Little Cayman holiday lettings

We found 50 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in Little Cayman that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Little Cayman

Showing deals for:3 Oct - 10 Oct

Why visit Little Cayman

  • Pristine beaches: Little Cayman boasts stunning, unspoilt beaches perfect for sunbathing and relaxation.
  • Diverse water activities: Engage in exciting water sports, such as snorkelling and diving in vibrant coral reefs.
  • Cultural experiences: Visit local attractions like the Little Cayman Museum and charming churches.
  • Tranquil atmosphere: Enjoy the laid-back vibe of the island, enhanced by friendly locals and beautiful surroundings.
  • Varied accommodation options: Choose from a range of holiday rentals, including oceanfront villas and cosy cabins.

Popular types of accommodation in Little Cayman

Discover the charm of Little Cayman with our selection of holiday rentals, including houses, villas, and comfy condos. Whether you're seeking a bedroom oceanfront retreat or a cozy cabin, our platform offers transparent information and savings for your ideal getaway. With various options for Little Cayman holiday lettings, you're sure to find the perfect accommodation to suit your needs and enhance your holiday experience.

  • Houses: The top choice for visitors to Little Cayman, these homes offer spacious and comfortable settings, perfect for families or groups seeking privacy.
  • Villas: These luxurious accommodations are the second most sought-after, providing stunning views and upscale amenities for an indulgent escape.
  • Condos: Popular for their convenient locations, condos offer a blend of comfort and access to local attractions, making them ideal for couples and solo travellers.
  • Apartments: Offering a more budget-friendly option, apartments provide essential amenities for a relaxed and homely atmosphere during your stay.**

Top attractions in and around Little Cayman

Little Cayman is a perfect destination for those seeking beach, outdoor activities, and stunning scenery. Popular attractions include beautiful beaches, vibrant reefs, and local churches, making it ideal for cultural experiences. While exploring this charming island, be sure to visit the Little Cayman Museum and discover the various pristine beaches on offer. Whether you’re after relaxation or adventure, Little Cayman has something for every traveller.

  • Little Cayman Beaches: Experience pristine shores and tranquil waters, perfect for sunbathing and relaxation. With its inviting beach vibes, it's an idyllic spot for swimming and snorkelling amidst vibrant marine life.
  • Little Cayman Baptist Church: Immerse yourself in the local culture at this charming church, known for its warm community atmosphere and beautiful architecture. It's a great place to learn about the island's heritage.
  • Little Cayman Museum: Discover the rich history of Little Cayman through fascinating exhibits and artefacts. This museum offers insight into the island's past, showcasing its cultural significance and unique stories.

Things to do recommended for couples

For a romantic getaway in Little Cayman, explore the enchanting Cumber's Caves, located 1.2km away, for an exhilarating underwater experience. Alternatively, dive into the vibrant marine life at Three Fathom Wall, just 1.9km away, for unforgettable moments together under the waves.

Things to do recommended for families

Families visiting Little Cayman can explore the stunning Coral Reef while snorkelling, discover the island's wildlife at the Little Cayman Museum, and enjoy a relaxing day on the pristine beaches. The island's tranquil atmosphere makes it perfect for quality family time amidst nature.

Things to do recommended for groups

Embark on the Salt Rocks Nature Trail North Trailhead, where your group can immerse yourselves in the stunning outdoor scenery and adventure vibes of Little Cayman. Enjoy a leisurely stroll while discovering the island’s natural beauty together.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can make a significant difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Where to stay in and around Little Cayman

Little Cayman, a hidden gem in the Cayman Islands, offers stunning beaches and breathtaking outdoor scenery perfect for a tranquil getaway. Explore the island's pristine shores, where you can enjoy sunbathing and water sports, or venture into nearby territories rich in romantic and historical charm. With friendly locals and a laid-back atmosphere, your vacation here promises unforgettable experiences amidst nature's beauty and the allure of Caribbean culture.

  • West End: Located 6.2km from Little Cayman, West End is a charming city that offers a delightful mix of beachside relaxation and outdoor adventure. Visitors are drawn to its stunning beaches and family-friendly atmosphere. The area is known for its resorts, perfect for unwinding after a day of exploring. Outdoor enthusiasts can engage in a variety of underwater sports and adventure activities, making it an ideal spot for those seeking thrills. Local landmarks such as the picturesque beach and serene parks provide a perfect backdrop for leisurely strolls and family outings.
  • Blossom Village: Nestled within Little Cayman itself, Blossom Village is a quaint village celebrated for its stunning scenery and tranquil beaches. This idyllic location invites visitors to immerse themselves in the great outdoors, with plenty of opportunities for adventure activities and underwater sports. The nearby bay and marina are perfect for water exploration, whether you're looking to snorkel or simply enjoy the stunning views. Blossom Village embodies the charm of island life, making it a peaceful retreat for those looking to relax amidst natural beauty.
  • Sister Islands: Just 5.0km away from Little Cayman, the Sister Islands form a captivating archipelago that beckons eco-conscious travellers. Renowned for their pristine outdoor spaces and beautiful beaches, the islands provide a perfect setting for various adventure activities, including snorkelling and underwater sports. With breathtaking reefs and lush parks, visitors can explore the rich marine life and stunning landscapes that make this region so special. The Sister Islands offer an ideal escape for those looking to connect with nature and enjoy an eco-friendly holiday.

