Cayman Islands holiday homes

We found 1,368 holiday rentals — enter your dates for availability

Popular Cayman Islands destinations on Bookabach

Holiday rentals with weekly discounts - Cayman Islands

Showing deals for:12 Dec - 19 Dec

Why visit Cayman Islands

  • Stunning Beaches: The Cayman Islands boast beautiful sandy beaches, perfect for sunbathing and relaxation.
  • Outdoor Adventures: Enjoy thrilling activities like kayaking and exploring natural wonders such as blowholes.
  • Rich Local Culture: Delve into the islands' history through museums and vibrant local regions.
  • Family-Friendly Atmosphere: The islands cater to families with plenty of activities suitable for all ages.
  • Romantic Excursions: Experience beautiful sunsets and intimate settings ideal for couples.

Top attractions in Cayman Islands

The Cayman Islands is a stunning destination perfect for beach lovers and families seeking outdoor adventures. Explore beautiful beaches, delve into local history at museums, and marvel at natural wonders like blowholes. Don't miss kayaking in Grand Cayman for an unforgettable experience. With a mix of culture and outdoor activities, the islands offer something for everyone, making it an ideal spot for a memorable holiday.

  • Seven Mile Beach: This stunning stretch of white-sand beach offers a perfect setting for swimming, sunbathing, and indulging in water sports, all while basking in the Caribbean sun.
  • National Gallery of the Cayman Islands: Immerse yourself in local culture at this gallery, showcasing contemporary and historical art, providing a unique insight into Caymanian heritage.
  • Cayman Brac Bluff: Experience breathtaking views and outdoor adventures on this beautiful island, ideal for hiking, birdwatching, and enjoying pristine beaches.

Things to do recommended for couples

Experience romance in the Cayman Islands. Dive into adventure at Stingray City and explore the vibrant underwater world. Enjoy a fun round at Cayman Crazy Golfing Mini Golf, then discover the Kittiwake Shipwreck and Artificial Reef. Perfect for couples seeking unforgettable memories together.

Things to do recommended for families

Families visiting the Cayman Islands can swim with stingrays at Stingray City and explore the wonders of the underwater world at the Cayman Turtle Centre. Don't miss the vibrant marine life at the Coral Gardens, perfect for a snorkelling adventure together.

Things to do recommended for groups

Explore the vibrant atmosphere at Governors Square for shopping and entertainment, challenge your mates at North Sound Golf Course, or enjoy a round at Britannia Golf Course amidst stunning outdoor scenery. Perfect for creating unforgettable memories together in the Cayman Islands.

*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 in Cayman Islands

If you're planning a trip with friends, family, or even your pets, or if you're considering an extended stay, be sure to use the right filters to match your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cayman Islands with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cayman Islands with young kids: Travelling with young kids can be quite the adventure. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about being close to family-friendly attractions.
  • Taking your pets with you to Cayman Islands: For many families, a holiday just isn’t the same without their furry companion. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Cayman Islands: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cayman Islands

The Cayman Islands offer a stunning Caribbean getaway, perfect for beach lovers and families alike. With its sandy beaches and friendly atmosphere, you'll find plenty of opportunities for relaxation and adventure. Explore vibrant local regions, indulge in romantic excursions, or enjoy a family-friendly vibe. Whether you're seeking a serene staycation or thrilling outdoor activities, the Cayman Islands promises an unforgettable experience that caters to all tastes.

  • Grand Cayman: Grand Cayman is the largest island in the Cayman Islands and is renowned for its stunning beaches and vibrant atmosphere. The island offers a variety of outdoor experiences, from snorkelling in crystal-clear waters to exploring lush nature trails. Travellers can enjoy the many resorts, shopping areas, and adventure activities available. Notable attractions include the famous Seven Mile Beach, the family-friendly theme parks, and the picturesque marina, making Grand Cayman a perfect spot for both relaxation and adventure.
  • Seven Mile Beach: Seven Mile Beach is a stunning stretch of white sand located on the western shore of Grand Cayman. This city is a favourite among families and beach lovers alike, offering a plethora of outdoor activities and amenities. Visitors can indulge in shopping at local boutiques, enjoy luxurious resorts, and partake in thrilling water sports. Key attractions include the idyllic beach itself, vibrant marinas, and a lively tourist precinct that showcases the best of Caribbean culture and cuisine.
  • North Side: North Side is a tranquil district located away from the busier areas of Grand Cayman, providing a serene escape for those seeking outdoor adventures and family-friendly experiences. This area is known for its beautiful beaches and abundant marine life, perfect for underwater sports like snorkelling and diving. Visitors can explore local shopping areas, engage in exciting adventure activities, and discover the peaceful charm of the North Side's beaches and marinas, making it an ideal destination for a relaxing getaway.

Best time to go to Cayman Islands

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnySlightly Low
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 SunnyAverage
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

Looking to save on your next adventure? Consider being flexible with your travel dates, as this can lead to better pricing options. Plus, booking a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and rental type.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new getaways, pick up right where you left off, and manage your travel arrangements with ease. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the best area to stay in Cayman Islands when booking a holiday home?
One of the most desired areas to get a Cayman Islands holiday home is Old Man Bay. When you lock in a Bookabach holiday home, you'll enjoy having the entire place to yourselves. That means you don't have to share it with anybody apart from your group.
What is the most popular type of holiday home accommodation in Cayman Islands?
The most in-demand types of holiday homes in Cayman Islands are condos. Want something different? Bookabach has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The perfect home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Cayman Islands?
Season, length of stay and property type are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From quaint country cottages to plush villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Cayman Islands?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Type in your Cayman Islands travel dates to view your available options on Bookabach. Did someone just say "private pool"? Use the filters to choose the features and amenities you need.
What are popular home amenities in Cayman Islands?
When it comes to home amenities that people are on the lookout for in Cayman Islands, a fridge, a microwave oven and off-street parking options are at the top of the list. With Bookabach holiday homes, you'll enjoy choices to suit your style and taste, whether you're taking a trip with friends, family or even pets.
Are there large group holiday homes in Cayman Islands?
With 137 properties that can host 10 or more guests in Cayman Islands, you won't have to cross anyone off the invite list. From family holidays to special events like anniversary parties and weddings, Bookabach will help you find a large group home to suit the occasion.
What are the top attractions for families in Cayman Islands?
Keeping the kids amused during your Cayman Islands holiday is a snap with these top family-friendly attractions:

  • Stingray City
  • Seven Mile Beach
  • Camana Bay

Can I find two-bedroom holiday homes in Cayman Islands?
Cayman Islands has 354 two-bedroom properties to pick from. Find a holiday home with all the space and comfort you're looking for at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Cayman Islands?
You can pick from 421 holiday homes with WiFi in Cayman Islands. If you'd like to disconnect from daily life on your holiday, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Cayman Islands?
The minimum age is usually 16, 18 or 21. It can differ across properties on Bookabach, so check the rules of your preferred Cayman Islands holiday home before booking.
How long can I rent a holiday home in Cayman Islands for?
It all depends on the Cayman Islands property. To browse available options offering extended stays, simply enter your travel dates and guest number into Bookabach. You can enjoy having the property to yourself, along with the comforts of home like air conditioning, a kitchen and an outdoor space where the little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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