Holiday rentals with a pool in George Town
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in George Town
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 George Town 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
16–23 Nov
Home in Grand Harbour
5.0 out of 5 average rating, 5 reviewsLuxurious Oceanfront El Oceano
28 Sep – 5 Oct
Home in Bodden Town
5.0 out of 5 average rating, 28 reviewsCasa Avi - Beachfront bliss & luxury in Cayman
1–8 Oct
Home in West Bay
5.0 out of 5 average rating, 15 reviewsThe Highlands Retreat A
7–14 Oct
Home in George Town
5.0 out of 5 average rating, 5 reviews7mile-Hidden Hideaway House -2King/1Queen- Pool
9–16 Aug
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
13–20 Mar
Home in Grand Cayman
5.0 out of 5 average rating, 15 reviews3 Bedroom Beach House with Pools
4–11 Mar
Home in West Bay Road, George Town
5.0 out of 5 average rating, 3 reviewsIsland Oasis
22–29 Sep
Condo rentals with a pool
Condo in Rum Point
4.92 out of 5 average rating, 115 reviewsNature's View: Pools of the Kai #2
1–8 Nov
Condo in West Bay
4.92 out of 5 average rating, 130 reviewsVilla Steps From The Sand
20–27 Jul
Condo in West Bay
4.85 out of 5 average rating, 26 reviewsTyrell's Crib
10–17 Apr
Condo in George Town
5.0 out of 5 average rating, 21 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
20–27 Sep
Condo in West Bay
5.0 out of 5 average rating, 38 reviewsSunset Hideaway (3)
10–17 Sep
Condo in George Town
4.88 out of 5 average rating, 43 reviewsParadise on Seven Mile Beach
6–13 Sep
Condo in George Town
4.97 out of 5 average rating, 33 reviewsBeach front condo, Seven Mile Beach Cayman Islands
7–14 Mar
Condo in George Town
4.96 out of 5 average rating, 53 reviewsResort Style 2br/2ba Condo on Seven Mile Beach
23–30 Oct
Quick stats about holiday rentals with a pool in George Town
Total rentals
150 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
2.9K reviews
Nightly prices starting at
$67 NZD before taxes and fees
Destinations to explore
- Little Cayman Holiday rentals
- Rum Point Holiday rentals
- East End Holiday rentals
- West Bay Holiday rentals
- North Side Holiday rentals
- Bodden Town Holiday rentals
- Blossom Village Holiday rentals
- Grand Harbour Holiday rentals
- Savannah Holiday rentals
- Old Man Bay Holiday rentals
- Havana Holiday rentals
- Varadero Holiday rentals
- Rentals with pools Cayman Islands
- Rentals with pools Cayman Islands
- Rentals with pools Grand Cayman
- Rentals with pools Seven Mile Beach
- Rentals with beach access George Town
- Kid-friendly rentals George Town
- Rentals with a hot tub George Town
- House rentals George Town
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- Rentals with a washing machine and dryer George Town
- Rentals with outdoor seating George Town
- Condo rentals George Town
- Family-friendly rentals George Town
- Beachfront rentals George Town
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