Holiday rentals with a pool in West Bay

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Top-rated rentals with a pool in West Bay

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Guest favourite
A modern living space features a light-colored sofa adorned with decorative pillows and a cozy blanket. A wooden coffee table is placed on a textured area rug, surrounded by greenery from a tall indoor plant. Large glass doors lead to a balcony, allowing in natural light.
Flat in West Bay
4.88 out of 5 average rating, 102 reviews

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach

Discover the perfect beachside retreat in our newly furnished 2nd floor apartment, just steps away from the beach. Indulge in the modern amenities, including a Smeg oven, dishwasher, and KitchenAid utensils, as well as a flat screen TV and high-speed fiber WiFi. The spacious living room and dining area provide ample space for relaxation. Unwind in the king-sized bed with a brand new hybrid mattress and luxury pillows, adorned with premium Brooklinen sheets. The modern bathroom features a refresh

Top guest favourite
The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.
Cottage in West Bay
4.99 out of 5 average rating, 376 reviews

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

Top guest favourite
Apartment in West Bay
5 out of 5 average rating, 9 reviews

26 Luxury Condo with Private Oceanfront Garden

Discover paradise in West Bay, Grand Cayman! This stunning 3-bedroom, 3-bathroom ground floor waterfront condo with private garden, comprising grass and sandy area offers breathtaking views of the Caribbean. Located just down the road from popular bars and restaurants like Macabuca and Cracked Conch, you'll have easy access to dining and entertainment. Enjoy a workout in the resort's gym, snorkeling and diving, relax on the beach, or unwind by the communal pool or luxuriate in the huge hot tub.

Top guest favourite
A private swimming pool is set within a tiled outdoor area, surrounded by lounge chairs and tropical plants. The ocean sparkles in the background, with gentle waves under a clear blue sky. A wooden railing marks the edge of the pool area, offering unobstructed sea views.
Home in West Bay
5 out of 5 average rating, 39 reviews

Oceanfront Oasis Home with cottage & private pool

Relax in paradise with the family at this peaceful home in Spanish Bay. With miles of incredible cresting waves and turquoise ocean, this is a tranquil and secluded property. The main home has 3 bedrooms & 3 bathrooms and the adjoining cottage is equipped with a bed, bathroom & kitchenette. On calm days, you can swim off the end of the garden into the sea, or swim in your private swimming pool with plenty of outdoor space for entertaining. 25 minutes to the airport; 10 minutes to 7 mile beach.

Top guest favourite
Flat in West Bay
5 out of 5 average rating, 21 reviews

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Welcome to Sunset Point #29 — a brand-new 1-bedroom, 1.5-bath oceanfront condo in Grand Cayman’s quiet North West Point. This 1,016 sq ft ground-floor retreat features floor-to-ceiling windows, a private patio with Weber grill, and the island’s best sunset views. Relax by the oversized pool and spa, work out in the fully equipped gym, or stroll 2 minutes to Macabuca for world-class diving, cocktails, and Cayman sunsets. Perfect for couples or small families seeking style and serenity.

Guest favourite
A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.
Flat in West Bay
4.93 out of 5 average rating, 76 reviews

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.

Guest favourite
An open-concept living area features a light-toned sectional sofa adorned with navy and white accents. A dining table with light chairs is positioned beside expansive windows, allowing natural light to fill the space. Modern fixtures and finishes are highlighted in the kitchen area, enhancing the contemporary design.
Flat in West Bay
4.9 out of 5 average rating, 30 reviews

Stunning Sunset Point

Welcome to Sunset Point, where luxury meets tranquility. Wake up to the most beautiful carribean hues of blue directly from your bedroom. The space is Brand New, Boasting floor to ceiling glass windows in both the open concept living dining room as well as from the primary bedroom. Opening up to a unique 35 ft deck perfectly designed to catch the most stunning cayman sunsets. Located beside wonderful restaurants, the turtle centre and one of the best dive sites on the island.

Top guest favourite
An open-concept living area features a spacious sectional sofa facing the ocean. Large glass doors provide panoramic sea views and natural light. A dining area is positioned nearby, complemented by contemporary lighting fixtures. Stylish barstools and a kitchen island offer additional seating options.
Apartment in West Bay
5 out of 5 average rating, 31 reviews

33 Sunset Point Vacations, Oceanfront Luxury

Bask in panoramic Caribbean views from this brand-new 3-bedroom, 3-bathroom waterfront condo in Grand Cayman​. This luxury retreat blends modern design with effortless island living. Floor-to-ceiling glass doors open onto a 35-foot oceanfront balcony, blurring the lines between indoors and out​. Whether you’re sipping morning coffee listening to the waves or toasting with sunset cocktails on the terrace, this condo promises a clean, inviting, and luxurious Caribbean escape.

Top guest favourite
A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.
Apartment in West Bay
4.96 out of 5 average rating, 98 reviews

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best shore dives/snorkel on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

Superhost
Serviced apartment in Seven Mile Corridor
4.83 out of 5 average rating, 133 reviews

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.

Top guest favourite
A refreshing swimming pool is surrounded by loungers and tropical landscaping. The pool area is framed by two-story condos, each featuring large windows and porches. Palm trees add a touch of greenery, creating a relaxing outdoor atmosphere for guests.
Townhouse in West Bay
5 out of 5 average rating, 23 reviews

Beautiful Townhome By the Beach

This spacious, modern furnished condo is just right for your island adventure. Cayman’s world class snorkeling awaits with only a few short steps from the white sand and crystal-clear water of Seven Mile Beach. Located on the south end of West Bay, it’s within walking distance to the grocery store, and only a short drive to fantastic restaurants and nightlife. For those working remotely, this is a perfect home away from home!

Top guest favourite
A serene beach scene features soft, white sands meeting a calm turquoise sea under a clear blue sky. Lush greenery is seen in the distance, along with a few palm trees providing shade. Fluffy clouds float overhead, enhancing the tranquil atmosphere.
Flat in West Bay
4.96 out of 5 average rating, 26 reviews

Windsong #2 Beautiful Boggy Sand Beach, SMB.

This 2 bedroom 1 bath condo is spacious and gorgeous! Large kitchen with everything you need. The beds are super comfortable. Laundry room in the condo for your use. The patio steps out to pool and gardens. With only 4 units in our complex on a quiet residential street, you'll enjoy your own piece of paradise. Just steps from the pristine Boggy Sand Beach. Walk to area restaurants, grocery, liquor store and bus stop.

Popular amenities for West Bay rentals with a pool