South Side vacation rentals

We found 55 vacation rentals — enter your dates for availability

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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)
  • Long Beach (5 mi / 8.1 km)
  • Cayman Brac Bluff (5.1 mi / 8.1 km)
  • Charlie's Reef (5.3 mi / 8.5 km)
  • Point of Sand Beach (10.7 mi / 17.3 km)
  • Little Cayman Beaches (15.3 mi / 24.7 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Side?
The most desirable types of vacation rentals in South Side are apartments. Prefer something different? Vrbo offers a variety of options to match our guests’ unique requirements, so you’ll see vacation homes in loads of shapes and sizes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in South Side?
A range of factors influence how much you’ll pay for a vacation rental in South Side, including the length of stay, season and type of property. Still, all Vrbo homes have one thing in common — exceptional value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in South Side?
When you travel and the style and size of the property will determine the cost of your beachside stay. Type in your South Side travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to select the amenities and features you want in your rental.
Are there large group vacation rentals in South Side?
Yes, you can pick from one of 12 vacation rentals in South Side that can sleep five or more people. From family trips to special occasions like birthday parties, these stays have enough space to hang out with your favorite people.
Are there one-bedroom vacation rentals in South Side?
South Side has 10 one-bedroom rentals available. Often located in sought-after areas thanks to their compact size, a one-bedroom property is perfect if you’re getting away with a buddy or your partner. And with comforts like kitchens and more privacy, you’ll be able to kick back and relax while discovering this fantastic destination.
Can I find two-bedroom vacation rentals in South Side?
Take off with your loved ones and enjoy total privacy and comfort in one of the 10 two-bedroom vacation homes South Side has to offer.
Are there vacation rentals with WiFi in South Side?
South Side has nine vacation rentals with WiFi, so you can stay connected during your vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in South Side?
Select your dates and then make use of our filters to find vacation rentals with air conditioning in South Side on Vrbo. With 23 air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a vacation rental in South Side?
The minimum age permitted can vary across properties on Vrbo, so check the rules of the vacation home in South Side you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in South Side for?
The length of time you can rent a vacation rental in South Side depends on the property. Simply enter your desired dates to view a list of options offering extended stays. With lots of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover the perfect place to call your home away from home in South Side.
Does Vrbo offer discounts for vacation homes in South Side?
Whether you’ve got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some fabulous bargains and discounts on Vrbo. From weekend retreats to extended getaways, we’ve got the perfect place for your next South Side escape.

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