turquoise Sea View!
Beach Cottage w/ Kayaks, Snorkeling Gear, White Sandy Beach, Turquoise Sea View!
House
Grand Cayman, KY1-1108, Cayman Islands
2.1k from Mastic Trail South Trailhead center

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

1 Bedroom2 Guests
9.8

Exceptional

8 reviews

$377
Average price / night
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White Cottage by Grand Cayman Villas & Condos
White Cottage by Grand Cayman Villas & Condos
House
East End, Cayman Islands
2.4k from Mastic Trail South Trailhead center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

5 Bedrooms11 Guests
New to Booking
$2775
Average price / night
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Spacious Oceanfront Cottage w/ Huge Screened Porch, Kayaks & Snorkeling Gear!
Spacious Oceanfront Cottage w/ Huge Screened Porch, Kayaks & Snorkeling Gear!
House
East End (Cottage), Cayman Islands
2.5k from Mastic Trail South Trailhead center

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

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$377
Average price / night
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Blue Serenity by Grand Cayman Villas & Condos
Blue Serenity by Grand Cayman Villas & Condos
House
Half Moon Bay, Cayman Islands
3.4k from Mastic Trail South Trailhead center

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

4 Bedrooms10 Guests
New to Booking
$1896
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
2.9k from Mastic Trail South Trailhead 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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KiToCay Villa by Grand Cayman Villas & Condos
KiToCay Villa by Grand Cayman Villas & Condos
House
Mastic Trail South Trailhead, North Side, Cayman Islands
3.7k from Mastic Trail South Trailhead center

Security/Safety, Ocean View, Parking, Internet, View, Guest Services, Fireplace/Heating

3 Bedrooms5 Guests
New to Booking
$606
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
2.9k from Mastic Trail South Trailhead 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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On the Bay #103 Condo
On the Bay #103 Condo
House
Old Man Bay, Cayman Islands
4.0k from Mastic Trail South Trailhead center

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

1 Bedroom6 Guests
10.0

Exceptional

2 reviews

$473
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
2.9k from Mastic Trail South Trailhead 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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Silver Reef 2 Oceanfront Condo
Silver Reef 2 Oceanfront Condo
House
North Side, Cayman Islands
4.1k from Mastic Trail South Trailhead center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$555
Average price / night
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Grand Cayman - Luxury 2 bedroom & 2 bathroom condo, wonderful sea view terrace
Grand Cayman - Luxury 2 bedroom & 2 bathroom condo, wonderful sea view terrace
Condo
Grand Cayman, Cayman Islands
3.1k from Mastic Trail South Trailhead center

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

2 Bedrooms4 Guests
9.8

Exceptional

33 reviews

$344
Average price / night
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Wind Upon The Waves by Grand Cayman Villas & Condos
Wind Upon The Waves by Grand Cayman Villas & Condos
House
North Side, Cayman Islands
4.2k from Mastic Trail South Trailhead center

View, Fireplace/Heating, Pool, Oceanfront, Parking, Wellness Facilities, Security/Safety

3 Bedrooms8 Guests
New to Booking
$1986
Average price / night
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THE YELLOW HOUSE OF SEACLIFF RESORT HOMES
THE YELLOW HOUSE OF SEACLIFF RESORT HOMES
House
East End, Cayman Islands
3.3k from Mastic Trail South Trailhead center

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

2 Bedrooms5 Guests
9.8

Exceptional

48 reviews

$375
Average price / night
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Silver Reef 3 Oceanfront Condo
Silver Reef 3 Oceanfront Condo
House
North Side, Cayman Islands
4.2k from Mastic Trail South Trailhead 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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Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
House
Grand Cayman, KY1-1202, Cayman Islands
3.4k from Mastic Trail South Trailhead center

AC, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
9.6

Exceptional

26 reviews

$1332
Average price / night
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Silver Reef 4 Oceanfront Condo
Silver Reef 4 Oceanfront Condo
House
North Side, Cayman Islands
4.2k from Mastic Trail South Trailhead 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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Your Oceanside Retreat Awaits!
Your Oceanside Retreat Awaits!
Condo
Old Man Bay, Cayman Islands
3.7k from Mastic Trail South Trailhead center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$336
Average price / night
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Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
Condo
Northside, KY1-0000, Cayman Islands
3.8k from Mastic Trail South Trailhead center

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

2 Bedrooms4 Guests
9.4

Superb

6 reviews

$459
Average price / night
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Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool
Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool
Condo
North Side, KY1-1601, Cayman Islands
4.0k from Mastic Trail South Trailhead center

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

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$302
Average price / night
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On the Bay #103 Ocean Front Condo on Northside
On the Bay #103 Ocean Front Condo on Northside
Condo
Old Man Bay, KY1-1002, Cayman Islands
4.0k from Mastic Trail South Trailhead center

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

3 Bedrooms6 Guests
9.8

Exceptional

41 reviews

$466
Average price / night
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YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point
YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point
Condo
Old Man Bay, KY1-1001, Cayman Islands
4.0k from Mastic Trail South Trailhead center

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

3 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$507
Average price / night
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Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
Condo
North Side, KY1-1206, Cayman Islands
4.0k from Mastic Trail South Trailhead center

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

2 Bedrooms6 Guests
9.4

Superb

13 reviews

$652
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
4.0k from Mastic Trail South Trailhead 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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Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
House
Old Man Bay, KY1, Cayman Islands
4.1k from Mastic Trail South Trailhead center

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

5 Bedrooms16 Guests
9.6

Exceptional

23 reviews

$1245
Average price / night
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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 Mastic Trail South Trailhead.

Mastic Trail South Trailhead Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 125 verified oceanfront rentals in Mastic Trail South Trailhead. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Mastic Trail South Trailhead vary depending on the property size, exact beachfront location, and season. Rates typically start from around $302 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 Mastic Trail South Trailhead 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 Mastic Trail South Trailhead welcome pets. Currently, 2 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 Mastic Trail South Trailhead often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean 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.