
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

Oceanfront Oasis Home with cottage & private pool

Sept/Oct Specials! 3 Bed Brand New by 7 Mile Beach

Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub

Blue Vista Villa - Oceanfront 5 Bedroom Pool Home

Island Oasis

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Hidden Hideaway House -7 mile -2King/1Queen- Pool
Apartment rentals with a pool

Ocean Cabanas - Upstairs Two bedroom

2BR Beach Front Paradise on SMB- Grand Cayman

Starfish Paradise Beachfront Condo

Panoramic Ocean views and Magnificent Snorkeling

Dive into Paradise - 1-BR in West Bay!

Blissful a Luxury Ocean Front Villa, Grand Harbour

7 Mile Beach Penthouse Style + Private Beach Club

Stunning Oceanfront Villa Only Steps to Sand!
Other holiday rentals with a pool

Sunset Point Oceanfront Luxury

Yippee Kai Yay Beachfront oasis

Elegant One-Bedroom Apartment in Grand Harbour

Beachfront on Spotts Beach!

Condo-Sunset Cove-Ocean | Pool | Seven Mile Beach

Oceanfront 2bed 2bath Condo Seven Mile Beach

Resort Make 2br/2ba Condo on SMB

Modern 1BR Apt near 7Mile Beach
Destinations to explore
- Flat rentals Grand Cayman
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- Rentals with pools Cayman Islands