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Search results; Over 1,000 homes

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Top guest favourite
Guest house in Cayman Islands
Tua'r Mor (near the sea) quiet waterfront escape.
1 bedroom, 1 bed, 1 private bathroom
19–24 Sept
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5.0 out of 5 average rating, 64 reviews
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Guest favourite
Flat in Grand Cayman
The Grove Too - 1 Bedroom Apartment
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 66 reviews
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Home in Bodden Town
Tranquil Hideaway
1 bedroom, 1 queen bed, 1 bathroom
29 Sept – 4 Oct
4.85 out of 5 average rating, 148 reviews
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Guest favourite
Flat in George Town
Deluxe Studio on the beach #9
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 72 reviews
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Guest favourite
Flat in Seven Mile Corridor
4 Bedroom Apartment in Heart of Seven Mile Beach
4 bedrooms, 4 king beds, No bathroom
28 Sept – 3 Oct
4.88 out of 5 average rating, 89 reviews
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Superhost
Flat in George Town
Sunsets at Poinsettia Condo | 7 Mile
2 bedrooms, 2 king beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Apartment in Grand Cayman
Studio Suite, Queen Bed, Patio, Kitchenette
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
4.73 out of 5 average rating, 110 reviews
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Guest favourite
Home in West Bay
West Bay Dream
4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Home in Creek
On the Beach!
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.98 out of 5 average rating, 48 reviews
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Top guest favourite
Flat in West Bay
Oceanfront Resort - Diving, Snorkeling & Dining
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 47 reviews
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Top guest favourite
Cottage in Savannah
John John's Hideaway
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 246 reviews
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Top guest favourite
Apartment in George Town
Island Pine Villa Ocean View
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.91 out of 5 average rating, 213 reviews
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Top guest favourite
Home in Rum Point
Whispering Kai: beach home on Bio Bay, Cayman Kai
2 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 39 reviews
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Guest favourite
Home in Cotton Tree Bay
Cayman Brac’s Salty Dog Cottages—The Cozy Cottage
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Blossom Village
Perfect for Staycations in Little Cayman
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 169 reviews
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Guest favourite
Home in West Bay
Oceanside Townhome with Watersports at Fingertips!
3 bedrooms, 6 beds, 3.5 bathrooms
10–15 Oct
4.96 out of 5 average rating, 27 reviews
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Top guest favourite
Guest suite in George Town
Paradise Escape-Charming Oceanfront Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
10–15 Oct
4.97 out of 5 average rating, 304 reviews
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Top guest favourite
Home in George Town
Sandalwood Escape Luxury Family Villa Private Pool
3 bedrooms, 4 beds, 3 bathrooms
6–11 Oct
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Flat in Patricks Island
Casa de Bells 3
1 bed, 1 bathroom
18–23 Sept
4.97 out of 5 average rating, 88 reviews