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North Side Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
58 rentals in North Side.
'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, holiday rental in North Side
'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, holiday rental in North Side
'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, holiday rental in North Side

'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Affiliated with FlipKey
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, holiday rental in North Side
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, holiday rental in North Side
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, holiday rental in North Side

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, holiday rental in North Side
Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, holiday rental in North Side
Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, holiday rental in North Side

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, holiday rental in North Side
Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, holiday rental in North Side
Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, holiday rental in North Side

Conched Out: Beach House w/ Backyard Snorkeling + Private Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, holiday rental in North Side
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, holiday rental in North Side
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, holiday rental in North Side

Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Beachfront Villa, Azure Breeze #5, holiday rental in North Side
Gorgeous Beachfront Villa, Azure Breeze #5, holiday rental in North Side
Gorgeous Beachfront Villa, Azure Breeze #5, holiday rental in North Side

Gorgeous Beachfront Villa, Azure Breeze #5

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Affiliated with FlipKey
Cayman Conch Quest Beachfront Condo in Rum Point, holiday rental in North Side
Cayman Conch Quest Beachfront Condo in Rum Point, holiday rental in North Side
Cayman Conch Quest Beachfront Condo in Rum Point, holiday rental in North Side

Cayman Conch Quest Beachfront Condo in Rum Point

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6, holiday rental in North Side
Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6, holiday rental in North Side
Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6, holiday rental in North Side

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side

Luxury 3bd Beach View, # 2 Peach, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights, holiday rental in North Side
Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights, holiday rental in North Side
Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights, holiday rental in North Side

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 3bd Beach View, # 3 Blue, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 3 Blue, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 3 Blue, Stunning Views, holiday rental in North Side

Luxury 3bd Beach View, # 3 Blue, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxury 3bd Beach Front, # 5 Yellow, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views, holiday rental in North Side

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, holiday rental in North Side
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, holiday rental in North Side
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, holiday rental in North Side

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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4BR-Castaway Cove: Oceanfront Northside Villa with Excellent Snorkeling, holiday rental in North Side
4BR-Castaway Cove: Oceanfront Northside Villa with Excellent Snorkeling, holiday rental in North Side
4BR-Castaway Cove: Oceanfront Northside Villa with Excellent Snorkeling, holiday rental in North Side

4BR-Castaway Cove: Oceanfront Northside Villa with Excellent Snorkeling

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS, holiday rental in North Side
BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS, holiday rental in North Side
BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS, holiday rental in North Side

BEACHFRONT 3 BEDROOM VILLA IN THE CAYMAN ISLANDS

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front White Sandy Beach
1st Sept-15th December Promo:
Pay 5 stay 7 nights!, holiday rental in North Side
Ocean Front White Sandy Beach
1st Sept-15th December Promo:
Pay 5 stay 7 nights!, holiday rental in North Side
Ocean Front White Sandy Beach
1st Sept-15th December Promo:
Pay 5 stay 7 nights!, holiday rental in North Side

Ocean Front White Sandy Beach 1st Sept-15th December Promo: Pay 5 stay 7 nights!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Mastic Sunnhill Cottage, holiday rental in North Side
The Mastic Sunnhill Cottage, holiday rental in North Side
The Mastic Sunnhill Cottage, holiday rental in North Side

The Mastic Sunnhill Cottage

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SPACIOUS  OCEAN FRONT PROPERTY-RUM POINT DRIVE, holiday rental in North Side
SPACIOUS  OCEAN FRONT PROPERTY-RUM POINT DRIVE, holiday rental in North Side
SPACIOUS  OCEAN FRONT PROPERTY-RUM POINT DRIVE, holiday rental in North Side

SPACIOUS OCEAN FRONT PROPERTY-RUM POINT DRIVE

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Best vacation in Grand cayman, the North Side Rum Point area, holiday rental in North Side
Best vacation in Grand cayman, the North Side Rum Point area, holiday rental in North Side
Best vacation in Grand cayman, the North Side Rum Point area, holiday rental in North Side

