Photo by Cayman Islands Department of Tourism

Cayman Islands vacation rentals

We found 1,364 vacation rentals — enter your dates for availability

Popular Cayman Islands destinations on Vrbo

Vacation rentals with weekly discounts - Cayman Islands

Showing deals for:Jun 5 - Jun 12

Find out more about Cayman Islands

Why visit Cayman Islands

  • Stunning Beaches: Enjoy the soft sandy shores and crystal-clear waters, perfect for relaxation and water activities.
  • Outdoor Adventures: Dive into snorkeling, scuba diving, and exploring the unique blowhole, catering to adventure seekers.
  • Cultural Exploration: Visit fascinating museums and immerse yourself in the local culture and history of the islands.
  • Serene Atmosphere: Experience the tranquil beauty of Little Cayman and the friendly vibes throughout Grand Cayman.
  • Variety of Accommodations: Choose from cozy condos, spacious homes, or luxurious villas for the perfect vacation stay.

Popular types of accommodation in Cayman Islands

If you're exploring vacation rentals in the stunning Cayman Islands, you're in for a treat. Our most popular accommodations include cozy condos, spacious houses, and luxurious villas. Whether you're seeking a charming house rental or a lavish luxury Cayman Island villa, we have a variety of options to fit your needs. Discover the perfect vacation home and experience the beauty of the islands with comfort and style.

  • Condos: The top choice for vacation rentals in the Cayman Islands, offering modern amenities and stunning views.
  • Houses: A popular option for families or groups seeking spacious accommodations and a home-like atmosphere.
  • Villas: Luxurious and often featuring private pools, villas provide an upscale vacation experience.
  • Apartments: A convenient and budget-friendly option for travelers looking for a cozy place to stay.
  • Cottages: Charming and quaint, cottages offer a more rustic and intimate getaway.**

Top attractions in Cayman Islands

The Cayman Islands offer the perfect getaway for beach lovers and families seeking outdoor adventures. With attractions like stunning beaches, fascinating museums, and the unique blowhole, there's something for everyone. Whether you're looking to soak up the sun, dive into the local culture, or explore the natural beauty, the islands cater to all types of travelers ready for an unforgettable experience.

  • Seven Mile Beach: A stunning stretch of soft, white sand that offers a vibrant beach atmosphere perfect for sunbathing, swimming, and water sports. Enjoy the lively beach vibes with numerous restaurants and bars lining the shore.
  • Grand Cayman Blow Holes: A unique natural attraction where waves crash against the rocks, creating breathtaking blowholes. This secluded spot provides a relaxing environment, ideal for enjoying nature and capturing stunning photographs.
  • Camana Bay: A vibrant tourist precinct featuring family-friendly activities, outdoor dining, and shopping. Stroll along the waterfront, explore local boutiques, or relax in the beautiful gardens, making it perfect for all ages.

Things to do recommended for couples

For a romantic getaway in the Cayman Islands, explore the enchanting Stingray City, swim with graceful stingrays, or dive into the rich marine life at Kittiwake Shipwreck. For a fun twist, enjoy a playful round at Cayman Crazy Golfing Mini Golf, perfect for couples looking for adventure.

Things to do recommended for families

Families visiting the Cayman Islands can have a fantastic time at the Cayman Turtle Centre, where kids can learn about and interact with turtles, and enjoy a day at Seven Mile Beach, perfect for swimming and building sandcastles together.

Things to do recommended for groups

Explore the vibrant atmosphere at Governors Square for shopping and entertainment, challenge your friends at North Sound Golf Course and Britannia Golf Course for some outdoor sports fun, all while soaking in the beautiful surroundings of 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 traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cayman Islands with a group: Think about how many bedrooms you require, as well as additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cayman Islands with young kids: Traveling with young kids can be quite a task. It's essential to prioritize 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 family-friendly attractions.
  • Taking your pets with you to Cayman Islands: For many families, a vacation wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Cayman Islands: If you're searching for vacation rentals that offer discounts for month-long stays, 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 offers a stunning escape with its beautiful sandy beaches and vibrant atmosphere. Explore the tranquil shores of Grand Cayman, enjoy the serene beauty of Little Cayman, and immerse yourself in the friendly vibes throughout the islands. Whether you're seeking family-friendly activities, romantic excursions, or simply a relaxing retreat, this Caribbean paradise has something for everyone. Get ready to experience unforgettable adventures and breathtaking views in this idyllic destination.

