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Search results; Over 1,000 homes

Top guest favourite
Flat in Grand Cayman
Adorable Boho-Style Beach Villa
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
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4.96 out of 5 average rating, 183 reviews
Guest favourite
Flat in Grand Cayman
The Grove Too - 1 Bedroom Apartment
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Apartment in Grand Cayman
Beachside Retreat - Walk to 7 Mile Beach
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 38 reviews
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, 303 reviews
Top guest favourite
Flat in Savannah
Enoe’s Escape
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 138 reviews
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
Guest favourite
Apartment in Grand Harbour
Waterfront Escape | King Suite + Pool + Walkable
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.88 out of 5 average rating, 126 reviews
Guest favourite
Flat in West Bay
Capt’s Inn
1 bedroom, 1 bathroom
14–19 Sept
4.85 out of 5 average rating, 88 reviews
Top guest favourite
Home in Rum Point
Whispering Kai: beach home on Bio Bay, Cayman Kai
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 39 reviews
Superhost
Apartment in Grand Cayman
Studio Suite, Queen Bed, Patio, Kitchenette
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.73 out of 5 average rating, 110 reviews
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, 245 reviews
Top guest favourite
Place to stay in Rum Point
Yippee Kai Yay Beachfront oasis
2 bedrooms, 2 beds, 2 bathrooms
15–20 Sept
4.97 out of 5 average rating, 38 reviews
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
Superhost
Home in Grand Harbour
Modern Island Studio | Peaceful Garden Hideaway
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.84 out of 5 average rating, 50 reviews
Top guest favourite
Flat in George Town
Regal Beach Club #411
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.93 out of 5 average rating, 82 reviews
Guest favourite
Flat in Cayman Kai
Rum Cove on the Bioluminescent Bay with Ocean View
1 bedroom, 1 king bed, 1 bathroom
22–27 Sept
4.93 out of 5 average rating, 231 reviews
Top guest favourite
Home in Rum Point
Waterfront 2BR with private screened pool
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 18 reviews
Apartment in George Town
Seven Mile Beach 2BR | Beach walk, kayak + tennis
2 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.71 out of 5 average rating, 137 reviews
Guest favourite
Apartment in West Bay
Modern 2BR/2BA Apartment Walk to Beach, Pool & BBQ
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.89 out of 5 average rating, 76 reviews