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George TownWest BayEast EndNorth SideLittle Cayman
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Hotels with Private Pool Rooms in the Cayman Islands

25 HOTELS IN CAYMAN ISLANDS
Most popular user searches in Cayman Islands: hotels with all inclusive packages.
Ranking can be influenced by the commissions we receive.
Sprat Bay Luxury Villa main photo
Sprat Bay Luxury Villa
Villas in Half Way PondGeorge TownKY flag
8.9
Excellent
From $1,306
$
+4
Private Pool
AI-generatedThis 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 main photo
Lone Palm
Vacation Home in Gun BayEast EndKY flag
0.0
From $901
$
+4
Private Pool
AI-generatedThis 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 main photo
The Tides # 302
Villa in Lambert HouseGeorge TownKY flag
0.0
$
+8
Private Pool
AI-generatedThis 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 main photo
Conched Out by Grand Cayman Villas
Vacation Home in Old Man BayEast EndKY flag
0.0
From $416
$
+5
Private Pool
AI-generatedThis 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! main photo
Incredible Beach Front Villa!
Villa in George TownGeorge TownKY flag
10
Excellent
$
+6
Private Pool
AI-generatedThis 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 main photo
Beach Living at Sunrise to Sunset Villa
Apartment in West BayWest BayKY flag
9.9
Excellent
$
+4
Private Pool
AI-generatedThis 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 main photo
Just Chillin in Little Cayman
Villa in Head of BayLittle CaymanKY flag
9.6
Excellent
$
+5
Private Pool
AI-generatedThis 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 main photo
Babylon Reef
Villas in North SideNorth SideKY flag
9.0
Excellent
$
+2
Private Pool
AI-generatedThis 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 main photo
Oceanfront with 7 mile beach views, Ground-Floor, Pool, Sleeps 6
Apartment in West BayWest BayKY flag
10
Excellent
$
+4
Info
Categories
Private Pool
Pool
Heated Pool
Private Pool
Outdoor Pool
Luxury
Beach Living at Villas Pappagallo BLDP main photo
Beach Living at Villas Pappagallo BLDP
Vacation Home in West BayWest BayKY flag
9.4
Excellent
$
+4
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Beach
Beach Living at the Retreat main photo
Beach Living at the Retreat
Apartment in Driftwood VillageNorth SideKY flag
8.8
Excellent
$
+5
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Beach
Modern 1 bedroom walking distance to the beach! main photo
Modern 1 bedroom walking distance to the beach!
Apartment in West BayWest BayKY flag
0.0
$
+4
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Beach
19 North Apt 323 main photo
19 North Apt 323
Apartment in West BayWest BayKY flag
0.0
$
+6
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Parking
Beautiful Beachfront Apartment! main photo
Beautiful Beachfront Apartment!
Apartment in Dog CityGeorge TownKY flag
0.0
$
+7
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Luxury
Tamarind Bay Unit # 22 main photo
Tamarind Bay Unit # 22
Apartment in Dog CityGeorge TownKY flag
9.0
Excellent
$
+7
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Luxury
Lighthouse Point Resort Unit # 4 main photo
Lighthouse Point Resort Unit # 4
Apartment in West BayWest BayKY flag
10
Excellent
$
+3
Info
Categories
Private Pool
Pool
Private Pool
Parking
Lime Tree Bay Unit # 40 main photo
Lime Tree Bay Unit # 40
Apartment in West BayWest BayKY flag
10
Excellent
$
+5
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Parking
George Town Villas #117 main photo
George Town Villas #117
Apartment in George TownGeorge TownKY flag
7.0
Good
$
+5
Info
Categories
Private Pool
Pool
Private Pool
Luxury
Kaibo Yacht Club Phase 2 Unit # A9 main photo
Kaibo Yacht Club Phase 2 Unit # A9
Apartment in Driftwood VillageNorth SideKY flag
9.4
Excellent
$
+6
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Luxury
Renovated, Oceanfront 2bd Seven Mile Beach Condo with amazing views main photo
Renovated, Oceanfront 2bd Seven Mile Beach Condo with amazing views
Apartment in George TownGeorge TownKY flag
8.7
Very Good
$
+7
Info
Categories
Private Pool
Pool
Private Pool
Outdoor Pool
Luxury
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 25 hotels in Cayman Islands
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Hotels with Private Pool Rooms in the Cayman Islands: Hotels with Private Pool Rooms in George Town|Hotels with Private Pool Rooms in West Bay|Hotels with Private Pool Rooms in East End|Hotels with Private Pool Rooms in North Side|Hotels with Private Pool Rooms in Little Cayman
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