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1 guest
135 places
without service fees*
1
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5
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10
24% savings
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
4.85
( 33 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
24% savings
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
4.85
( 33 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
24% savings
Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai
4.85
( 25 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
24% savings
Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai
4.85
( 25 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
25% savings
Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One
4.90
( 72 )
House in Grand Cayman, Bodden Town
4 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,608
night
1
2
3
4
5
6
7
8
9
10
25% savings
Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One
4.90
( 72 )
House in Grand Cayman, Bodden Town
4 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,608
night
1
2
3
4
5
6
7
8
9
10
25% savings
Villa Caymanas: Oceanfront Villa w/ Private Pool, Backyard Snorkeling + Panoramic Views
4.86
( 21 )
House in Grand Cayman, North Side
4 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$973
night
1
2
3
4
5
6
7
8
9
10
25% savings
Villa Caymanas: Oceanfront Villa w/ Private Pool, Backyard Snorkeling + Panoramic Views
4.86
( 21 )
House in Grand Cayman, North Side
4 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$973
night
1
2
3
4
5
6
7
8
9
10
25% savings
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot Beach
5.0
( 35 )
House in Grand Cayman, North Side
4 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,495
night
1
2
3
4
5
6
7
8
9
10
25% savings
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot Beach
5.0
( 35 )
House in Grand Cayman, North Side
4 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,495
night
1
2
3
4
5
6
7
8
9
10
25% savings
Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
4.89
( 22 )
House in West Bay, West Bay
8 bedrooms
•
22 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,673
night
1
2
3
4
5
6
7
8
9
10
25% savings
Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
4.89
( 22 )
House in West Bay, West Bay
8 bedrooms
•
22 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,673
night
1
2
3
4
5
6
7
8
9
10
23% savings
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living
4.83
( 21 )
House in Grand Cayman, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$660
night
1
2
3
4
5
6
7
8
9
10
23% savings
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living
4.83
( 21 )
House in Grand Cayman, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$660
night
1
2
3
4
5
6
7
8
9
10
25% savings
Sea Beauty: ADA-Friendly Cottage w/New Pool, Private Beach Lot, & Free Kayak
5.0
( 49 )
House in Grand Cayman, East End
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$510
night
1
2
3
4
5
6
7
8
9
10
25% savings
Sea Beauty: ADA-Friendly Cottage w/New Pool, Private Beach Lot, & Free Kayak
5.0
( 49 )
House in Grand Cayman, East End
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$510
night
1
2
3
4
5
6
7
8
9
10
32% savings
Gypsy: Private Pool, Beachfront & Designer Interiors in Rum Point
5.0
( 21 )
House in Grand Cayman, null
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,845
night
1
2
3
4
5
6
7
8
9
10
32% savings
Gypsy: Private Pool, Beachfront & Designer Interiors in Rum Point
5.0
( 21 )
House in Grand Cayman, null
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,845
night
1
2
3
4
5
6
7
8
9
10
24% savings
Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point!
5.0
( 45 )
House in Grand Cayman, North Side
5 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,900
night
1
2
3
4
5
6
7
8
9
10
24% savings
Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point!
