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Holiday Homes in North Side

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47 rentals in North Side.
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WINDSONG - Beachfront w/ Private Dock & 50 ft Pool, holiday rental in North Side

WINDSONG - Beachfront w/ Private Dock & 50 ft Pool

5 bedrooms
5 bathrooms
Sleeps 14
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!

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, holiday rental in North Side

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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'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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA, FROM $99.99/nt, holiday rental in North Side

YOU'VE ARRIVED! BREATHTAKING LUXURY BEACHFRONT VILLA, FROM $99.99/nt

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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ESCAPE TO BEACHFRONT PARADISE! FROM $99.00/NT BEST VALUE! GUARANTEED!!, holiday rental in North Side

ESCAPE TO BEACHFRONT PARADISE! FROM $99.00/NT BEST VALUE! GUARANTEED!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Beauty & Panoramic Views -The Retreat #23 - Steps out to Two Beaches, holiday rental in North Side

Beachfront Beauty & Panoramic Views -The Retreat #23 - Steps out to Two Beaches

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

Gorgeous Beachfront Villa, Azure Breeze #5

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kaibo Vacation 50ft From The Water - Ground Floor Unit, holiday rental in North Side

Kaibo Vacation 50ft From The Water - Ground Floor Unit

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 5 Yellow, holiday rental in North Side

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 5 Yellow

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Turtle Kai Waterfront Condo At Kaibo Yacht Club near Rum Point, holiday rental in North Side

Turtle Kai Waterfront Condo At Kaibo Yacht Club near Rum Point

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cayman Island Beachfront Condo-on Ocean,Cayman Kai/Rum Point- CAYMAN STEAD, holiday rental in North Side

Cayman Island Beachfront Condo-on Ocean,Cayman Kai/Rum Point- CAYMAN STEAD

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Oceanfront 3 BR Villa with winter availability, holiday rental in North Side

Oceanfront 3 BR Villa with winter availability

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6, holiday rental in North Side

Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Pools #10, holiday rental in North Side

The Pools #10

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Get here fast & then you take it slow... Relax *Champagne Sunrise., holiday rental in North Side

Get here fast & then you take it slow... Relax *Champagne Sunrise.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Kozy Kai - Sealodge #17, holiday rental in North Side

Kozy Kai - Sealodge #17

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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4-5BR/4.5BA Luxury Cos Kai Villa With Private Beach in Beautiful Cayman Kai, holiday rental in North Side

4-5BR/4.5BA Luxury Cos Kai Villa With Private Beach in Beautiful Cayman Kai

0 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Rum Haven, holiday rental in North Side

Rum Haven

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2BR-Cool Change: Oceanfront Caribbean Cottage in Rum Point-Excellent Snorkeling, holiday rental in North Side

2BR-Cool Change: Oceanfront Caribbean Cottage in Rum Point-Excellent Snorkeling

0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa Bellagio, holiday rental in North Side

Villa Bellagio

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Villa La Playa, holiday rental in North Side

Villa La Playa

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Villa Emmanuel, holiday rental in North Side

Villa Emmanuel

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beach Plum Villa, holiday rental in North Side

Beach Plum Villa

4 bedrooms
4 bathrooms
Sleeps 8
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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'Valhalla' at Rum Point - the perfect beach-house experience, holiday rental in North Side

'Valhalla' at Rum Point - the perfect beach-house experience

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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6BR/5BA Hidden Cove in Cayman Kai with Private Pool and Dock, holiday rental in North Side

6BR/5BA Hidden Cove in Cayman Kai with Private Pool and Dock

0 bedrooms
6 bathrooms
Sleeps 12
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

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Rum Sands, holiday rental in North Side

Rum Sands

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Kirk Kove, holiday rental in North Side

Kirk Kove

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Magic, holiday rental in North Side

Sea Magic

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream, holiday rental in North Side

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Henry's Hideout, holiday rental in North Side

Henry's Hideout

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6, holiday rental in North Side

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 4 Green, holiday rental in North Side

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 4 Green

3 bedrooms
3 bathrooms
Sleeps 8
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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kaibo Yacht Club #9C, holiday rental in North Side

Kaibo Yacht Club #9C

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kaibo Yacht Club #29C, holiday rental in North Side

Kaibo Yacht Club #29C

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue, holiday rental in North Side

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Mahogany Point 2, holiday rental in North Side

Mahogany Point 2

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard, holiday rental in North Side

Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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CORAL VISTA - Infinity Pool, Arcade, Private Cabana, Beachside Firepit, holiday rental in North Side

CORAL VISTA - Infinity Pool, Arcade, Private Cabana, Beachside Firepit

10 bedrooms
8 bathrooms
Sleeps 26
Match: Sleeps
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Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach, holiday rental in North Side

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach

3 bedrooms
3 bathrooms
Sleeps 8
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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Two Bedroom Beachfront Condo in Paradise, holiday rental in North Side

Two Bedroom Beachfront Condo in Paradise

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Villa Vacation in the Cayman Islands, holiday rental in North Side

Beachfront Villa Vacation in the Cayman Islands

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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