Best vacation in Grand cayman, the North Side Rum Point area

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Affiliated with FlipKey
Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side
Luxury 3bd Beach View, # 2 Peach, Stunning Views, holiday rental in North Side

Luxury 3bd Beach View, # 2 Peach, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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2BR-KiToCay-Sunny Oceanfront Home with Lovely Beach. Walk to Dining and Bar!, holiday rental in North Side
2BR-KiToCay-Sunny Oceanfront Home with Lovely Beach. Walk to Dining and Bar!, holiday rental in North Side
2BR-KiToCay-Sunny Oceanfront Home with Lovely Beach. Walk to Dining and Bar!, holiday rental in North Side

2BR-KiToCay-Sunny Oceanfront Home with Lovely Beach. Walk to Dining and Bar!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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RATE SPECIAL! stay for 5 nights & pay for 4. Valid for stays until Oct 2023, holiday rental in North Side
RATE SPECIAL! stay for 5 nights & pay for 4. Valid for stays until Oct 2023, holiday rental in North Side
RATE SPECIAL! stay for 5 nights & pay for 4. Valid for stays until Oct 2023, holiday rental in North Side

RATE SPECIAL! stay for 5 nights & pay for 4. Valid for stays until Oct 2023

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool, holiday rental in North Side
Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool, holiday rental in North Side
Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool, holiday rental in North Side

Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, holiday rental in North Side
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, holiday rental in North Side
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, holiday rental in North Side

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Holiday Rental House
10 bedrooms
8 bathrooms
Sleeps 26
Match: Sleeps
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Luxurious top floor condo with stunning views of the Caribbean-Military Discount, holiday rental in North Side
Luxurious top floor condo with stunning views of the Caribbean-Military Discount, holiday rental in North Side
Luxurious top floor condo with stunning views of the Caribbean-Military Discount, holiday rental in North Side

Luxurious top floor condo with stunning views of the Caribbean-Military Discount

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Envision: Upgraded Villa w/Backyard Beach & Snorkeling + Private Pool w/Spa, holiday rental in North Side
Envision: Upgraded Villa w/Backyard Beach & Snorkeling + Private Pool w/Spa, holiday rental in North Side
Envision: Upgraded Villa w/Backyard Beach & Snorkeling + Private Pool w/Spa, holiday rental in North Side

Envision: Upgraded Villa w/Backyard Beach & Snorkeling + Private Pool w/Spa

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Coco Kai Beach Front Villa with Heated Pool and Private Dock, holiday rental in North Side
Coco Kai Beach Front Villa with Heated Pool and Private Dock, holiday rental in North Side
Coco Kai Beach Front Villa with Heated Pool and Private Dock, holiday rental in North Side

Coco Kai Beach Front Villa with Heated Pool and Private Dock

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Beach Front East End, holiday rental in North Side
Beach Front East End, holiday rental in North Side
Beach Front East End, holiday rental in North Side

Beach Front East End

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Golden Palms Private Queen Suite  & P/ Bath w/Pool - Solo Traveller Best, holiday rental in North Side
Golden Palms Private Queen Suite  & P/ Bath w/Pool - Solo Traveller Best, holiday rental in North Side
Golden Palms Private Queen Suite  & P/ Bath w/Pool - Solo Traveller Best, holiday rental in North Side

Golden Palms Private Queen Suite & P/ Bath w/Pool - Solo Traveller Best

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Ocean's Edge: Beachfront Home with Rooftop Views, holiday rental in North Side
Ocean's Edge: Beachfront Home with Rooftop Views, holiday rental in North Side
Ocean's Edge: Beachfront Home with Rooftop Views, holiday rental in North Side

Ocean's Edge: Beachfront Home with Rooftop Views

Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Snorkeler's Paradise, holiday rental in North Side
Snorkeler's Paradise, holiday rental in North Side
Snorkeler's Paradise, holiday rental in North Side

