Family-Friendly Vacation Rentals in Mastic Trail North Trailhead, North Side: Compare 10+ Sites & Save

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243 Best Family Vacation Rentals in Mastic Trail North Trailhead (Starting from $291)

The Mastic Chapel Cottage
The Mastic Chapel Cottage
House
North Side, Cayman Islands
0.2k from Mastic Trail North Trailhead center

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

1 Bedroom4 Guests
New to Booking
$529
Average price / night
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Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
House
North Side, KY1-1001, Cayman Islands
0.8k from Mastic Trail North Trailhead center

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

3 Bedrooms6 Guests
10.0

Exceptional

95 reviews

$941
Average price / night
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The Mastic Cana Luxury Cottage
The Mastic Cana Luxury Cottage
House
North Side, Cayman Islands
0.2k from Mastic Trail North Trailhead center

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

1 Bedroom6 Guests
New to Booking
$441
Average price / night
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BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Villa
Grand Cayman, Cayman Islands
1.5k from Mastic Trail North Trailhead center

AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

73 reviews

$357
Average price / night
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The Mastic Cottage Collection
The Mastic Cottage Collection
House
North Side, Cayman Islands
0.2k from Mastic Trail North Trailhead center

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

7 Bedrooms14 Guests
New to Booking
$1316
Average price / night
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Villa at the Sea Front
Villa at the Sea Front
Villa
North Side, Cayman Islands
1.6k from Mastic Trail North Trailhead center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$318
Average price / night
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The Mastic Sunnyhill Cottage
The Mastic Sunnyhill Cottage
House
North Side, Cayman Islands
0.3k from Mastic Trail North Trailhead center

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

1 Bedroom6 Guests
New to Booking
$441
Average price / night
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The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
Condo
Grand Cayman, BWI, Cayman Islands
1.7k from Mastic Trail North Trailhead center

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

2 Bedrooms5 Guests
10.0

Exceptional

94 reviews

$291
Average price / night
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KiToCay Villa by Grand Cayman Villas & Condos
KiToCay Villa by Grand Cayman Villas & Condos
House
Mastic Trail North Trailhead, North Side, Cayman Islands
1.2k from Mastic Trail North 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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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
1.9k from Mastic Trail North 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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Silver Reef 3 Oceanfront Condo
Silver Reef 3 Oceanfront Condo
House
North Side, Cayman Islands
1.2k from Mastic Trail North 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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BeachPlumVilla - Snorkeler's Paradise
BeachPlumVilla - Snorkeler's Paradise
House
Grand Cayman, Cayman Islands
1.9k from Mastic Trail North Trailhead center

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

4 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$1103
Average price / night
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Silver Reef 4 Oceanfront Condo
Silver Reef 4 Oceanfront Condo
House
North Side, Cayman Islands
1.2k from Mastic Trail North 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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Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Villa
Old Man Bay, Cayman Islands
2.0k from Mastic Trail North Trailhead center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Internet

5 Bedrooms17 Guests
10.0

Exceptional

6 reviews

$1115
Average price / night
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KiToCay by Grand Cayman Villas
KiToCay by Grand Cayman Villas
Apartment
Mastic Trail North Trailhead, North Side, Cayman Islands
1.2k from Mastic Trail North Trailhead center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom5 Guests
New to Booking
$620
Average price / night
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Mahogany Point 2 – A Beachfront Townhouse with amazing views-by Cayman Villas
Mahogany Point 2 – A Beachfront Townhouse with amazing views-by Cayman Villas
House
North Side, KY1-1006, Cayman Islands
2.0k from Mastic Trail North Trailhead center

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

3 Bedrooms6 Guests
9.6

Exceptional

35 reviews

$534
Average price / night
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Azure Breeze # 6
Azure Breeze # 6
Villa
North Side, Cayman Islands
1.5k from Mastic Trail North Trailhead 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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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
2.1k from Mastic Trail North 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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On the Bay #103 Condo
On the Bay #103 Condo
House
Old Man Bay, Cayman Islands
2.0k from Mastic Trail North 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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Calypso Blue  Luxury 6BR Oceanfront Villa  Private Pool & Reef  Grand Cayman
Calypso Blue Luxury 6BR Oceanfront Villa Private Pool & Reef Grand Cayman
Villa
North Side, Cayman Islands
2.1k from Mastic Trail North Trailhead center

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

6 Bedrooms12 Guests
10.0

Exceptional

108 reviews

$1291
Average price / night
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20 Steps to the Beach -SUMMER DISCOUNT-
20 Steps to the Beach -SUMMER DISCOUNT-
Villa
Grand Cayman, KY1-1701, Cayman Islands
2.1k from Mastic Trail North Trailhead center

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

2 Bedrooms6 Guests
10.0

Exceptional

27 reviews

$368
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
2.1k from Mastic Trail North Trailhead 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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Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
House
North Side, KY 1-1702, Cayman Islands
2.2k from Mastic Trail North Trailhead center

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

8 Bedrooms20 Guests
10.0

Exceptional

19 reviews

$1357
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
2.2k from Mastic Trail North Trailhead 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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Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
Oceanfront 5 Bedroom Pool Home - Blue Vista Villa
House
Old Man Bay, KY1, Cayman Islands
2.2k from Mastic Trail North 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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BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
House
Northside, KY1-1601, Cayman Islands
2.2k from Mastic Trail North Trailhead center

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

5 Bedrooms14 Guests
9.8

Exceptional

77 reviews

$724
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
2.3k from Mastic Trail North Trailhead center

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

10 Bedrooms26 Guests
10.0

Exceptional

57 reviews

$3296
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 Family Vacation Rentals in Mastic Trail North Trailhead.

Mastic Trail North Trailhead Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 243 verified family-friendly vacation rentals in Mastic Trail North Trailhead. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Mastic Trail North Trailhead vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $291 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Mastic Trail North Trailhead offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Mastic Trail North Trailhead are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Mastic Trail North Trailhead often include amenities such as Child Friendly, View, and Ocean View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.