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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
13–18 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
13–18 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
20–25 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Flat in George Town
Deluxe Studio on the beach #9
1 bedroom, 1 king bed
15–20 Sept
4.9 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in George Town
Paradise Escape-Charming Oceanfront Guest Suite
1 bedroom, 1 queen bed
10–15 Oct
4.97 out of 5 average rating, 303 reviews
Guest favourite
Flat in Seven Mile Corridor
4 Bedroom Apartment in Heart of Seven Mile Beach
4 bedrooms, 4 king beds
28 Sept – 3 Oct
4.88 out of 5 average rating, 89 reviews
Top guest favourite
Home in Rum Point
Whispering Kai: beach home on Bio Bay, Cayman Kai
2 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Savannah
John John's Hideaway
1 bedroom, 1 bed
21–26 Sept
4.94 out of 5 average rating, 245 reviews
Guest favourite
Flat in West Bay
Capt’s Inn
1 bedroom
13–18 Sept
4.85 out of 5 average rating, 88 reviews
Top guest favourite
Flat in George Town
Regal Beach Club #411
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.93 out of 5 average rating, 82 reviews
Flat in George Town
Condo in the Heart of Grand Cayman
2 bedrooms, 2 queen beds
13–18 Sept
4.7 out of 5 average rating, 354 reviews
Guest favourite
Apartment in Grand Harbour
Waterfront Escape | King Suite + Pool + Walkable
2 bedrooms, 2 beds
21–26 Sept
4.88 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Savannah
Enoe’s Escape
1 bedroom, 2 beds
19–24 Sept
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Flat in West Bay
Oceanfront Resort - Diving, Snorkeling & Dining
2 bedrooms, 3 beds
13–18 Sept
4.94 out of 5 average rating, 47 reviews
Superhost
Apartment in Savannah
Cayman Beach Escape - luxury ground floor 2BR
2 bedrooms, 2 king beds
16–21 Sept
Guest favourite
Home in West Bay
Oceanside Townhome with Watersports at Fingertips!
3 bedrooms, 6 beds
10–15 Oct
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Villa in North Side
Lux Oceanfront Villa w/ Heated Pool & Private Dock
8 bedrooms, 13 beds
24–29 Oct
5.0 out of 5 average rating, 35 reviews
Guest favourite
Flat in Spotts
Ocean club seaside luxury
2 bedrooms, 2 beds
17–22 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews