
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.

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

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

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.

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.

Modern 2 bed with pool and gym
Keep it simple at this peaceful and centrally-located place.Forget your worries in this modern, well-designed, 2-bedroom condo with a private patio. Enjoy the outdoor space relaxing by the swimming pool, soaking up sun on the spacious pool deck and meadow area with a pond. There is also a gym on-site that you have access to during your stay. This two-bedroom condo includes a kitchen, living area, and dining table. The patio offers comfortable lounge seating and a gas BBQ for your enjoyment.

Steps to Seven Mile Beach - Modern 2BR with Pool
Welcome to your Grand Cayman getaway, hosted by an 18-time Superhost and thoughtfully designed for comfort, convenience, and relaxed island living. This clean and spacious home is just a short walk from the white sands and crystal-clear waters of Seven Mile Beach, with a grocery store within walking distance, and the island’s best restaurants just a short drive away. Whether you’re here to unwind, explore, or work remotely from paradise, this home is set up to make your stay effortless.

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.

3-Bedroom Oceanview + Pool on Seven Mile Beach
Unit 35 at Plantana is a 3-bedroom ocean view condominium for 7 guests located directly on the best part of Seven Mile Beach. Enjoy walking distance to all the newest shops and restaurants and relax in the gorgeous ocean-front pool with plenty of beach umbrellas and loungers on the widest and most beautiful section of Seven Mile Beach. We provide all toiletries, soft cotton linens, and a no-cost mid-stay beach towel refresh. The kitchen is newly renovated with all new appliances.

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.

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.

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.

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.
Popular amenities for West Bay rentals with a pool
House rentals with a pool

Scuba & Family Home - Sleeps 6 - DreamCayman

Divers Playground

Luxury 3 Bedroom Waterfront Condo in Paradise

Scuba & Family Home - Sleeps 9 - DreamCayman

Cayman Horizon
Apartment rentals with a pool

Oceanfront: 2 pools, diving & snorkeling on-site

Panoramic Ocean views and Magnificent Snorkeling

Dive into Paradise - 1-BR in West Bay!

Ocean Cabanas-Downstairs 2 King

Seven Mile View#2 - 2 BR Oceanfront Condo & Pool

Grand Sea’renity North West Point

Studio Suite, Queen Bed, Patio, Kitchenette

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

Modern living room, kitchen & patio in Cayman!

Golfers Paradise by the Ritz

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

Bougainvillea at Pappagallo Beach Villas (condo#2)

Spacious Oceanfront 3 bed, 3 bath Condo

Morganville West, NEW deluxe 1 bdr #20

Modern 1BR Apt near 7Mile Beach

Salt & Sand Retreat
Destinations to explore
- Apartment rentals West Bay
- Family-friendly rentals West Bay
- House rentals West Bay
- Fitness-friendly rentals West Bay
- Waterfront rentals West Bay
- Hotel rooms West Bay
- Rentals with an EV charger West Bay
- Flat rentals West Bay
- Rentals with a washing machine and dryer West Bay
- Luxury rentals West Bay
- Rentals with a patio West Bay
- Beachfront rentals West Bay
- Rentals with outdoor seating West Bay
- Rentals with beach access West Bay
- Rentals with pools Cayman Islands





