
Holiday rentals with a pool in West Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Oceanviews-Restaurant, Diving & Snorkeling on site
New Oceanfront Penthouse at reduced rates. Relax in this calm, stylish space with ocean views that is never ending. Snorkeling and diving, right at your doorstep. A natural sea cove pool offers easy access to calm, crystal-clear waters — perfect for swimming, snorkeling, or shore diving. The reef lies within a marine protected area, teeming with a variety of vibrant marine life. For divers, Divetech, a full-service dive shop located on-site, provides equipment rentals, shore dives, and daily

Summertime Suites #54 - One Bedroom & Pool
Perched on the 2nd floor of an exclusive West Bay community, Summertime Suites #54 is an elegant 1-bedroom, 1-bathroom haven that perfectly balances comfort and sophistication. This thoughtfully appointed middle apartment serves as your private retreat, featuring a designer-curated interior where every detail has been carefully considered. The second-floor location combines the advantage of the middle unit with elevated views, making this well-appointed apartment a perfect choice for your island

New Oversize Luxury 1 Bd |Turtle Center |Macabuca
Enchanting second floor 1-bed/1.5 bath gem in West Bay. Elevator delivers you to amazing 180-degree views of Sunset every evening. Luxury living in a brand-new oversized unit, ideally located, a short walk to your choice of dive operators, Macabuca Tiki Bar, Cracked Conch Fine Dining, Dolphin Cove and the Turtle Centre. Accommodates up to 4 with a comfy king bed and a queen sofa bed. WiFi and a full TV channel line-up as well as Washer & Dryer in the condo. A well equipped gym is on-site too !

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities
Experience tropical living at its finest in this luxury 2nd-floor 1-bedroom apartment with stunning views of the lush tropical courtyard from your private balcony. The Grove is the perfect island retreat with beach access a short walk across the road and many onsite amenities, like rooftop infinity plunge pools with lounge and BBQ areas, high-end bars, restaurants, grocery store, shopping, etc. This apartment features a fully equipped kitchen, dining and living room with queen-sized pull-out sof

Oceanfront: 3 King Suites, Pool, Shore Diving
Welcome to Coconut Bay #126 — a stunning 2,333 sq ft oceanfront townhome in Grand Cayman's quiet North West Point. This end-unit, 3-bedroom, 3.5-bath retreat offers unbeatable access to world-class shore diving, incredible sea views, and island adventures. Dive straight into the Caribbean from your private ladder, relax by two community pools, or stroll to Macabuca, one of the island’s favorite tiki bars. Perfect for families, groups, or dive enthusiasts looking for comfort, style, and location.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

Coastal Hideaway
This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

Ocean Cabanas-Downstairs 2 King
Stunning views from your ocean front spacious two bedroom cabana where you can relax and enjoy the serenity of the ocean waves. Unit is downstairs with spacious patio. Casual luxury defined in our newly built cabanas. Fully stocked kitchen, beach chairs, umbrellas and cooler for your beach adventure, concierge services, bikes to tour the island and serenity to chill. We have partnered with the island's best dive operator to create underwater adventures should you choose.

1BR King Suite w/ Kitchen, Patio & Living Area
Island View- One Bedroom King Suite Spacious 900 sq. ft. suite with a private bedroom with king size bed and ensuite featuring a double vanity with walk-in shower. Includes a full kitchen, dining room, and living room with queen size sleeper sofa. Enjoy a private balcony or patio, flat-screen TV in bedroom and living room, in-room safe, coffee maker, microwave, full size fridge, oven, stove, iron, hairdryer, and more. Sleeps up to 4 adults or 3 adults and 1 child.

Modern 1BR Apartment – Steps to Seven Mile Beach
Experience modern island living in this bright one-bedroom apartment, perfectly located in the Seven Mile Beach Corridor of Grand Cayman. Just a 2-minute walk to Governors Beach and a short drive from Owen Roberts International Airport, it’s your ideal Cayman Islands getaway. Enjoy a private bathroom, kitchenette, high-speed Wi-Fi, workspace, and free parking. Relax in a peaceful, secure setting at Governors Village - your home away from home in paradise.

Modern Studio | Walk to Beach, Pool & BBQ, Cayman
Modern 1BR/1BA retreat just steps from a Caribbean beach. Relax in a peaceful complex with a large pool, sunny lounge, and tropical gardens. Walk to the shore for swimming, snorkeling, and unforgettable sunsets. Inside, enjoy a fully equipped kitchen, fast Wi-Fi, and a cozy bedroom—ideal for couples, solo travelers, or remote workers. Close to local shops and dining, this stylish getaway is your perfect Cayman escape for sun, sea, and serenity.

Oceanfront: 2 pools, diving & snorkeling on-site
This beautiful oceanfront condo boasts unique wood furniture and accents paired with soothing neutral tones, creating an atmosphere of warmth and elegance. Large 9 ft. glass doors allow for stunning views and natural light to flood the spacious living area, while electric blinds provide privacy. With meticulous attention to detail, this one-bedroom, one-bathroom home offers a serene retreat for those seeking coastal charm and sophistication.
Popular amenities for West Bay rentals with a pool
House rentals with a pool

Oceanfront Oasis Home with cottage & private pool

Scuba & Family Home - Sleeps 6 - DreamCayman

Divers Playground

Luxury 3 Bedroom Waterfront Condo in Paradise

Cayman Horizon
Condo rentals with a pool

SeaDreams #5 by Grand Cayman Villas

33 Sunset Point Vacations, Oceanfront Luxury

26 Luxury Condo with Private Oceanfront Garden

Panoramic Ocean views and Magnificent Snorkeling

Dive into Paradise - 1-BR in West Bay!

Bright and Chic Coastal Retreat with Ocean Views

Relax in Style in Paradise

Beach Living at Villas Pappagallo BLDL
Other holiday rentals with a pool

Beach Getaway! Enjoy Free Breakfast, Pool

Golfers Paradise by the Ritz

Oceanfront | Ground-floor, Roof Deck, Pool, Views

42 Sunset Point Vacations, Luxury Oceanfront Condo

Jaw Dropping Ocean View - Snorkel & Dive onsite

Spectacular Beachfront! Discovery Point Club #42

Luxury Cottage, 1bd/1ba, desk | Pool+7 Mile Beach

Modern 1BR Apt near 7Mile Beach
Destinations to explore
- House rentals West Bay
- Beachfront rentals West Bay
- Rentals with outdoor seating West Bay
- Rentals with a patio West Bay
- Rentals with a washing machine and dryer West Bay
- Fitness-friendly rentals West Bay
- Condo rentals West Bay
- Rentals with beach access West Bay
- Rentals with an EV charger West Bay
- Family-friendly rentals West Bay
- Waterfront rentals West Bay
- Pet-friendly rentals West Bay
- Hotel rooms West Bay
- Luxury rentals West Bay
- Apartment rentals West Bay
- Rentals with pools Cayman Islands




