Cayman Islands vacation rentals

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Popular Cayman Islands destinations on Vrbo

Vacation rentals with weekly discounts - Cayman Islands

Showing deals for:Oct 10 - Oct 17

Find out more about Cayman Islands

Why visit Cayman Islands

  1. Stunning beaches: Enjoy pristine beaches perfect for relaxation, water sports, and family fun.
  2. Cultural experiences: Explore history museums and vibrant local precincts that showcase Caymanian heritage.
  3. Outdoor adventures: Engage in exciting excursions like snorkeling and diving in crystal-clear waters.
  4. Warm hospitality: Experience the friendly atmosphere and welcoming locals throughout your stay.
  5. Diverse accommodations: Choose from luxurious villas, cozy homes, or beachfront condos for a perfect getaway.

Popular types of accommodation in Cayman Islands

Planning a getaway to the stunning Cayman Islands? The next step is selecting the perfect place to stay. From luxurious villas to cozy houses and beachfront condos, there's an array of vacation rentals to suit your needs. Explore our selection of Grand Cayman vacation rentals and find the ideal accommodation for your unforgettable island escape.

  • Condos: The top choice for vacation rentals in the Cayman Islands, offering modern amenities and stunning views.
  • Houses: A popular option, perfect for families or groups seeking space and privacy during their getaway.
  • Villas: Luxurious accommodations that provide a unique and upscale experience, ideal for relaxation.
  • Apartments: A convenient option for travelers looking for a home-like atmosphere close to local attractions.
  • Cottages: Quaint and charming, these rentals offer a cozy escape with a touch of island character.**

Top attractions in Cayman Islands

The Cayman Islands offer a perfect blend of beach relaxation and outdoor adventures for families and travelers alike. With attractions like beautiful beaches, history museums, and vibrant tourist precincts, visitors can enjoy both cultural experiences and fun in the sun. For more information on planning your trip and discovering local gems, visit caymanvacation.com to explore all that these stunning islands have to offer.

  1. Seven Mile Beach: A stunning stretch of white sand and crystal-clear waters, Seven Mile Beach is perfect for sunbathing, swimming, and water sports. Its vibrant beach vibes make it a popular spot for relaxation and social activities.
  2. Camana Bay: This lively tourist precinct is ideal for families and outdoor enthusiasts. Featuring shops, restaurants, and beautiful waterfront views, Camana Bay offers a mix of leisure and entertainment for all ages.
  3. Grand Cayman Blow Holes: A serene and secluded natural wonder, the Grand Cayman Blow Holes create spectacular water spouts as waves crash against the rocky shoreline. It's a perfect spot for relaxation and enjoying nature's beauty.

Things to do recommended for couples

Experience romance in the Cayman Islands with a visit to Stingray City, where you can swim with gentle rays. Enjoy a fun round at Cayman Crazy Golfing Mini Golf, or explore the underwater wonders at Kittiwake Shipwreck and Artificial Reef. Adventure awaits!

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

When planning your trip—whether you're traveling with friends, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo to guide you.

  • Traveling to Cayman Islands with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Fortunately, you can easily filter for these options and more on Vrbo.
  • Traveling to Cayman Islands with young kids: Traveling with young kids can be a bit daunting. It's important to prioritize their comfort and safety, along with ensuring access to 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 beloved pet by their side. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Cayman Islands: If you're in search of vacation rentals offering discounts 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 consider additional features like a parking space, a well-equipped kitchen, or a private pool while you search.

Where to stay in Cayman Islands

The Cayman Islands offer a dreamy getaway with stunning oceanfront homes and beautiful beaches perfect for family vacations or romantic escapes. Experience the warm, friendly atmosphere as you explore vibrant cities and enjoy exciting excursions. Whether you're relaxing on the shore or diving into the crystal-clear waters, the islands provide an unforgettable adventure. Just be mindful of hurricane season when planning your trip to this tropical paradise!

  • Grand Cayman: Grand Cayman is the largest island in the Cayman Islands and serves as the main hub for travelers. Known for its stunning beaches and vibrant family-friendly atmosphere, it offers a plethora of outdoor experiences, from snorkeling in crystal-clear waters to relaxing on the soft sandy shores. You'll find a range of popular activities and venues, including luxurious resorts and bustling shopping areas. Key attractions include the iconic Seven Mile Beach, the thrilling attractions at the Cayman Turtle Centre, and the picturesque marina, making it an ideal destination for those seeking both adventure and relaxation.
  • Seven Mile Beach: Located on the western coast of Grand Cayman, Seven Mile Beach is renowned for its pristine shoreline and vibrant atmosphere. This area is perfect for families and travelers looking for a blend of beach relaxation and outdoor adventure. It features a variety of shopping options, top-notch resorts, and exciting activities such as water sports and beachside dining. Local landmarks include the famous beach itself, a lively marina, and a tourist precinct that offers a range of entertainment and dining options, ensuring there's something for everyone to enjoy.
  • North Side: North Side is a tranquil district on Grand Cayman that appeals to those seeking a more laid-back vacation experience. This area is perfect for families and outdoor enthusiasts, offering beautiful beaches and opportunities for adventure. Visitors can explore local shopping areas and indulge in exciting underwater sports while soaking up the stunning coastal views. Highlights include the picturesque beaches, an inviting marina, and a charming tourist precinct, all contributing to a peaceful yet engaging atmosphere that allows you to connect with nature and the local culture.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 a breeze

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

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner really pays off! By joining our travel rewards program, One Key, you can access exclusive member savings and earn OneKeyCash™ on eligible reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for planning your next getaway, managing your existing reservations, or organizing your travel plans. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/en-ca/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.

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