Grand Cayman holiday lettings

We found 1,296 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Grand Cayman

Showing deals for:7 Nov - 14 Nov
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Grand Cayman

  • Stunning Beaches: Relax on beautiful, pristine beaches with crystal-clear waters, ideal for sunbathing and water activities.
  • Botanical Gardens: Explore lush botanical gardens, showcasing the island's diverse flora and serene landscapes.
  • Family-Friendly Activities: Enjoy various family-oriented experiences, ensuring fun for all ages during your holiday.
  • Intriguing Caves: Discover fascinating caves that offer a glimpse into the island's natural wonders and geological history.
  • Cayman Brac Day Trips: Venture to nearby Cayman Brac for its friendly locals and rich historical charm.

Popular types of accommodation around Grand Cayman

If you're contemplating a getaway to Grand Cayman, look no further for your ideal accommodation. The most sought-after options include stylish condos, charming private holiday homes, and luxurious villas. With a range of holiday rentals available, you’re sure to find the perfect Grand Cayman vacation rental to suit your needs. Explore our selection of Cayman Islands vacation rentals for a memorable experience filled with transparency, savings, and peace of mind.

  • Condos: These are the top choice for holidaymakers in Grand Cayman, offering modern amenities and stunning views.
  • Houses: Ideal for families or groups, these homes provide a comfortable and spacious environment for your stay.
  • Villas: Luxurious and often situated near the beach, villas offer an upscale experience with private pools and beautiful surroundings.
  • Apartments: A convenient option for solo travellers or couples, apartments combine comfort with easy access to local attractions.
  • Cottages: Quaint and charming, cottages provide a cosy atmosphere for those seeking a more intimate getaway.**

Top attractions near Grand Cayman

Grand Cayman is ideal for beach, family, and outdoor holidays, boasting attractions like stunning beaches, botanical gardens, and intriguing caves. Whether you're seeking adventure or relaxation, this island offers a plethora of experiences. Don't miss exploring the various points of interest around Grand Cayman, perfect for creating unforgettable memories with loved ones.

  • Grand Cayman Beaches: Enjoy the idyllic beach vibes at Grand Cayman Beaches, where soft white sands meet crystal-clear waters. Perfect for sunbathing, swimming, and water sports, this beach is a tropical paradise located 1.9km from Grand Cayman.
  • Mission House: Dive into the rich culture of the Cayman Islands at Mission House, a historic site that showcases early settler life. Located 1.9km from Grand Cayman, it's a fascinating glimpse into the island's heritage.
  • Mastic Trail South Trailhead: Embark on an adventurous outdoor experience at Mastic Trail South Trailhead. This lush forest path, situated 1.9km from Grand Cayman, offers a chance to explore unique flora and fauna amidst stunning natural scenery.

Things to do recommended for couples

For a romantic getaway in Grand Cayman, consider a visit to Stingray City, just 5.0km away, for an unforgettable underwater adventure. Alternatively, enjoy a fun round at Cayman Crazy Golfing Mini Golf, located 5.6km away, or explore the stunning dive site at Babylon, a mere 3.1km away.

Things to do recommended for families

Families will delight in the vibrant marine life while snorkelling at Stingray City, where they can interact with friendly stingrays. Alternatively, visit the Cayman Turtle Centre for an educational and fun experience, allowing children to learn about conservation while enjoying close encounters with turtles.

Things to do recommended for groups

Explore the Boddentown Art Shop for local crafts, embark on an adventurous hike along the Mastic Trail North Trailhead, or enjoy a round of golf at the North Sound Golf Course, all offering unique outdoor experiences just a short distance from Grand Cayman.

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

If you’re travelling with a group, family, or pets, or if you're seeking longer stays, it’s important to apply the appropriate filters to match your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Grand Cayman with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Grand Cayman with young kids: Travelling with young children can be quite a challenge. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Grand Cayman: For many, a family holiday feels incomplete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Grand Cayman: 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 filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or even a private pool.

Where to stay near Grand Cayman

Grand Cayman offers a delightful blend of stunning beaches and family-friendly activities, making it an ideal destination for your next holiday. Visitors can explore the vibrant atmosphere of the Cayman Islands, where excursions and relaxation abound. Don't miss the nearby Cayman Brac, known for its friendly locals and historical charm. With a range of experiences to suit every traveller, Grand Cayman promises an unforgettable getaway infused with adventure and leisure.

  • North Side: North Side is a lovely district located approximately 1.9km from Grand Cayman, offering a tranquil escape for families and outdoor enthusiasts alike. This area is renowned for its stunning beaches and vibrant marine life, making it ideal for underwater sports and adventure activities. Visitors can explore the local shopping areas, or unwind at the picturesque marina. With its family-friendly atmosphere and beautiful tourist precinct, North Side is perfect for those looking to enjoy nature’s beauty while indulging in various recreational activities.
  • Bodden Town: Bodden Town, also situated about 1.9km from Grand Cayman, is steeped in history and charm. This district is perfect for families seeking fun in the sun, with its inviting beaches and outdoor experiences. The area boasts a variety of adventure activities and a local shopping area that caters to all tastes. Notable landmarks include the dock port and marina, which offer opportunities for boating and fishing. Bodden Town’s rich culture and scenic views make it a must-visit for anyone looking to experience the authentic spirit of the Cayman Islands.
  • Brinkleys: Nestled 1.2km from Grand Cayman, Brinkleys is a quaint village that beckons adventure seekers and nature lovers. Its stunning beaches are perfect for sunbathing and water sports, while the nearby national state park provides ample opportunities for hiking and exploration. The area is also home to fascinating caves, adding to its allure. With its recreational areas and outdoor experiences, Brinkleys invites visitors to immerse themselves in the natural beauty and tranquillity of the Cayman Islands.

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. Peak season runs in January, March and July, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some money on your upcoming holiday? It might be worth considering some flexibility with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your next adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To access Trip Boards, simply visit: https://www.vrbo.com/en-gb/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)
  • 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)
  • Governor's Beach (9.2 mi / 14.9 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 rental?
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 rental accommodation in Grand Cayman?
According to our data, condos are considered the most popular type of holiday rental in Grand Cayman. But having said that, everyone's idea of the perfect stay will differ. Vrbo 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 rental in Grand Cayman?
The average price for a holiday rental 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 rental 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 Vrbo 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 rental amenities in Grand Cayman?
When it comes to rental amenities that guests are looking for in Grand Cayman, tennis, an ocean view and nearby museums are the most popular. With Vrbo holiday rentals, you'll discover options to fit your style and taste, whether you're travelling with relatives, friends or even pets.
Are there holiday rentals with WiFi in Grand Cayman?
You can choose from seven holiday rentals 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 Vrbo.
How old do you have to be to rent a holiday rental in Grand Cayman?
The minimum age allowed can vary across properties on Vrbo, 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 rental 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 Vrbo. 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.

More Holiday Rentals ideas

People also search for