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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
17–22 Aug
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4.96 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Savannah
Enoe’s Escape
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 136 reviews
Apartment in George Town
Luxury Oceanfront Condo in South Sound Aura #201
3 bedrooms, 3 beds, 3.5 bathrooms
13–18 Aug
New place to stay
Flat in Savannah
Coral Bay Escape - Remodeled Beachfront Condo!
3 bedrooms, 3 king beds, 3 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in West Bay
Oceanfront Oasis: Endless Views, Pool & Cottage
4 bedrooms, 5 beds, 4 bathrooms
21–26 Aug
5.0 out of 5 average rating, 43 reviews
Home in Bodden Town
Bright 2BR Retreat • Private Entry • Near Beach
2 bedrooms, 2 queen beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in West Bay
Luxury 3 Bedroom Waterfront Condo in Paradise
3 bedrooms, 3 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 21 reviews
Flat in West Bay
Island vibes, Ocean view, Diving
2 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Savannah
John John's Hideaway
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.94 out of 5 average rating, 243 reviews
Top guest favourite
Flat in George Town
#4 The Residence. A beautiful oceanfront condo.
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in George Town
Beachfront 3BR | Pool, Beach, & Sunset Views
3 bedrooms, 4 beds, 3 bathrooms
12–17 Sept
4.95 out of 5 average rating, 42 reviews
Guest favourite
Flat in Bodden Town
The Happystay 3
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 7 reviews
Villa in Bodden Town
Serenity Sands Cayman | Private Beach Oasis + Pool
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Aug
Top guest favourite
Home in Rum Point
No Big Ting - Private Beach Home
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Apartment in West Bay
3 Bed 3 Bath Ocean view Penthouse in Grand Cayman
3 bedrooms, 4 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Grand Harbour
Modern Island Studio | Peaceful Garden Hideaway
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 45 reviews
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 31 reviews
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
4 bedrooms, 7 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 45 reviews
Flat in George Town
Condo in vibrant community with 24h secure access.
1 bedroom, 1 double bed, 1 bathroom
16–21 Aug
4.75 out of 5 average rating, 4 reviews