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Private Pool Pool Outdoor Pool Heated Pool Children's Pool Parking Beach Luxury Free Wi-Fi Accessible Dog Friendly Adult Only Beachfront Cheap EV charging stations Small

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Hotels with Private Pool Rooms in the Cayman Islands

107 HOTELS IN CAYMAN ISLANDSRanking can be influenced by the commissions we receive.

Sprat Bay Luxury Villa

Villas in Half Way Pond

8.9

Excellent

From $1,300

Private Pool

This oceanfront luxury villa features not one, but two private swimming pools—one for adults and one for kids—along with private beach access. The spacious 6,000 sq ft living area and tropical setting enhance the private pool experience.

Lone Palm

Vacation Home in Gun Bay

0.0

From $897

Private Pool

This award-winning beachfront villa boasts a private infinity-edge pool and sundeck, offering direct access to a white sandy beach with excellent snorkeling. The pool area provides a private setting for relaxation and ocean views.

The Tides # 302

Villa in Lambert House

0.0

Private Pool

This exquisite two-story beachfront villa features a private infinity swimming pool and a spacious private terrace. The pool area offers stunning sea views and is part of an exclusive community designed for luxury oceanfront living.

Conched Out by Grand Cayman Villas

Vacation Home in Old Man Bay

0.0

From $414

Private Pool

This oceanfront cottage provides a private pool and patio for swimming, tanning, and relaxing. Its secluded setting and excellent backyard snorkeling opportunities directly from the property enhance the private pool experience.

Incredible Beach Front Villa!

Villa in George Town

9.5

Excellent

Private Pool

This beachfront villa offers a private pool with garden views and a patio, providing direct beachfront access. The pool area serves as a tranquil spot for relaxation with views of the sea.

Beach Living at Sunrise to Sunset Villa

Apartment in West Bay

9.7

Excellent

Private Pool

This 2-bedroom villa/apartment features a private swimming pool and four private balconies overlooking the sea. Guests can enjoy comfortable beachfront living with their own dedicated pool area.

Just Chillin in Little Cayman

Villa in Head of Bay

9.8

Excellent

Private Pool

This 2-bedroom villa offers a private salt-water pool, providing a tranquil and refreshing swimming experience. Its location in Little Cayman contributes to a peaceful island getaway.

Babylon Reef

Villas in North Side

9.0

Excellent

Private Pool

This vacation home explicitly includes a private pool and offers direct backyard snorkeling. The private pool provides a dedicated space for swimming and relaxation before or after exploring the marine life.