  • Grand Cayman: Grand Cayman, the largest of the Cayman Islands, is renowned for its stunning beaches and vibrant local culture. This picturesque island offers a perfect blend of relaxation and adventure, making it a popular destination for families and outdoor enthusiasts. Travelers can indulge in various activities, from lounging on pristine beaches to exploring local shopping areas and resorts. Key attractions include the famous Seven Mile Beach, a haven for sunbathers, and the Cayman Islands National Museum, which showcases the rich history of the islands. With its beautiful marinas and thrilling water sports, Grand Cayman promises an unforgettable vacation experience.
  • Seven Mile Beach: Seven Mile Beach is a renowned destination known for its breathtaking stretches of soft white sand and crystal-clear waters. This vibrant city is perfect for families and beach lovers alike, offering a variety of resorts and entertainment options. Visitors can enjoy shopping at nearby boutiques or participating in exciting adventure activities like snorkeling and paddleboarding. The beach itself is dotted with lively beach bars and restaurants, making it a great place to unwind after a day of exploration. With its stunning marina and tourist precinct, Seven Mile Beach is a must-visit for those seeking relaxation and adventure in equal measure.
  • North Side: North Side offers a tranquil escape from the busier tourist areas, showcasing the natural beauty of the Cayman Islands. This district is ideal for families and outdoor enthusiasts, featuring serene beaches and lush landscapes. Popular activities include shopping at local markets and engaging in thrilling underwater sports, such as diving and snorkeling. Visitors can explore the nearby marine parks and enjoy the stunning views from the beach. With its charming tourist precinct and welcoming atmosphere, North Side is perfect for those looking to experience the island’s authentic charm and natural wonders.

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. Peak season runs in January, March and July, while off-peak times, like May 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 SunnySlightly LowAverage
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 SunnyAverageSlightly 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 simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

When you secure a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the full booking amount. Being the trip organizer really has its perks. By joining our OneKey rewards program, you can enjoy exclusive savings available only to members and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travel effortlessly. You can create new trips, keep working on your existing plans, or manage your bookings all in one place. Your saved and booked properties are conveniently organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Cayman Islands: A slice of Caribbean paradise

The epitome of paradise, the Cayman Islands encompass everything that's great about the Caribbean. From sandy beaches and lush rainforests, to colonial history and lively nightlife, there's something for everyone. The archipelago is made up of 3 islands, each with its own unique charm. Grand Cayman lures visitors with its all-inclusive resorts and colonial towns. Cayman Brac champions a laid-back vibe, while Little Cayman is known for its exotic wildlife and deserted beaches. Planning a Caribbean getaway? From oceanfront condos on Seven Mile Beach, to breezy cottages in Blossom Village, Cayman Islands vacation rentals promise an unforgettable stay.

Tourist attractions near Cayman Islands vacation homes

Anchoring Bodden Town, Pedro St James is Grand Cayman's oldest building. The handsome Caribbean house was built by one of Cayman's founding families in the late 1700s. Today you can admire colonial antiques, stroll around the garden and peer into the room where the 1835 Slavery Abolition Act was signed. For a glimpse at the archipelago's inspired arts scene, don't miss the National Gallery of the Cayman Islands. Beautifully curated, it showcases works from local Caribbean artists.

What to do near your Cayman Islands summer rental

With sugar-white sand, crystal-clear water and palm-shaded beach bars, Seven Mile Beach looks like it's been plucked straight out of a postcard. For a quieter scene, head to Cemetery Beach, where you'll see locals enjoying sun-dappled picnics and reggae jam sessions. Calls for adventure are answered with emerald green rainforests, hidden caves and deserted beaches. Descend under the waves and you'll find a wonderland of colorful reefs, tropical fish and coral-strewn shipwrecks. After a long day in the sun, there's nothing better than sunset cocktails on the deck of your Cayman Islands vacation rentals villa.

