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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
11–16 Sept
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4.96 out of 5 average rating, 182 reviews
Guest favourite
Flat in Grand Cayman
The Grove Too - 1 Bedroom Apartment
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Home in George Town
Island Oasis
5 bedrooms, 7 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Villa in North Side
Villa at the Sea Front
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.95 out of 5 average rating, 60 reviews
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
4 bedrooms, 7 beds, 4.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Flat in George Town
Kings Court Villa Britannia
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in George Town
Sandalwood Escape Luxury Family Villa Private Pool
3 bedrooms, 4 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 37 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
Home in Rum Point
Whispering Kai: beach home on Bio Bay, Cayman Kai
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in West Bay
Oceanviews-Restaurant, Diving & Snorkeling on site
2 bedrooms, 2 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in George Town
Paradise Beach House in South Sound, George Town
3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Sept
4.94 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Grand Cayman
Paradise Pointe Rentals (Apt 8 1st floor)
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.93 out of 5 average rating, 144 reviews
Top guest favourite
Home in Rum Point
No Big Ting - Private Beach Home
Individual host
11–16 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Grand Harbour
Luxury + Comfort + Water View + Pool + BBQ + Patio
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Home in Rum Point
The Cottage at Rum Point
3 bedrooms, 4 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in West Bay
Capt’s Inn
1 bedroom, 1 bathroom
11–16 Sept
4.85 out of 5 average rating, 88 reviews
Top guest favourite
Apartment in Grand Cayman
Beachside Retreat - Walk to 7 Mile Beach
1 bedroom, 1 king bed, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Room in Grand Harbour
Signature Home
1 bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 12 reviews