Vacation rentals with a pool in Grand Cayman
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Grand Cayman
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Grand Cayman rentals with a pool
House rentals with a pool
Home in Bodden Town
5.0 out of 5 average rating, 28 reviewsCasa Avi - Beachfront bliss & luxury in Cayman
Oct 1 – 8
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
Sep 28 – Oct 5
Home in West Bay
5.0 out of 5 average rating, 15 reviewsThe Highlands Retreat A
Oct 7 – 14
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
Mar 4 – 11
Home in Rum Point
5.0 out of 5 average rating, 4 reviewsPools of the Kai #11 by Grand Cayman Villas
Oct 4 – 11
Home in East End
4.96 out of 5 average rating, 25 reviewsLuxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
Apr 8 – 15
Home in North Side
4.94 out of 5 average rating, 35 reviewsOceanfront “Dreamsicle” Villa with Kayaks
Apr 27 – May 4
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
Mar 13 – 20
Condo rentals with a pool
Condo in Grand Harbour
4.93 out of 5 average rating, 200 reviewsThe Sanctuary serene Grand Harbour view 2Bed/2Bath
Feb 14 – 21
Condo in George Town
4.93 out of 5 average rating, 135 reviewsSeven Mile Beach with Soul
Jul 24 – 31
Condo in George Town
4.89 out of 5 average rating, 131 reviewsBeautiful Modern Condo on 7 Mile Beach
Apr 4 – 11
Condo in George Town
4.98 out of 5 average rating, 49 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
Oct 20 – 27
Condo in George Town
5.0 out of 5 average rating, 21 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
Sep 20 – 27
Condo in West Bay
5.0 out of 5 average rating, 20 reviewsOceanfront Panoramic|Snorkeling|Sunsets|Shore Dive
Sep 20 – 27
Condo in George Town
4.95 out of 5 average rating, 62 reviewsOceanfront 2bed 2bath Condo Seven Mile Beach
Sep 19 – 26
Condo in Rum Point
5.0 out of 5 average rating, 18 reviews"Mai Kai" Recently renovated Oceanfront Condo
Apr 21 – 28
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