South Side vacation rentals

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Find out more about South Side

Why visit South Side

  1. Stunning Beaches: South Side boasts beautiful beaches perfect for sunbathing, swimming, and relaxation.
  2. Cultural Landmarks: Explore historic lighthouses that reflect the rich local heritage and culture.
  3. Outdoor Adventures: Engage in various outdoor activities like snorkeling, diving, and hiking in scenic surroundings.
  4. Charming Neighbourhoods: Discover nearby areas like North Side and Downtown, each offering unique local experiences.
  5. Diverse Accommodation: Choose from private homes, luxurious villas, or modern condos tailored to your needs.

Popular types of accommodation around South Side

Planning a getaway to South Side? The excitement begins with selecting your perfect accommodation. Whether you're looking for houses, luxurious villas, or modern condos, we've got you covered. Explore our selection of room rentals, Vancouver apartments, and studio apartments to find the ideal spot for your stay. Enjoy transparency, savings, and reassurance as you discover the best Vancouver rental properties for your adventure.

  • Houses: The top choice for visitors to South Side, offering spacious accommodations ideal for families and groups looking for a home-like experience.
  • Villas: A close second, these luxurious properties provide stunning views and upscale amenities for a relaxing getaway.
  • Condos: A popular selection that combines comfort and convenience, perfect for those who desire easy access to local attractions.
  • Apartments: A practical option that offers a cozy living space with essential amenities for solo travellers or couples.
  • Cottages: These charming retreats provide a quaint and peaceful atmosphere for a delightful escape.**

Top attractions around South Side

South Side, Cayman Islands, offers a delightful mix of attractions for every traveller. Explore the stunning beaches and captivating islands, or immerse yourself in local culture at historic lighthouses. Whether you're after outdoor adventures or a relaxing day by the shore, there's something for everyone. This vibrant area is perfect for families, groups, or solo explorers seeking an unforgettable experience in paradise.

  1. Cayman Brac Bluff: A stunning natural landmark with dramatic cliffs and breathtaking views. Ideal for hiking, you can explore the rugged terrain while enjoying the island's unique flora and fauna.
  2. Long Beach: A serene stretch of white sand, perfect for relaxation and sunbathing. Its calm waters make it an excellent spot for swimming and enjoying the tranquil beach vibes.
  3. National Trust Parrot Reserve: A haven for adventure enthusiasts, this reserve is home to the endangered parrot species. Experience guided tours through lush landscapes, observing wildlife in their natural habitat.

Things to do recommended for couples

Planning a romantic getaway in South Side, Cayman Islands? Explore the enchanting MV Captain Keith Tibbetts Shipwreck, located 14.5km away. Dive into an adventure together, surrounded by vibrant underwater life and the thrill of sportsmanship. Perfect for couples seeking unforgettable experiences!

Things to do recommended for groups

Groups visiting South Side can stroll along the Lighthouse Footpath, a scenic outdoor pathway just 3.2km away, and embark on an adventurous excursion at Cio's Craig (Wilderness Wall), located 6.4km from South Side, perfect for creating lasting memories together.

What do I need to keep in mind when booking a vacation around South Side

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to South Side with a group: Think about how many bedrooms you require, along with amenities like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these features and more on Vrbo.
  • Traveling to South Side with young kids: Traveling with young children can present its own set of challenges. It’s important 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 South Side: For many families, a getaway isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting South Side: If you’re searching for vacation rentals that offer 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 include options like a parking spot, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around South Side

In South Side, Cayman Islands, you’ll find a serene atmosphere perfect for relaxation. Explore nearby neighbourhoods like North Side and the vibrant Downtown, where local culture and stunning views collide. Don't miss the charming Vancouver West Side, known for its scenic parks and friendly vibe, or take a leisurely stroll along Street South to soak in the coastal beauty. Each area offers a unique slice of island life that makes your vacation truly unforgettable.

