Photo by Cayman Islands Department of Tourism

Grand Cayman holiday homes

We found 1,320 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Grand Cayman

Showing deals for:6 Nov - 13 Nov

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Why visit Grand Cayman

  • Pristine beaches: Enjoy golden sands and crystal-clear waters ideal for swimming and family fun.
  • Natural wonders: Discover captivating caves and lush forests that showcase the island's unique beauty.
  • Outdoor adventures: Engage in exciting excursions, from water sports to exploring scenic trails.
  • Local culture: Immerse yourself in the vibrant island life and rich historical ambience.
  • Family-friendly vibe: Experience a laid-back yet adventurous retreat perfect for all ages.

Top attractions near Grand Cayman

Grand Cayman, Cayman Islands, is a fantastic destination for beach lovers and families seeking outdoor adventures. With stunning beaches, captivating caves, and lush forests, there's something for everyone. Whether you're swimming in crystal-clear waters, exploring the natural wonders, or enjoying family-friendly activities, Grand Cayman promises unforgettable experiences for all types of travellers. Don't miss the chance to relax and soak up the vibrant local culture while enjoying the beautiful surroundings.

  • Grand Cayman Beaches: Renowned for their stunning turquoise waters and soft white sands, the beaches offer a relaxing atmosphere perfect for sunbathing and swimming. Enjoy the serene beach vibes while taking in the picturesque surroundings.
  • Starfish Beach: This idyllic spot is famous for its shallow waters filled with vibrant starfish. Visitors can wade in and interact with these fascinating creatures, creating unforgettable memories amidst beautiful beach vibes.
  • Mastic Trail South Trailhead: An adventure awaits in this lush forest trail, offering an immersive experience in nature. Hike through diverse ecosystems and admire native wildlife, all while soaking up the great outdoor vibes.

Things to do recommended for couples

Experience a romantic getaway in Grand Cayman with hand-in-hand strolls along stunning beaches, savour local delicacies, and enjoy intimate sunset cruises, perfect for creating memories with your loved one.

Things to do recommended for families

Your family will love exploring the vibrant marine life at Stingray City, where you can interact with friendly stingrays. Enjoy a day at Seven Mile Beach, perfect for swimming and building sandcastles, or discover the fascinating world of the Cayman Turtle Centre for a unique hands-on experience.

Things to do recommended for groups

Discover the Caymanian culture on a guided tour of the local markets and savour authentic flavours at beachfront eateries, before joining a group snorkelling adventure around the colourful coral reefs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Grand Cayman

Whether you’re journeying with a group, travelling as a family, taking your furry mates along, or seeking longer stays, be sure to apply the appropriate filters. Here are some Vrbo booking tips to guide you.

  • Traveling to Grand Cayman with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Grand Cayman with young kids: Traveling with little ones can be a challenge. It’s important to prioritise their comfort and safety, as well as to look for age-appropriate facilities like a private swimming pool. It’s also wise to choose a spot near family-friendly attractions.
  • Taking your pets with you to Grand Cayman: For many, a family holiday isn’t truly enjoyable without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Grand Cayman: If you're after holiday rentals that offer discounts for extended stays, you've come to the right spot. With the proper filter, you can effortlessly locate and secure savings on monthly rentals. Think about including options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Grand Cayman

Grand Cayman offers a brilliant family getaway with its sandy beaches and spectacular views. Enjoy a range of outdoor excursions and relaxing moments on this beautiful island. With its friendly vibe and rich historical atmosphere, you can explore charming local neighbourhoods and immerse yourself in the essence of island life. It's an ideal destination for a laid-back yet adventurous holiday experience.

  • North Side: North Side is a vibrant district located 5km away from Grand Cayman, offering an enticing mix of beachside allure and outdoor adventure perfect for family outings. Visitors can enjoy a variety of activities including shopping in local retail areas, engaging in adrenaline-pumping adventure pursuits, and diving into the underwater sports scene. The district is celebrated for its beautiful beach, bustling marina, and lively tourist precinct, ensuring a well-rounded travel experience that highlights both relaxation and excitement.
  • Brinkleys: Brinkleys is a charming village situated 3km from Grand Cayman, ideal for travellers seeking a blend of beach fun and outdoor family activities. This locale provides access to a bustling shopping area, recreational zones, and a resort-style atmosphere that caters to all ages. The village is renowned for its pristine beach, scenic island views, and a marina, making it a perfect destination for those who appreciate the natural beauty and relaxed pace of island life.
  • Bodden Town: Bodden Town is a historic district positioned 5km from Grand Cayman, offering a compelling mix of beach, outdoor, and family experiences. With a range of activities from shopping to adventure sports and underwater exploration, this destination caters to a diverse range of interests. Its proximity to a beautiful beach, a busy marina, and a vibrant tourist precinct adds to the rich cultural and natural tapestry that visitors can explore.