5.0
( 45 )
House in Grand Cayman, North Side
5 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,900
night
1
2
3
4
5
6
7
8
9
10
24% savings
Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
4.90
( 46 )
House in Grand Cayman, East End
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,345
night
1
2
3
4
5
6
7
8
9
10
24% savings
Blue Serenity: Beach House w/Pool, Pickleball Courts + Backyard Snorkeling
4.90
( 46 )
House in Grand Cayman, East End
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,345
night
1
2
3
4
5
6
7
8
9
10
24% savings
S'Kai Fall: Beach House on Bio Bay w/Private Pool + Dock, Walk to Rum Point Club & Kaibo
4.92
( 26 )
House in Cayman Kai, North Side
3 bedrooms
•
7 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,160
night
1
2
3
4
5
6
7
8
9
10
24% savings
S'Kai Fall: Beach House on Bio Bay w/Private Pool + Dock, Walk to Rum Point Club & Kaibo
4.92
( 26 )
House in Cayman Kai, North Side
3 bedrooms
•
7 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,160
night
1
2
3
4
5
6
7
8
9
10
24% savings
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay
4.81
( 27 )
House in Cayman Kai, North Side
3 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,160
night
1
2
3
4
5
6
7
8
9
10
24% savings
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay
4.81
( 27 )
House in Cayman Kai, North Side
3 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,160
night
1
2
3
4
5
6
7
8
9
10
25% savings
Seaside Dreams: Contemporary Oasis on Bio-Bay With Two Free Kayaks
4.93
( 42 )
House in Cayman Kai, North Side
2 bedrooms
•
5 guests
Hosted by Grand Cayman Villas & Condos
Averages
$545
night
1
2
3
4
5
6
7
8
9
10
25% savings
Seaside Dreams: Contemporary Oasis on Bio-Bay With Two Free Kayaks
4.93
( 42 )
House in Cayman Kai, North Side
2 bedrooms
•
5 guests
Hosted by Grand Cayman Villas & Condos
Averages
$545
night
1
2
3
4
5
6
7
8
9
10
23% savings
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal Blue Pool
4.98
( 41 )
House in Old Man Bay, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$888
night
1
2
3
4
5
6
7
8
9
10
23% savings
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal Blue Pool
4.98
( 41 )
House in Old Man Bay, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$888
night
1
2
3
4
5
6
7
8
9
10
23% savings
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
4.83
( 46 )
House in Grand Cayman, East End
3 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,110
night
1
2
3
4
5
6
7
8
9
10
23% savings
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
4.83
( 46 )
House in Grand Cayman, East End
3 bedrooms
•
8 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,110
night
1
2
3
4
5
6
7
8
9
10
20% savings
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage
4.92
( 55 )
House in Grand Cayman, North Side
5 bedrooms
•
14 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,473
night
1
2
3
4
5
6
7
8
9
10
20% savings
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage
4.92
( 55 )
House in Grand Cayman, North Side
5 bedrooms
•
14 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,473
night
1
2
3
4
5
6
7
8
9
10
18% savings
White Cottage: Luxe Beach Cottage w/Private Pool, Backyard Beach and Dock
4.97
( 37 )
House in Grand Cayman, East End
5 bedrooms
•
11 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,050
night
1
2
3
4
5
6
7
8
9
10
18% savings
White Cottage: Luxe Beach Cottage w/Private Pool, Backyard Beach and Dock
4.97
( 37 )
House in Grand Cayman, East End
5 bedrooms
•
11 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,050
night
1
2
3
4
5
6
7
8
9
10
21% savings
Sweetie Kai: Home on Bio Bay w/Free Kayaks, Bikes & Shared Pool. Walk to the Rum Point Club
5.0
( 17 )
House in Cayman Kai, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$545
night
1
2
3
4
5
6
7
8
9
10
21% savings
Sweetie Kai: Home on Bio Bay w/Free Kayaks, Bikes & Shared Pool. Walk to the Rum Point Club
5.0
( 17 )
House in Cayman Kai, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$545
night
1
2
3
4
5
6
7
8
9
10
24% savings
Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!
5.0
( 17 )
House in Cayman Kai, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,095
night
1
2
3
4
5
6
7
8
9
10
24% savings
Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!
