Hotels with Private Pool Rooms in the Cayman Islands

Sprat Bay Luxury Villa

8.9

Excellent

From $1,300

$

Villa with Private Pool Rooms

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

From $897

$

Vacation Home with Private Pool Rooms

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

$

Villa with Private Pool Rooms

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

From $414

$

Vacation Home with Private Pool Rooms

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

$

Villa with Private Pool Rooms

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

$

Apartment with Private Pool Rooms

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

$

Villa with Private Pool Rooms

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

$

Villa with Private Pool Rooms

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.

Oceanfront with 7 mile beach views, Ground-Floor, Pool, Sleeps 6

Apartment in West Bay

10

Excellent

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Heated Pool Private Pool Outdoor Pool

Luxury Apartment

Beach Living at Villas Pappagallo BLDP

Vacation Home in West Bay

8.8

Excellent

$

Info Categories

Vacation Home with Private Pool Rooms

Vacation Home with Swimming Pool

Private Pool Outdoor Pool

Vacation Home near The Beach

Beach Living at the Retreat

Apartment in Driftwood Village

8.8

Excellent

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment near The Beach

Rosemont

Apartment in George Town

9.5

Excellent

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment with Free Wi-Fi

SOLD-No more rentals

Apartment in George Town

9.3

Excellent

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment near The Beach

511 Regal Beach Club - Heart of Seven Mile

Apartment in George Town

10

Excellent

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Children's Pool Private Pool Outdoor Pool

Apartment near The Beach

Beautiful Seven Mile Beach Condo

Apartment in George Town

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment near The Beach

Modern 1 bedroom walking distance to the beach!

Apartment in West Bay

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment near The Beach

Sun Salutations villa

Villa in Driftwood Village

$

Info Categories

Villa with Private Pool Rooms

Villa with Swimming Pool

Private Pool

Villa near The Beach

Flip Flop Kai home

Vacation Home in North Side

$

Info Categories

Vacation Home with Private Pool Rooms

Vacation Home with Swimming Pool

Private Pool

Vacation Home near The Beach

Kiboko

Villa in Midland Acres

$

Info Categories

Villa with Private Pool Rooms

Villa with Swimming Pool

Heated Pool Private Pool Outdoor Pool

Villa with Parking

19 North Apt 323

Apartment in West Bay

$

Info Categories

Apartment with Private Pool Rooms

Apartment with Swimming Pool

Private Pool Outdoor Pool

Apartment with Parking