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Grand Cayman Vacation Rentals

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1237 rentals in Grand Cayman.
2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2, vacation rental in Grand Cayman
2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2, vacation rental in Grand Cayman
2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2, vacation rental in Grand Cayman

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock, vacation rental in Grand Cayman
Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock, vacation rental in Grand Cayman
Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock, vacation rental in Grand Cayman

Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 BR condo on Seven Mile Beach with ocean views, vacation rental in Grand Cayman
2 BR condo on Seven Mile Beach with ocean views, vacation rental in Grand Cayman
2 BR condo on Seven Mile Beach with ocean views, vacation rental in Grand Cayman

2 BR condo on Seven Mile Beach with ocean views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman

Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman

Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular, vacation rental in Grand Cayman
Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular, vacation rental in Grand Cayman
Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular, vacation rental in Grand Cayman

Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!, vacation rental in Grand Cayman
Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!, vacation rental in Grand Cayman
Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!, vacation rental in Grand Cayman

Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, vacation rental in Grand Cayman
'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, vacation rental in Grand Cayman
'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point, vacation rental in Grand Cayman

'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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KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, vacation rental in Grand Cayman
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, vacation rental in Grand Cayman
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot, vacation rental in Grand Cayman

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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Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool, vacation rental in Grand Cayman
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool, vacation rental in Grand Cayman
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool, vacation rental in Grand Cayman

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai, vacation rental in Grand Cayman
Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai, vacation rental in Grand Cayman
Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai, vacation rental in Grand Cayman

Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic, vacation rental in Grand Cayman
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic, vacation rental in Grand Cayman
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic, vacation rental in Grand Cayman

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman

Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!, vacation rental in Grand Cayman
Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!, vacation rental in Grand Cayman
Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!, vacation rental in Grand Cayman

Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Suncoast # 4, vacation rental in Grand Cayman
Suncoast # 4, vacation rental in Grand Cayman
Suncoast # 4, vacation rental in Grand Cayman

Suncoast # 4

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with, vacation rental in Grand Cayman
Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with, vacation rental in Grand Cayman
Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with, vacation rental in Grand Cayman

Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cayman - SAND at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman
Cayman - SAND at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman
Cayman - SAND at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman

Cayman - SAND at Crescent Beach - Luxurious Tranquility

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Tiki House Grand Cayman, Seven Mile Beach Area, vacation rental in Grand Cayman
Tiki House Grand Cayman, Seven Mile Beach Area, vacation rental in Grand Cayman
Tiki House Grand Cayman, Seven Mile Beach Area, vacation rental in Grand Cayman

Tiki House Grand Cayman, Seven Mile Beach Area

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for, vacation rental in Grand Cayman
Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for, vacation rental in Grand Cayman
Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for, vacation rental in Grand Cayman

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, vacation rental in Grand Cayman
Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, vacation rental in Grand Cayman
Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal, vacation rental in Grand Cayman

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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Cayman - SKY at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman
Cayman - SKY at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman
Cayman - SKY at Crescent Beach - Luxurious Tranquility, vacation rental in Grand Cayman

Cayman - SKY at Crescent Beach - Luxurious Tranquility

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Boggy Sands Club - Seven Mile Beach - Starfish, vacation rental in Grand Cayman
Boggy Sands Club - Seven Mile Beach - Starfish, vacation rental in Grand Cayman
Boggy Sands Club - Seven Mile Beach - Starfish, vacation rental in Grand Cayman

Boggy Sands Club - Seven Mile Beach - Starfish

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, vacation rental in Grand Cayman
Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, vacation rental in Grand Cayman
Conched Out: Beach House w/ Backyard Snorkeling + Private Pool, vacation rental in Grand Cayman

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living, vacation rental in Grand Cayman
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living, vacation rental in Grand Cayman
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living, vacation rental in Grand Cayman

Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, vacation rental in Grand Cayman
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, vacation rental in Grand Cayman
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal, vacation rental in Grand Cayman

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, vacation rental in Grand Cayman
Gorgeous Beachfront Villa, Azure Breeze #5, vacation rental in Grand Cayman
Gorgeous Beachfront Villa, Azure Breeze #5, vacation rental in Grand Cayman

