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

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266 Best Vacation Rentals with Pool in Mastic Trail North Trailhead (Starting from $268)

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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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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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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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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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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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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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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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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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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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 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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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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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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Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
House
KY1-1007, Cayman Islands, Cayman Islands
1.9k from Mastic Trail North Trailhead center

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

3 Bedrooms6 Guests
10.0

Exceptional

79 reviews

$495
Average price / night
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Envision home
Envision home
House
North Side, Cayman Islands
2.0k from Mastic Trail North Trailhead center

Hot Tub, Internet, Wellness Facilities, Air Conditioner, Security/Safety, Guest Services, Pool

5 Bedrooms12 Guests
New to Booking
$1005
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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On The Bay
On The Bay
Apartment
North Side, Cayman Islands
2.0k from Mastic Trail North Trailhead center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

7 Bedrooms17 Guests
9.1

Superb

12 reviews

$268
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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Silver Reef 2 Oceanfront Condo
Silver Reef 2 Oceanfront Condo
House
North Side, Cayman Islands
2.2k from Mastic Trail North 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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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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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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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
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 Vacation Rentals with Pool in Mastic Trail North Trailhead.

Mastic Trail North Trailhead Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 266 verified vacation rentals with a pool in Mastic Trail North Trailhead. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Mastic Trail North Trailhead vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $268 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Mastic Trail North Trailhead offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Mastic Trail North Trailhead welcome pets. Currently, 1 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Mastic Trail North Trailhead often include additional outdoor features such as Pool, View, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Mastic Trail North Trailhead offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.