  • Tibbett's Turn: Located a mere 3.2km from South Side, Tibbett's Turn is a vibrant city that offers a delightful blend of beachside relaxation and rich cultural experiences. The area is well-known for its eco-friendly initiatives, making it a perfect destination for environmentally conscious travellers. Visitors can indulge in a variety of popular activities, including resort stays, underwater sports, and thrilling adventure activities. Notable local landmarks include a stunning beach, a historical monument, and an iconic lighthouse, all of which are easily accessible and provide a glimpse into the region's rich heritage.
  • East End: Just 1.1km from South Side, East End is a picturesque city that promises a memorable vacation experience focused on beach, outdoor adventures, and cultural richness. This charming locale is renowned for its exceptional resort options, as well as world-class snorkeling and diving opportunities. The stunning beaches, scenic islands, and striking lighthouses serve as perfect backdrops for relaxation and exploration, attracting visitors seeking both adventure and tranquility.
  • Creek: Situated 1.6km away from South Side, Creek is a quaint village that embodies the essence of beach life. With its laid-back atmosphere, it is an ideal spot for those looking to unwind and enjoy the soothing sounds of the ocean. The village is primarily known for its beautiful beach, where visitors can bask in the sun, take leisurely strolls, or engage in various water activities. Creek's charm lies in its simplicity, making it a perfect retreat for relaxation and rejuvenation.

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can often lead to significant savings, as prices tend to vary. Additionally, opting for a longer stay typically allows for more substantial discounts. To help you discover the perfect Vrbo property that fits your budget, be sure to use our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or efficiently view and arrange your travel plans. You can easily find the properties you’ve saved or booked before, now categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your South Side getaway

Experience the unique character of South Side with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in South Side

Are you hoping to discover things to do in the city? Venture out of your cozy vacation rental and check out everything that makes South Side a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Great Wall (18.8 mi / 30.2 km)
  • Lighthouse Footpath (4.6 mi / 7.5 km)

Exploring the natural landscape of South Side

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, South Side is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Cayman Brac Beaches (1 mi / 1.6 km)
  • Cayman Brac Bluff (5.1 mi / 8.1 km)
  • MV Captain Keith Tibbetts Shipwreck (5.8 mi / 9.3 km)
  • Little Cayman Beaches (15.3 mi / 24.7 km)
  • Owen Island Beach (17.6 mi / 28.3 km)
  • South Hold Sound (18.3 mi / 29.4 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Side?
The most sought-after types of vacation rentals in South Side are houses. Hoping for something different? Vrbo offers a variety of options to match the unique needs of our guests, so you'll see vacation properties in all sizes, and for all budgets. The perfect fit is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in South Side?
Length of stay, property type and time of year are some things that can determine the price of a vacation home. Simply click on your dates of travel to find your ideal escape. From cozy country cottages to expansive villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in South Side?
When you travel and the size and style of the property will determine the cost of your beachside escape. Enter your South Side travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the features and amenities you want in your beach house.
What are popular rental amenities in South Side?
When it comes to rental amenities that people are searching for in South Side, a fridge, an oven and a stovetop rank the highest. With Vrbo vacation rentals, there are choices to fit your taste and style, whether you're going on a vacation with family members, friends or even pets.
Are there large group vacation rentals in South Side?
With 12 South Side vacation homes that can sleep five or more people, you can invite a few extra pals or family members along. Whether you're planning an informal gathering or a birthday party, we'll help you find the perfect space to match the occasion.
Can I find two-bedroom vacation rentals in South Side?
South Side has 11 two-bedroom vacation properties to select from. Enjoy a vacation home with all the privacy and comfort you're looking for at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in South Side?
South Side has nine vacation rentals with WiFi, so you'll be able to stay connected while traveling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to go online.
How old do you have to be to rent a vacation rental in South Side?
It's a good idea to check with the South Side vacation home you're looking at on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in South Side for?
The amount of time you can stay in a South Side vacation home for is down to each property. Just enter your travel dates to see options offering longer term stays. They have the things you need to make your extended getaway more enjoyable and comfortable, such as air conditioning and laundries. Some properties might also offer weekly or monthly discounts, so you can stay longer for less money.