Holiday 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.
Holiday 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
7–14 Oct
Home in North Side
4.89 out of 5 average rating, 65 reviewsLuxury 3bd Ocean View, # 1 Cream, Stunning Views
16–23 Oct
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
27 Sep – 4 Oct
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
12–19 Mar
Home in Rum Point
5.0 out of 5 average rating, 3 reviewsPools of the Kai #11 by Grand Cayman Villas
22–29 Oct
Home in North Side
4.94 out of 5 average rating, 34 reviewsOceanfront “Dreamsicle” Villa with Kayaks
22–29 Apr
Home in East End
4.96 out of 5 average rating, 25 reviewsLuxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
10–17 Apr
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
10–17 Dec
Apartment rentals with a pool
Apartment in George Town
4.93 out of 5 average rating, 134 reviewsSeven Mile Beach with Soul
9–16 Jul
Apartment in George Town
4.88 out of 5 average rating, 130 reviewsBeautiful Modern Condo on 7 Mile Beach
27 Aug – 3 Sep
Apartment in George Town
4.95 out of 5 average rating, 61 reviewsOceanfront 2bed 2bath Condo Seven Mile Beach
14–21 Aug
Apartment in George Town
5.0 out of 5 average rating, 21 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
20–27 Sep
Apartment in Rum Point
5.0 out of 5 average rating, 43 reviewsBeautiful oceanfront condo in peaceful North Side
7–14 Aug
Apartment in George Town
4.98 out of 5 average rating, 47 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
19–26 Dec
Apartment in West Bay
5.0 out of 5 average rating, 59 reviewsCondo Kai- Awesome 1B/1B in West Bay, Grand Cayman
4–11 Jun
Apartment in George Town
4.93 out of 5 average rating, 27 reviewsSeven Mile Beach - Great Location at Sunset Cove
24–31 Aug
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