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
Get the amount of space that is right for you
Popular amenities for Cayman Islands rentals with a pool
House rentals with a pool
Home in Grand Cayman
4.88 out of 5 average rating, 16 reviewsLone Palm by Grand Cayman Villas
Home in North Side
4.89 out of 5 average rating, 66 reviewsLuxury 3bd Ocean View, # 1 Cream, Stunning Views
Home in West Bay
5.0 out of 5 average rating, 16 reviewsThe Highlands Retreat A
Home in West End
5.0 out of 5 average rating, 13 reviewsPOOL, sandy beach w/cabana, wi-fi, a/c, sunsets
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
Home in Patricks Island
5.0 out of 5 average rating, 13 reviewsSeabreezes-Your Oceanside Escape
Home in Patricks Island
5.0 out of 5 average rating, 12 reviewsOceanfront condo renovated w/pool & boardwalk
Condo rentals with a pool
Condo in George Town
4.93 out of 5 average rating, 136 reviewsSeven Mile Beach with Soul
Condo in George Town
5.0 out of 5 average rating, 22 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
Condo in West Bay
5.0 out of 5 average rating, 19 reviewsOceanfront- Restaurant, Diving & Snorkeling onsite
Condo in Savannah
4.93 out of 5 average rating, 41 reviewsBeachfront Seaside retreat! Amazing blue water
Condo in George Town
5.0 out of 5 average rating, 50 reviewsBeautiful apartment in Seven Mile Beach
Condo in Savannah
4.96 out of 5 average rating, 67 reviewsBeachfront walkout with amazing patio & view
Condo in Rum Point
5.0 out of 5 average rating, 19 reviews"Mai Kai" Recently renovated Oceanfront Condo
Condo in George Town
4.98 out of 5 average rating, 52 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
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