Family-friendly holiday rentals in West Bay

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

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

Adorable Boho Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

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.

Adorable Guest House in West Bay

This space is best described as a small yet spacious 1-bedroom guest house on the second floor, attached to the main house. This unique spot is walking distance to the below island attractions: 2-5 min walk to the Beach 2-5min walk to the Horse-Back-Riding adventures 5-8min walk to the ATV Bike Adventure 5-8min walk to the Wind-Sufing 2-10 min walk along miles for Shore-Diving or Snorkeling on protected zones, so there's much to see! 2-5min walk to the Papagallo Restaurant

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.

West Bay Oasis: 2BR Condo w/Pool

Welcome to your island oasis in Grand Cayman! This 2-bedroom, 2-bathroom condo is the perfect getaway for families or small groups. The bright, open-concept layout features a fully equipped kitchen, dining, and living area with access to a private, fenced backyard and community pool. Comfortably sleeps six with a king bed in the master, a queen in the second bedroom, and a queen sleeper sofa. The master has an ensuite, and both bathrooms are stylishly updated.

Paradise Pointe Rentals (Apt 8 1st floor)

Warm tropical breezes and spectacular azure ocean views await you at Paradise Pointe. This cozy apartment is situated on the northwest point coast overlooking world famous Seven Mile Beach. If you're a swimmer, snorkeler or diver, our backyard was created especially for you. In the evenings, the amazing Caribbean sunset slowly fades as the speckled lights of Seven Mile Beach create an ambiance of quiet soothing peace.

Next to Ritz | Oceanview 1BR on Seven Mile Beach

Wake up to ocean views at Villas of the Galleon #6, a peaceful 1BR condo on Seven Mile Beach. Nestled between the Ritz and Westin, this iconic location offers privacy, modern comfort, and front-row beach access—without the crowds. Walk to restaurants, snorkel in turquoise waters, and unwind on Grand Cayman’s most exclusive stretch of sand. Ideal for couples or small families seeking the perfect beach escape.

2 bedroom condo with pool close to beach

Hosted by 18-times Superhost, newly renovated, clean and spacious home, tricked out with the latest entertainment tech. Perfect for your island getaway, this home is a few short steps from the white sand and crystal clear water of Seven Mile Beach. Walking distance from the grocery store. Perfect for working from home and just minutes from the best Cayman restaurants and nightlife.