Gorgeous Beachfront Villa, Azure Breeze #5

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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"PIECE of MINE" Beach VIlla, vacation rental in Grand Cayman
"PIECE of MINE" Beach VIlla, vacation rental in Grand Cayman
"PIECE of MINE" Beach VIlla, vacation rental in Grand Cayman

"PIECE of MINE" Beach VIlla

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock, vacation rental in Grand Cayman
Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock, vacation rental in Grand Cayman
Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock, vacation rental in Grand Cayman

Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Boggy Sands Club - Parrot Penthouse on Seven Mile Beach, vacation rental in Grand Cayman
Boggy Sands Club - Parrot Penthouse on Seven Mile Beach, vacation rental in Grand Cayman
Boggy Sands Club - Parrot Penthouse on Seven Mile Beach, vacation rental in Grand Cayman

Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing, vacation rental in Grand Cayman
Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing, vacation rental in Grand Cayman
Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing, vacation rental in Grand Cayman

Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing

Holiday Rental House
8 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
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Modern condo steps from the beach, vacation rental in Grand Cayman
Modern condo steps from the beach, vacation rental in Grand Cayman
Modern condo steps from the beach, vacation rental in Grand Cayman

Modern condo steps from the beach

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great Location & Value! 7mile Beach Condo next to a Resort Hotel! , vacation rental in Grand Cayman
Great Location & Value! 7mile Beach Condo next to a Resort Hotel! , vacation rental in Grand Cayman
Great Location & Value! 7mile Beach Condo next to a Resort Hotel! , vacation rental in Grand Cayman

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront., vacation rental in Grand Cayman
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront., vacation rental in Grand Cayman
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront., vacation rental in Grand Cayman

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach condo with sunset view, vacation rental in Grand Cayman
Beach condo with sunset view, vacation rental in Grand Cayman
Beach condo with sunset view, vacation rental in Grand Cayman

Beach condo with sunset view

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boggy Sands Club- Stingray Penthouse on Seven Mile Beach, vacation rental in Grand Cayman
Boggy Sands Club- Stingray Penthouse on Seven Mile Beach, vacation rental in Grand Cayman
Boggy Sands Club- Stingray Penthouse on Seven Mile Beach, vacation rental in Grand Cayman

Boggy Sands Club- Stingray Penthouse on Seven Mile Beach

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Great Bluff Estates: Luxury Villa with Pool, Cabanas, Multiple Decks & Great, vacation rental in Grand Cayman
Great Bluff Estates: Luxury Villa with Pool, Cabanas, Multiple Decks & Great, vacation rental in Grand Cayman
Great Bluff Estates: Luxury Villa with Pool, Cabanas, Multiple Decks & Great, vacation rental in Grand Cayman

Great Bluff Estates: Luxury Villa with Pool, Cabanas, Multiple Decks & Great

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Northern Lights #5: 2-Story Townhome w/Backyard Snorkeling, Shared Pool + Dock, vacation rental in Grand Cayman
Northern Lights #5: 2-Story Townhome w/Backyard Snorkeling, Shared Pool + Dock, vacation rental in Grand Cayman
Northern Lights #5: 2-Story Townhome w/Backyard Snorkeling, Shared Pool + Dock, vacation rental in Grand Cayman

Northern Lights #5: 2-Story Townhome w/Backyard Snorkeling, Shared Pool + Dock

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman
Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool , vacation rental in Grand Cayman

Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage, vacation rental in Grand Cayman
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage, vacation rental in Grand Cayman
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage, vacation rental in Grand Cayman

Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool, vacation rental in Grand Cayman
Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool, vacation rental in Grand Cayman
Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool, vacation rental in Grand Cayman

Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool

Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 22
Match: Sleeps
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On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby, vacation rental in Grand Cayman
On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby, vacation rental in Grand Cayman
On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby, vacation rental in Grand Cayman

On The Rocks: Gated Beach Estate w/ Pool & Protected White Sandy Beach Nearby

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Pomegranate Cottage: Island Cottage on Boutique Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman
Pomegranate Cottage: Island Cottage on Boutique Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman
Pomegranate Cottage: Island Cottage on Boutique Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman

Pomegranate Cottage: Island Cottage on Boutique Micro-Resort 10 mins from Seven

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman
Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman
Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven, vacation rental in Grand Cayman

Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from, vacation rental in Grand Cayman
Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from, vacation rental in Grand Cayman
Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from, vacation rental in Grand Cayman

Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Boggy Sands Club on Seven Mile Beach - CORAL 1, vacation rental in Grand Cayman
Boggy Sands Club on Seven Mile Beach - CORAL 1, vacation rental in Grand Cayman
Boggy Sands Club on Seven Mile Beach - CORAL 1, vacation rental in Grand Cayman

Boggy Sands Club on Seven Mile Beach - CORAL 1

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cayman Conch Quest Beachfront Condo in Rum Point, vacation rental in Grand Cayman
Cayman Conch Quest Beachfront Condo in Rum Point, vacation rental in Grand Cayman
Cayman Conch Quest Beachfront Condo in Rum Point, vacation rental in Grand Cayman

Cayman Conch Quest Beachfront Condo in Rum Point

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Kai Life: Waterfront Home on Bio Bay w/Pool & Dock + Short Walk to Rum, vacation rental in Grand Cayman
The Kai Life: Waterfront Home on Bio Bay w/Pool & Dock + Short Walk to Rum, vacation rental in Grand Cayman
The Kai Life: Waterfront Home on Bio Bay w/Pool & Dock + Short Walk to Rum, vacation rental in Grand Cayman

The Kai Life: Waterfront Home on Bio Bay w/Pool & Dock + Short Walk to Rum

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on, vacation rental in Grand Cayman
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on, vacation rental in Grand Cayman
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on, vacation rental in Grand Cayman

Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach, vacation rental in Grand Cayman
Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach, vacation rental in Grand Cayman
Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach, vacation rental in Grand Cayman

Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Showing results 1-50 of 1,237
Frequently Asked Questions about Grand Cayman






Escape in style – Grand Cayman beach villa and luxury condo rentals
With mile after mile of pristine beaches and clear turquoise seas, Grand Cayman vacation rentals take full advantage of their surroundings. Villas and condos feature beach-friendly comfort, private pools, bikes and tranquil island views. Our unbiased reviews say it best and give you confidence in your selection. “The location was perfect … the lagoon, kayaks, bikes, pool and Rum Point Beach….” And from a luxury condo vacation renter – “a little haven of tranquility. It is bright, clean, furnished to a great standard….”
Colorful, family-friendly island paradise
You will love the spirited blaze of color in the George Town capital and around the island. Perhaps perpetual sunshine demands the vibrant shades of purple, coral, sea green and mustard yellow that splash across island buildings. Groups, families and individuals enjoy all types of water adventures, from snorkeling and first class diving to turtle farm visits and simple beach picnics. Couples duck under the graceful casuarina trees for an exotic island cocktail along the more subdued Rum Point beach. The popular Seven Mile beach is close to everything and brimming with activity, so you’ll have no problem choosing the right tempo to suit your mood. Grand Cayman is a British territory and thriving financial center with over 600 international banks; so it’s easy to find many ways to contribute to the local economy. Pricey restaurants offer international cuisine, and local eateries deliver robust island fare with turtle, conch and Caribbean spices. Shopping choices mix duty-free luxury goods and fine jewelry boutiques with local specialty items and Cayman-esque souvenirs. Just be sure to remember your passport, now required of Caribbean-bound United States citizens.
From markets to bistros
The casual Market at the Grounds delivers a distinct Cayman atmosphere and taste. Enjoy home-cooked specialties, while you shop for traditional island crafts. Starvin’ Artists is a local artisan co-op with art, photography and crafts for every pocketbook. For a change from the many waterfront dining choices, you’ll find The Brasserie tucked away on Cricket Square in George Town. It’s a secret dining favorite with local corporate types, where customers enjoy the freshest of sea harvests, vegetables and fruits in a rich colonial setting.
Vacation rentals combine luxury, value and authentic island experience
Grand Cayman is not an inexpensive island destination, but you can avoid the high-end resort costs with your own luxury rental home. You’ll enjoy spacious living and the convenience of alternating meals cooked in your own villa kitchen with the pleasure of trying local restaurant choices. It’s the best of both worlds and one that will make you feel like a genuine islander!