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 West Bay
5.0 out of 5 average rating, 15 reviewsThe Highlands Retreat A
Sep 26 – Oct 3
Home in Bodden Town
5.0 out of 5 average rating, 28 reviewsCasa Avi - Beachfront bliss & luxury in Cayman
Mar 24 – 31
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
Aug 2 – 9
Home in North Side
4.89 out of 5 average rating, 65 reviewsLuxury 3bd Ocean View, # 1 Cream, Stunning Views
Oct 3 – 10
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
Mar 2 – 9
Home in Grand Cayman
4.87 out of 5 average rating, 15 reviewsLone Palm by Grand Cayman Villas
Oct 15 – 22
Home in North Side
4.94 out of 5 average rating, 35 reviewsOceanfront “Dreamsicle” Villa with Kayaks
Apr 25 – May 2
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
Mar 11 – 18
Condo rentals with a pool
Condo in George Town
4.93 out of 5 average rating, 135 reviewsSeven Mile Beach with Soul
Dec 22 – 29
Condo in Patricks Island
4.94 out of 5 average rating, 17 reviewsOceanfront 2bd/2.5ba • Pool + Spotts Beach
Jun 4 – 11
Condo in George Town
4.93 out of 5 average rating, 27 reviewsSeven Mile Beach - Great Location at Sunset Cove
Aug 27 – Sep 3
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 George Town
4.98 out of 5 average rating, 49 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
Mar 7 – 14
Condo in Rum Point
5.0 out of 5 average rating, 17 reviews"Mai Kai" Recently renovated Oceanfront Condo
Oct 24 – 31
Condo in West Bay
5.0 out of 5 average rating, 59 reviewsCondo Kai- Awesome 1B/1B in West Bay, Grand Cayman
Jun 4 – 11
Condo in George Town
4.88 out of 5 average rating, 43 reviewsParadise on Seven Mile Beach
Jun 25 – Jul 2
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