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Search results; Over 1,000 homes in Cayman Islands

Luxe
Home in Rum Point
Waterfront villa with a private dock
4 bedrooms, 6 beds, 5 shared baths
Aug 13 – 18
,
4.75 out of 5 average rating, 8 reviews
Guest favorite
Condo in North Side
Beachfront with Caribbean views from screened patio
4.97 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 13 – 18
Guest favorite
Home in North Side
Oceanfront with a pool and beach
4.85 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 13 – 18
Top guest favorite
Home in Rum Point
Beachfront with a pool and reef access
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 15 – 20
Guest favorite
Home in Rum Point
Beachfront with ocean views from every room
4.87 out of 5 average rating, 68 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 13 – 18
Top guest favorite
Home in Rum Point
Waterfront with a private screened pool
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 14 – 19
Guest favorite
Home in Cayman Islands
Oceanfront villa with pool and tiki bar
4.78 out of 5 average rating, 27 reviews, 4 bedrooms, 4 beds, 3.5 baths
Aug 15 – 20
Luxe
Home in North Side
Gated home with a pool and beach access
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 7 beds, 4.5 baths
Aug 22 – 27
Top guest favorite
Condo in Rum Point
Secluded beachfront with a private pool
4.98 out of 5 average rating, 44 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 13 – 18
Superhost
Apartment in Rum Point
North Sound views from a screened lanai
New place to stay, 2 bedrooms, 3 beds, 2.5 baths
Aug 17 – 22
Top guest favorite
Apartment in George Town
Beachfront with ocean views and a pool
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 3.5 baths
Aug 22 – 27
Superhost
Villa in North Side
Beachfront with Caribbean views from every room
4.85 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 19 – 24
Home in Rum Point
Saltwater pool and a private beach
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 7 beds, 4 baths
Aug 17 – 22
Top guest favorite
Home in Rum Point
Beachfront on Bio Bay with private dock
4.95 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 13 – 18
Guest favorite
Apartment in Cayman Kai
On the bioluminescent bay with 360° views
4.93 out of 5 average rating, 231 reviews, 1 bedroom, 1 bed, 1 bath
Aug 13 – 18
Top guest favorite
Home in Old Man Bay
Beachfront with a saltwater infinity pool
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 3 baths
Aug 16 – 21
Villa in Bodden Town
Private beach and pool on a cove
2 bedrooms, 2 beds, 2 baths
Aug 13 – 18
Home in Rum Point
Waterfront on the Bioluminescent Bay
2 bedrooms, 3 beds, 2.5 baths
Aug 30 – Sep 4
Home in Rum Point
Beach bungalow feet from a private beach
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 13 – 18