Snorkeler's Paradise

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Mahogany Point 2 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side
Mahogany Point 2 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side
Mahogany Point 2 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side

Mahogany Point 2 – A Beachfront Townhouse on the North Coast of Grand Cayman

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sweeping ocean views - The Nest * North Pointe Condos, Rum Point, Grand Cayman, holiday rental in North Side
Sweeping ocean views - The Nest * North Pointe Condos, Rum Point, Grand Cayman, holiday rental in North Side
Sweeping ocean views - The Nest * North Pointe Condos, Rum Point, Grand Cayman, holiday rental in North Side

Sweeping ocean views - The Nest * North Pointe Condos, Rum Point, Grand Cayman

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!, holiday rental in North Side
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!, holiday rental in North Side
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!, holiday rental in North Side

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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20 Steps to the Beach, holiday rental in North Side
20 Steps to the Beach, holiday rental in North Side
20 Steps to the Beach, holiday rental in North Side

20 Steps to the Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side
Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side
Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman, holiday rental in North Side

Mahogany Point 3 – A Beachfront Townhouse on the North Coast of Grand Cayman

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side
Luxury 3bd Beach Front, # 4 Green, Stunning Views, holiday rental in North Side

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Mastic Chapel Cottage, holiday rental in North Side
The Mastic Chapel Cottage, holiday rental in North Side
The Mastic Chapel Cottage, holiday rental in North Side

The Mastic Chapel Cottage

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Northside Grand Cayman Getaway w/ Private Beach!, holiday rental in North Side
Northside Grand Cayman Getaway w/ Private Beach!, holiday rental in North Side
Northside Grand Cayman Getaway w/ Private Beach!, holiday rental in North Side

Northside Grand Cayman Getaway w/ Private Beach!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Breathtaking SUNRISES at NORTH POINTE / Rum Point - North Side, holiday rental in North Side
Breathtaking SUNRISES at NORTH POINTE / Rum Point - North Side, holiday rental in North Side
Breathtaking SUNRISES at NORTH POINTE / Rum Point - North Side, holiday rental in North Side

Breathtaking SUNRISES at NORTH POINTE / Rum Point - North Side

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa at Sea Front, holiday rental in North Side
Villa at Sea Front, holiday rental in North Side
Villa at Sea Front, holiday rental in North Side

Villa at Sea Front

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool, holiday rental in North Side
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool, holiday rental in North Side
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool, holiday rental in North Side

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Mastic Cana Cottage, holiday rental in North Side
The Mastic Cana Cottage, holiday rental in North Side
The Mastic Cana Cottage, holiday rental in North Side

The Mastic Cana Cottage

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2BR Luxury Oceanfront Condo at North Pointe, holiday rental in North Side
2BR Luxury Oceanfront Condo at North Pointe, holiday rental in North Side
2BR Luxury Oceanfront Condo at North Pointe, holiday rental in North Side

2BR Luxury Oceanfront Condo at North Pointe

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cayman Beach Front Cottage - Emerald Sea House, holiday rental in North Side
Cozy Cayman Beach Front Cottage - Emerald Sea House, holiday rental in North Side
Cozy Cayman Beach Front Cottage - Emerald Sea House, holiday rental in North Side

Cozy Cayman Beach Front Cottage - Emerald Sea House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views, holiday rental in North Side

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint, holiday rental in North Side
Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint, holiday rental in North Side
Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint, holiday rental in North Side

Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relax in Cayman Casual style. Modern convenience in a quiet beachfront setting., holiday rental in North Side
Relax in Cayman Casual style. Modern convenience in a quiet beachfront setting., holiday rental in North Side
Relax in Cayman Casual style. Modern convenience in a quiet beachfront setting., holiday rental in North Side

Relax in Cayman Casual style. Modern convenience in a quiet beachfront setting.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 58
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