Best time to go to Little Cayman

If you're planning a trip to Little Cayman, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly Low
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
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 SunnyAverageSlightly High
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowAverage
September84.2°F (29.0°C)Light RainMostly SunnyModerately LowSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnyModerately LowSlightly High
November81.3°F (27.4°C)Light RainMostly SunnyAverageSlightly Low
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

What do I need to keep in mind when booking a vacation in 'Little Cayman

When planning your trip, whether you're travelling with friends, family, pets, or seeking extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Little 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 refine your search for all these options and more on Vrbo.
  • Traveling to Little Cayman with young kids: Travelling with young children can be quite demanding. 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 how close you are to attractions that cater to families.
  • Taking your pets with you to Little Cayman: For many families, a holiday isn't truly fulfilled 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 everyone feels comfortable and at home.
  • Planning for a long term stay visiting Little Cayman: If you’re in search of holiday rentals offering discounts for month-long stays, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include preferences such as a parking space, a lovely kitchen, or even a private pool in your search.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a practical platform for you to plan your journeys, resume your previous arrangements, or manage your travel itinerary. You can easily access your saved or booked properties, which are neatly organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The cosy city of Little Cayman awaits you

The island views and other outdoor surroundings create an inviting atmosphere in Little Cayman. Renowned for its bird watching, snorkelling and diving, this city welcomes all visitors. 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 Little Cayman

Are you hoping to discover things to do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Little Cayman a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Great Wall (3.2 mi / 5.1 km)
  • Lighthouse Footpath (19.7 mi / 31.7 km)

Exploring the natural landscape of Little Cayman

Whether you're looking for fun outdoor activities or just want to take in the scenery, Little Cayman is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Little Cayman Beaches (0.3 mi / 0.5 km)
  • Owen Island Beach (2.4 mi / 3.9 km)
  • South Hold Sound (3 mi / 4.9 km)
  • Booby Pond Nature Reserve (3 mi / 4.9 km)
  • Little Cayman Beach (3.2 mi / 5.2 km)
  • Point of Sand Beach (4.9 mi / 7.9 km)

How to get to and around Little Cayman

The nearest airport is in Little Cayman (LYB-Edward Bodden Airfield), located 3.8 mi (6.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into West End (CYB-Charles Kirkconnell Intl.), which is 10.2 mi (16.5 km) away.

Frequently asked questions

What is the best area to stay in Little Cayman when booking a holiday rental?
Blossom Village is among the most in-demand areas to book a holiday rental in Little Cayman. Looking for some cool things to see and do here? Take time to visit Little Cayman Beach and Owen Island Beach.
What is the most popular type of holiday rental accommodation in Little Cayman?
The most in-demand types of holiday rentals in Little Cayman are condos. Prefer something different? Vrbo has plenty of options to match the unique needs of our guests, so you'll see holiday homes in loads of shapes and sizes. The perfect home away from home is waiting for you --- get yours today.
How much does it cost to rent a holiday rental in Little Cayman?
Season, property type and length of stay are some of the things that can determine the price of a holiday home. Simply add your dates of travel to find your perfect fit. From comfy cabins to plush villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Little Cayman?
Prices for beach houses in Little Cayman differ depending on the type and size of the property and time of year you're travelling. Simply enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filter tool to refine your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday rentals in Little Cayman?
There are, yes. You can choose from nine holiday homes that welcome pets in Little Cayman on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly holiday rentals to find a pad where your doggie can join in the fun.
Can I rent a house with a pool in Little Cayman?
Add an extra element of fun to your holiday by booking your crew into one of the five houses with a private pool in Little Cayman. Use our search filter to find the kind of property you want on Vrbo, and then spend your downtime playing and splashing in a swimming pool that's only for you.
What are popular rental amenities in Little Cayman?
The most popular rental amenities people are looking for in Little Cayman are an ocean view, nearby museums and a beach view. Whether you're holidaying with friends, family or even pets, Vrbo holiday properties come with the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday rentals in Little Cayman?
With eight Little Cayman holiday rentals that can sleep five or more people, you can invite a few extra family members or buddies along. Whether you're planning an informal get-together or a birthday party, Vrbo will help you book the perfect space to match the occasion.
Are there holiday rentals in Little Cayman that welcome kids?
Little Cayman has nine family-friendly holiday rentals. And finding a stay that welcomes little ones is a cinch with our "Properties good for families" filter. Besides having the entire place to yourselves, you'll enjoy access to perks and amenities like extra bedrooms, kitchens and yards.
What are the top attractions for families in Little Cayman?
Keeping the kids amused during your stay in Little Cayman is a breeze with these exciting family-friendly attractions:

  • Little Cayman Beach
  • Little Cayman Beaches
  • Owen Island Beach

Are there one-bedroom holiday rentals in Little Cayman?
Yes, there are two one-bedroom properties in Little Cayman to select from. A one-bedroom holiday home is a great choice if it's only the two of you or if you're holidaying solo. Throw in more privacy, convenience and space compared to a hotel, and you've got the makings of a getaway to remember.
Can I find two-bedroom holiday rentals in Little Cayman?
Pick from two two-bedroom holiday properties in Little Cayman. Give your little ones the second room or fill it with a couple of your favourite people. There's enough space for whoever's fortunate enough to be joining your adventure.
Are there holiday rentals with WiFi in Little Cayman?
Choose from four holiday rentals with WiFi in Little Cayman. If you want to disconnect from daily life on your holiday, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Little Cayman?
Choose from nine holiday rentals with air conditioning in Little Cayman providing that cooling breeze and extra bit of comfort. Simply enter your desired travel dates and then take advantage of our filters to locate stays with air conditioning.
How old do you have to be to rent a holiday rental in Little Cayman?
We recommend checking with the Little Cayman holiday rental you'd like on Vrbo as age restrictions differ. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Little Cayman for?
It really depends on the Little Cayman property. To look over a list of options offering extended stays, just type your travel dates and number of guests into Vrbo. You can enjoy having the place to yourself, as well as comforts such as air conditioning, a kitchen and a yard to run around in. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

People also search for

More Holiday Rentals ideas