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Cayman Islands
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Over 1,000 places
Guest favorite
Guest favorite
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
1 queen bed
1 queen bed
Jun 1 – 6
Jun 1 – 6
$141
$101
night
$101 per night, originally $141
4.97 out of 5 average rating, 196 reviews
4.97 (196)
Guest favorite
Guest favorite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
6 beds
6 beds
May 4 – 9
May 4 – 9
$531
$334
night
$334 per night, originally $531
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favorite
Guest favorite
Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
2 beds
2 beds
Jun 3 – 8
Jun 3 – 8
$379
night
$379 per night
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Guest favorite
Guest favorite
Cottage in West Bay
Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$423
night
$423 per night
5.0 out of 5 average rating, 173 reviews
5.0 (173)
Guest favorite
Guest favorite
Home in Bodden Town
Tranquil Hideaway
1 queen bed
1 queen bed
May 11 – 16
May 11 – 16
$88
night
$88 per night
4.88 out of 5 average rating, 85 reviews
4.88 (85)
Guest favorite
Guest favorite
Condo in Cayman Islands
7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!
2 beds
2 beds
May 25 – 30
May 25 – 30
$310
$280
night
$280 per night, originally $310
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Guest favorite
Guest favorite
Home in Little Cayman
Just Chillin in Little Cayman
2 queen beds
2 queen beds
Jun 1 – 6
Jun 1 – 6
$184
night
$184 per night
4.97 out of 5 average rating, 144 reviews
4.97 (144)
Guest favorite
Guest favorite
Apartment in Grand Cayman
Adorable Boho Beach Villa
May 19 – 24
May 19 – 24
$195
night
$195 per night
4.98 out of 5 average rating, 96 reviews
4.98 (96)
Guest favorite
Guest favorite
Guesthouse in West Bay
West Bay, Cayman Islands
1 bed
1 bed
May 15 – 20
May 15 – 20
$86
night
$86 per night
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Guest favorite
Guest favorite
Cottage in Savannah
John John's Hideaway
May 28 – Jun 2
May 28 – Jun 2
$135
night
$135 per night
4.97 out of 5 average rating, 130 reviews
4.97 (130)
Guest favorite
Guest favorite
Home in Stake Bay
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
3 beds
3 beds
May 18 – 23
May 18 – 23
$374
night
$374 per night
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Guest favorite
Guest favorite
Home in George Town
Studio apartment with own entrance and garden
1 queen bed
1 queen bed
May 12 – 17
May 12 – 17
$109
night
$109 per night
4.89 out of 5 average rating, 46 reviews
4.89 (46)
Condo in George Town
Spacious 2 BR on SMB near town
2 queen beds
2 queen beds
Jun 9 – 14
Jun 9 – 14
$188
night
$188 per night
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favorite
Guest favorite
Condo in George Town
Brand New|3 Bed|Ocean Front|Sunset Balcony|Pool
3 beds
3 beds
May 5 – 10
May 5 – 10
$574
$344
night
$344 per night, originally $574
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favorite
Guest favorite
Home in George Town
Paradise Beach House in South Sound, George Town
4 beds
4 beds
May 28 – Jun 2
May 28 – Jun 2
$645
$565
night
$565 per night, originally $645
4.89 out of 5 average rating, 19 reviews
4.89 (19)
Guest favorite
Guest favorite
Condo in West Bay
7 Mile Beach Penthouse - Private Beach Club + Pool
10 beds
10 beds
Apr 27 – May 2
Apr 27 – May 2
$1,115
$975
night
$975 per night, originally $1,115
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
Condo in West Bay
Ocean View Seven Mile Beach Villa
2 beds
2 beds
Jun 3 – 8
Jun 3 – 8
$550
$445
night
$445 per night, originally $550
4.96 out of 5 average rating, 28 reviews
4.96 (28)
Guest favorite
Guest favorite
Condo in West Bay
7 Mile Beach Waterfront 3 Bedroom "new listing"
3 beds
3 beds
Apr 27 – May 2
Apr 27 – May 2
$617
night
$617 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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