Best time to travel to Cayman Islands vacation rentals

Winter is high season in the Cayman Islands, with flocks of sunseekers descending on the archipelago. From family getaways to destination weddings, Cayman Islands vacation rentals unlock access to a host of boutique properties. If you want to beat the winter rush, consider visiting in spring, when the Cayman Islands enjoy clear skies, calm water and sultry temperatures. Green season spans from May to November. While you may encounter afternoon rainstorms, there's also every chance of sunshine. This is thanks to the archipelago's westerly location, which means the Cayman Islands escape most of the wild weather ushered in by hurricane season.

Family friendly

Kid-friendly attractions near Cayman Islands vacation homes

The Cayman Islands offer an array of fun-filled activities for children of all ages. Vacation homes are close to places like Cayman Turtle Centre, a wildlife park with exhibits and adventures like swimming with sea turtles, and Starfish Point, a secluded beach with shallow, clear waters where colorful starfish can be seen. You'll also like Cayman Crystal Caves, an underground cave system with tours through the rainforest and caverns.

Romantic vacation rentals in Cayman Islands

Couples looking for romance will love the Cayman Islands. Vacation rentals can be found near places like the Mastic Trail, a hiking trail through an expansive nature reserve with plants, trees, and wildlife unique to the island, and the Blowholes, a scenic spot where seawater rushes through openings in the rocky shore. You'll also like the National Gallery of the Cayman Islands, a contemporary museum with local artwork and traditional crafts.

Frequently asked questions

What is the best area to stay in Cayman Islands when booking a vacation rental?
George Town is one of the most in-demand locations to find a vacation home in Cayman Islands. Looking for some top things to do and see here? Make your way to Spotts Beach and Cayman Islands National Museum.
What is the most popular type of vacation rental accommodation in Cayman Islands?
According to our data, condos are the most desirable type of vacation property in Cayman Islands. But that goes without saying, everyone's idea of an epic trip differs. Vrbo has vacation rentals of all sizes, shapes and budgets, so you're sure to find your perfect match.
How much does it cost to rent a vacation rental in Cayman Islands?
The average price for a vacation rental in Cayman Islands is determined by a number of factors, including property type, season and length of stay. Whether you'd like a sprawling villa with lots of bedrooms or a quaint cottage perfect for just you and the kids, just add your dates of travel to discover some great-value stays.
How much does it cost to rent a beach house in Cayman Islands?
Prices for beach houses in Cayman Islands can vary depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to see available options and prices. From there you can use our filters to refine your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Cayman Islands?
There certainly are. You'll have a choice of 26 vacation homes that welcome pets in Cayman Islands on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where your pup can be near his favorite humans.
Are there large group vacation rentals in Cayman Islands?
With 144 vacation rentals that can host 10 or more people in Cayman Islands, there's no need to hold back on your invites. From family vacations to special events like weddings and birthday parties, Vrbo will help you find a large group rental to suit the occasion.
Are there one-bedroom vacation rentals in Cayman Islands?
Yes, there are 181 one-bedroom properties in Cayman Islands to choose from. A one-bedroom vacation rental is an excellent option if it's only you and your partner or if you're flying solo. Add in more space, privacy and convenience compared to a hotel, and you've got yourself an unforgettable getaway.
Can I find two-bedroom vacation rentals in Cayman Islands?
Gather your besties and enjoy a relaxing escape in one of the 373 two-bedroom vacation properties Cayman Islands has to offer.
Are there vacation rentals with WiFi in Cayman Islands?
Take your pick of 483 vacation rentals with WiFi in Cayman Islands. If you want to disconnect from the world during your trip, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Cayman Islands?
Cayman Islands has 894 vacation rentals where you'll be able to spend your days in air-conditioned comfort. To find a stay on Vrbo that features this amenity, enter your dates of travel and use the filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Cayman Islands?
We recommend checking with the Cayman Islands vacation property you want on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a vacation rental in Cayman Islands for?
It's really down to the Cayman Islands property. To browse available options offering extended stays, simply enter your dates and number of guests into Vrbo. Enjoy having the entire place to yourself, along with home comforts such as a kitchen, air conditioning and an outdoor space to play in. Be on the lookout for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Cayman Islands?
On Vrbo, we've got plenty of great discounts and deals for Cayman Islands. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a short getaway or an extended stay, Vrbo offers options for every style and budget.