5.0
( 17 )
House in Cayman Kai, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,095
night
1
2
3
4
5
6
7
8
9
10
24% savings
Fantasea: Family Beach Villa on Bio Bay w/ Private Pool, Veranda Lounge + Dock
5.0
( 18 )
House in Cayman Kai, North Side
3 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,110
night
1
2
3
4
5
6
7
8
9
10
24% savings
Fantasea: Family Beach Villa on Bio Bay w/ Private Pool, Veranda Lounge + Dock
5.0
( 18 )
House in Cayman Kai, North Side
3 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,110
night
1
2
3
4
5
6
7
8
9
10
32% savings
Abita Kai: ADA-Friendly Villa Walkable to Restaurants, w/Pool, Dock, & Sandy Beach
5.0
( 18 )
House in Grand Cayman, North Side
5 bedrooms
•
14 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,445
night
1
2
3
4
5
6
7
8
9
10
32% savings
Abita Kai: ADA-Friendly Villa Walkable to Restaurants, w/Pool, Dock, & Sandy Beach
5.0
( 18 )
House in Grand Cayman, North Side
5 bedrooms
•
14 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,445
night
1
2
3
4
5
6
7
8
9
10
31% savings
Fantasea: Family Beach Villa w/ Private Pool + Free Kayaks on Bio Bay
5.0
( 18 )
House in Cayman Kai, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,060
night
1
2
3
4
5
6
7
8
9
10
31% savings
Fantasea: Family Beach Villa w/ Private Pool + Free Kayaks on Bio Bay
5.0
( 18 )
House in Cayman Kai, North Side
2 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,060
night
1
2
3
4
5
6
7
8
9
10
20% savings
SeaDreams #4: New West Bay Condos w/ Communal Pool, Heated Spa + Rooftop Lounge
4.94
( 16 )
Apartment in West Bay, Grand Cayman
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$745
night
1
2
3
4
5
6
7
8
9
10
20% savings
SeaDreams #4: New West Bay Condos w/ Communal Pool, Heated Spa + Rooftop Lounge
4.94
( 16 )
Apartment in West Bay, Grand Cayman
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$745
night
1
2
3
4
5
6
7
8
9
10
23% savings
Turtle Beach: Swim with Sea Turtles! Modern Villa w/Pool, Jacuzzi, & Free Kayak!
5.0
( 16 )
House in Grand Cayman, George Town
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,100
night
1
2
3
4
5
6
7
8
9
10
23% savings
Turtle Beach: Swim with Sea Turtles! Modern Villa w/Pool, Jacuzzi, & Free Kayak!
5.0
( 16 )
House in Grand Cayman, George Town
4 bedrooms
•
10 guests
Hosted by Grand Cayman Villas & Condos
Averages
$2,100
night
1
2
3
4
5
6
7
8
9
10
17% savings
SeaDreams #1: Newly Built Oceanfront Condos w/Rooftop Lounge + Pool & Heated Spa
5.0
( 21 )
Apartment in West Bay, Grand Cayman
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$745
night
1
2
3
4
5
6
7
8
9
10
17% savings
SeaDreams #1: Newly Built Oceanfront Condos w/Rooftop Lounge + Pool & Heated Spa
5.0
( 21 )
Apartment in West Bay, Grand Cayman
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$745
night
1
2
3
4
5
6
7
8
9
10
16% savings
Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock
4.81
( 23 )
House in Cayman Kai, North Side
6 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,395
night
1
2
3
4
5
6
7
8
9
10
16% savings
Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock
4.81
( 23 )
House in Cayman Kai, North Side
6 bedrooms
•
12 guests
Hosted by Grand Cayman Villas & Condos
Averages
$1,395
night
1
2
3
4
5
6
7
8
9
10
36% savings
Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard Snorkeling
4.69
( 36 )
House in Old Man Bay, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$495
night
1
2
3
4
5
6
7
8
9
10
36% savings
Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard Snorkeling
4.69
( 36 )
House in Old Man Bay, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$495
night
1
2
3
4
5
6
7
8
9
10
23% savings
Pools of the Kai #6: Modern Island Oasis w/ Private Pool Atrium & Sandy Beach Vibes in Cayman Kai
4.78
( 79 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
23% savings
Pools of the Kai #6: Modern Island Oasis w/ Private Pool Atrium & Sandy Beach Vibes in Cayman Kai
4.78
( 79 )
House in Cayman Kai, North Side
2 bedrooms
•
4 guests
Hosted by Grand Cayman Villas & Condos
Averages
$610
night
1
2
3
4
5
6
7
8
9
10
24% savings
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool & Dock
4.66
( 22 )
House in Cayman Kai, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$873
night
1
2
3
4
5
6
7
8
9
10
24% savings
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool & Dock
4.66
( 22 )
House in Cayman Kai, North Side
3 bedrooms
•
6 guests
Hosted by Grand Cayman Villas & Condos
Averages
$873
night
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