Vacation Rentals with Private Pool in Mastic Trail North Trailhead, North Side: Compare 10+ Sites & Save

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84 Best Vacation Rentals with Private Pool in Mastic Trail North Trailhead (Starting from $291)

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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The Mastic Cottage Collection on North Side
The Mastic Cottage Collection on North Side
Condo
North Side, KY1, Cayman Islands
0.5k from Mastic Trail North 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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Pools of the Kai 11 by Grand Cayman Villas & Condos
Pools of the Kai 11 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
9.1k from Mastic Trail North Trailhead center

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

2 Bedrooms4 Guests
New to Booking
$507
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
0.5k from Mastic Trail North 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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Pools of the Kai 3 by Grand Cayman Villas & Condos
Pools of the Kai 3 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
9.1k from Mastic Trail North Trailhead center

Ocean View, Kitchen, Air Conditioner, Parking, Internet, Private Pool, View

2 Bedrooms4 Guests
New to Booking
$869
Average price / night
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The Mastic Chapel Cottage 2BR w/ Pool on North Side
The Mastic Chapel Cottage 2BR w/ Pool on North Side
Condo
North Side, KY1, Cayman Islands
0.5k from Mastic Trail North Trailhead center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$538
Average price / night
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Pools of the Kai 10 by Grand Cayman Villas & Condos
Pools of the Kai 10 by Grand Cayman Villas & Condos
House
Driftwood Village, Cayman Islands
9.1k from Mastic Trail North Trailhead center

Security/Safety, Ocean View, Private Pool, Parking, Internet, View, Guest Services

2 Bedrooms4 Guests
New to Booking
$521
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 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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Your Oceanside Retreat Awaits!
Your Oceanside Retreat Awaits!
Condo
Old Man Bay, Cayman Islands
1.8k from Mastic Trail North 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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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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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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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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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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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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Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage
House
Grand Cayman, KY1-1202, Cayman Islands
2.3k from Mastic Trail North Trailhead center

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

5 Bedrooms14 Guests
9.8

Exceptional

46 reviews

$1368
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
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Quiet, private nature retreat with pool and ocean views.
Quiet, private nature retreat with pool and ocean views.
House
Old Man Bay, KY1-1702, Cayman Islands
2.9k from Mastic Trail North Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$688
Average price / night
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Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
House
North Side, KY1-1102, Cayman Islands
4.1k from Mastic Trail North Trailhead center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$947
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
4.6k from Mastic Trail North 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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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
4.8k from Mastic Trail North Trailhead 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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Casa Tortuga - private beachfront villa with pool - Call Cayman Villas!
Casa Tortuga - private beachfront villa with pool - Call Cayman Villas!
Villa
Frank Sound, KY1-2000, Cayman Islands
4.8k from Mastic Trail North Trailhead center

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

3 Bedrooms6 Guests
9.4

Superb

51 reviews

$681
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
5.1k from Mastic Trail North Trailhead 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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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
5.1k from Mastic Trail North Trailhead 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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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 Vacation Rentals with Private Pool in Mastic Trail North Trailhead.

Mastic Trail North Trailhead Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 84 verified vacation rentals with a private pool in Mastic Trail North Trailhead. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Mastic Trail North Trailhead vary depending on the property size, location, and travel season. Rates typically start from around $291 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Mastic Trail North Trailhead also welcome pets. Currently, 2 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Mastic Trail North Trailhead often include additional features such as Private Pool, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Mastic Trail North Trailhead include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.