Holiday 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.
Holiday 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 George Town
5.0 out of 5 average rating, 11 reviewsChilled Out Beach House
Home in West End
5.0 out of 5 average rating, 13 reviewsPOOL, sandy beach w/cabana, wi-fi, a/c, sunsets
Home in Stake Bay
5.0 out of 5 average rating, 37 reviewsModern Oceanfront, 2Primary Suites, sleeps 6, pool
Home in West Bay
5.0 out of 5 average rating, 16 reviewsThe Highlands Retreat A
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
Home in Grand Cayman
4.96 out of 5 average rating, 23 reviewsPools of the Kai #6 by Grand Cayman Villas
Home in Patricks Island
5.0 out of 5 average rating, 13 reviewsSeabreezes-Your Oceanside Escape
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
Condo rentals with a pool
Condo in George Town
4.89 out of 5 average rating, 133 reviewsBeautiful Modern Condo on 7 Mile Beach
Condo in George Town
4.91 out of 5 average rating, 137 reviewsSeven Mile Beach with Soul
Condo in West Bay
5.0 out of 5 average rating, 34 reviewsSpacious Modern Condo /w Jaw Dropping Ocean View
Condo in West Bay
4.9 out of 5 average rating, 10 reviewsSeven Mile View Oceanfront Condo # 1
Condo in West Bay
5.0 out of 5 average rating, 22 reviewsOceanfront Panoramic|Snorkeling|Sunsets|Shore Dive
Condo in George Town
5.0 out of 5 average rating, 51 reviewsBeautiful apartment in Seven Mile Beach
Condo in George Town
4.98 out of 5 average rating, 52 reviewsBlissful a Luxury Ocean Front Villa, Grand Harbour
Condo in George Town
4.96 out of 5 average rating, 25 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
Destinations to explore
- Smoking-friendly rentals Cayman Islands
- Condo rentals Cayman Islands
- House rentals Cayman Islands
- Villa rentals Cayman Islands
- Beachfront rentals Cayman Islands
- Rentals with a fire pit Cayman Islands
- Bungalow rentals Cayman Islands
- Fitness-friendly rentals Cayman Islands
- Rentals with a patio Cayman Islands
- Pet-friendly rentals Cayman Islands
- Waterfront rentals Cayman Islands
- Apartment rentals Cayman Islands
- Rentals with beach access Cayman Islands
- Luxury rentals Cayman Islands
- Rentals with outdoor seating Cayman Islands
- Beach house rentals Cayman Islands
- Serviced apartment rentals Cayman Islands
- Rentals with a washing machine and dryer Cayman Islands
- Rentals with an EV charger Cayman Islands
- Monthly Rentals Cayman Islands
- Rentals with a hot tub Cayman Islands
- Rentals with a kayak Cayman Islands
- Kid-friendly rentals Cayman Islands
- Family-friendly rentals Cayman Islands
- Cottage rentals Cayman Islands
- Rentals with pools Grand Cayman
- 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