Best time to go to Grand Cayman

If you're planning a trip to Grand Cayman, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverage
May81.7°F (27.6°C)Light RainMostly SunnyAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly High
August84.4°F (29.1°C)Light RainMostly SunnySlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverage
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly Low
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is a breeze

If you're keen to save on your upcoming journey, try being open to adjusting your travel dates since prices can vary. Additionally, booking for a longer period often leads to significant savings. To find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

At Vrbo, our cutting-edge Trip Board offers you a convenient way to plan your journeys. You can start new trips, pick up right where you left off, or manage your travel arrangements with ease. Any properties you’ve saved or booked in the past can now be found under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting relaxing Grand Cayman

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Grand Cayman. Well known for its snorkelling, diving and boating, this relaxing city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Grand Cayman

Are you hoping to find things to do in the area? Travellers enjoy Grand Cayman for its snorkelling, scuba diving and boating. Venture out of your cosy holiday rental and check out everything that makes Grand Cayman a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • North Sound Golf Course (8.1 mi / 13.1 km)
  • Britannia Golf Course (8.9 mi / 14.4 km)

Exploring the beaches and other natural features in Grand Cayman

Travellers enjoy Grand Cayman for its island views and seaside. Whether you're an active traveller or just want to take in the scenery, Grand Cayman is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Grand Cayman Beaches (1.2 mi / 1.9 km)
  • Star Fish Point (3.2 mi / 5.1 km)
  • Starfish Beach (3.7 mi / 5.9 km)
  • Rum Point Beach (3.9 mi / 6.3 km)
  • Spotts Beach (5.9 mi / 9.4 km)
  • Grand Cayman Blow Holes (7.6 mi / 12.3 km)

How to get to and around Grand Cayman

The nearest airport is in George Town (GCM-Owen Roberts Intl.), located 7.8 mi (12.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Grand Cayman when booking a holiday home?
Old Man Bay is among the more popular neighbourhoods to get a holiday home in Grand Cayman. Take a look at our selection of relaxing stays and then get out and experience this destination like a local.
What is the most popular type of holiday home accommodation in Grand Cayman?
According to our data, condos are considered the most popular type of holiday home in Grand Cayman. But having said that, everyone's idea of the perfect stay will differ. Bookabach has holiday homes with every shape, size and budget in mind, so you're sure to find your ideal match.
How much does it cost to rent a holiday home in Grand Cayman?
The average price for a holiday home in Grand Cayman is determined by several factors, including property type, length of stay and time of year. Whether you're searching for a villa with space for extended family or a comfy cabin for you and your other half, just add your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Grand Cayman?
The average price for a holiday home by the beach in Grand Cayman depends on when you're visiting the area and the size and style of property you're looking for. You can easily find prices on Bookabach by entering your destination and travel dates. Then use the filter tool to select the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.
What are popular home amenities in Grand Cayman?
When it comes to home amenities that guests are looking for in Grand Cayman, tennis, an ocean view and nearby museums are the most popular. With Bookabach holiday homes, you'll discover options to fit your style and taste, whether you're travelling with relatives, friends or even pets.
Are there holiday homes with WiFi in Grand Cayman?
You can choose from seven holiday homes with WiFi in Grand Cayman. If you want to disconnect from daily life on your break, but still want to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Grand Cayman?
The minimum age allowed can vary across properties on Bookabach, so double-check the rules of the holiday home in Grand Cayman you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Grand Cayman for?
It's down to the Grand Cayman property. To see all available options offering extended stays, simply type your dates and number of people into Bookabach. Look forward to having the whole place to yourself, as well as comforts such as a kitchen, air conditioning and an outdoor space where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.