Vacation rentals with a pool in Cayman Islands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cayman Islands
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 Cayman Islands rentals with a pool
House rentals with a pool
Home in Patricks Island
5.0 out of 5 average rating, 10 reviewsSeabreezes-Your Oceanside Escape
Nov 9 – 16
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
Mar 1 – 8
Home in West Bay
5.0 out of 5 average rating, 15 reviewsThe Highlands Retreat A
Apr 10 – 17
Home in Grand Cayman
4.87 out of 5 average rating, 15 reviewsLone Palm by Grand Cayman Villas
Oct 15 – 22
Home in Bodden Town
5.0 out of 5 average rating, 28 reviewsCasa Avi - Beachfront bliss & luxury in Cayman
Feb 18 – 25
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
Aug 1 – 8
Home in North Side
4.94 out of 5 average rating, 35 reviewsOceanfront “Dreamsicle” Villa with Kayaks
Apr 24 – May 1
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
Mar 10 – 17
Condo rentals with a pool
Condo in George Town
4.89 out of 5 average rating, 131 reviewsBeautiful Modern Condo on 7 Mile Beach
Mar 11 – 18
Condo in George Town
4.93 out of 5 average rating, 135 reviewsSeven Mile Beach with Soul
Oct 31 – Nov 7
Condo in Savannah
4.92 out of 5 average rating, 37 reviewsBeachfront Seaside retreat! Amazing blue water
Oct 16 – 23
Condo in Rum Point
5.0 out of 5 average rating, 43 reviewsBeautiful oceanfront condo in peaceful North Side
Aug 31 – Sep 7
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 Rum Point
5.0 out of 5 average rating, 17 reviews"Mai Kai" Recently renovated Oceanfront Condo
Oct 18 – 25
Condo in George Town
4.98 out of 5 average rating, 49 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
Mar 19 – 26
Condo in George Town
5.0 out of 5 average rating, 21 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
Sep 20 – 27
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