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
Get the amount of space that is right for you
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
1–8 Oct
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
28 Sep – 5 Oct
Home in West Bay
5.0 out of 5 average rating, 15 reviewsThe Highlands Retreat A
7–14 Oct
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
4–11 Mar
Home in Rum Point
5.0 out of 5 average rating, 4 reviewsPools of the Kai #11 by Grand Cayman Villas
4–11 Oct
Home in East End
4.96 out of 5 average rating, 25 reviewsLuxury 4 Bdr Ocean View Home w/ Pool + Hot Tub
8–15 Apr
Home in North Side
4.94 out of 5 average rating, 35 reviewsOceanfront “Dreamsicle” Villa with Kayaks
27 Apr – 4 May
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
13–20 Mar
Apartment rentals with a pool
Apartment in Grand Harbour
4.92 out of 5 average rating, 199 reviewsThe Sanctuary serene Grand Harbour view 2Bed/2Bath
14–21 Feb
Apartment in George Town
4.93 out of 5 average rating, 135 reviewsSeven Mile Beach with Soul
24–31 Jul
Apartment in George Town
4.89 out of 5 average rating, 131 reviewsBeautiful Modern Condo on 7 Mile Beach
4–11 Apr
Apartment in George Town
4.98 out of 5 average rating, 49 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
20–27 Oct
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 West Bay
5.0 out of 5 average rating, 20 reviewsOceanfront Panoramic|Snorkeling|Sunsets|Shore Dive
20–27 Sep
Apartment in George Town
4.95 out of 5 average rating, 62 reviewsOceanfront 2bed 2bath Condo Seven Mile Beach
19–26 Sep
Apartment in Rum Point
5.0 out of 5 average rating, 18 reviews"Mai Kai" Recently renovated Oceanfront Condo
21–28 Apr
Destinations to explore
- Rentals with breakfast Grand Cayman
- Pet-friendly rentals Grand Cayman
- Rentals with a washing machine and dryer Grand Cayman
- Villa rentals Grand Cayman
- Waterfront rentals Grand Cayman
- Rentals with beach access Grand Cayman
- House rentals Grand Cayman
- Apartment rentals Grand Cayman
- Rentals with a hot tub Grand Cayman
- Fitness-friendly rentals Grand Cayman
- Luxury rentals Grand Cayman
- Family-friendly rentals Grand Cayman
- Rentals with a kayak Grand Cayman
- Rentals with an EV charger Grand Cayman
- Monthly Rentals Grand Cayman
- Rentals with a patio Grand Cayman
- Smoking-friendly rentals Grand Cayman
- Serviced apartment rentals Grand Cayman
- Rentals with outdoor seating Grand Cayman
- Family-friendly rentals Grand Cayman
- Townhouse rentals Grand Cayman
- Flat rentals Grand Cayman
- Rentals with a firepit Grand Cayman
- Beachfront rentals Grand Cayman
- Rentals with pools Cayman Islands
- Rentals with pools Cayman Islands
- Rentals with pools Seven Mile Beach
- Rentals with pools Cayman Brac
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom